Sam woke up Wednesday morning with a load of cum in his boxer briefs. Sam was annoyed, he had jerked off twice yesterday, and he usually didn’t have wet dreams if he shot at least a load the previous day. Sam’s morning wood slid around in his messy underwear as he stretched in bed. Fuck he was still horny. Sam remembered the sex dreams he had the previous night. It had started with Tyler, sucking him off and swallowing his load like he did on Monday in the Ag Economics bathroom, which was their “secret” spot. Tyler kept sucking his dick in the dream, and Sam realized that the toilet stall divider wall had suddenly gotten a lot shorter, and it was now only about as tall as the toilet, and Max was in the other stall, jerking off while Tyler sucked Sam’s dick. In real life, Max and Sam had jerked off there yesterday, since Tyler was busy and Sam was doing Max a favor by showing him this spot. When Sam took him there he didn’t originally intend to jerk off too, but Max wanted him to do it too so Sam and Max jerked off in separate stalls.
Sam thought that Tuesday session was pretty hot, even if he didn’t even see Max’s cock, much less jerk or suck him like Sam did with Tyler.
In the dream, Max kept jerking off as Tyler blew Sam, and then Max stood up and brought his dick close to Tyler, and Tyler switched to sucking Max while Sam jerked off. In the dream Max shot his load and Tyler swallowed, and then Sam shot his load too. Sam kinda remembered he woke up at about that point, and that’s when he shot his real life load, but Sam was too tired then to deal with it then and just went back to sleep.
Sam was conflicted about how he felt about yesterday and Max. It was fun and he didn’t regret it, but it wasn’t what he had with Tyler. If Max wanted to do it again, Sam thought that he’d be OK with that, but he wondered what Tyler would say. If Sam never did anything with Max again, whatever, Sam thought, that’d be fine. But if Sam never saw Tyler again, well, Sam didn’t want to think about that.
Sam and Tyler were going to have lunch that afternoon and they met up at 5 Guys for a burger, and then Sam walked with Tyler toward’s Tyler’s 2pm class. Sam had been a little more withdrawn, nervous about how to talk to Tyler about Max, and Tyler could sense that something was off.
“Sam, you know there’s nothing you can’t tell me, right?”
“Yeah, um, yeah I know that. It’s just, well, um, let’s go sit down over there, it’s more private.”
Tyler followed Sam to a picnic table well off to the side of the building. It was late enough in the afternoon that the area was empty, except for the two of them.
“You remember the guy I told you about, Max? He was the one who jerked off in the shower on the 2nd day of the dorms and all the guys gave him shit for it” Sam asked Tyler as they sat down. Tyler nodded yeah.
“Well, he’s been kinda opening up to me about stuff, like how he doesn’t get to jerk off because his roommate is always around, and I’m like yeah, I get it. I didn’t think much of it, just bros talking, you know?”
Tyler nodded again.
“So one of those times I mentioned to him that I knew a spot”
“Oh, I see” Tyler said, shifting his weight a bit. Sam wasn’t sure how to read his expression. It was concern, and understanding, but the way he said it had an air of excitement in his voice.
“Yeah” Sam continued. “We were studying for calc yesterday and after a while, he told me he was all bricked up and couldn’t study, and he wanted me take him to the spot, so I did”
“Okaaaayyyy?” Tyler said, with a hint of question mark at the end.
“So yeah he went in to jerk off, and he wanted me to do it too in the other stall. He said it’d be weird if I just stood around and waited”
“Yeah, remember when you wanted me to wait outside our first time there” Tyler said with a grin
“Yeah, yeah, OK. Anyway so I sat in the stall and jerked off while Max jerked off in his, we both came twice. Only our stalls and nothing else, I didn’t see him or touch him, then we went back to the dorm.”
“Oh. Well, um, OK.” Tyler said. “That was it?”
“Yeah, just that. When I shot my load I thought of how you had swallowed my cum there the day before, it was all I could think about” Sam said.
“Well, then, um. I guess, um, well, I guess whatever then. Yeah OK.”
“I’ve been nervous about what you would say” Sam said, his voice shaking a little bit.
“Yeah. Um, I guess, yea. Um. I’m glad you told me. Yeah. It’s OK, um. It sounded like it was fun?”
“It was” Sam said, kind of quickly. “But also, it wasn’t like what we’ve been doing, Max is Max and everything, but you’re, you’re you. You’re different. Better”
“Thanks” Tyler smiled. “I mean, Nick told us that we shouldn’t try to be like boyfriends yet, and we should be open to having fun with whoever right now.”
