A gay story: A Night With David The last couple of days have rocked my world.
First, I met up with Jeff, just to test the waters and settle a little curiosity I had. Ended up sucking his dick, and honestly loved it. So much so, I had to go back for another round the following night.
Except, our second meeting, things got more intense. I went in knowing that I would end up with his cock in my mouth and throat again, and I had a desire to let him put it in my ass too. I convinced myself that I needed to lose my anal virginity to this man. And, after a nice 69 session on his couch, followed by an intense shower together, where not only did I swallow his cum for the first time, but he also ate my ass for the first time ever, we finally made our way into his bedroom, where he took my ass and fucked me with his 7″ thick cock. It was absolutely amazing.
But then, he crushed me when he told me that he was leaving town for a few weeks. Immediately, I was bummed out. I wanted to plan our next session. I wanted him to fuck me again. I wanted his cock balls deep down my throat. But, he was leaving. And, for at least a few weeks. Upon telling me that he would be leaving, he told me that he wanted me to get on Craigslist and find someone else to fuck me while he was gone.
I posted an ad at his request, and ended up getting a response from a guy named David. He waa 26, 6’3″ and a bigger guy at 290 lbs, but he seemed like a good guy and his cock, though shorter than Jeff’s, was nice and thick. We chatted through email before exchanging numbers. I told him I would be in touch.
Jeff and I managed to squeeze in one more meeting, the night before he left, where he fucked me in the ass twice, once in his bedroom with a condom and lube, the second time was in the shower when we were cleaning up. The second time, he didn’t use a condom, but he showed off his amazing pull out game and gave me plenty of notice. After he pulled out, he started stroking his cock to finish the job. I turned around and dropped to my knees, opening my mouth and holding out my tongue, giving him a target between my mouth and my face. He shot his second load and covered a bit of my face, also getting some cum in my mouth, which I promptly played with before showing it off to him and swallowing.
“Damn, am I gonna miss this while I’m gone!” Jeff says to me with a smile, offering a hand to me to help me up to my feet. With the shower still running, I guide him back to where his still erect cock was getting hit by the water, took a hand and stroked his dick under the water, basically rinsing him off, then motion for him to step forward again. As he does, I lean forward and take his cock back into my mouth, and bob back and forth on his cock, giving him a hint of an ass-to-mouth experience, as his eyes light up and a surprised look goes across his face.
“Wow bud…” Jeff managed to say through his moaning. I never lose eye contact with him, even after he grabs the back of my head and starts to facefuck me with his last remaining stamina. When he finally ran out of gas, he pulled his dick out, and I swallowed the remaining traces of his cum. Only then, was I ready to get out of the shower.
As we were getting around after the shower, I took a brief look at his ass while he was bent over. Jeff, with a towel in his hands, stood back up and looked over his shoulder to dry off, before noticing that I was staring at his ass. I realized I was caught, so I looked up at Jeff, only to be greeted with a smile.
“Maybe soon, you can top me. For now, I’m enjoying your mouth and ass!” Jeff said, walking over to reach around and squeeze my ass once more.
As I’m enjoying the last few moments before I leave his place for the next several weeks, I find myself with a selfish desire to keep him here, so he could fuck my brains out. But, i knew that he must have had this planned for awhile, and he just didn’t know that when we met, we would become more than a one time hookup. I don’t want to say I was falling for this guy, but he was much more than a drinking buddy at this point.
We finished getting around, and head down to his living room, sitting on the couch where we first had any kind of physical connection. As I’m putting my shoes on, Jeff casually puts an arm around the back of the couch, waiting for me to sit back into. I sit up and he immediately drops his arm to my shoulders and looks me straight in the eyes.
“So, I’ve got to ask…”Jeff started. “…did you make any progress on the Craigslist hunt for while I’m away?”
I take a semi-deep breath in before I answer. “Yes, as a matter of fact, I did. I’ve been chatting to another guy, a little closer to my age, but he’s younger. He’s pretty interested. Asked me to come over sometime soon. He doesn’t live real far from here, but he’s definitely looking to get some head and top. I don’t think he wants to give oral or anything at this point.”
“Sounds like he’s either not real experienced, or he knows what he likes!” Jeff said. “Think you’re going to meet up?”
“I’m not really sure man. I mean, he seems cool…he’s got a pretty nice looking dick…but, I’m kinda hooked on you to be honest.” I say, putting a hand on Jeff’s thigh between his legs.
Jeff smiles, looking down at my hand, then looks back up into my eyes. “I like your skills…even having just started, you’re pretty natural at all of this! I really think you’re a good guy too.” Jeff said, then adjusts his position on the couch to where he can turn to face me better. “But, I didn’t know where we were going after that first night. I didn’t realize that you’d be here for a third time tonight, or that I would have fucked you three times now. I knew I was leaving town for a few weeks, but didn’t know what to expect with you. So, after last time, I thought you should know. But, I also don’t want you to stop having fun and wait for me because I’m not going to be here for at least 3 or 4 weeks.”
I smile at the fact that he’s trying to look out for me in the end, but I’m also unsure about meeting up with another guy, trying to get a feel for him, while knowing just how much fun I’m having with Jeff and how much he’s already helping me discover about this lifestyle.
“Jeff…let me just ask you something…” I start, getting Jeff’s undivided attention. “Even if I meet up with this guy…or any other guys…while you’re gone…I still want you to be my main…my main…” I continue, suddenly at a loss for words.
“You want to be friends with benefits?” Jeff asked, finishing my thought.
“Yes! Thats it!” I say excitedly. “Do you want to be friends with benefits? Do you want to be my MAIN friend with benefits?” I ask him.
Unable to hide his smile, Jeff replies with “Fuck yes!” as he wraps his arm around my shoulders once more. “But, I want something.” Jeff continues.
Feeling insanely relieved that this was going to continue between us, I answered back “What’s that? What can I do?”
Jeff adjusts once more, turning to face me and places a hand on each shoulder.
“I want you to get ahold of this guy, set it up, and let him fuck you while I’m gone..once, twice, everyday, I don’t care! I want you to go have fun, maybe learn a few different tricks to try when I come back. Hell, get with a couple of guys if you want. But, you’ve got something going with this one guy…set it up.” Jeff said to me, no hesitation in his words.
