A gay story: My First Time, Gay By The Beach All characters are above the age of 18. Sean is 18, and Mason is 20.
*
Every summer, my family went to my mom’s hometown in the south, a cute beach town. I got lots of quality time with family and friends, sun, sand, and exciting memories.
One of my mom’s high school best friends still lived there and has 2 sons: Mason, two years older than me and who I got along with the most, and Blake, a year younger than me who was like a little brother to me. We essentially grew up together and spent most of our summers together. The parents would go out and have their own fun while we would sleep at each other’s places and enjoyed summer to the fullest.
Many of my friends were in relationships and always talking about sex. Being gay in a smaller town, I hadn’t had a lot of options. The only other gay guy at school, Tobias, was closeted. Tobias wasn’t really my type, but he was eager, and without a lot of options, we had kissed and sort of done some petting over our clothes but that didn’t really count. I hadn’t even really gone past first base yet! I definitely wanted to try some things soon though…
Summer came around and while Mason and I kept in touch during the year, we texted way more often once I arrived back in town. I always looked forward to summers with him.
One morning a few days into the beginning of summer, my mom was hosting a bunch of women over and even though the house was already clean, she gave me a giant list of chores to do.
I texted Mason: SOS My mom is trying to make me clean and do other gross chores first thing of summer 🙁
Mason: Eat breakfast. I’m on my way.
Me: On your way where?
Me: To me?
Me: Hello?
I ate breakfast the slowest humanly possibly. Just as I was dragging my feet to get started on chores, the doorbell rang. My mom opened the door to find Mason with a bright boy next door smile, who said, “Hey Mandy! Some friends and I have plans and I thought Sean would like to join for the next two-”
I held up three fingers up behind my mom.
“Three days if that’s alright with you.”
My mom looked behind her at me while I gave my most innocent look I could. She didn’t buy it but said okay since Mason was already here and offered him some snacks while he waited. He politely declined and said he had to wait in the car because he left it on for the AC since it was already so hot early in the morning.
I dressed in my brand new neon green booty short swim trunks I’d been excited to wear for months since I bought it and a see through tank. I raced to pack a bag, ran outside, and jumped in his car.
Mason is the best! Sometimes I thought he saw me as a little brother, because he’s always looking out for and trying to protect me. I tried to knee over the center console to give a big hug but it was too wide so in my excitement I inched closer and ended up slipping over and straddling one of his legs. He pulled my right leg over is other leg so I was fully straddling him but closer towards his knees so it wasn’t really indecent and we were able to hug.
“Thank you so much! You saved me!”
Mason laughed, “No problem. But what are you wearing?”
“I’m ready to go swimming in your pool!”
His hands landed on my hips and his fingers dug into the swim shorts that molded to my butt like a second skin, brushing the tips of his fingers back and forth. “You should’ve worn something over it.”
Looking down, since he was wearing long dark jeans and a shirt, I suddenly felt a little underdressed but…
“I am! It’s called a swimsuit duh. I’m wearing a shirt too.”
“Barely,” he laughed.
“Don’t be pervy. Also why do you look way better this summer? Did you get even more muscles? That’s unfair.” Even though he’s only 2 years older than me, I’ve always looked up to Mason. When I was a kid, I followed him around like a puppy. Now that we’re both adults, I wonder if my infatuation is more than that…
“Maybe you think I’m more handsome because I’m your savior?”
“Yeah, you’re my savior. You’re my hero!” I ran my hand along his jawline from his ear to his chin, his slight stubble coarse against my soft skin, and he completely melted to my touch. Woah. It was also heady to see. I did it again. His hands moved from my hips to my thighs and tightened. He looked at me with those piercing eyes, and his lips parted. Just from my touch! I don’t know what I was thinking, but I ran my finger tips over his bottom lip. He closed his eyes, tightened his hands on my thighs again, and let out a deep unsteady breath. When he opened his eyes, he seemed to be mostly back to his normal look.
Then he smiled mischievously and bit my finger! I always loved that he’s so level headed and dependable, but I also loved his playful side. I giggled. He chased it with his mouth and bit it again.
“Ow, that one actually hurt!”
“Sorry, here,” he said as he took my pointer finger in his mouth and sucked on it. I gasped. Omg electricity shot from my finger to my entire body. He looked pleasantly surprised and sucked harder. To my horror, I whimpered, and he twirled his tongue around it. I pulled my hand away, but he caught it and started sucking my middle finger. Ugh, I kept making more little sounds. I didn’t know this could feel so good. This time, I pulled away then offered him my ring finger, which he gladly sucked too. This was so hot. I leaned forward, drawn in, his lips were really nice. What would it be like to kiss him? He let go of my finger and got closer.
“Your neighbors are coming this way.”
“What?” I barely asked before he lifted me off his lap and gently threw me back into the passenger seat. Wow he’d definitely gotten stronger. I looked over and his muscled arms were tan and filled out.
A few moments later, a couple of old ladies knocked on the car window. I rolled it down and they said they’re happy that I’m back for the summer and I should come over for tea etc.
When they left, I said, “Omg they were so close! They totally saw what happened! I mean, not that, um, anything did. But…” Seriously what just happened? I realized I’m half hard! I tried to cover myself.
“My front windows are tinted and it’s pretty sunny out. I don’t think they did.” He put the car in drive.
I thought aren’t front car windows not supposed to be tinted or something? Anyways, the conversation changed, and we drove to his place, catching up on the past year, talking about everything and nothing, laughing as usual.
When we got out of the car, he gave me a big bear hug. It felt like he just enveloped me. His body was hard and strong but also warm, though not too hot. He ran his nose up and down my neck. That was new. Was he smelling me? He stuck his nose in my hair behind my ear and definitely inhaled. He whispered with a growly voice, “I missed you so much.” Aaaww. But it took me a moment to say me too, because his lips against my ear made me shiver. Another sensitive spot? I think he felt it, because he smiled then kissed my cheek but really close to the corner of my mouth.