“I part think Nick said that so he could hook up with you when he was horny since you’re on his floor.” Sam said.
Tyler laughed. “Maybe bro maybe. He does have the big dick you had fun stroking before, maybe he wants a repeat handy from you”
Sam laughed too. “I mean, if he invites us back yeah I’d definitely touch it again”
Tyler laughed with Sam and then paused briefly. “I don’t know if Nick is right about us not trying to be boyfriends. I think about you when I wake up in the morning and when I go to sleep. Nick’s got a big dick and is fucking hot when he’s naked but I don’t think about him like I do you. So you had fun with Max, you know what, I think that’s hot. I’m OK with you doing it again if you want. Maybe we just have fun but we tell each other?”
Sam took that all in. “I guess I’m OK with that. Max said he wants to go back sometime, maybe I will. But I’ll tell you if we do. And if Nick is horny and has the room free, and you need to cum, go for it.”
“Maybe that’s us. For right now, at least.” Tyler said.
“Yeah” Sam said. “We’ll do that. OK. It’s just, um, I, um, I don’t want to mess up where we might be going”
“Nothing you can do could, Sam”
They sat in silence for a moment, listening to the breeze.
“So, Friday” Sam said. “My roommate is gone until noon. I want you to come to my dorm.”
“I’d like that” Tyler said. “I am going home this weekend, my Mom’s birthday on Saturday, but I’m not leaving until like 4. I want to spend my last time on campus with you.”
“What do you have going on today?” Sam asked.
“Class then work, I don’t think I can do anything else today. What are you doing tomorrow?”
“Fuck, the same. Class, then work, then a midterm that night.” Sam said.
“Well, I guess it’s just Friday then. I am glad we can have that time together” Tyler said, trying to sound hopeful.
“We’ll make it special, bro.” Sam told him.
Tyler nodded. “OK I gotta head in for this class. I will see you on Friday then.”
Tyler stood up, as did Sam, and they headed back towards the entrance. “OK, later bro” Tyler said as he turned in to the building, and Sam nodded goodbye.
Sam walked a few feet away and then turned to watch as Tyler stepped through the door and watched as he disappeared into the lobby, and then Sam turned towards his dorm and started the walk back.
Sam was about halfway back when he decided to make a quick detour, towards the independent pharmacy just a bit off campus. This place was known for having a good selection of sexual health needs, and Sam went in, hoping he didn’t see anyone he knew. He wandered the store a bit until he found the sexual health aisle, and picked up a package of condoms and a bottle of Gun Oil water-based lube. The checkout clerk put it in a nice paper bag, and outside Sam packed it into his backpack and headed back to the dorm.
As Sam expected, his roommate Dave was in the room when he got back, and Sam and Dave just hung out in the room for a bit. They planned to do some laundry later, and then go have dinner and then study and maybe play some Fortnite with the Drews. Eventually Dave got up to go hit the bathroom, and Sam jumped at the opportunity to take his condoms and lube and put them way in the back of his drawer before Dave got back. Once it was well-hidden, Sam could finally relax.
Sam wasn’t sure if Tyler would want to fuck on Friday, but Sam was ready if Tyler was.
* * * * * * * * *
Tyler woke up Thursday morning very horny. His morning wood strained against his Calvin Klein boxer briefs, and he knew he was going to have to get off somehow today. He’d jerk off now, but he could hear is roommate Ryan was already awake in top bunk above him, and scrolling his phone and shifting around from time to time. Tyler could try to wait until Ryan went took a shower, but Tyler checked the time and realized that he was going to have to get up and shower soon if he wanted to eat a real breakfast before his first class. Oh well, Tyler thought, he could make it until that afternoon, and if he didn’t have the room free, he’d head over and jerk off in the “secret” bathroom he and Sam used from time to time when they needed to cum and had no where else to go.
Just then he heard a commotion above him, as Ryan stirred and hopped down from his bed. Ryan slept in his underwear, and had a preference for colorful and cartoony pairs. This morning he was wearing some Superman briefs. Ryan had the same twink-ish build that Sam and Tyler had, but he had short red hair, and a bit of red chest hair. The carpets matched the drapes, too, and if Ryan hadn’t been wearing his underwear Tyler would be staring at Ryan’s thick red bush.
Ryan was never worried about Tyler seeing his morning wood, and Ryan’s dick was pressing against his Superman briefs, pushed off to the side. Ryan’s cock was respectable, maybe 6.5 inches so a bit shorter than Tyler’s 7 inches, but a bit thicker. Ryan was also uncut.