“Okay. I’ll text him tonight to set it up.” I said, now running through the thoughts and excitement of meeting up with another guy. I’m pretty happy about how this talk has gone!
“Great! I’m leaving tomorrow morning and I’ll check into my hotel room tomorrow evening. Try to go get fucked then!” Jeff said. “And remember…try to take pictures and video! Send me something to remind me of what I’m missing!”
I smile and nod. “No promises, but I’ll try my best!” I say to Jeff. He squeezes my thigh and starts to get up from the couch.
“You want a beer or anything? I’m going to have to get to bed soon.” Jeff says as he starts to head into his kitchen.
“No, I better go home and let you get some rest. Be careful heading out tomorrow!” I say, standing up and making my way to his door.
Jeff follows me there and holds the door as I start to make my exit. “I mean it…have a good time while I’m gone. We’ll make up for it when I get back! I’ll give you a call when I get in.”
“I might have my mouth full of cock at that point!” I say and Jeff laughs.
“Well, if you’re not too busy, I’ll talk to you tomorrow evening!” Jeff says as I step out his door.
“Okay. Enjoy your trip. See you soon!”
“Goodnight.”
“Goodnight man.”
As soon as I get in my car and start it up, I pull out my phone. I bring up David’s number and start a new text.
“Hey David. How soon are you available to meet up?” I text him. I’m still on a bit of a high from Jeff’s cock, and I truly wish that I could go back in for one more round, but as I sit in my car, letting the engine warm up for a few moments before I hit the road, I sit and watch as Jeff closes his door and shuts off the lights in his living room. He’s going to bed after 2 amazing rounds of anal sex. He’s got to get some rest before leaving in the morning. It was a great Friday night, and I wish I could repeat with him on Saturday night.
As I sigh to myself, hoping for Jeff’s speedy return, my phone buzzes in the passenger seat. A new email, or a Facebook notification maybe. I pick it up to take a quick look before putting my car in gear and leaving my official friend with benefits behind to get some sleep. It’s a text. And it’s from David. I was taken back by how quickly he replied, but I figured that his schedule must have been similar to mine and Jeff’s. I open the message and a smile immediately forms upon reading it.
“Tomorrow evening. I want that ass.” he had sent.
In a happy state of being, but also in a bit of shock, I think to myself about how awesome this was. Just earlier in the week, I was meeting a total stranger, preparing myself to give him a blowjob…first guy I’ve ever sought out to do so. A few days later, I’ve had his dick in my ass a few times, and I’ve swallowed his cum a couple of times as well. Tonight, we commit to being friends with benefits, a road that I had no idea where it would go, but I was excited to travel. And now, I was setting up a time to go meet another man and let him have his way with me as well. I didn’t expect things to turn out this way, but I was beyond excited to see how things were playing out. This was going to happen.
“Okay. It’s a date.” I send back to David and he replies damn near immediately after.
“Looking forward to it. We’ll talk details tomorrow.”
“Can’t wait.” is all I replied with, but that’s all I need to say in the moment. I put my phone down, back out of Jeff’s driveway and head home to go to sleep.
The next morning, I wake up to the sound of my phone buzzing on top of my dresser. I get out of bed and go check my phone, and I’m greeted by texts from Jeff, David, and my girlfriend Kayla. I open up Kayla’s text first.
“Hey baby! Hope you got some rest after work. I’ve been missing you, but between being sick, our work schedules, and things like this bachelorette party this evening, life’s been a little chaotic. Hopefully soon we can get some time to ourselves. I need that dick! Lol! Give me a call when you can. Love you!”
Kayla was an amazing woman. She had a great personality, an amazing body, and she was absolutely fantastic in bed. The way this woman could suck a dick was phenomenal, and after several years together with her giving me oral, I actually picked up a few tricks from her and I had put them to play with Jeff. Not that I could ever tell her, but I owe her a huge amount of gratitude for teaching me how to properly give oral.
“Hey sexy! Just woke up for the day. Gonna enjoy the day off hanging around here, then I’m gonna go meet up a buddy later on and hang out with him for a bit. Should be a good time! I’ll give you a call after I get around for the day. Love ya!”
I then open up Jeff’s text.
“Hey Stud. I’m hitting the road now. You’re probably still in bed after the night we had, but I truly wish you were taking this drive with me. Maybe you could be giving me some road head on the way! Hope you have something planned with this other guy and you’ll be getting laid again soon. Send pics if possible! But, I definitely want details! Text me later and I’ll hit you up when I’m checked in this evening. Have fun! Talk soon!”
I want to text him back, but decide to hold off for a while since he’s driving. I’ll hit him up in a few hours. He wants me to plan things with David, so I figure I better get the ball rolling. I open up David’s text.
“Good morning! Can’t wait to have you over and get that ass tonight. Really looking forward to it! Do you want to meet up for a beer and food first? Or you just wanna meet up and fuck? I’m good for either!”
David seems to be a pretty good guy, open to hanging out and getting to know each other, but he also seems to know just what he wants. I think to myself for a minute before responding.
“Hey David. I can’t wait until later on either. I’m ready for that dick! How about we just plan on meeting up and fucking this time. Maybe next time, we’ll go out for a beer and some wings first?”
Shortly after hitting send, my phone chimes with a text.
“Already wanting a “next time”, huh? My kinda guy!” David responded, bringing a smile to my face.
“Well, I think you’re going to like how I handle that fat cock of yours…you’ll want more. Trust me!” I send, starting to get a little worked up from our back and forth.
“I’ll be happy to give you all you can handle! Just hope you’re ready for a nice long fuck session.”
“Bring it on my man. I’m ready!” I send, and I am 100% ready for some dick. Didn’t know how good it was going to be quite yet, but I had a good feeling about David.
“6pm sharp. My place.” David sent, along with his address. Conveniently, David’s place was about 20 minutes away from Jeff’s house. Just as easy to get to, and honestly, it was kind of nice to have an option for some dick in either town close to mine, as my town is right in the middle of Jeff’s place and David’s place.
“Okay. I’ll be there! Do you have condoms and lube?” I send to David and he responds within the minute.
