A gay sex stories: The Night Out ‘Just come out with me. It’ll be fine, it won’t be like last time.’ Now, if I had £1 for every time that statement had come out of my best friend’s mouth, I wouldn’t be living in a tiny one bedroomed apartment just outside Newcastle city centre. The statement came from one of my best friends, Mark. We both played for the same Sunday league football team and had done since we were in school together. Wherever one of us went, the other quickly followed. Shortly after we left college and we’re going to university; Mark told me that he was gay. He was open with the other guys who played on the team and as it should be, nobody was bothered by it in the slightest.
When Mark told me that he was gay, it wasn’t something that was ever on my radar. I’d known him since we were kids and he’d always had girlfriends until we were about 16. At which point the relationships seemed to dry up, but I never assumed that he was into guys. Now, we were both 25, working good jobs and enjoying ourselves with the nightlife that Newcastle had to offer. I didn’t think I was a bad looking guy; I’d been playing sport since forever and was a regular at the gym after work. I had a nice set of abs on me, and the usual trendy haircut with a beard. It annoyed me though, that Mark needed to be one better than me all the time, although the one thing I had over him was hair. He was bald, the hipster beard, was slightly taller than me at 6ft 3, and would always be in the gym more than I was. On a weekend though, Mark tended to be out every Saturday, me on the other hand, I was just getting back into it after splitting up with my long-term girlfriend.
Me and Olivia had been together for nearly 7 years, but towards the end the spark had fizzled out and I found out that she’d been cheating on me with someone she worked with. I packed my bags, moved out and now found myself living in this tiny apartment. That meant I had Mark begging me most weekends to go out with him. It normally meant hitting the gay clubs in the town, then the longer the night went on, the less I’d see of Mark before realising he’d obviously gone home with someone and left me on my own. But every time he begged me to go out with him, he’d promise, ‘it won’t be like last time.’ But I knew it always would be, I didn’t get annoyed with him, I was just happy at least one of us was getting some.
I hadn’t been with anyone since I split up with Olivia and that was getting on for 6 months now. I was that sick of jerking myself off, I set myself a personal challenge when November came around. I decided to take part in ‘No Nut November,’ which was really a silly idea for someone who had gotten used to jacking themselves off daily. And I knew that Mark wasn’t partaking in ‘No Nut November,’ and he wasn’t even hiding it anymore. I’d lost count on the number of times that I’d gone over to his before football practice, only to find him ushering some guy out of his apartment before he got changed.
There was one time though, that I obviously turned up slightly to early. I knocked on his door, sports bag on my shoulder just expecting to spend some time chilling before we went to football. He answered the door in just a pair of shorts, and clearly nothing underneath them. His cock was making a tent in his shorts, and it was impossible not to notice.
‘Come on in, I won’t be long, just finishing up,’ he turned and headed back to his room.
I walked over to the sofa, dropped my bag on the floor and took a seat whilst Mark closed his bedroom door behind him. It became clear quickly that he wasn’t alone in there. Soon there was soft moaning coming through the door, before the familiar sounds of body-on-body contact. My cock started to harden in my shorts, but I was just putting it down to my lack of action recently. The moans got louder over the next few minutes until eventually there was a big grunt from what I assumed was Mark and the noises came to a stop.
A couple of minutes later Mark appeared from the bedroom, ‘I’ve told him to see himself out,’ he said with a smile on his face.
‘Seriously dude?’ I gave him a look that told him I was unhappy with him, and I hid my erection as we left and headed to football practice.
‘You could have told me you had company,’ I scolded him as we walked towards the pitch.
‘Now where would be the fun in that,’ he slapped me on the back. I guess I had no choice but to forget it, but luckily, I didn’t have any awkward coming together with the guy he was fucking.
But now we were back on a usual Saturday, I was at home in my apartment milling about, not sure what to do with myself whilst Mark begged and pleaded with me to join him on another Saturday night out.
‘Just come out with me, it’ll be a good night out,’ Mark began his usual pitch over the phone.
‘Will it though?’ I had my usual doubts, ‘you’ll find someone to take home and I’ll end up on my own in the corner of the bar.’
‘Honestly, I won’t this time,’ he was so full of bullshit. ‘I just want to go out for a few drinks, we don’t have football in the morning, so I want to make the most of it.’
‘We’ve had this exact conversation on numerous occasions,’ what more could I say at this point. ‘I end up avoiding being flirted with and make my own way home.’
‘I promise I won’t do that tonight,’ he made one final pitch.
‘Fine,’ I gave in. ‘But I swear if you ditch me tonight, I’ll be fucking pissed.’
‘That’s why you’re my best friend,’ he laughed. ‘I’ll see you tonight, I’ll meet you at your place, the usual time.’
After that, I got showered, dressed in my usual casual attire of a white t-shirt, black skinny jeans, white trainers, and a bomber jacket. I had my usual Calvin Klein boxers on as well, and I’d just happened to choose the ones with the pride themed waistband for my night out in a few gay bars. When Mark arrived at my apartment, I was already ready to go, so we left straight away, and I just followed along as we went round all of Mark’s favourite bars. For many of them, we stayed together apart from when he drifted off to have a little flirt with whoever showed him any attention.
That was until we reached the last bar of the evening, just as Saturday night slowly turned into the early hours of Sunday morning. Mark had been gone for well over 30 minutes now and I knew exactly what had happened and I was just waiting for the text to confirm it. Five minutes later, my phone vibrated, and I saw a text message from Mark, ‘so sorry, bumped into an old friend and headed back to my place, please don’t hate me.’ I laughed at the message and went back to my drink; I’d just bought a new pint so wasn’t going to waste it.
‘What’s a pretty little thing like you doing at the bar alone?’ I heard a voice behind me before a hand was on my shoulder and someone was standing in front of me.
‘Came out with a friend, turns out he got a better offer halfway through the night,’ I laughed. ‘It’s not the first time though, and probably won’t be the last.’
As we were chatting another guy appeared and stood next to the one who’d been chatting to me. ‘Where are our manners, I’m Oli and this is Jayden.’
Oli was an older gentlemen, obviously kept himself in good shape, was the same height as me (6ft) and had a goatee. Jayden looked a little younger but probably still older than me, he had a top knot, no facial hair and was a couple of inches smaller than both me and Oli. I shook their hands after they introduced themselves, ‘I’m James, it’s nice to meet you both.’
‘So, what do we have to say to make you come home with us this evening?’ Oli said openly, reached out and stroked my arm which was leaning against the bar.
I laughed at first, thinking he wasn’t serious but quickly realised he was. ‘If you tell me, you have a blonde lady waiting at home who wants to have sex with me, then I’d order an Uber right now.’
Oli looked at Jayden and smiled, ‘we’ve found another straight one by the looks of it babe.’
‘Hold on,’ Jayden said, ‘if you’re not gay, then why didn’t you leave when your friend left?’
‘Good point Jayden,’ Oli added.
‘I was just finishing my drink and then I was going to get going,’ I told them.
They continued to chat to me and before I knew it, I had a fresh pint in my hand. Thankfully, I didn’t get drunk easily and tended to go steady with alcohol anyway, so I was fully aware of what was going on. ‘Haven’t you ever been curious?’ Jayden asked as I was taking a sip from my drink.
‘Curious about what?’ I replied.
‘Being with another man,’ Jayden quickly added. ‘Wasn’t there a study that said most men had at least fantasised about it once in their lives.’ Again, Oli agreed with him. And to be honest, they were right. That day I’d heard Mark fucking someone else, I couldn’t help but think how much the guy who was getting fucked seemed to be enjoying himself. The noises he was making just didn’t seem natural, or at least no girl had ever made those noises with me.
‘I think he’s a little curious, don’t you?’ Oli asked Jayden. Were they seriously still trying to seduce me?
Jayden moved round to stand beside me, ‘it feels so good when someone is inside you,’ Jayden leant in and whispered into my ear. It sent goosebumps down the back of my neck and brought my cock to life. Anything could wake that thing up though, seen as though I hadn’t cum for nearly two and a half weeks. ‘And Oli can work magic with his cock.’
‘Are you two a couple then?’ I quickly tried to change the subject.
‘We are,’ Oli said. ‘But we have one major problem, we both like to top.’ They noticed the confused look on my face. ‘We both like to be the one putting our cock inside somebody,’ Oli added.