“Morning T” Ryan said. “Gonna hit the shower, you coming?”
Tyler groaned and made a sound that sounded somewhat like “yes” and he got out of bed. They both put on some shorts and grabbed some clean clothes and headed down to the shower room. Both of their cocks had deflated enough that when they showered they weren’t standing under the water with a hard-on, which was good because there three other guys showering at the same time, and the bathroom on this floor only had the communal showers so everyone saw everything.
Ryan and Tyler parted ways after breakfast, and Tyler went to his first class, then got a coffee and studied for a bit before his next class, and then grabbed a fast lunch at the student union before heading back to his dorm. When Tyler got back, Ryan was already back from his classes and was busy working on his presentation for his marketing class. Tyler left the door open to the dorm room, and sat down on the futon to scroll his phone for a while.
Tyler wasn’t really paying too much attention to his phone because he was so horny. It was too early to go to that bathroom, the building doesn’t really empty out until about 2pm and so Tyler prefers to wait until at least 3pm to be completely sure. So any noise distracted Tyler and he looked up from his phone every time a guy walked by the room in hallway, either coming and going from the floor.
Tyler had been sitting and scrolling for about 30 minutes when heard someone coming down the hall, and he looked up to watch as Cameron walked down the hallway, earbuds in and backpack on. Cameron was Nick’s roommate.
It was only about 1:30 so it’d be a long time before Tyler go jerk off in the quiet bathroom across campus, and it occurred to him there may be an easier option at hand. He thought about it for a moment, and pulled out his phone and texted Sam
“chillin in my dorm room just saw nicks roommate leaving. I think that means hes alone”
Sam texted back "👀"
“i am bored here waiting til i can go to our secret spot later, but maybe…”
Sam texted back "😈 🍆 💦"
“u ok with that?”
“yeah. wish i could join. have fun stud”
“me too, more fun with you”
Tyler put his phone away and looked over at Ryan. “Hey I’m gonna go wander around the floor see what guys are up to.”
Ryan took his headphones off and said “That actually is great, I need to practice this case study a couple of times so unless you want to hear me talk about how this car ad connects with suburban moms for the next hour it’d be great if you went somewhere else”
Tyler got up and left the room, closing the door behind him, headed down to Nick’s room, and knocked on the door.
There was no answer right away, and so Tyler knocked one more time. Finally Tyler heard a chair screech against the floor as it was pushed back, and then a bit of a pause, and then someone walking to the door and unlocking it. The door opened and Nick was there, wearing a t-shirt and mesh shorts. Nick said “sorry, headphones, didn’t hear you” and pulled him inside, locking the door behind him.
Nick stood there, looking at Tyler. Nick’s headphones were on top of his laptop, which was shut, and the chair was pushed back from where he had just been sitting.
“I saw Cam leaving” Tyler said. “Looked like he was gonna be gone for a while, and I thought maybe you were gonna be alone for a bit.”
Nick nodded yes, and smiled at Tyler. Nick grabbed the waistband of his shorts and dropped them down. Nick wasn’t wearing any underwear and his dick flopped around as he stepped out of the shorts.
Tyler started to strip off his clothes, pulling off his shirt, and then his shoes and socks. Nick took off his shirt and was completely naked and came over to Tyler as Tyler undid his belt and dropped his pants. Nick grabbed Tyler by the waistband of his underwear and pulled him over, then he let go and rubbed Tyler’s bulge. He grabbed the waistband again and pulled it way out and looked into Tyler’s underwear, seeing Tyler’s cock getting hard.
“Ditch ‘em” Nick said to Tyler, and Tyler pulled off his underwear. Nick went to the bed and patted a spot for Tyler to sit down.
Nick’s cock was fully hard now, and it was as massive as Tyler remembered it. Nick is a big guy, 6’2”, 230 pounds, buzzed hair, and his dick matched his size at 9 inches. Tyler sat next to Nick, touching skin on skin on their legs and hips.
“Your boy Sam did a pretty good job jerking me off the other day. You think you can do as well as he did?”
Tyler nodded and grabbed Nick’s cock, just holding it. Nick licked his lips and put his arm around Tyler. “Jack me off dude”
Tyler started to stroke Nick. Nick’s cock was a lot thicker than Tyler’s or Sam’s and it was hard to get a complete grip on it. Tyler worked it slowly, and gave it some good squeezes, and began to stroke at a steady pace. Tyler’s cock was rock hard and dripping precum.