“Lube, yes. Plenty of it. Condoms, maybe. But, I promise you my pull out game is strong. Besides, I enjoy giving facials or shooting on a nice ass. Kinda gets me off a little more!”
This guy likes seeing his aftermath. He’s visual. This could definitely be fun!
“Oh, you’re pretty visual, huh?” I ask him.
“Yeah I am. I enjoy it!” David sends back.
“Well, maybe we should take some pictures or videos? Might be fun…”
“I am absolutely okay with that! I just need to keep my face out of it. I’m finishing up my last few weeks at work while a group is out of town for training, but I’m starting my new job immediately when they get back. Don’t want to take any chances as all of my coworkers and soon to be coworkers use computers a lot and could find these if we’re not careful.”
“No faces. Fine by me. We’ll take some close ups of your cock in my mouth, and we’ll video you fucking my ass from a good angle to keep our faces out. Deal?”
“Absolutely. See you in a few hours!”
“Definitely!” I send to David. Then I think to myself that I should shoot Jeff a text just to fill him in.
“Hey Jeff. Be careful out on the road man. Just letting you know that I’ve got plans scheduled at your request…I’ll be taking another dick tonight! We’re going to take some pictures and video for you. Here’s hoping he’s half as fun as you! Stay tuned for more!”
I decide to give Kayla a call quick.
“Hey baby!” she answers.
“Hey beautiful! How are you doing?”
“Better now! I’m not sick anymore and I get to actually hear your voice!”
“Aww I’m glad you’re doing better. I’ve missed you.”
“I’ve missed you too babe. Especially that dick!”
I laugh a little bit. “Yeah, he’s missed you too!” I tell her, but think to myself that it hasn’t been too bad without her services. “What’s on your agenda today..or tonight?”
“Well…I’m doing a little shopping with Katie now before we go out for dinner and go get her bachelorette party going. Going to be a little bit crazy drinking with this girl later on. Never know what’s going to happen with her!” Kayla says, talking about her best friend, Katie, as if she wasn’t a mirror image of her behavior when she got a few drinks in her. A lot of great sex has happened as a result, thanks to Katie’s influence. A lot of titty pics from the two of them together have been sent my way too. They’ve both just laughed it off and told me to enjoy the pics when I tell them about it the next day or so after. But, I’ve never told either of them that the three of us came remarkably close to having a threesome a few years back.
Started out with some making out between Kayla and I. Then, I watched as Kayla and Katie started making out and kissing and sucking on each other’s neck. Next thing I knew, shirts were flying off, and Kayla’s tits are out, a nipple in Katie’s mouth, while Kayla returned the favor, pinching, twisting, and eventually licking and sucking Katie’s pierced nipples. Both of them turned their attention towards me and started out giving me a dual blowjob together, then they both wanted me to take turns fucking them. But, before I could finish from the blowjob, get started with the threesome, or even get the girls to finish stripping down to no clothes on their impressive bodies, both of them blacked out and fell asleep in the bed together. I got to take the couch that night. Closest I’ve been to a threesome.
As I shake that memory from my head, kicking myself for my terrible luck that night, I can’t help but wonder if Katie’s soon to be husband, Bryan, knows what he’s getting himself into with this girl. He probably does, which could be why he’s marrying her to begin with. I smile at the thought of Katie being into some outright freaky shit, when I’m brought back to earth by the sound of Kayla’s voice.
“Babe, are you there? Hello?”
Shit. I better come back quick.
“Hey, I’m here. Sorry, my reception cut out for a minute. You were saying?” Nice recovery, Chris, I think to myself.
“It’s okay! I said I’ve got to go. We’re getting a parking spot now then we’re going to go shopping before dinner and drinks.” Kayla says, with some pep in her voice.
“Alright gorgeous, have a great time. Tell Katie I said hey and I’ll see her at her wedding next weekend.” Still can’t believe I said “Katie” and “her wedding” in the same sentence. Maybe she’s settled some. I doubt it though. I wonder if her nipples are still pierced…
“Hey Chris! I’ll take great care of her!” I hear Katie say out in the background. Must be on speakerphone.
“Thanks Katie! Hope you two have a great time tonight. Don’t drink too much!” I say with a smile, knowing full well that saying that to Katie was basically the equivalent of talking to a wall.
“We’ll try not to!” She says with a laugh before exiting the car.
“Okay babe, I’m gonna go. Gotta catch up to her before I lose her in the store. Love you!”
“Love you too. Have fun!”
“You too! Don’t do anything I wouldn’t do!” Kayla says to me. Does that mean I’m good to go suck this guy’s cock and let him fuck me? That’s pretty much how we started out as friends before we started dating. I’ll take it as her blessing I guess.
“I’ll try not to!” I say with a laugh before we say our goodbyes and hang up. Sooner or later I’m going to come clean with her, but for now, all I can think about is my night with David coming up. I check the time. Its 3pm. I’ve got a few hours to kill yet. I decide to see if lightning will strike three times, and hop back onto Craigslist.
After scrolling through post after post of men wanting other men to fuck them or use their mouth, I finally found one ad from a guy who was looking to be serviced. I noticed first and foremost that he had pictures attached to his ad, so I naturally assumed it would be a dick pic. But, then I noticed that not only was he local enough to go see, but he was in my town. I opened his ad and immediately scroll to his pictures. As I had imagined, he had posted a dick pic, but damn! I was instantly turned on. I’m well aware of how unphotogenic most dicks are, but this thing was beautiful. I guessed it to be about 8 inches in length, relatively thick, and it just plain looked amazing. This was borderline porn star material.
After I admired his cock for a while, I decided to actually read his ad.
“Local guy looking for head. I have been striking out with the ladies (probably due to my age) and I need some relief. I don’t care about your height, weight, or overall appearance, but I am rather picky on who I play with. I want someone who is a confident cocksucker, but who hasn’t had every dick in town in your mouth. I’m on the older side of life at 63, but as you can see from my pictures, everything works just fine. Please reply and let’s talk. I need to chat with you before inviting you here.”
Right off the bat, I was not only impressed, but very interested. I couldn’t believe that this amazing looking cock belonged to a 60+ year old man. 23 years older than Jeff. The idea of trying to give an older man head was pretty hot to me, so I sent him a reply.