‘I sometimes take one for the team and let Oli fuck me if we can’t find someone else,’ Jayden added, his hand now around my shoulder.
‘Even if I was gay, what makes you think I’d like to be the one who has cocks put inside me?’
‘I can just tell,’ Oli said. ‘It’s a vibe.’
‘It’s a vibe?’ I laughed.
‘I’m just saying. I bet I can make you hard without even trying, I can do it just by talking to you,’ Oli started to move away and walked around so he was behind me. Jayden moved so he was stood in front of me.
‘Have you ever kissed a man?’ Jayden asked and I told him no.
Behind me, Oli put his hands on my shoulder, and I could feel his breath on my shoulder, ‘are you ready?’ He asked me before removing his shoulders and starting to whisper in my ear. ‘Tonight, I’m going to take you home, slowly undress you, tease you, bend you over,’ his hands moved down my back and he stopped at my ass, ‘then I’m going to fuck you, slowly at first, but then I’ll make you mine.’ His voice felt like and electric current ripping through my body, my cock shot into life and was hard as a rock beneath my jeans.
‘Is he hard?’ Oli asked Jayden. Jayden made a quick reach to the front of my jeans and squeezed my cock, confirming what he probably already knew. Oli moved his hands around to the front of my body and started to squeeze my cock. I knew I should stop him, but it felt so good. ‘Kiss him Jayden.’
Jayden placed both his hands on the side of my face and brought me closer to him until our lips met and we started to kiss. Oli continued to work my cock, stroking it through my jeans. It felt the eyes of everyone in the club were on me. I felt Oli move his hand to the top of my jeans and quickly pushed his hand inside them, now working my cock through the material of my boxer shorts.
‘Such a big cock,’ Oli moaned into my ear as he rubbed his hand around the head of my cock. He started to rub his hand up and down the shaft, causing me to jerk. Over the next minute or so, he was jerking me off through my boxers and my cock was aching for release. It felt like my body was betraying me, I could feel myself getting close to cumming already. Jayden moved his kissing to my neck and Oli increased his pace on my cock. Oli noticed the change in my breathing.
‘Are you going to cum for me already?’ He teased me.
‘Fuck,’ was all I could say in response.
‘But I thought you were straight?’ He questioned me.
‘I am stra… fuck I’m gonna cum,’ I moaned.
Oli let go of my cock and started massaging my chest, rubbing my nipples underneath my shirt gently. But it didn’t matter, I was well past the point of no return, I could feel the cum rising from my balls and through the shaft of my cock. Jayden continued to kiss my neck, while Oli held me upright and I just moaned. Rope after rope of cum started to shoot from the tip of my cock and straight into my boxers, my knees buckled. Cum was soaking through my jeans, and I could feel it trailing down my legs as I slowly started to recover. They both laughed when I’d finally come back to reality.
‘Straight? Yeah right,’ Oli laughed.
‘Well, that was easier than I thought,’ Jayden responded. ‘Why don’t you come back to ours, we’ll help you get cleaned up.’ He kissed me again on the lips. And I followed them out of the bar without even thinking, it was almost like my body was in a trance. I liked how they made me feel and I wanted more. Oli held out his hand towards me as we set off from the bar towards the exit, again I took his hand without even thinking about it. It sent a message to anyone who saw us, they were taking me home. They’d seduced me.
They guided me back to their apartment. It was at the opposite end of the city centre to where me and Mark lived. As soon as we’d walked outside, I could feel the cool breeze blowing against my damp jeans, making me feel a small chill around my crotch. I was nervous, if anyone could see me, there was an obvious wet patch on my jeans, and everybody would know what just happened to me. Oli held my hand all the way back, only stopping once. And that was only because he wanted to push me against a wall and kiss me. I could feel his facial hair rubbing against my face as he pinned me tight so I couldn’t move. His tongue slipped into my mouth, and I reciprocated.
‘You’re so hot,’ he smiled at me when he broke off the kiss. ‘I can’t wait to fuck you.’
That sentence started to ring alarm bells in my head, ‘you can’t wait to what?’ I asked him nervously.
‘Fuck you,’ he laughed. ‘We’re going to fuck you.’
‘But I don’t know if that’s what I want,’ I stuttered. ‘I’m straight.’
‘Again, with this straight nonsense,’ we started walking again, hand in hand. ‘Just come back with us and we’ll see what happens.’ I didn’t argue, and I didn’t try and stop myself from going with them. Maybe I wanted this? A thousand things were running through my head as we finally reached their apartment. By the time we’d got there, I’d made up my mind. I wanted to try this, I needed to try this. For some reason, I found both these men attractive, they looked good, and I found myself looking at their crotches, hoping to catch a glimpse of their cocks. Mark didn’t need to know what happened tonight. But looking at Oli and Jayden, and they were both attractive, and I wanted to pleasure them, make them feel as good as I did when they had me in the bar.
They led me to the elevator and as soon as the doors closed, Oli put his hands on the side of my face and started to kiss me again, this time, his free hand roaming my body before settling on my ass and grabbing a handful of my cheek before giving it a playful slap. The doors opened again, and we were soon standing in front of their apartment door. Jayden fumbled for his keys; Oli’s hand was firmly on my ass again. They guided me inside once the door was open, Oli squeezed my ass as I stepped inside before him, following Jayden to the living room of their apartment.
Jayden turned to face me and kissed me again on the lips before breaking it off, ‘do you still have doubts then?’ He smiled, and I shook my head to say I didn’t. ‘Should we give him a hand getting undressed?’ Jayden then asked Oli.
Jayden carefully removed my shirt, before running his hands across my chest and then dropping his head and taking one of my nipples into his mouth. I let out a soft moan and placed my hands on his shoulders. He continued to kiss his way up my body before reaching my neck, he paid extra attention to my neck, and I could feel my cock twitching again as I melted into his arms. Oli, meanwhile, was in the kitchen attached to the living room getting us some drinks. Jayden then unbuttoned my jeans before sliding them down my legs, taking a bit of time to smile at the sight that greeted him underneath. My boxers were completely soaked through, not hiding my cock at all.
‘He’s even got his pride pants on for us Oli, and he’s got a pretty smooth body,’ Jayden laughed looking towards the kitchen before turning back to face me. ‘Fuck, that must’ve been a big load.’
‘I hadn’t cum for over two weeks,’ I stuttered. ‘I was doing no nut November.’
Jayden laughed again, ‘well I guess we ruined that for you.’ He hooked his fingers into the waistband of my boxers and pulled them down before I stepped out of them, and then pulled my own socks off so I was standing naked in front of another man for the first time. At this point, Oli was walking over towards us with some drinks, he placed mine on the table beside the sofa and handed Jayden’s to him. As Jayden stood up straight, he rubbed his hand all over my body making my cock twitch.
‘Why don’t you go use the shower?’ Oli suggested to me. ‘And if we’re going to do this, we’re going to have to do it properly, you’ll find everything you need underneath the sink in a bag.’
I left them to their drinks in the living room whilst I headed through their bedroom and into the ensuite bathroom. I quickly found what I was looking for underneath the sink, and was initially confused as to what it was but I soon realised what Oli had meant, so I got straight to it. It was nice to freshen up in a nice warm shower and I took my time to make sure I was thoroughly clean by the time I got out. I quickly dried myself off before wrapping a towel around my waist and headed back through to the living room. They were both sat on the sofa with their drinks with a space in between them. Both beckoned me over and pointed to the space that was in between them.
I sat down on the sofa; Oli handed me my drink which I took from him and then he kissed me. He placed his hand on my thigh as his tongue explored my mouth and I started to feel like I was floating. He was so gentle, and not at all forceful. I felt so safe. After a little while, Jayden then pulled me away from Oli and turned me to face him. Jayden placed his hand on my other thigh and kissed me. He was the same as Oli, so gentle when he moved his hand from my thigh to the side of my face. Oli now moved his hand to the inside of my groin and started to reach for my cock which was already starting to stiffen just from the kissing. Jayden stopped kissing me which gave me chance to have a quick drink to steady my nerves.
‘Have you ever seen another man’s cock before?’ Oli asked me.
‘No,’ I managed to say as I took another swig of my drink.
‘Would you like to?’ He asked, and without thinking I immediately nodded my head to say yes, and a smile broke out across Oli’s face. ‘Just take your time, and do whatever you feel like doing.’ They both stood up at the same time, and removed their shirts revealing their sculpted bodies underneath.