“Damn, you’re irresistible,” he said. Had Mason always been so affectionate? I couldn’t remember. I was feeling tickley.
He said, “Welcome back to the south!”
“Well, I’ve been here for a few days already.”
“Well then, welcome to my neighborhood.”
“Oookay,” I rolled my eyes. We walked into the deserted building lobby of his family’s condo and I joked, “Aren’t you going to welcome me to your building too?”
“Yeah, welcome inside the building!” He pulled me against him and licked my ear! I made another embarrassing noise. “I love the sounds you make.”
I said, “You’re such a pervert…” He licked some more, his hands in my hair. “Uummm…”
He ran his lips down my neck and released me. My legs were feeling weaker. Wait, was he playing with me?
The elevator opened as soon as he pushed the button, and when he got in, he said, “And welcome to my elevator.” Two can play this game. This time, I wrapped my arms around him and licked up his neck and sucked then bit his ear. Oohh he liked that a lot.
He pinned me against the elevator wall with his hard body, running his hands up and down my sides. Oops maybe he’s not playing. That’s when I truly felt underdressed. Like I was in my underwear as he had direct skin on skin contact with most of my body. His hand brushed my stomach.
“Seaaann,” he drawled my name, almost sounding pained. “Who taught you to do that?” I was really liking his grumbly voice.
“I just did what you did.” I started wiggling against him, needing some friction.
“I didn’t bite you. Did your dumb jock Tanner teach you that?”
“You mean Tobias? How do you know about him?”
“Yeah, Tanner. I’ve seen him before, looking like he wants to eat you.”
“No…”
“Did you date someone else this year? There’s always so many guys around you wherever we go. Who taught you that? Tell me.” He was all over me, making it hard to think.
“I, um, no. I just felt like it so I did.”
“Good. That was so hot,” he said as he pushed between my legs with one of his. Ah, sweet friction. He sucked and bit my ears. That did feel good! I could feel my orgasm building. Just a little more. The elevator door dinged and opened. Ugh.
He keyed into the condo, turned towards me, and started saying, “Welcome to-”
When his mom came up and said, “Hi Sean! So glad you’re staying over! You looked flushed. It’s already pretty warm outside. Wash up you two. I have some fresh juice on the table.”
I was aching. Thankfully, I was behind Mason, so my hard on was hidden. I said thanks and rushed to the bathroom, locking the door behind me. I shoved my hand into my bottoms and rubbed. No more than 3 strokes later, I came with my legs shaking. I washed up and headed out.
In the dining room area, I sat next to Mason who waited until his mom and brother were up doing something else. He then grabbed my hand and licked my palm. His eyes flashed. He looked upset! He said, “Next time, don’t wash your hands.”
……
I had been at Mason’s place for a few days now. There was a free concert being held by the boardwalk with carnival rides and stuff like that. I picked out jean shorts with a green shirt but realized I didn’t have any clean underwear left. I quietly found Mason’s mom and told her. She said there wasn’t enough time before I had to leave for the concert to do laundry and that I should just go commando. That sounded like something my mom would say! No wonder they had been friends all these years. She also said she and her husband were meeting up with my parents and would be home late.
Mason, a group of his friends, and I had a blast at the boardwalk that night. Mason drove as usual. I sat in the back with some of the others. We ate and went on rides.
The sun went down, and I wanted to go to the concert. No one else wanted to, so Mason went with me. We were towards the front in the big crowd of people that seemed to get more and more crowded. People kept bumping into each other, and I was getting jostled around. Mason came up behind me and put his hands on my waist to steady me, which helped. I kept dancing but was bumping into the guy in front of me. Even if it was a little too close, I thought it’s better to be too close to Mason rather than someone I don’t know, so I backed up more.
Mason saw I couldn’t really move forward anymore because of the crowd. He leaned in and said, “At least don’t dance anymore.” I said he’s ridiculous and continued. After a bit, a song I wasn’t as into started, and I realized Mason’s erection was pressed against my butt. As I danced, I’d totally been grinding against him, too lost in the moment.
I froze, and Mason groaned, “Keep dancing.” So I did. His hands roamed my arms, my shoulders, and my stomach. His hands went under my shirt and palmed my pecs. He asked, “Are you sensitive here?”
Yes, I loooved stimulating my nipples. I loved nipple play, but I wasn’t going to say that!
He rubbed and my hips stuttered.
“Hmmm.” He rubbed harder, and I undulated.
Everywhere he touched me felt like it was leaving a wake of fire. His touch was strong but cherishing. I was burning up.
His hands roamed down my sides and his left hand skimmed up my leg, to the hem of my tattered short jean shorts. He didn’t get very high, but I panicked since that was when I remembered I wasn’t wearing any underwear! What would he think? I was hard. What if my erection poked out of the small shorts? I really needed to start wearing longer bottoms.
I abruptly announced, “We should go back and catch up with your friends!”
“You go on. I’m going to need a minute.”
We ate yummy, greasy snacks with the group and went on some rides. Except I was still half hard and these jean shorts rubbed against my sensitive head no matter how I adjusted. Every shake and rumble of the rides was only stimulating my poor cock. At this point, even walking was causing enough friction rub.
Then, everyone wanted to go on a thundering roller coaster. My dick could not handle that. Should I rub one out in the bathroom?
I said I would sit out on this one. Mason was trying to be encouraging saying he’d be there with me the whole time. “I know you’re somewhat afraid of heights, but this ride is way less scary than all the ones we’ve been on so far.”
He kept pushing and practically started dragging me to the ride, when I finally whisper-yelled at him as quietly as I could, “I can’t go on the ride, because I’m not wearing any underwear and these shorts keep rubbing against me! I need a break.” I was on edge.
“Why aren’t you wearing underwear?”
“I ran out of clean ones and your mom told me to go commando!”
His eyes grew wide, “You know both our moms are crazy and we shouldn’t listen to them about things like this!”