“Hey, my name is Chris. I’m 27 years old, and just recently discovered my bisexual side. I’ve only had one dick in my mouth so far, but after a few sessions, I feel like I am pretty good at it. I’m meeting one new guy this evening, so I look to add to my cocksucking resume, but I’m VERY interested in meeting up with you. Please write back!”
I spend the next hour and some odd minutes running different scenarios in my head for the “date” I’m about to go on, when I take a look at the clock on the wall by my TV. 30 minutes left. It’s almost go time. I give myself a little pep talk in my head in order to relax, and it helps to a degree. But, I still have the same nervous excitement I had when I first met Jeff. Hopefully, this night goes just as good. I grab my keys, shoot David a text saying I’m on my way, and head out the door.
About 15 minutes later, I arrive at David’s apartment. It seems like a nice location, fairly busy for a Saturday evening, but it’s college football season, so a lot of people are having others over to watch the games. I walk up to David’s door, and before I can knock, the door opens. David is standing there, looking just as excited and nervous as me, and I think that helps us both relax.
“Hey Chris. Come on in.” David says as he holds open the door. Game on.
I walk in, and David closes the door, locking it behind him. I look around the place, trying to get a feel of the best place to do all of this, and when I turn around, David is standing there, fly unzipped with his dick already hard in his hand. It brings a smile to my face.
“Ready to go already? You must have a couple of rounds in you.” I say to him, as I move closer, losing my shirt and reaching down to grab ahold of his cock. The moment I feel it, it starts to throb and get harder to the touch. This is going to be a fun one.
“No, just one round for me.” David says. I give him a slightly confused look as he smiles and looks me deep in my eyes. “I just last a long time. Last time took almost an hour. And I wasn’t holding anything back. Just how I work I guess.” he says with a shrug of his shoulders.
As I grip his ever growing dick and stroke it, I look down, sizing his member up, then look directly into his eyes.
“Well then…I better get started.” I say, as I drop down to my knees.
He immediately drops his pants and boxers completely to the floor, steps out of them, giving me a full view of his thick, shaved cock, and he steps up. I lean forward and open my mouth, taking the head of his dick inside, then bobbing down to take the entire length of his cock into my mouth. He’s definitely thicker than Jeff, so my mouth is in for a workout. I can’t wait to take this man up my ass.
As I come back to reality, out of my own thoughts, I look up and David never took his eyes off me. He licks his lips, enjoying the view of me sucking on his dick, eyes wide with a lust that I’ve only recently seen in Jeff. He smiles down at me, and let’s out a small moan.
“You’ve been doing this for a while, huh?” David says in a voice fueled by a hunger for more.
I stop sucking his dick, taking my hand and stroking him in place of my mouth, his cock lubed up with my spit. I don’t break eye contact as I answer him.
“Just started this a few days ago with another guy.” I say to David, thoughts of Jeff using my mouth and ass for his pleasure, rushing back to my mind. I immediately put David’s cock back in my mouth and go back to working it.
“Well, he’s trained you well. You’re a good little cocksucker.” David says to me with a little growl to his voice. It dawns on me that this is the first time I’ve been addressed as a cocksucker without it being used as an insult. It’s kind of a turn on to me, truth be told. I start sucking his dick more enthusiastically upon hearing it.
“Oh, you like that huh? You like being called a cocksucker?” he says to me, and I nod my head in agreement. “Maybe you’ll like this then.” David says, and next thing I know, his hand is on the back of my head and he’s fucking my face with some force. This isn’t my first time being facefucked, thanks to Jeff, but it’s the first time with this kind of aggression, and I’m loving it. As he continues to pound my mouth and throat with his thick cock, the amount it spit building up on his dick and in my mouth acts like a great form of lube, and his cock glides in easier and easier with every thrust. After a few seconds, his cock hits the back of my throat, pushing down some of my spit and causing me to cough and gag a little bit.
“That’s right. Choke on this dick! Be my good little cocksucker!” David says, continuing his onslaught of my throat. I’m so incredibly turned on in the moment, I’m almost begging him in my head to use my ass like this soon. I want this dick BAD.
He continues to hold my head in place, thrusting his cock in my mouth and throat over and over again, continually making me cough from having my spit forced down my throat, and then he rams his cock as far back as possible, holding my head in place to where I have no choice to stay put with his cock filling my airway until he let’s go. He holds my head all the way down for a few seconds, then finally let’s go. I pull my head back, releasing his cock from my mouth, and start gasping for air. Holy shit, am I loving this!
“Shit. Sorry man. You okay? I get a little worked up in the moment sometimes.” David says, with some legitimate concern in his voice and spreading across his face.
I sit there on my knees, taking in some more air, wiping away some excess drool forming at my lips, and cough once more. I look up at him, and I smile.
“Do it again.”
David’s face goes from concern to instant arousal, and he steps forward again, ramming his cock back into my mouth and using it as his own personal fuck toy. Tonight, I’m not just a cocksucker. I’m HIS cocksucker.
Several minutes pass by, and the intense facefucking keeps going. This man wasn’t lying when he said he could go for a while! He rams his dick all the way in again, and holds it in place, once again blocking my airway and coating his cock in a heavy, thick amount of spit as I cough a couple of times, producing even more spit. He pulls back out, and I’m once again gasping for air. I’m loving this!
“Where are my manners…would you like a bottle of water?” David asks, looking down as his cock glistens from the light of his TV over the layer of spit.
“Yes please.” I say in between breaths. I could do this for a while yet, and I’m sure he’ll be happy to oblige.
“Sure. Give me a minute. Don’t move…I’m not done with that mouth yet.” he says, walking to the kitchen, leaving me in anticipation as I continue to catch my breath. It’s at that moment, I realize that my phone has gone off a few times. I pull it out of my pocket and check the screen. A new email, and two new texts.