‘I think you’d be better on the floor in between us for this,’ Jayden suggested, and I didn’t argue. I slid off the sofa and onto my knees in between them both, and now I suddenly felt very submissive as they looked down on me.
I turned to Jayden first and reached for the belt on his jeans and soon unbuckled it before reaching for the buttons and slowly unzipping them and pulling them down to his thighs revealing his black Calvin Klein boxers underneath. I could already see a bulge from his cock as I grabbed the waistband of his boxers and pulled them down, so they were now with his jeans around his thighs. His semi hard cock popped out. It looked like it was a around the same size as mine, probably around 6 inches or so when he was fully hard. It looked like a perfectly average sized cock, and I was happy with that. I stared at it for a while before Jayden took a hold of it himself and slowly started to stroke his hand up and down the shaft. My brain then took over and I moved his hand out of the way and started to stroke it myself. Touching another man’s cock had me harder than ever, although they couldn’t see that underneath my towel. I continued to stroke his cock until he was fully hard and moaning slightly. I then felt Oli put his hand on my shoulder and up until that point, I was so mesmerised my Jayden’s cock that I’d forgotten he was even there.
I spun to face him and smiled in an apologetic way; I didn’t want him to feel left out. I reached for the buttons on his trousers and soon had them around his knees as well. Underneath he was wearing a pair of white briefs which were straining due to his hard cock. He’d clearly enjoyed me playing with Jayden’s cock. And he looked bigger than Jayden. I pulled his briefs down but had to reach in and grab his cock to prevent it getting stuck inside the briefs. It was bigger than Jayden’s cock. Oli must’ve been around 8 inches and he was thick too. Suddenly, I was seriously nervous. I stroked his cock as he ran his fingers through my hair, and I turned to see that Jayden was stroking his own cock. I spent the next few minutes solely focusing on Oli and his cock. I ran my free hand up and down his legs whilst I stroked his cock which felt like it was getting harder.
I then grabbed Jayden’s cock so that I was now stroking them both at the same time. I felt like such a slut, and I hadn’t really done anything yet. I looked up to see them both smiling at each other, and it made me smile. And then they started laughing, ‘what’s so funny?’ I asked them.
‘We were going to have a bet about you when we first saw you in the bar,’ Jayden said.
‘And what was the bet going to be?’ I enquired.
‘What were the chances of us being able to take you home with us,’ Oli said.
‘And who won?’ I smiled.
‘No-one, we decided it wasn’t a fair bet because we knew you’d definitely be coming home with us before we’d even spoke to you,’ they both laughed, and I blushed.
After they’d stopped laughing, Jayden looked down at me; ‘would you like to try sucking our cocks?’
When I looked at them both, I licked my lips without even thinking which prompted Oli to say, ‘start with Jayden’s, it’ll get you used to having something in your mouth before you try mine.’ I turned on my knees, so I had my back to Oli and took Jayden’s cock into my hand and moved myself up slightly off my knees, so my head was level with his cock. I watched his cock as it twitched slightly, and my mouth went completely dry as I lifted his cock and licked the base right next to his balls, all the way to the tip.
‘Oh fuck,’ Jayden moaned. ‘That’s a good start.’
I continued to use my tongue to lick his shaft, then rotating what I was doing to lick around the head of his cock, making sure to pay extra attention to the tip. In my head, a thousand different things were going on, but all I was doing was trying to think of what I would like if someone was sucking my cock.
‘You’re moving quicker than I thought,’ Oli said from behind me. ‘Do you want to try putting it in your mouth?’ I continued using my tongue even after what Oli had said. And when I pulled back, I kissed the head of his cock and I felt Oli put his hand on the back of my head and Jayden started to push forward. I didn’t resist as I opened my mouth and felt Jayden’s cock resting inside my mouth. It was a strange feeling at first, but I soon got used to it as I let him work his cock in and out on his own, taking more of him every time until my nose was pressed against his body. He pulled his cock all the way out of my mouth, but we were still connected thanks to a giant string of saliva as I got my breath back.
‘His mouth is perfect,’ Jayden said to Oli like I wasn’t there. ‘I think he was born to suck cock.’
‘I bet he was born to be fucked by cock as well,’ Oli laughed. ‘But we’ll find out later about that one.’
They continued to have a conversation above me whilst I sucked Jayden’s cock. Sometimes Jayden would moan when he was talking to Oli, so I still knew I was doing a good job with his cock. I could hear parts of their conversation as they discussed earlier guys they fucked. My ears would prick up at certain words but for the most part I was focused on his cock. I was now building my own steady rhythm, one hand on his shaft whilst I took the rest of his cock into my mouth and swirled my tongue around it. This was when I was getting the biggest response from Jayden. He grabbed my head, moaned, and started to fuck my face.
‘James,’ Oli said with a raised voice from behind me. ‘I’m starting to feel a bit left out here.’
I let Jayden’s cock fall from my mouth and turned towards Oli, ‘sorry, I got distracted,’ I said as I wiped my face dry.
‘You were really enjoying that, weren’t you?’ He said with a smile.
‘Yeah,’ I replied as I moved closer to him and took his cock into my hand and instantly remembered that he was a bit bigger than Jayden was, who was now sat on the sofa stroking his own cock, with his clothes in a pile at his feet as I got ready to pleasure his partner.
‘You can start with the balls if you want,’ Oli advised. ‘I love it when someone sucks my balls.’
I took his advice, who I was to do anything other than what he wanted. I was still learning about how to pleasure another man. I didn’t even know if I knew how to suck another man’s balls. Luckily, Oli was well groomed downstairs, and his balls and cock were hairless. If they weren’t, it was something I probably would’ve hesitated to do. So, I lifted his cock upwards, and exposed his balls to me. I moved my head underneath his cock and started to lick around his balls which he at once moaned his approval.
Not fully confident on what to do next, I took one of his balls into my mouth and sucked on it gently. He didn’t disapprove or try to stop me, so I did the same thing with the other one and he continued to moan. I looked up at him and he was playing with his own nipples as I pleasured him. Then I licked him all the way to the top of his cock before taking him into my mouth without hesitation and tried to suck him to the base, but I struggled. He was just that little bit bigger and thicker than Jayden and I just couldn’t get all of him into my throat on the first try. But I wasn’t going to fail. I placed my hands on his ass and brought him towards me while keeping his cock in my mouth. I did everything I could not to gag and soon had my nose pressed against him.
‘Oh shit,’ he moaned. ‘No first timer has ever been able to do that to me.’
I was now feeling so much more confident. So, I picked up the pace that I was sucking his cock. Working my hands on his shaft in double quick time, and swirling my tongue around the head of his cock and shaft, making sure I felt every vein on his cock. I imagine there was some strange noises coming from my mouth when it was full of cock, but no one said anything or reacted to it. I pushed his jeans and briefs down to his ankles and he started to step out of them as I continued to play with his cock.
‘Oh my god,’ Oli moaned. ‘This feels so good, but we have so much more we want to do this evening.’
‘And what might that be?’ I asked cheekily.
‘Well, I need to stretch that pretty little ass of yours before I fuck you,’ Oli said with a smile. ‘That’s if you still want it.’
‘Mmmm, I don’t know,’ I faked my unsureness. ‘Of course, I want you to fuck me.’
‘Jayden, why don’t you go and get the bedroom set up,’ Oli said as I took his cock back into my mouth. Jayden jumped up off the sofa, his hard cock bouncing in front of him, and he disappeared off into the bedroom whilst Oli started to moan again.
After another few minutes of me sucking his cock, Oli pulled his cock out of my mouth, and I followed him with my mouth wide open, wanting more of him. ‘Easy there cockslut’, he laughed. ‘I think it’s time for us to move this to the bedroom.’ He put out his hand, which I took, and I stood in front of him, and he kissed me. As he was kissing me, he reached for the towel, which was tenting out in front of me because of my rejuvenated cock. The towel was quickly removed from my waist, and Oli reached down and grabbed a hold of my dick. ‘I could use that to pull you into the bedroom if I needed to,’ he laughed again. ‘But I’d rather see your ass walking away for me.’