Nick pushed Tyler’s head and body down, so Tyler’s head was against Nick’s abs as he jerked Nick’s cock. Tyler could smell Nick’s junk, a faint musk of sweat and precum, and Tyler stared at Nick’s cock as he stroked it.
“Yeah that’s it dude, keep going” Nick told Tyler. Tyler reached and started to jerk his own cock.
Nick pushed Tyler up and then laid back on the bed, his massive erect penis sticking straight up. He pulled Tyler up to lay next to him, and Tyler started to stroke both Nick’s cock and his own again.
“Mmm yeah Tyler, you’re as good as Sam at handling this dick, that’s it”. Nick put his leg over Tyler’s leg, and now both boys could feel the tension in each other’s body building.
Suddenly Tyler started to spasm and crunch up as his dick shot out three big squirts of cum, landing on him and some on the side of Nick’s chest.
“Yeah boy, there you go” Nick laughed. “That’s hot bro”
Nick reached over and wipe the cum that was running down his side onto his hand, and then gently pushed Tyler’s hand out of the way and Nick started to stroke himself, using Tyler’s cum as lube. Truth be told Sam was a lot better at jerking Nick’s cock off than Tyler was, but Nick wasn’t going to tell him that, at least not this session.
It wasn’t long before Nick jizzed all over himself. When Nick cums it’s almost like he’s pissing, it’s just a stream of semen flying out and coating wherever Nick’s dick is pointed.
Nick leaned over and kissed Tyler’s forehead. “Glad you could come visit. Where’s Sam?”
“He has work and a midterm today, so I’m on my own. I was going to go jerk off at this quiet bathroom I know but I saw Cam leave and thought maybe we could have some fun instead”
“Yeah I get lucky that Cam leaves sometimes. It looks like Firecrotch is always in your room, every time I go by I see him”
Tyler laughed and said “Ryan’s a nice guy, it’s cool”
“Yeah I don’t know, if I were you I’d probably have told him ‘listen gingersnap, I need some jerk off time, so either go take a walk or else you and your red bush can join me in a goon session’”
Tyler laughed again and said “Yeah I don’t know if Ryan’s into that. Do you and Cam jerk off?”
“At night sometimes yeah. Other sides of the room and we don’t touch, just if we’re in bed and either of us need to, we can whip it out and jack”
“Must be nice” Tyler said.
Tyler watched as Nick’s cock started to get hard again. Tyler’s cock had never gotten soft.
“Yeah, it keeps me sane. I’d do more with him if he wanted but I haven’t figured out how to bring it up. He’s got an OK dick, not as big as either you or I but still respectable. His ass is really cute too. Fuck sometimes when he bends over in the shower and I see his tight little hole, just, mmmm. Fuck.”
Nick ran his hand on Tyler’s chest, playing in his cum. “You’ve got a cute little ass too, bro”
“Uhh, thanks dude. Swimming did a lot for me.”
Nick looked right at Tyler, “Bro, I really want to fuck you.”
Tyler sat up, and put his hand on Nick’s leg.
“Bro, I’ve thought about and even jerked off to it, I think it’d be hot, though damn I don’t know that I can take you.” Tyler said.
“But”, he continued, “I’m never fucked or been fucked, and I want my first time to be with Sam”
“Brrrrroooo” Nick moaned, flopping his head back and grabbing ahold of his cock and jerking it a bit. “You’re too young to be falling in love bro, you’ve liked touched three dicks total in you your life counting your own. Sam’s cute and all but like don’t forsake all others for him dude.”
Tyler laughed and reached over and grabbed Nick’s cock. “Bro I literally just jacked you off and your dick has my cum on it, give me some credit as a slut. Sam and I talked and decided that we can fool around with other guys if we want, we just tell each other.”
“That’s smart bro” Nick said. “So how about you give me your ass and ride this cock then. I know you want it.” Nick waved his dick at Tyler.
“Sorry bro, I really want that to be with Sam first”
“Bro, ok, fine. Fuck dude, I really want to fuck an ass and yours is so fucking sweet”
Nick laid back and kept jerking his cock, and Tyler laid back and started to stroke again too.
“So OK bro you won’t let me fuck you. And yeah, I’m not a total asshole, it’s sweet that you’re gonna have a special time with Sam and whatever. So if I can’t tap that ass of yours I got something else. Stand up.”
Tyler got off the bed and stood up, and Nick followed and stood next to Tyler, facing him. Nick put one hand on his own dick and held it out, and then took Tyler’s cock and pulled Tyler in, and put Tyler’s cock on top of his own cock. Nick took one of Tyler’s hands, and, combined with his own hand, started them jointly stroking their stacked cocks.