I decide to check the texts first, email later. I open the first text, and it’s a message from Kayla. I open it to find a couple of pictures. First one is a side by side picture of Kayla and Katie, both sitting on a bed in the hotel room, wearing their dresses for the evening. A pretty nice picture of two hot women, if I say so myself. I scroll down to the second picture, and it’s Kayla and Katie again…but this time, they both have the top part of their dresses open, exposing two pairs of absolutely beautiful tits. I haven’t gotten a pic like this from them in a while, so it was an unexpected surprise. It was nice to see that Katie was still rocking the nipple piercings too. Below that picture was simply a text that said “Wish you were here. ” and as much as I would love to be, tonight’s events are just as great in my opinion. I open the next text, and it’s from Jeff.
“Made it. Hope you’re getting some good dick right now. Don’t forget pics and video!” I smile as I quickly typed back.
“Hey bud. Taking a quick breather (literally) and water break, but yeah. Things are going pretty well. Stay tuned!”
As soon as I hit send, David comes in holding out a bottle of water. I gladly accept and put away a third of it, noticing that David’s cock has not softened up in the slightest. Dude was still rock hard. And I loved that it was, because that meant more fun in a moment.
“Who was that? You don’t have to leave, do you?” David asked, taking a drink of his own water, then motioning towards my phone. I smile and signal him to come back over, which he gladly does. I reach out and gently squeeze his cock and stroke a little bit.
“No, I don’t have to leave. I have a job to finish!” I say as my stroking of his cock gets a little more rapid. David smiles. “And that…was my other buddy, Jeff. He’s the one I’ve been learning from.”
David nods and bites his bottom lip a little bit. “Make sure to thank him for me!” he says, placing his water down on a table, and reaching for the back of my head again. Before he brings me back in to fuck my mouth again, I speak up.
“He actually asked me to take pictures and videos tonight. He’s out of town and wants some material to jerk off to while he’s gone.” I stick my tongue out and lick the bottom of David’s shaft from the balls to the head, gently placing the head into my mouth immediately after.
“Well, let’s not disappoint him. I’ve got a few in mind.” David says, lightly pumping a little bit of his dick into my mouth. “Bring your camera up on the phone and lay it down on the floor right there.” he says, pointing to the area on the floor between his feet and my knees. I do so, and look down before hitting record. It points up perfectly to show a view of where David will facefuck me.
“I like it. Let’s go!” I say, hitting record and opening my mouth.
David once again starts facefucking me aggressively, helping my mouth work up a good amount of spit, coating his cock in this natural lube, blocking my airway with his cock and making me cough and choke on cock and spit.
“What a good little cocksucker we have here!” David growls, thrusting even harder and faster into my mouth, forcing me to throat his thick cock, then pulling out, causing a strand of spit to run from my mouth to his cock, before dripping down to the floor. I gasp once more for air. I stop the recording and send the video to Jeff.
I give my phone to David so he can man the camera for a bit. I open my mouth again when I’ve caught my breath, but David backs up a step.
“I’ve warmed up some. On to the next video. Lose all your clothes, go stand by my table, and bend over. I need some ass.” David instructs. I’m super excited about this, so I do as requested. I turn around, anxiously waiting for this man to come fuck me, and I watch as he lubes up his cock and slides on a cock ring. He’s going to be getting harder with this thing on, and I’m all for it. He walks over, and puts some lube on the palm of his hand. I pull my cheeks apart, and he pets my asshole with a generous helping of lube, before wiping the excess off on a towel. He steps up and lines his cock head up at my hole.
“Bend over and take this dick.” David says, working his dick into my well lubed hole. He slowly inches the whole thing in, not stopping until he’s balls deep. As soon as he’s there and my moaning ceases, he backs out up to his tip and thrusts a little harder. After about 6 or 7 thrusts, he puts a hand on my shoulder. “Ready to record?” David asks, gently squeezing my shoulder. I nod and he counts down from 3. He hits record, and starts fucking my ass. Not quite as intense as he was my mouth, but still with some force. In no time, I’m moaning and he’s grunting.
“God, what a tight ass! Great cocksucker and a great ass to fuck. Don’t get better than that!”
As soon as he stops talking, David thrusts just as hard as he did while facefucking me. Oh my God was it amazing! His thick cock filling my asshole was a whole new level of pleasure. I felt my dick getting harder and harder as he thrust with everything he had, sticking his cock in all the way up to his cockring, his balls slapping back and forth on me. This man was giving me one hell of a fucking!
As he continues to fuck my ass with no mercy, I find myself realizing that I’m slowly becoming a bit of a cockwhore, and I’m okay with it.
“Don’t…stop…fucking…me!!!” I grunt in between his thrusts. He stops the recording, puts my phone on the table, and grabs both sides of my hips, manhandling me as I’m bent over his dining room table, and fucking my ass like it’s the last thing he’ll fuck. He thrusts a few more times, making his balls slap against me again, then he stops when his cock is nice and deep, causing me to moan loudly. Thank God his neighbors have noisy friends over for this football game! He pulls out of my ass.
“Grab the phone and send that to your buddy. Then meet me in the bathroom. I’ve got another idea and a surprise in the shower for you.” David says, spanking my ass before he walks into his bathroom and starts the shower. I send this video and then text Jeff “Shower time!!!” before walking into his bathroom. David is in the shower already, curtain pulled shut and water running.
‘Where should I set the phone up?” I ask him.
“Right there on the countertop, there’s a jar holding q-tips. Lean it against that and have the camera facing us so we can watch!” I set it up and hit record, pulling the shower curtain open. I see David’s surprise, and it’s most definitely a first for me!
Along with David’s thick cock, there is a 7″ dildo mounted to the shower wall. I know where this is going, and my heart starts beating faster with excitement.
One cock for each hole.
I step into the shower, and get in between David and the dildo. I look at the camera to make sure it’s filming, and I noticed that David had me line it up where his face wasn’t in the picture. Smart man. He’s done this before. I run a hand over the dildo, then I run a hand over David’s cock.
“You pick what goes where.” David says, but I’ve already made my choice and assume the position. I bend over in front of David and start sucking on the dildo, deepthroating it and drooling all over it. David steps up behind me, places one hand on a hip, and takes the other hand and spanks my ass.
“Wise choice. Good man.”