I took that as a hint, and set off on my way towards the bedroom before I felt a hand on my shoulder. ‘Not so fast,’ Oli said. ‘Bend over for me.’ I bent over slightly and leaned on the arms of the sofa as I felt Oli slide his hand down across my back and onto my ass cheek. He ran his finger down the middle of my ass and stopped to let it rest against my asshole. He pushed gently and I moaned, before he pulled away, gave my ass a stinging slap and walked off towards the bedroom with Oli at my side and his hand on my ass. Which was a strange feeling I might add.
As we walked into the bedroom, I hadn’t realised just how big the bed was, there was enough room to have three of four people sleeping in there and you wouldn’t have been uncomfortable. The mattress was quite high, but looked like that was designed for a specific reason. As Jayden stood next to the bed, he was at the perfect height for fucking someone who was laid on the bed. The bedsheets had been covered by a large blanket and by the side of the bed, on the bedside cabinet were the condoms and lube. Suddenly, things were starting to become very real. Oli closed the bedroom door behind us and then stood behind me and gently started to kiss my neck.
His hands were roaming all over my body as he kissed me before they eventually landed on my cock, and he gently stroked me. Jayden finished putting things out ready for sex and walked towards me. Oli let go of my cock and focused his attention on my ass, grabbing and spreading my ass cheeks. Jayden kissed me on the lips, Oli lifted my arms and wrapped them around Jayden’s neck as his hand worked its way to my cock. I spent the next few minutes as the meat in this hunky man sandwich. Jayden and Oli eventually started kissing to the side of my head, and I could feel Jayden’s hard cock pressing into my stomach and Oli’s cock pressing into my ass.
When the kissing eventually stopped Jayden spoke to Oli, almost like I wasn’t stuck in between them, ‘do you think we should start prepping his ass?’ Oli smiled at that and agreed that it was time. I was walked over to the bed before being spun around and pushed gently onto the bed, so I fell onto my back.
Jayden stayed stood up in front of me while Oli climbed onto the bed and was kneeling next to me. ‘This is where we work as a team,’ Oli said as Jayden began massaging my legs and Oli massaged my chest. My heart was beating a million times a minute as I let myself feel vulnerable and exposed to them both. None of this felt wrong to me, if anything it felt like this was meant to be. Maybe me and Oliva splitting up was going to be the best thing that happened to me? A chance for me to do some self-discovery. ‘You see,’ Oli continued, ‘Jayden is going to get you nice and relaxed, and once he’s done that, I’m going to get you ready to take some dick, sound good?’ I nodded but my voice seemed to desert me.
I tried to relax as much as I could. I was staring at Oli’s cock which was twitching next to my face as Jayden started to lift my legs into the air and spread them. He placed his hands on the backs of my legs to keep them in the air, until Oli positioned himself behind my head and held me by the ankles. Jayden started to gently caress my legs, kissing them, and eventually reaching forward so he could lick my cock, from the tip to my balls and then my taint.
‘Oh fuck,’ I moaned. ‘That feels good.’
‘He’s just getting started baby,’ Oli told me. ‘Just lay back and let him work his magic.’
He seemed to focus on my taint for a little while, then splitting his time between my balls and just above my asshole. I moaned ever so slightly and then I felt his wonderful tongue on my asshole. A warm feeling surged through my body which helped me relax. He was using his hands to spread my ass cheeks as well, giving him even better access to my virgin asshole. I started making noises I didn’t know I could make. He was eating my ass good, so good. I could feel myself opening for him. My asshole was twitching.
‘Shit, he’s licking my ass, oh fuck,’ I moaned. ‘This feels so fucking good.’ I gripped onto the bed and Oli held me still as I started to squirm. It didn’t feel like Jayden was taking a break to catch his breath. He just kept going and going until I was a moaning mess. Jayden was slowly rolling one of his hands over the head of my cock which only made me move about more.
Oli positioned himself to get a better look, which meant that his cock was now to the side of my head. I turned and couldn’t resist. I took the head of his cock into my mouth and played with his balls with one of my hands. With my other hand, I reached down and ran my fingers through Jayden’s hair. I felt like such a slut, but the thing is, I was loving life. Oli was now moaning as well, as tongue twirled around the tip of his cock, and I was moaning on his cock as Jayden continued to work my ass. My ass felt super wet, and Jayden then pressed his finger into my ass, and I moaned even harder onto Oli’s cock.
‘I think he’s ready for the next part,’ Jayden said to Oli whilst the tip of his finger was still inside my ass.
Oli moved off the bed, his cock leaving my mouth and me whimpering as he did so. I felt empty whilst they moved around. My legs touched the ground again and I played with my own cock until Oli was now on his knees in front of me after picking up some lube from the counter. Jayden now positioned himself next to me and I soon had his cock in my mouth as Oli started to spread some lube around the entrance to my ass.
‘Oh fuck, that’s cold,’ I laughed.
‘Trust me, it’ll be worth it in the end,’ Jayden said as Oli continued to coat my ass in lube. I then felt Oli dragging his finger up and down my ass, spreading the lube around my asshole before he gently pushed himself inside me. I moaned around Jayden’s cock as Oli slowly worked all his finger inside me, before then withdrawing it again. When he pulled his finger out, I felt my asshole twitch slightly as I waited for the next time.
Oli didn’t keep me waiting long and this time he fingered me like I would have fingered Olivia. Slowly he buried one finger as deep as it would go and then pulled it back out, but not all the way. Then he pushed it back in again but this time it was quicker. I let Jayden’s cock fall out of my mouth as I couldn’t focus on him whilst this was happening. Jayden then climbed off the bed and disappeared back into the living room. At a certain point, his finger would rub gently past my prostate which made me whimper and moan.
‘Oooo,’ Oli said with a big smile. ‘I think I’ve found your pleasure button.’
My cock stayed hard while he worked my ass and Jayden was soon slapping my face with his own cock, and I couldn’t resist playing with him. I hadn’t even realised he’d come back into the room and in his hand, he had my phone.
‘What are you doing?’ I asked him as he held it in front of my face so it would unlock.
He turned it onto the camera, ‘I just thought you’d like some memories of your first time, but I can stop?’
I thought about it briefly, and the thought of being recorded turned me on. ‘As long as you don’t try and send anything to anyone, then yeah I’d like some memories,’ I smiled.
‘It’s for your eyes only,’ he said. Then I saw him hit record and point it over my body. Oli continued to push his finger against my prostate and my cock twitched every time. I moaned and whimpered, and Jayden was presenting his cock to me again and I had to taste him. He was soon deep in my throat. I wanted to reach down and jerk myself off, but I didn’t want to bring things to a premature end. The next time Oli withdrew his finger, he pushed himself back in again just with a lot more pressure. I could feel my ass stretching as he used two fingers to open me up, and I moaned loudly around Jayden’s cock.
‘He’s taking it so well,’ Oli said. ‘I can’t wait to see him with a cock inside him.’
The stretching of my ass continued for another 5 minutes or so. As he continued, he fingered me faster and faster. The noises I was making and his hand slapping against my ass when his fingers were buried deep inside of me were filling the room. I stopped sucking Jayden’s cock and looked down at Oli who was just smiling at me. My own cock was leaking pre cum, a tiny puddle had formed around my belly button.
‘That’s so fucking hot,’ Jayden said above me. ‘Do you think he’s ready?’
‘Oh, I think he’s ready alright,’ Oli laughed. ‘Do you think you’re ready?’
‘Yes, I’m ready,’ I moaned as his finger pressed against my prostate again.
‘What are you ready for?’ He teased me.
‘I’m ready for you… oh fuck… to fuck me.’ I stuttered out.
They both laughed, ‘I bet you didn’t think you’d be saying that tonight, did you?’
I shook my head to say no, and Jayden jumped off the bed and was quickly rolling a condom onto his cock and covering it lube, and then some more lube. He finished it off with some more lube. You know what they say, there’s no such thing as too much lube. He smothered some lube onto his fingers and approached where Oli had just been, but he was now climbing onto the bed and moving so he was next to me.
Jayden took the lube that was on his hands and rubbed it around my ass. I was getting used to the cold feeling now, and the sensation of having somebody else playing with my ass. Once he thought he’d spread enough lube, he lined up his cock with my hole. Oli was now kneeling above my head, his cock hanging over my head as he held me by the ankles and spread my legs, presenting my hole to Jayden.
‘You ready to lose your virginity?’ Jayden asked me, with the tip of his cock resting against my hole.