“Fuck” Tyler said, “I’ve watched frotting vids, they’re fucking hot”
Nick nodded “Yeah, we’re gonna blow on each other’s dick, it’s gonna feel great”
Both boys stroked on their cocks, and could feel anytime the other’s dick throbbed or pulsed. Tyler put his head on Nick’s shoulder and Nick kissed the side of Tyler’s neck.
“Fuck yeah bro, I can feel your cock through mine, this is so nice dude” Nick said
“Dude your cock is so massive it’s so hot to have mine on it” Tyler answered back.
Nick reached behind and squeezed Tyler’s ass. “Fuck bro I wish”
Tyler laughed. “Bro sorry. Maybe some day, we’ll see. Oh fuck I’m getting close”
Nick started to really speed things up, like really pounding both of their dicks. Tyler could feel Nick physically shaking and clenching hard onto him. He was glad Nick had let go of his ass and now was on his shoulder.
“Bro oh shit bro here it comes” and suddenly Nick let out his second orgasm of the day. Tyler felt his entire crotch get soaked almost instantly. Even in porn Tyler had almost never seen cumshots like what Nick had, it was just one continuous release of hot sticky jizz and it was coating Tyler’s balls and pubic hair and being smeared all over Tyler’s cock from the stroking, and was dripping down Tyler’s thighs.
Nick’s jizz was just stopping as Tyler started to shoot his load. They were a contrast in cumshots, Nick’s a solid stream, Tyler’s load his usual 3 or 4 large globs, delivered right to the base of Nick’s shaft, and the oozing down the side of Nick’s scrotum.
“Oh fuck dude” Nick said as he sat down in his chair. Tyler kept standing there, cum dripping down him and getting on the floor.
“Shit bro, I gotta get to class in a bit” Nick said. Tyler was an absolute cummy mess, jizz on his chest from the first round and cum all over his lower half from the second.
Nick found some t-shirts in his laundry basket and tossed one to Sam and they wiped cum off themselves, but were still a little sticky. Nick found another shirt, and poured some water on it from his water bottle and did a second pass to clean up, and then tossed it to Sam to finish his cleanup.
Nick walked over to Tyler and give him a big hug, naked bodies pressed against each other. “Thanks Tyler, this was fun” Nick said, as he squeezed Tyler’s ass. “One of these days bro”
Tyler laughed and said “We’ll see bro. You’d probably split in me in half with that thing” as he reached down to pick up his underwear.
They both finished getting dressed and Nick started to put his stuff together to go to class. Tyler said “See you bro” and Nick nodded, and Tyler left Nick’s room.
It was too early to head back to his room since Ryan was practicing his presentation, so Tyler went for a walk. He eventually found his way to a high point on campus that overlooked the lake, next to the astronomy department’s original observatory. He sat down and watched the sailboats for a bit, and pulled out his phone to text Sam.
“all done with nick. just what we did last time but it was fun”
Tyler saw the status change to ‘Read’, and he sent another message.
“you’re gonna kick ass on your midterm, you’re fucking smart bro. miss you today”
Tyler saw that Sam gave that message a heart reaction, and Tyler put his phone away, and headed back to the dorm. Ryan was done with presentation practice, and so they hung out and later that night went to dinner. As they left for dinner, Tyler saw Cam walking down the hall back towards his room. Cam was wearing some slim fit jeans and Tyler couldn’t help but notice that yeah, Cam did have a nice ass.
Later that night Tyler got a message from Sam.
“crushed the midterm”
Tyler texted back. “i knew you would stud. ur amazing”
“I want to see you so bad i want you now. cant wait til tomorrow” Sam answered.
“me neither bro, its so good with you”
“dave leaves by 9. room 418 Harper.”
Tyler fell asleep smiling. Ryan noticed that he was in a particularly good mood that night, and figured it was just that he was going home for the first time the next day.
* * * * * * * * * *
At 9:07am the next morning Tyler knocked on the door of room 418, Harper Residence Hall.
18 year old resident Sam opened the door with a look of happiness on his face that no one who had lived in that room since it was constructed in 1974 had ever matched.
Tyler stepped in and Sam locked the door behind him, and kissed Tyler deeper than anything they had done so far.
“Welcome to my room” Sam told Tyler, and led him into the room. Being a dorm room, it’s not like there’s a tour, other than pointing out which desk and bed was his and which was Dave’s.
“It’s nice dude. Kinda looks like mine” Tyler said with a smirk. “Dave keeps his desk cleaner than you”
“I’m a dirty boy, you know that” Sam said and kissed Tyler again.