I thought he was going to continue on to chastise me for going on all the other rides or for dancing with him without anything on, but no. He ran his hand on the side of my hip and dipped his hand slightly under to find smooth skin only. He groaned, pulled me closer to him, and said, “You’re not wearing any underwear, and you rode in my car.” Bro dudes and their cars…
We sat that ride out together and I was able to calm down a bit. We had a good rest of the night. It was getting late and after swimming the whole day, we got tired faster than everyone else, so left early.
There was a shortcut we would take to his house from the beach but it was a bumpy ride, which caused the stimulations of my jeans against my cock again. I’d change positions or hold down my jeans from the side to decrease the movement against them. But as I got tired of holding or lost in the conversation, I’d stop and the relaxed shorts kept being loose enough to rub against me. The car bumps certainly didn’t help. After a while, I gave up, whatever it’s just Mason in the car. Who cares if I’m hard at this point, no one’s going to care.
Turned out Mason did notice. He kept looking over, and I could feel his gaze on my legs. A part of me thought I was making up his attention, so I spread my legs a tiny bit, and his grip on the steering wheel tightened. He then reached over and pulled the side of my jeans and kept his hand on the edge of them, holding them in place.
“Holding it like this helps, right?”
“Yeah, a little.”
As we talked about the night, his hand on my leg seemed to sear into me. I didn’t know how to communicate that, so I told him the pressure of his hand was uncomfortable. He apologized and shifted his hand so it spread wider and now was gripping more of my inner thigh, which did the opposite of helping my situation. And was it just me or was his hand higher up now? I squirmed and spread my legs wider, which caused my shorts to slip from under his palm and definitely shifted his hand up even higher.
“Sean?”
“Just don’t get closer.”
“So this is okay?”
“Yeah, I think so.”
He started caressing up and down. “You sure?”
“Mhm hmm.” My head fell back on the headrest. He was definitely getting closer. I could feel the blood pulsating in cock.
“Your skin is so soft.” He hands inches over my jeans.
“Uh, you’re wet.” I had leaked precome through my shorts!
He was so close to my cock head, millimeters away. “I’m not going to go any higher, promise.” That was sort of gentlemanly and also very frustrating. I was embarrassed but mostly I was going slowly insane.
His hand stayed there and teased me for who knows how long. It could have been seconds or minutes or hours.
Then we hit a big bump in the road that jostled the car and his hand bumped against me.
“Oh fuck!” Mason said when his fingers pressed against me. Yesss, I ground my hips up against his hand. The perfect driver Mason swerved, he was losing focus.
I was already completely lost to the feeling and grabbed his forearm when he tried to withdraw.
“Sean, you’ll hate me later for this.”
“I’ll hate you now if you stop. But stop the car. You’re going to kill us,” I panted out.
He started drumming my cock head through the shirts and I shouted. He parked on the side of the road. Benefits to the backroad shortcut- no lights and no other cars. He unbuckled and leaned over me as his experienced hands unzipped me and he pulled me out. Ah relief! His big hand grabbed my cock begging for attention and thumbed my head. He rubbed all around it in circles. My hips stuttered. He teased down to my balls and back up. He tightened his hand, and I started fucking up into his fist. Pleasure shot through my body.
My breaths seemed loud. It was too dark to see him clearly but his other hand was rubbing himself through his pants. He kissed my cheek then my lips just as he tightened and stroked me with a twist. I exploded and he swallowed my moans. My orgasm seemed to go on and on and he kept rubbing through it which prolonged it, until I was oversensitive and pushed his hand away. He kissed me again, long and hard. Then he tucked me back in my shorts.
As we got closer to his home, street lights started going by. I was awaking from my orgasm haze when I spotted a wet spot on his jeans. I softly poked it. “Is that… did you…?”
“Yeah, you made me come in my pants.” I laughed and blushed. I hadn’t even thought of helping him.
Maybe I should next time.
……
Mason, Blake, and I were going to rent a pedalo boat and spend the whole day just the three of us out at sea, under the sun. But, Blake bailed on us at the last minute. Some soccer club he was a part of was having a get together, so it was just me and Mason.
We took off from shore, and because we know the coastline so well, we went far out. The buildings were left tiny in the distance and we didn’t see any other vessels around.
We packed bags full of food for the whole day and ate to our hearts content. He fed me fruit and I often ended up mouthing the tips of his fingers trying to fit each piece in my mouth.
I wore a Speedo. I thought it’s a size too big so it wasn’t outlining everything, you know. And I thought Mason might like it. He did. He totally did. I kept catching his eyes gliding down my body to get stuck on my Speedo.
We finished another round of swimming. We were at the back of the boat to get back on. Mason was next to me hanging onto the boat. To get enough purchase, I had to pull my legs forward and use all of upper body strength. I’m not unfit, but lean and a little shorter than guys my age, and I’m also not the strongest. While trying to pull myself up, I didn’t make it on the first try and was kind of awkwardly hanging on with my chest almost on the boat, when I realized my Speedo being a size too big was bad because the force of pulling up quickly out of the water and the cloth being heavy with water caused them to slip down. Mason was right behind me! He was getting a good view of my crack right now!
I let go of one arm to try to pull them up, causing my body to start slipping off the boat. Mason reached up, grabbed my ass cheek, trying to push me up. I was caught off guard, so I tried to pull away. He must have thought I was falling again so tried to grab me but ended up grabbing my suit. When he pulled and I was trying to go up, he ended up pulling my Speedo off!
He let go, and they slipped past my knees and into the water. Mason grabbed and tossed them in the boat.
Oh no! My buck naked ass was is in his face. I’m on full display for one of the hottest guys I’ve ever known in my life.
My dick perked up at the thought. That and the breeze perfectly blowing on my dick.
I tried to pull up onto the boat again to no avail.
“What are you doing?” Mason teased. “You shaking your ass for me?”
“N-no!” I choked out.