I looked at Jayden and nodded and felt Oli’s cock hit the side of my face. Jayden started to push forward, slowly at first. He held his cock in one hand and placed the other on my chest. He kept telling me to relax. There was an initial burst of pain, then slightly more pain when his cock pushed past my sphincter and I let out an almighty moan, which was more a sigh of relief. The pain subsided immediately.
‘This hole is so fucking tight,’ Jayden said as he continued to push himself inside me slowly.
I could feel my asshole stretching even more to accommodate his cock. There was no pain, Oli had prepared me expertly and I was able to just lay back and enjoy the feeling. Soon, the entire length of his cock was inside me. He moved his other hand so that both were now on my chest and pulled his cock out of my hole before pushing it back inside me. I moaned again as his cock brushed against my prostate. Jayden was quickly into a rhythm of fucking me, and his cock was sliding effortlessly into my hole.
‘How does it feel to have an ass full of cock?’ Oli asked from above me, his hands still wrapped around my ankles.
‘It feels… ugh… fucking good,’ I moaned and wrapped my arms around his thighs and started rubbing them.
‘You look so hot with a big cock in your ass?’ Oli told me and I moaned as Jayden thrust deep inside me again. ‘Would you like some memories to take away with this?’
‘Yes… fuck… please,’ I moaned. I think I was cock drunk; I didn’t know what they’d do with the photos.
Oli let go of my legs, and Jayden took control of my ankles instead as I watched Oli walk out of the bedroom, my mouth wide open and moaning as Jayden fucked my hole. Oli was soon back in the room, a big smile on his face, my phone in his hand and his cock pointing straight out in front of him. ‘I picked up your phone James, I hope you don’t mind. That way, you can do what you like with the photos and videos.’
He stood in the doorway, ‘Jayden start fucking him properly, let’s get a good start to this show,’ he laughed.
Jayden released my ankles and picked up the pace. He leaned closer to me and placed his hands on either side of my head. I instinctively wrapped my legs around his waist and welcomed the new pace he was fucking me with. I was moaning uncontrollably, and I could see Oli now walking around the bed, the phone pointing in our direction.
‘Your hole feels so fucking good,’ Jayden told me breathlessly before he leaned down and kissed me. Our tongues working their way around each other’s mouths. Oli was now right next to the bed as Jayden leaned away from me, exposing my face to the camera. I was in cock heaven. His cock brushed against my prostate every time, leaving me feeling like I could blow my load at any point. I wanted to reach for my dick, but I knew if I did, I would cum, and the night would be over. And I didn’t want it to be over.
Oli climbed back onto the bed and kneeled next to my head, ‘do you like getting fucked?’ He asked me, ‘did you think we’d turn you into a cock slut this quickly?’ He laughed. I tried to respond to the questions, but only moans came out of my mouth. ‘I think that’s all I needed to hear, plus your cock is doing the talking for you,’ he pointed the phone towards my cock. ‘Look how hard you are while Jayden fucks you.’
I moved my head towards Oli’s cock which was hanging there tantalisingly. I managed to get my mouth close enough to it so that I could take the head of his cock into my mouth and start sucking on it. ‘You really are a cock slut aren’t you,’ Oli moved the phone to point down at me.
I continued sucking his cock while Jayden continued to fuck me. A lot of my sucking turned to moans as Jayden picked up his pace again. He had now shifted my position slightly and had my knees together and bent towards my chest. I stopped sucking Oli’s cock to look at Jayden, I kept my hand on Oli’s cock and slowly jerked him off. ‘Your cock feels so good in my ass,’ I told him, biting my lip as we made eye contact. ‘I love being fucked; you’re making me feel so good.’ I would never have guessed that something in my ass could feel this good.
I looked at Jayden and could see him sweating, he looked like he was breathing heavily, I think he was on the edge of cumming. ‘Is my tight ass going to make you cum?’ I teased him, smiling at him.
‘Fuck yes,’ he moaned. ‘I’m gonna bust soon.’
‘Cum all over me, I want to feel your hot load all over me.’ Where did that come from? I surprised myself but I was really enjoying this new sexual role.
Jayden fucked me harder than he had been. He continued to drive his cock deep inside me, making me moan and he started grunting and moaning himself. Me and Oli both encouraged him, telling him to cum, I was pleading with him to cover me in cum. I wanted it. I needed to feel it all over my body.
‘I’m gonna cum, fuck, I’m gonna fucking cum,’ Jayden started to say as he quickly pulled his cock out of my ass, I could feel my ass gaping slightly and instantly missed the feeling of having something inside me. He pulled the condom off his cock and discarded it onto the floor and started furiously jerking his cock. ‘I’m cumming, I’m cumming,’ he groaned as his cock started to shoot cum all over my torso. Some of it reached as high as my nipples and the rest landed on my stomach.
I quickly sat up, positioning myself in front of Jayden and took his cock into my mouth. Tasting cum for the first time, and I liked it. I gently sucked on his cock until there was nothing left, and I could feel his load dripping down my body. Once it got too sensitive for me to continue sucking, Jayden pulled away and I wiped my mouth, cleaning away any cum that may have leaked out of my mouth. I leaned closer to his face, ‘thank you for being the perfect person for my first time,’ I told him sincerely.
He kissed me, ‘your ass is incredible, hopefully this isn’t the last time I get to fuck you.’
Meanwhile, in that moment, I had forgotten that Oli had been behind us, filming the whole ending to that fuck session. He appeared again in my eyeline as he walked round in front of me. My cock was still hard as a rock, and it twitched when I seen Oli reaching for a condom. It was an instant reminder that I had a bigger cock to take care of before the night was over. It was Jayden’s turn to record the events as Oli approached the bed and spun me around with little effort. He pushed me further onto the bed and encouraged me to get on all fours and he climbed onto the bed behind me and applied some more lube to my hole.
‘Arch your back slut,’ he commanded me as he pushed his hand into my back and forced me down into bed.
‘Yes DADDY,’ I teased him and put more emphasis on the word Daddy. He rewarded me with a stinging slap on my ass followed by the pressure of his massive cock at the entrance to my ass.
He started to push himself inside me, and I pushed out slightly which seemed to help get his cock inside me. I let out a grunt when I felt him bottom out inside me, feeling all 8 inches inside me was almost enough to make me cum. ‘Is my little cock slut ready for a proper fucking?’
‘Yes, please Daddy, I want it all,’ I looked over my shoulder to tell him before turning back to see Jayden in front of me taking photos.
Oli didn’t hold back, and my head was soon buried into the bed covers and my hands gripping onto the other end of the bed as he made me make some weird noises. I didn’t even know I could make those noises. He drove his cock in and out of my ass repeatedly whilst the noises of the body-on-body contact filled the room. He continued slapping my ass until I could feel that it was red raw.
‘Fuck me, oh god fuck me,’ I whimpered.
The pounding I was taking was relentless, every thrust almost drove me down into the bed. I was struggling to keep myself up right. I wanted to reach for my own cock, which was slapping against my body, no longer fully hard but still hard enough that I wanted to jerk off. But if I reached for my cock then I would lose balance and collapse onto the bed. The next time I whimpered was when Oli pulled his cock out of my ass. I just wanted him to continue fucking my prostate. He pushed my legs apart, so I fell onto the bed face down, but still giving him access to my ass. I was about to be prone boned.
He pushed his dick back inside me and I could feel the smile breaking out across my face. He used his weight to keep me in position and just pummelled me into the bed. The mattress was almost turned into a trampoline as it went up and down, and me with it because he was fucking me that hard. I was constantly screaming in pleasure now, helped by the constant pressure on my prostate and my cock rubbing against the sheets beneath me.
‘You were right Jayden, this hole is fucking tight,’ Oli said, slowing his fucking down for the first time.
Jayden laughed, ‘we found the perfect one tonight didn’t we, and he’ll be back for more, you can guarantee that.’
‘Is that right?’ Oli asked me as he withdrew his cock before driving it back inside me.
‘Can you both fuck me every day?’ I pleaded with them, ‘I’ll be your live in slut.’
‘Wow,’ Jayden laughed, ‘he’s seriously cock drunk, isn’t he.’
Oli settled back into fucking me, my moans got louder. I was hoping the walls in this apartment block were thick, otherwise next door wouldn’t be getting much sleep tonight. I didn’t even know what time it was, but it felt like we’d been fucking for hours. Oli pulled me back onto my knees without his cock leaving my ass. I could see beneath me that I’d left a little damp patch of pre cum as he milked my prostate. I was breathless, sweating and an all-round mess. Oli let go of my arms eventually and pulled his cock from my ass and I just collapsed face down on the bed.