Sam paused now, and took Tyler by both hands and stood in front of him, looking at him in the eyes.
“I, um, I want today to be special. With you.”
Tyler leaned in and kissed Sam. “I want today to be special too. I want that with you.”
Sam went to his drawer, and pulled out the box of condoms and bottle of lube. Tyler was already sitting on Sam’s bed, and Sam sat down next to him.
They started to make out, and feel each other’s chests and backs. Tyler reached the base of Sam’s shirt, and Sam lifted his arms as Tyler pulled Sam’s shirt off, and kissed his chest. Sam did the same to Tyler, and then Tyler leaned into Sam and they laid down on the bed, Tyler on top of Sam, bare chest to bare chest. They continued to kiss, and started to grind into each other.
Tyler crawled back down the bed toward’s Sam’s waist, and undid Sam’s belt buckle and unzipped his pants. He reached in and traced over Sam’s cock in his underwear. Tyler glanced down, and rather than the black Nike boxer briefs that Sam usually wore, Sam was wearing the white Calvin Kleins that Tyler had loaned him last weekend.
Tyler laughed and said “keeping me close, huh?”
Sam raised his hips and Tyler pulled Sam’s pants off, and Sam kicked his legs to free himself completely from his pants. Tyler laid back down on the bed, and Sam straddled him and repeated the same scene with Tyler, getting Tyler down to his underwear, the same style CK boxer briefs.
Sam leaned down and kissed Tyler’s cock through his underwear, and then reached in and stroked it. Tyler pulled his underwear off, freeing his dick, and Sam took him in his mouth and sucked him.
Soon Tyler pulled Sam off his dick and got between Sam’s legs, and pulled Sam’s underwear off and blew Sam. Before long Sam gently pulled Tyler off his dick and they laid next to each, heads turned to kiss.
“I want you to fuck me” Sam said quietly to Tyler.
“Uh, I want you to fuck me” Tyler said back.
Sam sat up. “Oh shit” he laughed. “Are we both bottoms?”
Tyler laughed too. “Bro I totally thought you were a top”
“Dude do you even watch gay porn? How often do you see vids where the top wants to get drenched in cum?”
“Umm, yeah, maybe I missed that sign bro” Tyler said. He reached over and grabbed Sam’s dick. “Still I want this in me”
Sam took Tyler’s dick and said “I want this in me too bro”
Sam and Tyler stroked each other’s dicks. Sam looked at Tyler. “They make double-ended dildos bro, it’ll be OK. They’re like adapters for when you gotta plug two bottoms together.”
Tyler laughed and said “It’s OK. I think I can be verse”
Sam kissed him. “For you, I can be verse too.”
“I’ll fuck you then” Tyler told Sam.
“And I’ll fuck you. Who goes first?”
“It’s your room bro, you’re the home team, you decide the batting order”
“I’m going to fuck you first, and then you’re going to fuck me” Sam told Tyler. Tyler nodded, and laid down on his back.
Sam took out a condom, opened the package, and rolled it down his penis. He put some lube on his finger and looked at Tyler. “Ready?” Tyler nodded.
Tyler raised his ass a bit and Sam gently touched Tyler’s hole, just tracing around it. Tyler shuddered. Sam pushed the tip of his finger in and Tyler moaned.
Sam pushed more of his finger into Tyler’s hole and Tyler let out an “ohhhh”. Sam paused and let Tyler adjust, and then he moved his finger around a bit, gentle circles to help Tyler relax. Sam pulled his finger back out, and put more lube on a second finger, and rubbed some more lube on Tyler’s hole, and pushed a single finger in, let it adjust, pulled back, and slipped in two fingers. Tyler clenched up and let out another “ohhhh… mmmm….” Sam pushed his fingers in and out a couple of times.
“Are you ready?” Sam asked Tyler. Tyler nodded yes.
Sam positioned himself behind Tyler, and Tyler raised his legs into the air. Sam lubed his cock and lined the head of his dick up with Tyler’s hole, and pressed it against Tyler. Tyler moaned again.
“OK” Sam said, and he pushed the head of his cock into Tyler.
“OH FUCK” Tyler said.
“You good?” Sam asked. Tyler nodded yes again.
Sam paused for a moment, letting Tyler adjust, and then pushed forward, an inch or so of his dick disappearing into Tyler. He paused, and pushed again, and repeated. “Oh fuck oh fuck oh fuck” he heard Tyler saying. Soon Sam was mostly inserted into Tyler.