He playfully slapped one cheek then grabbed and jiggled it. My body went instantly weak. He went back and forth caressing each globe. He started a finger from the top of my butt down my crack until he reached my taint and teased circles around it then rubbed it. I couldn’t help moaning.
I slipped off the boat, and Mason caught me.
I turned around in his arms, and wrapped my legs and arms around him. The waves pushed and pulled me against him. My hard dick bobbed between us and brushed his abs. I felt like I couldn’t breathe. He had one hand holding onto the boat and and brought one arm around my waist. I rocked into him once, ugh, twice, ugh, one more time, and again. He kissed the side of my face. Hmmm. I leaned my head to the side to give him more access. I started rutting against him. It felt good. Mason tightened his arm around me and grinded hard against me. It was like the world narrowed just to the places he was touching me. I was breathing shallowly and time slowed down.
Abruptly, he turn me around. I automatically gripped the boat’s edge, and he pushed me up onto the boat.
The boat’s backside was flat and had a lot of room. I tumbled onboard and landed on my back, sprawled out, my cock plump and pulsating against my stomach. My brain was foggy and my legs were weak. I didn’t think I could get up or stand if I tried.
Mason got out of the water, sun shining from behind, droplets dripping down his hair, his muscled torso, and the rest of his body. Hot damn.
He crouched down, pulled my knees apart, and settled between them, his erection against me again, rocking. He kissed my lips leisurely but dirty somehow. I felt like I couldn’t breathe so turned my head to get a breath. He kept on kissing me everywhere. My cheeks, my eyebrows, my eyes, my forehead, my neck, between my pecs.
He swiped back and forth moving closer and closer to my nipple until he got it. I jerked up. He swiped over it a few more times, then bit it hard. I shouted in ecstasy. He made an animalistic sound and repeated. He licked a few times then bit down on my peaked nipple. Full body shudders overtook me. His hips not slowing against me, when he did my other nipple, I came with a cry.
But he didn’t stop. He traveled lower, licking and kissing and sucking my sides and belly, twirling his tongue in my belly button. I was breathing so hard and blood was pounding in my ears, not yet recovered from my first orgasm, but already feeling the second building. He bit where my hip meets my groin. He did the same thing to the other side. My still hard cock even after the first amazing orgasm was standing at attention, twitching for more.
Looking me directly in the eyes, Mason swallowed me in one go. My eyes rolled to the back of my head. So. Hot. My brain was fried. I was overloaded. He slid up and down, sucking my soul out of my dick. His tongue flattened against the v on the underside of my head, and I threw my head back with another shout. He mouthed my head then scraped his teeth over my shaft. Omg! He licked down to my balls and sucked each one in his mouth. I grabbed his hair with my hands and tried to pull him closer, bucking my hips against his mouth. He deep throated me again and hummed. Aah! Looking down, he looked so hot between my legs. Devilish and caring all at the same time. His fingers rubbed against my hole, and I came again.
I was wrecked. Maybe the endorphins caused memory loss, because next thing I knew, my Speedo was back in place and Mason sat in the built-in floor seat.
He put his head in his hands. “I’m sorry,” he said defeated. “You’re so innocent, and I didn’t mean to take advantage you.”
I was confused, got up and sat next to him. I kissed his cheek and said, “Thank you,” so quietly that I was afraid he wouldn’t hear me, but his head whipped up. He seemed more confused than I was.
I looked down. His impressive hard on hadn’t flagged at all. I reached out to try to touch it, but Mason grabbed my hand and brought it around his neck. I tried with my other hand, but he did the same.
“What’re you doing now?” He asked.
“I want to… help you.”
He stared at me for a while then pulled me to him so I straddled his legs. I tried to get our cores closer but he pushed me back farther on his legs.
“Stay there. Just kiss me and don’t look down.”
Huh? I looked down as he was pulling out his cock. “Eyes up here.”
“Oh, okay.”
We started kissing as he pumped his cock. He wasn’t able to keep up with the kiss as his breathing became stuttered and uneven, so I kissed his face and licked his neck. Ooh the saltwater tasted so good on his skin. I kept licking and sucking. “Yeahh, just like that,” he groaned.
I peaked down, wow. “Eyes up.”
“But I like it.”
“Ugh, Sean!” He threw his head back. “I’m so close.” His strokes quickened.
I went back to licking the salt water off his delicious skin and my left hand felt down his right arm. His bulging muscles felt so good as he stroked himself. I was almost down his forearm when he shouted and covered himself with his other hand, I think to catch his jizz. Then he hugged me tightly, nuzzling where my neck met my shoulder.
“That was the best orgasm of my life.” Wow really? I knew Mason had had sex with more than a few guys and girls and I hadn’t even truly touched him. That was pretty cool.
He fixed his trunks, saying he’s going to clean up. He got up and dived off the side of the boat.
When he came back aboard, I was sitting in the passenger side seat, eating more snacks.
He got in the driver’s side seat, saying our rental time was almost done and we should head back. A few moments later, he said, “That can’t happen again.”
I said, “Okay.” But why? And would we really not?
……
One night, Mason’s little brother Blake was watching an action movie, so we decided to join. First, we changed into more comfortable clothes. Since most of my clothes were dirty, I borrowed basketball shorts from Mason and a shirt from Blake.
Mason met me in the hallway before going into the living room. He grabbed my hip and bunched the shorts there. “You’re not wearing any underwear again, are you?” Why was he always touching me? It was so distracting.
“You know I’m not. I keep running out here.” I shifted foot to foot.
“You look good in my clothes.”
“Technically, I’m wearing Blake’s shirt.”
“Which he stole from me so it’s mine.” Mason stepped closer.
“Okay, okay, I’m wearing all your clothes.” He smiled.
I ducked around him and into the living room. Blake was sitting in the loveseat, so Mason and I sat on the couch at a respectable distance. I was starting to slowly fall over from sleepiness, so Mason grabbed a pillow, put it on his side, and pulled my head against it. He spread his arm on the back of the couch. I wasn’t really paying attention to the movie, dozing in and out.