‘Come on,’ he slapped me on the ass. ‘It’s time for you to cum, I want to see you ride my cock.’
I took a minute before I managed to climb to my knees and then stood on the bed as Oli laid himself down in the middle of the bed. Jayden was capturing all the angles as I climbed over Oli’s body and started to lower myself down. I balanced on one hand, as I lined up his cock with my hole with the other. As soon as he was back inside me, I balanced on both hands and started to bounce up and down. I immediately felt the burn in my thighs and had a newfound respect for women who rode cock. Oli laid back with his hands behind his head as he watched me intently, smiling at me as I made all sorts of different faces when his cock was inside me.
‘Your cock feels so good at this angle,’ I moaned.
‘Yeah? Are you going to make yourself cum?’ Oli asked me.
I balanced on one hand as I reached for my hard cock and started to stroke myself, immediately I could feel an orgasm building inside me and kept letting go of my cock to focus on the pleasure in my ass. I continued to stroke myself at intervals, feeling myself getting closer to the edge before stopping.
‘I’m gonna cum soon Daddy,’ I told him. And I reached for my cock again and started to stroke it. I brought myself close to the edge again but stopped, but as I stopped, I pushed myself down on his cock and it rubbed perfectly against my prostate and that was all it took for me. I let go of my cock and balanced myself on both hands again before bouncing on his cock faster. ‘I’m gonna cum… fuck, I’m gonna cum.’
‘Cum for me,’ Oli encouraged me. ‘Cum while you have a cock in your ass.’
Cum started to shoot out of my cock, flying everywhere as my dick bounced about. I covered Oli, myself, and some parts of the bed as I moaned all throughout my orgasm. Every time I bounced on Oli’s dick, more cum spilled out the tip of my cock and onto Oli’s stomach until there was a pool of cum. I stopped riding Oli’s dick as my legs began to shake after my orgasm, but he wasn’t going to give me time to recover.
‘My turn,’ Oli said and pulled me down on top of him before he started to fuck me hard and fast again. After my orgasm I was a little more sensitive but was still loving every minute of it. Oli continued to pound me, my softening cock rubbing between our two bodies. It didn’t take him long to approach his own orgasm. ‘You want my cum?’
‘Yes please,’ I said into his ear.
‘Where do you want it?’ He whispered back to me.
‘On my face Daddy,’ I asked him nicely.
‘Oh yeah, you want your first facial.’ I smiled at the thought as he increased his pace again. ‘Get ready to get on your back,’ he warned me.
He was grunting a lot more than Jayden was as he approached orgasm, but I liked it. To think I was about to make another man cum tonight was suddenly a turn on for me. Then Oli pushed me off him and onto my back and I quickly moved to the edge of the bed as Oli jumped up and ripped the condom off. He pointed his cock at my face, I laid there with my mouth open and tongue out as he started to cum. His massive load covered my face and neck, the warmth and stickiness was a different feeling, and I wanted to scoop it up with my finger and taste it all. It seemed to go on forever until I licked the head of his cock as well, just like I’d done for Jayden. He squeezed the last of his cum out of his cock before I laid back on the bed and almost instantly fell asleep. I was exhausted, my legs felt like jelly, and I was on cloud nine.
‘If you want to get cleaned up in the bathroom,’ Oli suggested, ‘then you can crash here for the night. Your legs probably won’t work properly,’ he said laughing.
I smiled, got up from the bed and almost fell to my knees as my legs felt extremely weak which made us all laugh. I stumbled into the bathroom and had another shower, cleaning all the dried cum off my body and the fresh cum off my face. I didn’t clean it off my face though until I’d tasted a little more. As soon as I was out the shower, Oli had left me a pair of shorts beside the bed. ‘You can wear those tonight if you need to,’ he pointed to the shorts. ‘Otherwise, your ruined Calvin’s are still in the main room,’ he said smiling. I pulled the shorts on and climbed into bed in between Oli and Jayden, they both turned on their sides and immediately drifted off to sleep. A quick look at the clock said it was almost 4am.
It took me a little longer to get to sleep, I laid awake, trying to process what had just happened in the last few hours and how on earth I could tell Mark all about it. Could I tell Mark? How would he react? As I slowly started to fall asleep, I just laid there, thinking how I didn’t regret anything that had happened tonight, and how much it just felt right. I felt different now, almost like a weight had been lifted off my shoulders and I couldn’t wait to go forward with my life and explore this new side of me. Once I was asleep, I slept well. I woke up and rolled over onto my side, the bed was empty, and the bedroom door was closed. I looked at the clock again to see it was almost midday and I didn’t want to outstay my welcome.
I slowly came to my senses and adjusted my eyes to the light burning through the gap in the curtains. No headache from last night, and surprisingly no soreness in my ass. I did have to reach for my hole to make sure what happened last night, happened. Then I remembered my phone, and found it on the bedside cabinet. I looked through the photos and videos which made my cock come to life. As I climbed to the side of the bed, I could hear muffled noises coming from the main room. I got up and walked to the bedroom door and the closer I got, the more the noises turned into moans.
I opened the bedroom door slowly and walked into the main room, the sight that greeted me was one which made my cock twitch and made me feel slightly jealous. They both had their back to me; Jayden was bent over the dining room table whilst Oli fucked him from behind. My cock started to think for me, and I started walking over to where they were. When I got close enough, I put my hand on Oli’s back gently to let him know I was there.
‘Morning James,’ he turned to look at me, ‘sleep well?’
‘Very well,’ I leaned over and kissed him as he continued fucking Jayden.
‘We were just talking about last night, weren’t we Jayden?’ Oli asked him but he just moaned back at us. ‘And well, one thing led to another and here we are. We didn’t want to disturb you.’
‘If I knew another fucking was on offer, I’d have been up bright and early this morning,’ I told him.
‘So, no regrets after last night?’ He asked me.
‘Only that it didn’t go on all night,’ I smiled at him.
‘Well, there’s always room for one more,’ Oli teased me. ‘And if you make Jayden cum before I’m finished, then I might just have to fuck you to get myself off.’
I took the hint, and Oli forced Jayden to bend over more so that they moved away from the table, leaving a big enough gap for me to get on the floor underneath Jayden. I leaned down and kissed Jayden as he moaned into my mouth. I then ran my hands over his body before I dropped to my knees underneath him and saw his soft cock flopping about beneath him. Licking my lips, I put my hands on his thighs and took the tip of his cock into my mouth. I could feel him starting to get hard as I took more of him into my mouth. Feeling his cock growing inside my mouth was an amazing feeling. I was making him get hard. Once his cock was fully hard, I started bobbing up and down, taking all his length into my throat whilst playing with his balls.
I’d also play with Oli’s balls, but I didn’t want to get him too excited because I wanted his cock back inside me before I left. Watching him fuck Oli from this angle was amazing, I wish I was recording the whole thing, and to see them fucking bareback was massive turn on. I started thinking about having Oli blowing his load inside me. His balls were really slapping against Jayden’s ass as he moaned, and I wondered if this is what I sounded like last night when my ass was full of cock. I focused the attention of my mouth on the tip of his cock whilst I jerked him off. Rubbing my hand slowly and gently up and down the length of his cock had him whimpering.
‘He’s gonna make me cum,’ Jayden started moaning. ‘Fuck, why’s he so good for a first timer?’
‘Oooo decision time James,’ Oli said from above. ‘Where are you going to let him cum?’
I didn’t respond to the question; my mouth was already preoccupied and wasn’t moving until I’d gotten what I wanted. And what I wanted was his load. ‘I’m cumming,’ he moaned at the top of his lungs as his body tensed up, his legs went stiff, and I felt his cock starting to pulse inside my mouth. ‘Argh, fuck,’ he continued to moan as I sucked his cock while he filled my throat with cum. The salty taste took over my taste buds as I kept going until I’d sucked him dry. Oli withdrew his cock as Jayden laid against the table panting, trying to catch his breath.
‘I need a shower,’ he muttered before pulling himself up off the table and disappearing off into the bedroom.
I stood, my cock tenting out my shorts as Oli looked down at me and smiled, ‘I’ll be right back.’ He followed Jayden and disappeared into the bathroom. I leaned against the table waiting for him to return. He walked back into the main room carrying lube, condom, and a towel which he was using against his cock. I assumed that he had cleaned his cock for me. He approached me and started kissing me.