Sam gently pulled back, until just his cock head was in Tyler, and then he pushed forward again. Sam watched as Tyler grabbed and clenched the bed, and felt Tyler’s hole clench around his cock.
“stop stop stop” Tyler yelped.
“You ok babe?” Sam asked. It was the first time he had ever called Tyler “babe”
“Yeah, I just need a sec”
“Let me know”
Tyler took in some deep breaths, and said “OK, keep going”
Sam nodded and pushed back into Tyler, slowly. He got as far as before, and then slowly slid back, paused, and pushed in. Tyler’s hole didn’t fight him as bad this time, but he still took it slow. He paused, pulled back, paused, and pushed back in. This time he didn’t pause at the end and pulled back out, and then pushed right back in. He wasn’t going very fast but it was starting to be a rhythm now. He started to push a little deeper into Tyler as he thrusted now, his body touching Tyler at the bottom of each thrust.
“Oh fuck Sam, you feel so good in me” Tyler said. “Keep fucking me”
Sam put his hand on Tyler’s abs as he fucked him, and then reached down and stroked Tyler’s cock for a little bit.
“Faster Sam”
Sam picked up the pace, starting to fuck Tyler harder now. The bed started to creak with each thrust.
“Oh fuck yeah, I fucking love this Sam, this is amazing, you’re gonna love it”
“Fuck babe you feel so good on my dick”
Sam was fucking Tyler at a good pace, and Tyler was grunting each each thrust. Sam could start to feel that he was getting closer, and he looked at Tyler and asked “How are you doing?”
“I’m getting close” Tyler told him.
“I want to try something” Sam said. “I want you to ride me”
Sam gently pulled his cock out of Tyler, hearing a little ‘pop’ as he did. Sam laid on his back and Tyler straddled him, grabbing Sam’s cock and guiding it back to his hole.
Tyler knew why Sam wanted this, of course. Sam might be topping but he still wanted the cumshot, and so Tyler lowered himself onto Sam’s dick and started to bounce himself up and down. Sam wasn’t being a lazy top and he thrusted into Tyler, matching his motions.
Tyler came first. “Sam here it is, I’m gonna shoot” he said as Sam kept fucking his ass. Tyler stroked his cock and shot a few thick ropes of cum on Sam’s chest “Here you go babe, take my cum”, he said, calling Sam babe for the first time as well.
Sam kept fucking Tyler as Tyler shot his load, and the feeling of Tyler’s orgasm around his cock was too much. Sam gave Tyler a few deep thrusts and then shot his load into Tyler’s ass, filling the condom. Tyler felt Sam’s cock spasm in his ass. “Oh fuck Sam, that feels so awesome in me”
Sam’s thrusts slowed down to basically nothing, and Tyler pushed himself off of Sam’s cock and laid down next to him. “Fuck that was great” Tyler said, and kissed him.
Tyler’s cock was still hard. “My turn” he said, and Sam nodded as he slipped off the condom. Most of the cum stayed in the condom but Sam’s cock was still covered in it.
Tyler took a condom out and rolled it onto his dick, and lubed his cock up and his fingers. Sam was still on his back, and Tyler pressed a finger onto Sam’s hole, and Sam’s hole took it right in.
“I’m pretty relaxed right now, post-nut” Sam laughed. Tyler bent down and kissed Sam’s cock. “Good to know” he said.
Tyler got a second finger in quick, and Sam said “I’m ready now babe” so Tyler lined his dick up behind him and pushed it in. Tyler went a little farther in than he meant and got more than just his head in.
“Fuck, oh that’s nice Tyler, keep going” so Tyler gently slid the entirety of his penis into Sam.
“Yeah, fuck me Tyler”
Tyler slid most of the way back out and then pushed back into Sam, barely pausing. Sam was taking Tyler’s cock much easier than Tyler took Sam’s.
“Harder Tyler, fuck me, I want it so bad”
Tyler would have been slower like Sam had been but Sam seemed OK if he wasn’t, so Tyler started to fuck Sam at a fast clip.
“Fuck me, yeah that’s it, give it to me babe, oh fuck yeah you’re so fucking hot your cock is perfect”
The bed was loudly creaking with each thrust, Tyler was fucking Sam harder than Sam had fucked Tyler. Sam was stroking his own dick as fast as he could.
“That’s it babe keep fucking me oh yeah. fuck i’m so close fuck me”
Sam jerked his cock and he reached his tipping point, and he started to shoot cum all over his chest, squirt after squirt covering him.