The guys’ parents came home which woke me up. Was Mason half hard right now? I looked at it for a bit. Oh no, what if he saw me staring at his lap? I looked up to find him watching me, wait not me, my butt! His eyes flicked back to the tv.
His parents turned up the AC, telling us not to turn it off, since the one control went to the whole condo. I shivered and Mason grabbed blankets from the basket next to the tv. There were only two, so he gave one to his brother and the other to me, though I could tell he was getting chilly too.
“Why don’t we share a blanket?” I suggested.
Mason gulped, “You want to share…” He gulped again. “A blanket with me?”
I laughed! He always got worked up over the weirdest things.
He put his feet up on the foot rest but bent his left leg, I think to hide his partly hard dick. I was on his right, so he couldn’t lift his right leg without blocking my view of the movie, which was now a different one? I put the pillow on his chest and my head on the pillow but instead of being perpendicular to him, this time I threw my leg over his outstretched right one and cuddled up to him.
My hand landed on his abs and he flexed. Woah, they were so defined, obvious even through his shirt. I absently started outlining them with my fingers. He placed his hand over mine.
“Put your hand somewhere else.”
“I don’t have anywhere else to put my hand.”
“Fine, but just be still for once.”
Oh? I stilled for a bit then started rubbing circles on his stomach. I loved his reactions, and finally he was the one squirming now! His shirt rode up, so I moved my hand lower to get skin on skin. He froze and held his breath when I made contact and continued making circles that went over his revealed flesh.
I spread my hand and kept going. My pinky accidentally went under the waistband of his shorts. His cock jerked, and I could see it even under the thin blanket. Ah, that was so hot! I looked over at Blake, who was fast asleep. I didn’t dare look at Mason, I’d probably chicken out. I did it again, this time my pinky and ring finger going under, his cock jerked again, and I just kept them there.
In point 3 seconds flat, he somehow moved us fully onto the couch, rolled me on my back, and was looming over me.
“Sean.” I loved how he said my name, like I brought him to his wits end but with affection.
His hand went under my shirt and palmed my pec. He drew circles around my nipple. I was arching up, trying to get him to- yes! He flicked my nipple and started rubbing. Electric tingles went straight to my dick and ass with each pass. I was trying to be quite, hold my moans back, but failing. He stuck the fingers of his other hand in my mouth and told me to suck. Mhmm. I looked into his eyes as I did.
“Fuck,” he responded. He teased my other nipple.
He changed our position again, spooning me from behind. “Be as quiet as you can,” he warned me. I bit my hand.
He brought one hand between my legs, stroking me roughly through the shorts. His other pinched and twisted my nipples as he sucked my ear. O M G! Triple stimulation. In less than a minute, I came.
He wrapped his arms around me tightly and grinded his hard cock in circles against me from behind.
He paused. “My parents are coming down the hallway.”
He erratically thrust against me, stilled, then came, mouthing my neck.
He pulled the blanket over us. “Pretend to be asleep.”
“Why?”
“Because you have no poker face.”
His parents came in to say good night and that we should get to bed instead of sleeping on the couches.
Even though they had a guest room, I always slept with one of the guys. They had large king size beds, and it had been all very platonic up until this point.
Blake woke, got up, looked at his bro who was still wrapped around me with a sweet smile, and announced, “Sean should sleep with me tonight.”
He was totally just goading Mason, but he looked furious, said, “No,” and dragged me to his room. After brushing our teeth and getting in bed, I quickly fell asleep. My first dream was of Mason leaned over to rub his nose against mine. His breath was warm on my lips. He moved closer and brushed his lips against mine once, twice…
……
Mason, Blake, and I spent the next morning at the pool. We raced each other and did flips off the board. One of the neighbor’s dogs had a bunch of puppies recently, so Blake and I played with them for hours while Mason did weight lifting at the outdoor gym area. I was impressed with how many pull ups he could do. I felt like he was doing a little extra today to show off to me. He came over briefly to pet the puppies and tickle me in the grass until I had tears streaming down my face and asked for mercy.
We all went upstairs for lunch. We showered in our swimsuits in their parents’ master bathroom which was very spacious. Blake rinsed first as I was snooping deciding which lotion to use from the counter for afterwards. He finished and stepped out. I rinsed off next and was just finishing when Mason came in.
“Do you need anything?” He asked.
“I forgot to get a towel.” He grabbed me one and held it out. I walked into it and he hugged me with the towel then dried me off and wrapped it around me.
As Mason got himself a towel, Blake left for the kitchen, saying he’ll start getting lunch ready.
Mason looked at me and grinned like a wolf. Uh oh. He dropped to his knees in front of me. Holding my eyes the whole time, he started at my outer ankles, his hands slowly traveled up, giving me goosebumps. He slipped under my towel and hooked his thumbs into my swim suit.
I stammered, “What are you doing?”
“Just helping you out.”
He oh so slowly pulled my bottoms to the floor. Then starting at the front of my legs, worked his hands up my shins, over knees, over the front of my thighs, pausing with his thumbs wide and close to my groin, then to my stomach and back down.
He got up and said he’s going to take a real shower. I let out a breath I didn’t know I was holding and rushed out of the bathroom, closing the door behind me.
I changed into a dry suit and put a shirt over it. Realizing I forgot my phone in the bathroom, I knocked, saying I’m just going to reach in to grab my phone off the counter and won’t look. I didn’t wait for a response and cracked the door open. I reached for my phone when I realized the large mirror gave me a direct view to the shower from this angle, and he had not heard me.
Steamy water was cascading down the hard planes of his body and he was jacking his hard cock in the shower. I only got a peak last time, but now, I couldn’t look away. It looked so big and angry, bobbing with his hand, his arm muscles bulging. I remembered how those muscles felt under my hand. He twisted his hand around his crown at the end of each stroke then gave a round of quick pumps. He was obviously enjoying himself. Was he thinking of me while touching himself? I must have made a sound, because he looked towards the door, then turned and met my eyes in the mirror. He froze and squeezed his dick. I kept staring, dumbfounded.