Then, as if he didn’t stop in the first place, David takes his cock and sticks it into my ass, balls deep, and starts humping the life out of me. As he thrusts into my ass, I take the dildo into my throat, basically what would be considered balls deep. I’ve got a real cock in my ass, and a fake one in my mouth. I’m being spitroasted for the first time.
Good God, I wish Jeff was here.
David keeps fucking away at my ass, and suddenly places a hand on the back of my head, pushing my mouth as far down onto the dildo as it will go, and holds me there, yet again, cutting off my air supply. It finally dawns on me that David is a bit of a Dom, and it’s a bit of a turn on. I don’t mind being a bit of a sub to this man.
We fuck in the shower for about 5 minutes, and David shuts the water off, pulling out of me once more. He reaches in front of me and pulls the dildo off the shower wall. I get out, stop the recording and look at David.
“To the bedroom!” he says, almost triumphantly, before looking over his shoulder and smiling at me. “You’ve been on your knees, bent over a table, and bent over in my shower. I want to see how well you can ride my dick.” I send our latest home made porn to Jeff, and follow David there.
I walk into his room and look around briefly. Huge bed: check. Sex toys in a bag laying open: check. Then I look and see David lying down on his back, cock pointing straight to his ceiling. He holds up a single finger and curls it in a “Come here” motion. Who am I to argue.
“No video of this one. This is just for us. Climb on with your ass facing me. I want to watch you ride me.” David instructs me, as he slowly strokes more lube onto his still rock hard cock. This is definitely a first! The few times I’ve taken a dick, it’s been bent over while standing or on my hands and knees, or laying flat on my stomach with Jeff on top fully mounted. David is asking me to climb on top of him and fuck myself with his cock. I never thought of it, but suddenly I had to do it!
I set my phone down on David’s bed by his legs, ready to grab it to start recording again at any moment, and I climb up. I swing one leg on each side of David, hold his cock in place with one hand, and spread my ass with the other. I look back to David, and he gives me a nod. Everything is lined up. I sit my ass down slowly, even though I’ve been taking his dick a lot already tonight. I want him to get a good view of this. I feel his head slide in, followed by some of his shaft, inching more inside until I’m down to his balls. The feeling of taking his dick in this way is completely different, but feels amazing. My dick starts to grow harder and harder.
As I’m slowly riding David, he starts to moan some. He might actually be getting close. We’ve been going at it about 30 minutes at this point. I pick up the pace as I’m riding his dick, eventually to the point where his balls are once again slapping my ass, but at my own doing. I start to moan and tremble at the act.
“Good man. Keep riding that dick!” David says, his breath growing heavier by the minute. “We’ll have you riding like a pro in no time!” is followed by his hands smacking each of my ass cheeks. I keep riding, but the way his dick is hitting my insides from this angle, I can’t stop myself.
“Ohhhhhh fuck!!!” I moan as I shoot one of the biggest loads I’ve ever shot all over his bed and myself. As I’m coming, David takes the cue and starts thrusting his dick upwards, harder and harder into my ass until I’m drained completely.
“Good man! Cum for this dick!” David growls as he’s pounding my ass from below. This was definitely unexpected on my end…shooting a load with another man’s cock ramming into my ass…but, I’m so incredibly glad it did. Now, I know it’s possible, and I don’t want to go without it again.
As David continues to fuck me, my phone lights up in the darker bedroom. It’s a text from Jeff as I see his name pop up.
“Is that your other buddy?” David asks, pausing momentarily with his dick all the way up my hole. I nod yes. “Open it up, see what he thinks!” So, I grab my phone.
“Holy shit bud!!! Glad you’re having a good time! Wish I was there with you. Stroking my cock now!” I read out loud, also wishing that Jeff was here. It would make things incredibly hot!
David starts to stir under me. He gives me a nudge, and I pull myself off of his cock. I turn around and look at him, wondering if he’s upset about something. Instead, David simply rolls off his bed, finds the dildo from the shower, and tosses it onto the bed. I look at him confused.
“Want to FaceTime him and give him a show? I’m almost ready to cum.” he says, nodding at the dildo. He wants to spitroast me again, but this time with Jeff watching. Oh God, this seems so hot. I’m game!
I text Jeff and tell him to answer his FaceTime call, which he does. As he said, he was stroking his cock, so it was nice seeing that there. I placed the phone on a stand that David had, then bend over on the bed, assuming the position, grab the dildo and start sucking away on it. David steps up and starts pounding my ass once more.
“Holy fuck!” Jeff says, watching the show and stroking himself.
“Got a good fuck here, don’t we? Mind sharing him? David says to Jeff, as I’m working the dildo and moaning from David’s thrusting.
“Not at all. Enjoy that ass!” Jeff says, increasing the intensity of his jerking off.
The next couple of minutes go in a blur, as I’m being stuffed with dick and dildo, watching another dick get stroked. David breaks the moment with a moan.
“Oh fuck, I’m gonna cum!” he says, ramming harder and faster.
“Me too!” Jeff says miles away, jerking his cock faster and faster.
David looks up at the screen, still pounding away at my asshole, and asks Jeff “Where do you want to see me put my load on him?” apparently, no longer caring if Jeff sees his face or not. I stop sucking the dildo, take my mouth off of it, and I look at Jeff’s face through the screen. I see him smiling. He’s into this as much as I am.
“Shoot it in his mouth and on his face.” Jeff says, straining to hold his orgasm just a few moments longer. David pulls out of my ass for the last time that night, and walks over to stand to the side of the bed closest to my face. His cock twitching in his own hand as he holds it and starts to stroke himself.
“You heard the man. Open up and stick that tongue out!” David instructed, starting to moan and groan as his orgasm worked its way to a climax. I do as he wished and opened my mouth and stuck my tongue out. He inched closer to my face, keeping his dick out of my mouth in order to give Jeff a good visual of what’s about to happen.
“Here it comes…fuck, here it comes!” David grunted, then as if on command, he starts unloading a huge load. Ribbon after ribbon shot directly on my tongue and in my mouth, followed by a couple shot onto my cheeks and chin. He kept shooting for several seconds between my face and my mouth, and I glanced at the screen. Jeff was also mid-climax, stroking his cock rapidly, unloading his balls all over his hand. David was finishing up, so I decided to add a little more of an impression in the heat of the moment and put the head of his dick directly into my mouth, sucking the final drops directly from the source.