Tyler pulled out, and pulled the condom off and jerked his cock as well, pushing up onto Sam’s chest and let out four blobs of cum that splatted onto Sam.
Sam was catching his breath on his back, and Tyler stayed straddling Sam a bit, squeezing his dick to push out a few last drops of cum, and then he laid down next to Sam.
Sam and Tyler kissed but then just held their heads together, face to face and sharing the same air. They had never felt closer.
“That was how I always hoped my first time would go” Tyler told Sam. “With someone I loved.”
“I love you too Tyler”
They kissed again, and laid together.
“Topping wasn’t so bad” Tyler said. “I’ll fuck you again, we don’t need to get a double-ended dildo”
“Yeah, I liked topping more than I thought I would. Definitely more fun on the bottom though” Sam said. “Oh but we are getting the double-ended dildo though”
They laid together for a bit longer.
“So are we boyfriends now” Sam asked Tyler.
“Yeah, I think we are” Tyler said. “I don’t know that I want to tell anyone yet though, is that OK? I understand if you don’t want to be boyfriends with someone who isn’t ready to be out yet. I don’t think my family is going to understand”
Sam kissed Tyler, “We can take it slow. I don’t want to tell anyone here yet either”
“We can tell Nick, I think” Sam added.
“Nick wants to fuck me” Tyler laughed. “He really wanted to yesterday but I wanted my first time to be with you so we just jerked off. Besides I don’t think I could take his cock”
“Yeah fuck I don’t think I could either. But if Nick wants to fool around with you, you can babe. Just tell me” Sam told Tyler.
“And if you want to take Max back to the secret spot or get off with him in his room, go for it” Tyler said back.
“Max gives me strange vibes” Sam laughed. “I think he’s into guys or at least into me”
“Well I understand why a guy would be into you” Tyler said and kissed Sam. “If you want to fuck him, do it”
“Right now all I want is you” Sam said, and put his head down on Tyler’s chest.
They laid together naked for nearly 30 minutes. Tyler soon stirred and said “I gotta put in a few hours at my job before I leave this afternoon, but fuck I don’t want to leave you right now and fuck I’m going to miss you this weekend.”
“I know babe, but you’ll be back soon, and we have so much time to be together”
Tyler stood up, and picked up Sam’s t-shirt. “OK if use this?” Sam nodded and Tyler wiped himself off with it. Most of the cum was on Sam anyway.
Tyler got dressed, and Sam eventually got up and wiped most of the cum off of him with the same t-shirt. Sam put on some nylon shorts and a different t-shirt.
Tyler came to give Sam another kiss. “This weekend is going to take forever. I can’t wait til I’m back to see you.”
Tyler went to the door, and they kissed one more time.
“I love you Sam” Tyler said.
“I love you Tyler”, and Sam opened the door, and Tyler left.
Sam closed the door and sighed. He buried the cumrag t-shirt in his laundry basket, and then put lube and condoms in the far back of one his drawer, being careful to wrap the lube in a ziplock bag so it didn’t leak. He gathered up his stuff for a shower, grabbing some clean clothes. He looked at the white CK boxer briefs. They were basically clean, he had put them on right before Tyler had arrived, and so Sam decided to wear them that day, so his dick could ride up against some part of Tyler. He gathered up the used condoms and wrappers and got them in some paper towel, and discreetly disposed of them in the bathroom trash so Dave wouldn’t find them.
The rest of the day was low-key. Sam went to work, got a lot of his homework out of the way, had dinner with Dave and Max. Tyler texted to let Sam know that he had made it back home and that he missed him.
Later Dave, Sam, and Max had some beers with Drew1 while they hung out and shot the shit in the room. Drew2 had gone home for the weekend, so they weren't getting dragged to some party he heard about. Eventually the gathering broke up and it was just Dave and Sam in the room, and they got ready for bed.
Dave was in his underwear on his bed and Sam was about to go to bed too. Sam took off his pants and shirt and was just in Tyler’s CK boxer briefs.
“Wearing his underwear again, huh?”
Sam spun around to look at Dave, panicking a bit. Had Dave figured something out?
Dave just pointed “The white CKs again, your bud’s. Thought you’d give them back to him by now”
“Yeah, just haven’t had the chance” Sam lied. “Not sure when I will next, I had washed them the other day so they were in my drawer and clean, thought I’d mix it up a bit. They’re nice underwear.”
“I’ve heard that, probably feel nicer than these Hanes I’m wearing” Dave said, pointing to his pair.
“Yeah I like ‘em” Sam said.
“Bro can I try them on?”
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