“Sean,” he snapped me out of it.
“Ah! Sorry! I didn’t see anything!” I grabbed my phone and slammed the door shut.
Over lunch, Blake didn’t know what we were talking about, but I turned to Mason and apologized again.
“Are you really sorry?”
“Yes! It was an accident I swear!”
“Who’s the pervert now?” He teased. I think my entire face turned red.
……
That evening, we went out with friends again, and on the drive back, Mason kept randomly pulling my fingers to his mouth and sucking them. I was helpless to stop it, it felt too good. At stop lights he’d watch my reactions, which was so embarrassing. The first couple times I tried to turn away to hide my face, but he would stop, tell me to look at him and wouldn’t start again until I did.
He turned towards our back road short cut, but then parked the car in a dark empty space on the side of the road.
“Get in the back seat,” he said as he got out the drivers side. I crawled from the front over the center console to the back, which made him laugh. I sat next to him in the back seat, not knowing what comes next.
He kissed me sweetly, then kissed up my jaw to my ear. He was really using my weak spots to his advantage tonight. He twirled his tongue in my ear, licked then sucked the lobe. He whispered sweet nothings, and his breath tickled in a good way. I found I had tossed my left leg over is right one, trying to get closer to him. I was wearing shorts and a cute white button down short sleeve shirt. He pulled the collar down and kissed the tops of my chest. As he tongued my neck, he undid the buttons, pressing kisses to each area of skin revealed, and slipped off my shirt.
I was breathing hard and brought his mouth back to mine. I wanted to suck on his tongue, and he obliged. He pulled me fully against him, so I was sitting sideways on his lap against his erection. I held onto his upper arms, feeling his bulging biceps as he moved.
He slipped a hand into the back of my shorts to find I was wearing a thong. He groaned, tracing it down and up. “This covers nothing.” He gripped it and pulled up, and omg it pulled taught and caused the strip of fabric at the front to press and slide against my dick. I moaned in surprise and shuddered. He did it again and again harder. “Aahhh!”
He let go and used one hand to grip the waist band of my shorts pulling them down as his other arm lifted me up. He tossed the shorts to the other side of the car.
I was left just in my small thong.
One hand cozied up to my butt cheek, I’m starting to think he really has a thing for my butt. The other slipped between my knees and slowly kneaded higher and higher. I inched my legs apart, my face in the nook of his neck, but he didn’t touch me there. He was teasing me again.
I sucked on his neck and shifted so I was straddling him my front to his front. We shared long deep kisses, exploring each others mouths thoroughly. His hand caressed all my exposed skin. He brushing my nipples. I made a frustrated sound. He sucked on one nipple then the other, going back and forth. His hands satisfying the other one until his mouth returned. “Your reactions are perfect. Our bodies fit together so right. And your nipples are so sensitive and swollen, and delicious.” I was non-coherent by this point. Moving my hips, my hard on against his impressive erection, still trapped in his jeans.
He looked into my eyes with that look that meant he was going to do something to drive me crazy and wanted to see my reaction.
He gripped the front of my thong and pulled up, the snug thong sliding right against my hole, feeling so good. I bucked and the triangle of fabric he continued to pull up shrunk further until my cock and balls popped out. I tried to cover up. “Don’t look,” I breathed, even though we had done so much, and he’d already seen me once before, I was still shy. “I know I’m smaller than you.” His was so impressive.
“You’re big for your body size. Plus, I showed you mine, shouldn’t you show me yours?” He sucked my nipple.
“Ah! I told you that was an accident!” With so much of me uncovered, his jeans seemed rougher against me. He ran his hands all over my exposed body.
He popped off my nipple and using his grip on my hips, pushed me towards his knees away from his erection, where there was a circular wet spot from my precum! I was double embarrassed! But he seemed to like it and rubbed his fingers against it then licked his fingers. “You taste so good.”
I tried to pull his hand away from his face but he was too strong. Why did he keep doing and saying the most embarrassing things! I really couldn’t take much more.
I looked down and realized I was practically naked while he was fully clothed. And damn, I don’t know why that turned me on so much. I tweaked my nipple, which snapped his eyes to the movement, and he growled while grabbing my hips and seated me back on his erection, this time rubbing against my hole. He pumped up, and it felt like simulating sex.
I ran my hands under his shirt, asking, “Why am I the only one undressed?”
“Because you look good this way.”
“I want to see your skin too.”
He bucked up harder. “I can’t undress, because then I’ll do something you’re not ready for. But maybe…” He laid down across the back seats, unzipped his pants and pulled down just enough that his brief covered erection was free and pointing towards his stomach. Then pulled me on top with my knees high up around his sides, so I was really open, and moved me up and down his cock. This felt sooo good. Each stroke sent shivers throughout my body. He pulled my top forward and sucked on my tight puckered nipples.
A few minutes after this, he flipped us over and pressed into me with his full body. “Tell me if I’m too heavy,” he said.
“I like feeling your weight. You can more if you want.”
He flattened me into the seats and oh he smelled good and felt good. His shirt was rough against my nipples, causing zinging sparks every time he moved. I arched as much as I could into him.
He slowed down and caught my gaze again. “I promise I won’t look, okay?”
“Huh?”
He flipped me over and peeled my thong down to my knees, then put his brief covered erection right up against my bare hole. “Mason!” I yelled as he groaned. He rocked back and forth, the head of his penis catching on my entrance every few strokes. He pulled my cheeks apart, his thumbs swiping my hole, and rutted harder.
“Ah!” His head caught my hole. He pushed harder. I felt a some stretching, slightly uncomfortable but mostly pleasurable.
“I’m indenting you,” he breathed against me.
“Uhm?”
“I’m going a little inside you. Do you feel it?”
“Yeah I feel it!”
“Do you like it?”