“Oh damn, a little ass to mouth huh? You kinky fucker!” David said, and it dawned on me that he was right. This was me taking his cock directly from my ass and putting it in my mouth. In the moment, I didn’t even think about it, I just did it. But now that it’s been addressed, I think the idea is pretty hot. Maybe next time I’ll do his entire cock that way. David finishes inside my mouth and pulls his cock out, looking at my face and admiring his work.
“Show your buddy your handiwork.” David instructed, and I turn my face towards the screen, letting Jeff see David’s cum running down my cheeks and chin. Then I open my mouth, showing a pretty heavy amount of cum inside.
“Swallow.” is all Jeff can say. So I motion for David to move and get a good view, and when he is set, I close my lips and swallow David’s thick load of cum.
“Good boy!” David and Jeff say almost simultaneously. “Thanks for the show guys!” Jeff says, reaching for the end button. “Talk tomorrow, Chris.” he says, then ends the call.
“Thanks for coming by. You’re welcome here whenever you’d like!” David says, offering me a towel from his bathroom to clean my face up.
“I’ll be back again soon. Definitely again while Jeff’s out of town.” I say to David, and I mean it with everything in me.
“Looking forward to it.” David says.
As I start to head out the door, David stops me. I see the look on his face. Almost like he’s worried or concerned about something. We just had close to an hour of amazing sex, and I was totally happy with the way things played out. Even with David being a little aggressive and a bit of a dom at times. I look him in the eye.
“Everything okay?” I ask him, closing the door and waiting for an answer.
“Yeah. I think so. I just want to apologize.” David said, now looking down at his feet instead of my face.
“Why? What for?” I ask him, genuinely curious. I thought things were going great with us.
“Well, I know I got a little rough at times…smacking your ass, making you choke on me and gasp for air, the way I was humping you at times…and that last bit where I started to put it in your mouth after I had it in your ass. I just feel like I pushed things and I should apologize.” David continued, sounding slightly embarrassed of himself. I adjust my head to where he’s now looking down but seeing my face eye to eye.
“It’s okay. I enjoyed it. A lot.” I say as a smile creeps over my face.
“Really?” David asks, his face lighting up when he realized what I said.
“Yes. I loved how you facefucked me so intensely. That’s a huge turn on for me now, so thank you! I won’t do it all the time, but I could be down to try ass to mouth again. And I absolutely LOVED being between you and the dildo. I’d do that in a heartbeat again. Especially with another real dick involved!”
David smiles ear to ear. “Alright! Cool. I’m glad you had fun! Thanks again!” He reaches for the door and holds it open for me as I step out. “Hey Chris…” he says after I walk out. I turn around and look at him.
“Free next weekend?” he asks, with an eyebrow raised and a smile on his face.
~~~~~~~~~~~~~~~~~~~~~~~~~~~~
When I get home for the night, I remembered the email I had gotten earlier. I decided to check it out now that I was in.
“Hey! Thanks for responding to my Craigslist post. You definitely seem like the kind I’m looking for. Not much experience, but looking to please. We should talk this week. Text me. -Tim”
I save the number to my phone. I’ll get the ball rolling with him tomorrow. I noticed 2 texts when I’m on my phone. First was from Jeff.
“That was SO HOT. Can’t wait til I’m home and back inside you!”
The second from David.
“Tons of fun tonight. Thanks man. See you again next weekend!”
Two guys. Tonight, I made two guys cum. At the same time. Just the thought of that made me hard again. Just wish I could have had both of their cocks tonight. As I fantasize for a moment, my phone buzzes once more and name pops up.
It’s Kayla. And another picture message. I open it immediately, excited to see what these two hot women are up to.
“HOLY SHIT…” I say out loud, unexpectedly.
The picture she sent had Kayla at the front of the picture, apparently fresh from the shower because her hair is still wet and with the angle she’s at in the picture, I see one of her tits hanging out in the bottom portion of the picture. Kayla is standing with her back facing the bed in their hotel room, and she held her phone up over her head to get the picture, with her looking up at the camera and flashing her gorgeous smile.
In the bed behind Kayla, Katie lies face down on the mattress, completely in the nude, ass facing up, one leg slightly raised up, spreading her legs open just enough to possibly give a glimpse of her pussy. My eyes immediately lock in to the sight of her near perfect ass. I had always appreciated it when she would wear tight pants or shorts when around me, but until now, I’ve never seen her bare ass. Kayla would frequently joke with Katie and say she had an ass that was “perfect for doggy style anal sex” and I now see that she’s not lying!
Her ass cheeks were firm and tight enough to bounce a quarter off of them, but plump enough to use comfortably for a pillow, all of which were thanks to Katie’s obsession with doing years of squats in her 5 times a week gym sessions. She had to have been going to a tanning studio for her wedding because her ass was perfectly tanned, minus one small patch at the top of her ass cheeks where she had been wearing a thong. I was reminded that Katie’s soon to be husband, Bryan, was one of the luckiest fuckers on earth.
I noticed the text message under the picture suddenly come up. Kayla is still awake. I’ll text her back.
“Hey sexy! I hope you had a FINE ASS night like this girl did! Wish you were here…” she had sent. I wish I was there too. Especially after seeing Katie’s majestic ass. I REALLY wish that damn threesome happened years ago!
“Hey gorgeous! I did have a fine ass night, but maybe not THAT fine lol. Thanks for sharing the pics of you ladies tonight! I wish I was there too, but that could be trouble with her wedding next weekend!” I hit send, then glance back at that picture.
Even though I just discovered how much I’m enjoying cock, I still LOVE seeing a woman in the nude, especially with an ass like that. I’d absolutely love to get a chance to fuck that ass of my girlfriend’s best friend. It could have happened in the past, but it didn’t. I’ll have to settle for this picture of Katie’s naked body, presumably passed out from a night of drinking, spread over the top of a hotel room bed. I looked close and notice Katie’s legs were spread apart some. I decide to zoom in and see if I can get a peak of her pussy.