‘You really wanted to get fucked again, didn’t you?’ He reached for my cock and grabbed it through my shorts.
‘Yes, and I want it now,’ I told him and pulled the shorts down, so they pooled at my ankles before I stepped out of them and led him over to the sofa. I sat down on the sofa and lifted my legs into the air so that my ass was hanging off the edge of the sofa with my ass in the air. Oli kneeled and started spreading lube around my hole. He slipped a finger inside me which made me moan before he started reaching for the condom.
I put my hand out to stop him and grabbed his wrist as he picked it up. ‘Will you fuck me without the condom?’ I asked him.
‘Really?’ He smiled. ‘You know, if I fuck you without the condom, then I might just have to fill you with cum.’
I smiled back at him, ‘that’s exactly why I want you to fuck me without the condom.’ He spread the lube over his cock before he pushed it against my ass. There was less resistance than last night, but I could feel every part of him without the condom as he started to fuck me.
‘God,’ he looked directly at me. ‘I love fucking an ass bareback.’
‘Yeah,’ I bit my lip. ‘Do you like filling boys with your load? Fucking them deep?’
‘Oh, fuck yes,’ he moaned. ‘Don’t expect me to last long after already fucking Jayden.’
‘I don’t mind,’ I smiled at him with a cheeky grin. ‘I have things to do this afternoon.’
‘Is that so?’ He laughed.
‘I need to go see my best friend and tell him how you’ve both turned me into a little cock slut,’ he smiled at me. ‘He’ll be so proud of me.’
He settled into a rhythm and started fucking me slowly, letting me feel every part of his cock as it brushed against my insides. His cock felt so good inside me, almost like it was meant to be. I was loving every second of it. Looking up at this man who was older than me, and now I was his plaything. I was submissive and that was something I always thought was a weakness, but right now, I’d never felt more powerful. These two guys were giving me feelings I could only dream of, and I only wanted more.
‘God, your cock feels so good inside me,’ I told him. ‘It’s fucking perfect.’
‘I knew you’d love cock inside you the moment I laid eyes on you,’ he told me as he thrust himself in and out of my ass.
‘What… oh fuck yes… makes you say that?’ I said in between my moans as he fucked my prostate and made me stutter.
‘You were leaning over the bar at one point, showing everyone your ass, and I knew then it was an ass that would love to be fucked and an ass I’d be fucking later on,’ he smiled at me as he quickened the pace and fucked me a little faster.
‘Oh fuck,’ I moaned.
‘Oh, fuck yes,’ I whimpered.
‘Fuck me just like that,’ I told him.
He fucked me harder and harder over the next few minutes. I could feel myself almost being moved on the sofa, and the moans that came out of my mouth were in all kinds of different tones. His balls were slamming against my ass which was echoing around the room. I really hoped that when I left their apartment that no neighbours are lurking in the hallway, otherwise I’m going to be really embarrassed.
‘Your ass feels so good,’ Oli started moaning. ‘I’m gonna fucking cum soon.’
‘Please cum for me,’ I pleaded with him. ‘I want your cum in my ass Oli.’
I wrapped my legs around his back and pulled him in towards me, making him fuck me deeper. ‘I’m going to cum,’ he started to moan. ‘Oh fuck, here it comes,’ he then grunted. He pushed himself deep inside me and held himself there as he unloaded in my ass. A warm feeling filled my insides, and a smile broke out across my face as Oli breathed heavily above me and slowly fucked me until his balls were empty and my ass was full.
He pulled his cock out of my ass, I could immediately feel cum starting to leak as I set my legs down on the floor and Oli reached for my cock. ‘Oh fuck,’ I said surprised. He gently started stroking my cock before leaning forward and taking the full length of my cock into his mouth in one go. His head was bobbing up and down at lightning speed and I was already feeling the start of my own orgasm after being fucked and bred for the first time. ‘I’m cumming, I’m cumming,’ I almost shouted as my legs started to buck and shake as he kept on sucking me as I flooded his mouth with cum. ‘Holy fuck that was incredible,’ I managed to say as I came down from the high of another orgasm.
‘I think you’ll need to use the shower again,’ he laughed as he stood, walked away, and started making himself a drink in the kitchen.
I got up and quickly ran into the bathroom, covering my ass just in case anymore cum leaked out. I couldn’t prevent some of it leaking down the inside of my leg as I got to the bathroom and heard Jayden still in the shower. He saw me, and invited me to join him. We shared a shower, where he spun me around and rimmed me, tasting the cum that Oli had left inside me. I returned the favour with a hand job and blowjob, although neither of us came. As soon as I was showered and ready, I left their apartment, kissing them both and promising to see them again soon. Once home, I slept like a baby, woke up and watched the videos again and again from the night. The next day, Mark started messaging me, checking in to see if I was okay. I messaged him back, asking if I could call into his place after work this evening so we could chat, he seemed concerned, but I reassured him that it was nothing to worry about.
As soon as work finished, I immediately began to feel nervous. I headed to his and could feel myself sweating as I got closer to his front door. I stood outside after knocking and he let me in, ‘what’s going on James?’ He asked me, and I could sense the concern in his voice.
‘Erm, I don’t know how to explain it, I think it’s easier if I show you,’ I waited until he sat down on the sofa, and I sat next to him. I unlocked my phone and opened the photos app before clicking on the first one that was taken last night, and I handed him my phone. ‘Have a look through those.’
I watched as his jaw almost hit the floor as he scrolled through the photos, ‘what are these? Who is it?’ He was full of questions.
‘Just keep going, there’s a video soon,’ I told him and put my head into my hands to avoid eye contact.
I knew he’d reached the video when sound started coming from my phone. I looked across at him and his face was just complete disbelief. He watched all the videos and looked through the remaining photos and then he just looked at me. ‘The first thing I need to ask, did you want to do all that?’
‘Yes,’ I told him firmly.
‘So, what happened?’ He asked me, ‘was this the other night?’
Over the next hour or so I replayed the whole night to Mark, telling him how they’d made me cum in the bar, then seduced me to go back to their place. Then how they both fucked me; I sucked their cocks and made them both cum before crashing in their bed. I then told him about the following day and how Oli had fucked me bareback and came inside me. He was most shocked by that part but said I needed to be more careful. By the end of it, I could see a bulge forming in the trousers he was wearing.
‘Are you fucking turned on right now?’ I asked him outright.
‘What?’ He laughed. ‘Those videos of you are kind of hot, and I’m seeing you in a whole different light right now.’
‘And what light is that?’ I asked cheekily turning to face him.
‘The fact that you’re into this is kind of a turn on, and it would be even more so if it was something you still wanted to explore,’ he said, placing his hand on my thigh.
‘What if I told you I want you to take me to that bedroom and fuck me?’ I said with a smile. He didn’t reply, he just leaned in and kissed me. He stood first, offering me his hand which I took, and he started leading me towards his bedroom.
As we walked into his bedroom, he pinned me against the wall and started to kiss me again. This time he started unbuttoning my work shirt, so I did the same to him until his gym body started to come into view. I ran my fingers down his chest, feeling every muscle as he kissed me until I reached the belt on his trousers. My fingers started to shake as I reached for the buckle and loosened his belt before removing it. He pushed my shirt off my shoulders, stopping me from being able to go any further, Mark took the time to remove his shirt as well.
I immediately went back to his trousers, unbuttoning them and slowly pulling the zip down. His trousers opened and started to slide down his thighs with my help and then his bulge came into view. It looked bigger than Oli’s and I could feel my mouth watering in anticipation of being able to get my lips wrapped round it. I pushed his trousers to his ankles and slowly started dropping to my knees. I looked up at him, not breaking eye contact and hooked my fingers into his underwear and pulled them down.
His cock bounced out of them and hit me on the face which made me smile, and Mark laughed. He soon stopped laughing though when I took his cock into my mouth and started to gently suck on it. His laughs turned to moans and I started to really enjoy myself. Soon, I had my back resting against the wall whilst I tried to make Mark feel as good as I could. And it was working, he was moaning, throwing his head back and then he put his hands on the wall above me, leaning himself forward and pushing his dick further down my throat which made me gag.