“Uhm, uh…” I was trying but it wouldn’t come out. “I, we shouldn’t, but I…”
“Tell me you like feeling me against you.” He rocked his hips.
“Mason…” Would the embarrassment never stop?
“Tell me you like feeling me in you.”
My breath hitched. “That would be embarrassing.”
He chuckled and stopped.
I whined, trying to move my hips, but he had me pinned down. His upper body pulled up, and I immediately missed his weight.
He sucked my neck and whispered, “Say it.”
“I- I like feeling you Mason! So much! Now moreee!”
He groaned, crashing back into me, and started Jack hammering against me. “You drive me crazy,” he said as he rubbed my nipple with one hand and reached down and pumped my cock with the other. I knew what was coming but it was mind blowing. I came with my entire body jerking. Mason held me down, and he orgasmed right after with a silent shout and ragged breaths.
I was still in a daze when he started to redress me. That made me feel like a doll but a doll that was cherished.
We drove home but I didn’t sleep in his bed that night, because I was scared and excited of what happens next.
……
The next morning, Blake and his mom asked me to wake up Mason. He was never much of a morning person, but apparently he was being extra tough that morning.
Probably tired from seducing me all the time is what I thought as I walked into his bedroom.
“Mason, time to wake up! We have a whole sunny day ahead of us!”
He completely ignored me.
I shook his shoulder, “Mason, come on.”
He grabbed my arm and pulled me into bed with him. He threw his leg over my legs, arm over my arms and waist, and nuzzled into my neck. I struggled but was pinned down.
“Mason! Your family could walk in right now. We look like we’re in a compromising position.”
“Maybe we’ll have to get married to save your virtue.” He squeezed me tighter and sighed.
“I’m not a girl, and it’s not the dark ages!”
He didn’t respond. He fell back asleep! At least asleep, I was able to pull away from him. I went back into the hallway and said, “It’s no use, Blake. Pour some water in his ear or something.”
A few minutes later, as I was eating a fruit bowl, I heard yelling and banging down the hallway. When I went to see what was going on, half of Mason’s face was wet and he had Blake in a tight headlock. He looked like he was genuinely going to kill his brother. Blake’s face was red and he whispered, “Help!” I tried to break it up but an enraged Mason was undeterred.
“I did it! It was my idea!” I yelled.
Mason paused. He let go of Blake who immediately ran away. Traitor. Mason glared, assessing me. He seemed to deflate compared to when he had his sights on his brother, but he was still pissed. I stepped back, and he followed.
“I said it offhand and thought it would be funny. Actually, it’s your fault.” He quirked an eyebrow. “Nothing else worked. You left us no choice.” I backed up until I hit the wall, and he boxed me in with his arms. “You can pour water on me to make it even if you want.” His body was an inch away. His jaw clenched. He still looked handsome when angry.
“Don’t look at me like that when I’m mad at you,” he said.
“Like what?”
“Your eyes. They’re begging me to kiss your lips and all over.”
“No I’m not!”
“I’m not going to.”
“What why?” I practically whined.
He looked at me like see I told you so. “It’s your punishment.”
“Noooo. That’s dumb.” I pouted. He was undeterred.
Then I pushed him away. I didn’t like how needy I’d become. “You know what? Fine. You’re the pervert. I don’t need anything from you.”
His jaw clenched again, but his eyes shined bright. “Fine.”
Let the games begin.
……
Later that morning, I went to the bathroom to tidy up my hair. I got a notification on my phone and was distracted for a while, sitting on the counter and scrolling. When I walked out, Mason asked what had taken me so long. I opened my mouth to tell him the truth, when I had an idea. “Someone didn’t help me this morning, so I had to help myself. And, I followed your instructions and didn’t wash my hands this time.”
He reached out for my hand, but I stepped back. “Oh, have you already forgotten that you’re punishing me right now? No touching.” He groaned, and I walked passed him.
……
Later that day, the three of us were lounging by the pool.
“Blake can you put sunscreen on my back?” Blake’s eyes went wide and checked in with his brother who laughed and nodded, so he did with as little lingering as possible. “Thanks, you did a great job!” I turned to Mason so Blake wouldn’t hear, “Wow, I can still feel Blake’s hands all over me.” Mason’s smile was replaced with a scowl.
……
This was sort of fun. I wore a new small swim suit style that I know Mason liked. It really showed off my butt, and I made sure to sway my hips walking around the pool deck.
Mason couldn’t look away and not so discreetly adjusted himself. “Seannn.” He hovered around me, so close I could feel his body heat, but stayed true to the no touching challenge. Almost. He skimmed his fingers over my side. The goal was to work him up, but it felt like it was backfiring. How long was this supposed to go on?
Jacob, one of the neighbors the same age as Mason, was poolside too and chatted with us. Mason had an unreasonable thing against Jacob, because Mason thought Jacob flirted with me last summer, which he totally did not. For one, he was completely straight and had a long term girlfriend. Two, Jacob and I had similar tastes in movies and stuff, so just because we laughed at the same things does not mean someone was flirting. Mason was reading too much into it. Anyways, Jacob invited us to hang out with his friends later. I knew Mason wouldn’t want to, so I said yes. Haha!
……
That evening, Mason said he’d head down first to get the car and AC started. On my way down, I met Jacob in the elevator and again just because we found the same things funny, when we emerged from the building, we were laughing, and I could see Mason was already upset. I offered Jacob a ride since we’re going the same way to hang out with his friends. He accepted, but when we approached Mason’s car, he locked the car doors, rolled down the passenger window, and said, “Sorry there’s no room. I’ll probably pick up other people on the way.”
What? Mason had never not driven me. I was shocked. “Then I’ll ride with Jacob in his car,” I said and walked away. When we got to the cafe, not only had Mason not picked up anyone on the way, but he was also blatantly ignoring me!
Jacob even noticed and leaned over, “I think Mason’s upset with you, because you rode in my car. I don’t know why he’s always glaring at me when you’re around. Does he know you and I are just friends? I’m very happy in my relationship with my girlfriend.”