Even though I can’t see her pussy, I do notice something standing out in the picture. I study it for just a moment, and notice that right there as her legs are spread, right between her ass cheeks, I see something. I zoom in just a little more, and realize that it’s something round and has a bit of a sparkle…like a jewel or something. Then, it dawns on me.
“Oh my God…that’s a butt plug.”
My girlfriend just exposed her best friend’s ass to me…and she’s wearing a butt plug. I’m hard as fuck now. I stare at the jewel in this girl’s ass, when suddenly, the screen changes and lights up.
Kayla is calling me.
I take a second to collect myself and calm down, but this whole night has been insane and I can’t help it. I’m horny as fuck. This is going to be a problem to solve soon. For now, I need to answer my call.
“Hey gorgeous!” I answer. “How are you?”
“Hey sexy! I thought you were asleep when I sent that. Figured I’d give you a call quick when I got your reply.” Kayla says. I hear her take a drink on the other end of the line. “Sorry…had to take a drink of water. Katie had us drinking quite a bit tonight!”
I laugh, trying to keep it cool. “Based off that picture, I’d say it was mission accomplished to get Katie to relax! Doesn’t get more relaxed than passing out naked on a hotel room bed!”
Kayla laughs. “You liked that, huh?” I go silent immediately, so not to get in trouble with my girlfriend, but she immediately laughs again and continues. “Don’t worry Chris. I took the picture for you. I’m in the same picture with one of my boobs hanging out too. So, technically, it’s a picture of both of us. Just more of her!”
“You have a point…” I say. She laughs again and I go on to continue. “…but, she won’t want to know about this one. You exposed a little more than just her ass to me.” She stops laughing and I can almost sense the gears turning in her head, so I continue. “Check out her ass Kayla.”
Kayla looks over at Katie sleeping, and looks at her best friend’s ass. “I’m not following you babe. What should I look for on her ass?”
“Not on. In. In between her ass cheeks…” I say.
Kayla laughs. “Babe! I can’t just spread her cheeks and look at her butthole!” she says. I’m not gonna beat around the bush anymore.
“Katie fell asleep with a butt plug up her ass!” I say. Kayla goes silent, and then I hear her in the background.
“Oh my God!” Then she starts laughing to herself. She gets back on the phone. “Yeah, she definitely fell asleep with a butt plug!”
I laugh, but wish I was a fly on the wall in their room. My girlfriend must have just gotten up close and hands on with her best friend’s ass, and I would have loved to see it. Even if it was just a little touching.
“She must really like it!” I say, grinning to myself.
“Yeah, it’s a vibrating one! I….” Kayla stops talking immediately.
“A vibrating butt plug? How do you know it vibrates?” I asked, just out of curiosity.
“I…umm…” Kayla can’t find the words to say. Maybe she’s finally feeling the effects of a night of drinking.
“Did she tell you about it? Like…during girl talk or something? Like a recommendation?”
“No…not quite.” Kayla answers.
“Were you there when she bought it?” I ask.
“Umm…kinda? But…no not that either.”
I pause for a minute. Debating on whether to ask this or not, but I decide to anyway.
“Kayla…did you buy it for her?” I ask.
“Yes. I bought it for her.” Kayla admits.
“Cool cool. Like, a bachelorette party gift?” I ask.
Kayla tenses up on the other side of the phone. “Not quite. I bought it for her, because she bought one for me.”
Damn. Katie’s influence knows no bounds!
“Oh that’s awesome babe! She must really like it if she brought it with her to her…” I start before Kayla cuts me off.
“We bought them tonight while we were shopping. Along with…other…toys.” Kayla says. It takes a moment for me to register this, so I ask to confirm.
“You and Katie went shopping for sex toys? Tonight?”
“Yes…”
“And she wanted to test hers out?” I ask, pursuing an answer.
Kayla takes a breath…”Along with other toys, yes.”
I’m still incredibly interested in where this is going, and still pretty horny too. I want to know more.
“Like…vibrators? Nipple clamps? Restraints? Or…?” Kayla once again cuts me off before I can continue.
“I wanted to talk about this in person…” she says, sounding slightly defeated.
“Babe, you can tell me. We can talk in more detail or whatever tomorrow when you come home if you want, but I promise, I’m not…”
“I fucked her.” Kayla says abruptly.
“You…fucked her?” I ask.
“We bought strap ons tonight as well. I fucked her. She fucked me. We fucked each other.” Kayla says with her words shaky as she spoke.
My girlfriend fucked her best friend.
“Wow….I’m not sure what to say right now..”
Kayla jumped in with a response. “There’s so much to tell you Chris. So, so much. I…I’m sorry. I don’t know what else to say. Katie and I fucked each other…and plan to again. This has been a long time coming.”
This poor girl thinks I’m about to blow up. She’s apparently bisexual herself, and she just fucked and got fucked by her best friend, and they both want to continue. I’m not sure what this will mean for us, but I’m on board to see what happens. For now, I just want to connect the dots and find out what happened.
Kayla starts crying on the phone. “I can understand if you hate me and can’t forgive me for this. I’m so so so sorry. I just…” then she breaks into sobs. I start to talk to her and get her to calm down.
“Babe….Kayla, listen. It seems to me that you might possibly have discovered something in yourself. Maybe you’re bisexual…”
“And you’re going to leave me! I enjoyed screwing another woman and you’re going to leave…”
“Kayla stop. I’m not mad. I’m not leaving. I want you to sober up, come back home tomorrow, and come to my place. We’ll talk things over.” I say to her.
“What do we have to talk over? I like fucking women and men! I can’t put you through that!”
“It’s not you putting me through it when I like it too!”
Kayla falls silent for a minute. I fall silent as well.
“Chris, baby…are you telling me something?”
“Yes babe. I am. We need to talk things over…fill each other in on things…but, I’m telling you that you’re not the only one in this relationship that is bisexual.” I take a breath, and say it out loud to confirm it to her and myself.
“Kayla. I’m bisexual.”
She takes a breath and comes back on the phone.
“Chris. I’m bisexual. Have been for a while.”
A weight feels lifted off of us both.
“Stop by tomorrow. We’ll talk. Fill each other in. Share our stories. And before we call it a day…” I say to her before she chimes in.
“…we’ll decide if we’re breaking ground or breaking up.”