‘Give me your hands,’ he said to me after his cock fell out of my mouth. He grabbed my arms by the wrists and lifted them above my head and pinned them to the wall. ‘Let me fuck your throat.’ I opened my mouth as he slid his cock into my mouth and then started to fuck me. I started gagging again but held it together whilst he forced himself deeper into my throat. If anything, I was more turned on now. I was looking at this as if it was a preview to how he was going to fuck me. When he pulled his cock out of my throat, a long string of saliva kept me attached to him as I breathed heavily, struggling to compose myself.
After that, he let me take control again so I immediately got back to sucking his cock and balls, making sure to take my time with every part of him whilst constantly thinking about how long it would take him to stand me up, spin me round and fuck me. ‘I can’t wait to feel this inside me,’ I told him, trying to give him a hint. He just ran his fingers through my hair and brought me closer to his cock again until I took him back into my mouth. I slobbered all over his cock like the cock hungry slut I’d turned into over the last couple of days. My own cock was threatening to burst through my trousers as I reached down and rubbed it gently before grabbing Mark’s ass cheeks and forcing him towards me, pushing his cock deeper into my throat.
‘Please will you fuck me now,’ I pleaded with him, giving him my best fuck me eyes.
‘Since you’ve asked so nicely,’ he smiled. ‘And because you did such a good job sucking my cock, why don’t you stand up for me and turn round?’
I did as he asked, and when I stood up, he stepped out of his trousers and underwear before heading to one of his drawers. I had my back to him as he came up behind me and he wrapped his hands around my waist, and I could feel his hard cock pressing into the small of my back. He started kissing my neck which almost made me weak at the knees as he reached for my belt, undid it, and then unbuttoned my trousers before slowly pulling them down, leaving me rock hard in my briefs. But my briefs stay on for long before they joined my trousers down near my ankles and Mark turned his attention to my ass. He rubbed his finger around my hole, and I started whimpering, and pushing myself back against him, trying to push him inside me but he kept pulling away. Then he let go of me all together and grabbed the lube he must’ve brought over with him. He started massaging lube around my hole before sinking a finger deep inside me.
‘Oh, fuck yes,’ I moaned. ‘That’s exactly what I need.’
‘Shit,’ Mark laughed. ‘Those guys really turned you out, didn’t they?’
‘Mmmm,’ was all I could say in response as he continued to finger me. Mark finger fucked me until my legs started to shake and I was moaning uncontrollably against the wall. And my moans turned to groans of disapproval when he withdrew his fingers.
‘Easy,’ Mark reassured me. ‘Things are about to get better.’
And he was right, things were about to get better. He pushed me forward, so I was bent more at the waist and then he lined his cock up with my ass and began to push it inside me. My ass resisted slightly at first but soon, his cock pushed past my sphincter, and he started to move forward slowly until all his cock was buried in my ass.
‘Oh fuck,’ I moaned when I felt him deep inside me.
Mark placed both his hands on my hips and slowly started to rock backwards and forwards, being extra gentle with me whilst I got used to having his cock inside me. With every minute that went by, Mark would start fucking me faster until eventually he was starting to pound my ass. I moaned loudly as my cock flopped around beneath me and my face was now pressed against the wall. He moved his hands away from my hips and now gripped onto my shoulders instead, slamming his cock deep inside me whilst pulling me towards him. The sounds echoed around his room.
‘Yes, that’s it,’ I said in between his thrusts. ‘Fuck me just like that.’
‘Do you like fucking your best friends ass?’ I asked him.
‘It’s an ass made for fucking,’ he told me. ‘And it feels so good wrapped around my cock.’
He pulled his cock out of my ass, ‘look at the way your hole grips onto my cock, it just loves being fucked.’ He spanked my ass, ‘come over here.’
He headed towards the bed, and I removed my trousers and underwear, leaving me in just my socks before following him. When we got to his bed, he grabbed me, brought me close to him and kissed me whilst grabbing a handful of my ass. I was then thrown onto the bed before he grabbed me underneath the legs and pulled me towards the edge, so my ass was hanging off the bed. He then bent me like a pretzel before putting his cock back inside me and pounding me again. My cock was getting the friction of our bodies being on top of each other and I felt like I needed to pee. But Mark later told me that I felt like that because he was repeatedly putting pressure on my prostate.
I was eventually unfolded so he was fucking me missionary, and he wrapped his hand around my cock and slowly started to jerk me off. A couple of times I had to slap his hand away because I was getting too close to cumming, but he continued to tease me and bring me close to the edge of an orgasm.
‘I can’t wait to feel your load in my ass,’ I told him as he leaned forward and kissed me.
Mark then pulled me closer to the edge of the bed, to the point where I thought I was going to fall off. As he leaned forward, I grabbed a hold of him by putting my arms round his neck but that was what he wanted me to do because he scooped me up off the bed like I weighed nothing and held onto me as he continued to fuck me.
‘Holy fuck, this is incredible,’ I moaned as our faces were almost touching and we started to kiss. Our tongues explored each other’s mouths and I moaned into his mouth because it felt so good to be fucked in this position. He held me in the air for as long as he could before I was thrown back onto the bed again, and I think it was my turn to do the work this time.
He laid on the bed and I climbed on top of him, in the reverse cowgirl position or I suppose in this instance, the reverse cowboy. I slowly lowered myself down onto his cock and started to bounce up and down. Mark let me take control of the pace and I deliberately when slowly, making sure that his cock would feel everything as it slid in and out of my hole. I just couldn’t stop moaning, and I was throwing my head back in ecstasy. All I wanted to do was grab my own cock, but I wanted his cum inside me before I blew my own load.
‘Shit,’ Mark moaned beneath me. ‘If you keep this up, I’m gonna cum soon.’
‘Oh yeah, you want to breed your best friend’s ass?’ I teased him, ‘fill him up with your cum, nice and deep?’
‘Oh, fuck yes,’ he grunted. ‘It’ll be leaking out of you for days.’
I laughed, ‘are you going to cum while I’m fucking you slowly? Or are you going to pound me?’
He didn’t respond but I soon got the answer when he grabbed me by the hips again and started to drive his cock into me. I held myself still as he took full control, his cock sliding effortlessly in and out of my ass whilst it angled perfectly against my prostate.
‘Oh yes, fuccckkkkk me,’ my voice trembling.
‘Yeah, you’re going to make me cum,’ he started moaning and breathing heavily. ‘Fuck, your tight ass is going to make me cum.’
‘Oh yeah baby,’ I moaned back at him, ‘cum deep inside me.’
‘Fuck, you’re going to get it,’ he fucked me faster. ‘I’m gonna fucking cum.’
‘Yessss, fill me up, I need it,’ I moaned like the cock slut I now am.
And then Mark fucked me deep one more time and held himself there as he grunted and moaned. I could feel his body trembling as he filled my ass with his cum. I immediately reached for my own cock and started jerking off and it didn’t take long before I was moaning and blowing my load in front of me. All over the floor and some on the bed as my cum exploded out the tip of my dick and then I collapsed on top of Mark before we laid there and fell asleep together. When I woke up, cum was leaking from my ass, Mark appeared from the bathroom having taken a shower. I took his cock into my mouth as soon I had the chance and sucked him off until he blew his load all over my face and then into my mouth.
Over the next few months, me and Mark fucked whenever we had the chance. And I fucked other people as well. Seemingly, I was just going through my slutty phase a lot later in life than some people do. I knew Mark was still fucking other people as well and he was a lot more open when I was at his place, and he already had someone over. I watched him fuck some people and even jerked myself off whilst I waited for my turn. Then, one night, we were in the bar where Oli and Jayden had seduced me. Me and Mark were in the corner, putting on many displays of public affection when out the corner of my eye I saw them approaching and I immediately got butterflies in my stomach.
‘James, lovely to see you,’ Jayden said before approaching me and giving me a kiss on the cheek, followed by Oli who did the same thing.
‘So, are you the people I need to thank for turning James?’ Mark laughed.
‘We are indeed,’ Oli laughed as well.
‘We were hoping we’d have met you again before now James,’ Jayden put on a fake frown. ‘But it seems your spoken for now.’
‘Oh, we’re not exclusive,’ Mark said. ‘We just fuck whenever we can.’
‘Does that mean you’ll share?’ Oli put his hand on Mark’s shoulder.
‘I have been known to be a generous top,’ Mark said, and I started to feel turned on all over again and couldn’t wait to see what happened next.