“Omg you noticed? I told him the same thing!” We laughed again. And again, Mason glared then went back to ignoring me.
Later on, Jacob said he was going to the restroom. A few minutes later, I realized I wanted to wash my hands after the sticky dessert I ate so also excused myself to use the restroom. After turning the corner, Mason came up behind me and crowded me against the wall. “First, you get in his car when you should’ve been in mine. You always ride with me. And now you’re going to the ‘restroom’ with him?” He did air quotes around restroom!
“I’m not going to the restroom with anyone. I actually want to wash my hands. Plus, I only rode with him, because you locked the doors and said you didn’t have room in your empty car for me.” I wasn’t able to keep the hurt out of my voice.
“Oh Sean,” he cradled my face and brushed his thumb over my cheek. “I meant there wasn’t room in my car for Jacob, because I heard you offer him a ride. I always have room for you in my car. I only ever want you.”
“Oh… I guess I jumped to conclusions. We really are just friends. He seriously doesn’t have a thing for me.”
“I don’t care.” He hugged me tightly, and I hugged back. We stayed like that for longer than necessary.
Jacob walked by, “Glad you two made up. Guessing you’ll be riding back together?”
“Um yeah I guess,” I replied with a blush. Jacob smiled and walked back to the table.
Mason laughed and pinched my cheek, “You get embarrassed so easily.” That only made me blush more. “My parents aren’t coming home tonight, and Blake won’t bother us. Sleep with me again tonight. We can sleep in together.”
“Okay.”
……
The next morning, I felt big hands skimming my sides, my hips, down the outer parts of my legs, and up the inner parts of my legs. I was still half asleep. My eyes felt so heavy I couldn’t even open them. The hands kept repeatedly skimming all over, across my stomach, up my neck, and massaged through my hair. When it went back down and up my legs, it went under my shorts close to my groin creases then back to my butt and squeezed. I whined, still not opening my eyes. I didn’t want to wake up from such a good dream. I somehow found the energy to move my arms around a neck in front of me. The hands squeezed my butt cheeks, pulled them apart, and the tips of fingers slid down to get dangerously close to my hole. My breath hitched. I pulled on the short hair in my hands. The hands retreated and made another lap around my whole body.
By this point, I was a little more awake, loving Mason’s caressing hands. He pulled one of my legs over his hip and the other he moved between both of his legs. I was pretty much a rag doll for him to position. He palmed my lower back and pulled me against him. He had essentially opened me up, and with just a few thin pieces of clothing between us, his cock thrust right against mine perfectly. I groaned like no other against his neck and my eyes popped open. His dick felt bigger than I’d ever felt it and it was hard as steel. I started moving against him.
“Do you always wake up like this or is this a present for me?” I asked.
“I wake up most mornings with wood, but yeah they’re all because of you.”
He pulled my head back using my hair but it didn’t hurt. His mouth found mine, and his tongue obscenely thrust in and out and in and out, synched with his cock, fucking my mouth. I moaned and moaned.
One of his hands slipped under my shirt and rubbed my nipple relentlessly. So good. Through every stroke of his hips, his tongue continued to do wicked things to my mouth. I was overwhelmed, holding on for dear life, and loved every second of it.
He pinched my nipple, and I lit up.
All of a sudden, he rolled away from me, and I whined. He undressed then pulled my remaining clothes off. He opened his bedside drawer and pulled out a condom and lube! Oh!
He arranged us back in the same position with my leg thrown over his hip. I stroked his cock up and down and twisted at his head like I’d seen him do. He grunted and jerked. He ripped open the condom with his teeth without breaking eye contact with me and rolled it on his hard cock. I wrapped my arms around his neck again. He rubbed my nipples how I like with both hands, then one hand brushed down my stomach and between my legs to play. He he circled my hole with lube and slid a finger in me. He pumped it in and out in rhythm and smoothly slipped a second one in. It felt tighter now, and we both moaned. He scissored his fingers. The in and out made obscene wet sounds. The third finger burned but that soon turned to pleasure too.
He grabbed his cock and rubbed it around, circling my entrance until I started arching, trying to get him to slip inside.
He rested his forehead against mine. Then, he finally put his cock head firmly against my entrance, and said, “I love you and always will.” Before I could reply or even give a reaction, he pushed and slowly slid his head through my tight ring. I used dildos regularly but his cock was bigger, and warmer, and better. He paused. We were both sweating. I adjusted then started wiggling my hips. He slid to the hilt. I rolled my pelvis, quickly overtaken by the pleasure, but he held my hips still. “Give me a second or I’m going to bust. I’ve imagined this for so long. And you’re so tight. Tighter than I ever imagined,” he strained.
A couple moments later, I bucked again, we both moaned, and he started pumping.
“Ahh! Mason!” I met his thrusts.
“You’re perfect.” He kissed me hard and started fucking my mouth with his tongue in synch like last time but his big hard dick was actually in me now! He thumbed my nipple, ah electric shots! I thought I was losing my mind from the pleasure until he hit my prostate and then my mind exploded. He shifted, hitting it every few times, erratically, so I didn’t know when it was going to come next.
He caressed every inch of my body and our kiss faltered, because we were breathing too hard. We were just sharing breaths at this point.
He squeezed my butt cheek and his other hand traced where he was entering me. Then he shifted and hit my prostate every time. “Yes- ah! Mas- Mason! Mason! Ahh!”
His eyes were glued to my face. My eyes became unfocused, my neck arched.
He grabbed my weeping cock and pumped. The orgasm was so intense, my vision swam with black spots. He thrust a few more times then stilled, and I could feel his cock twitching in me as he pumped his seed into the condom.
He rolled on his back, his cock slipping out of me, taking me with him, my body mostly sprawled over him and my head on his chest. He tied the condom off and threw it to the side, laying his head back with a sigh, his arms tightening around me.
“Good morning,” I smiled. “What else should we do today?”