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Corey - Red Roof Inn
🕑 Added 2025-06-07 20:45:34 +0000 UTCI just graduated from high school, the class of 2002. My parents made me take a full-time summer job to save money for college. My small town outside of Lexington, Kentucky, is very much like every small town in middle America. There were chain stores galore, and everything was cookie-cutter. It’s pretty lame, just like the people who live here.
I am waiting for college to start to make my way out of the closet. I’m not obviously gay by any means, I was on the baseball team all four years of high school and ran with a pretty rambunctious masculine crowd, so I’m not worried people suspect that I’m into dudes. I’m not a virgin either. Thanks to internet chat rooms, I was able to lose my virginity in the back seat of my Toyota Corolla as soon as I got my driver's license. I have only been with three guys, all around my age, all “straight” but horny enough to fool around more than once. I wouldn’t say I have limited experience, but compared to my straight friends, I would say I’m not the most experienced.
Since I started my summer job, I come home late from work most nights, and my parents are already asleep. Being single, horny, and with limited options, I usually hop on the family computer in the breakfast nook, and have cyber sex before going to bed. If someone is local, I’ll have phone sex, which is always hot.
Today was one of the hottest days on record, so I worked up a good sweat and felt pretty gross by the time I got home. After taking a nice, cool shower, I was feeling refreshed…and as always, really horny. I slipped on my favorite jerking off underwear, a pair of grey and black snake skin patterned bikini briefs I stole from my best friend’s older brother about a year ago when I found them in his hamper. To be safe if someone comes downstairs for water or something, I also put on a pair of basketball shorts and a white ribbed tank, then rushed downstairs and pushed the button to turn on the family computer. As it booted up, I grabbed myself a paper towel from the kitchen and a can of Mountain Dew.
Once I was finally online, I went to my favorite chat room and started looking for other guys to chat with, tossing out the proper A/S/L as bait.
Me: 18/m/KY
After dropping that a few times and getting no hits, I tried a Kentucky-specific chat room I’ve been in a few times, and dropped it there.
Trav95: 25/m/KY here.
Me: Oh, cool.
Trav95: It’s almost midnight, you’re up late.
Me: I had to work the closing shift.
Trav95: Oh, that makes sense.
Me: You’re up late too?
Trav95: Hahaha, you got me.
Me: No work tomorrow?
Trav95: I’m actually off all week. My job transferred me to Lexington, and I just moved in yesterday. What a nightmare drive that was.
Me: Oh really? I’m about a half-hour drive to Lexington.
Trav95: Oh, cool.
This is the part I haven’t yet learned how to navigate. In the M4M chatrooms, everyone knows you’re a dude who’s into dudes. When I’m in a chat room specific to a location, you can easily get a bible thumper or worse, so I tread lightly.
Me: Yeah.
Trav95: What do you do?
Me: What do you mean?
Trav95: Well, it’s midnight, on a weeknight. I don’t think you’re here to chat about the economy of Lexington.
Trav95: Or are you?
Me: Hahaha, no, definitely not.
Trav95: So…what do you do?
Me: Like, for fun?
Trav95: Are you into girls or guys?
Me: Both
I know I lied, but if, through some weird turn of events, I actually know this guy and he recognizes me through my screen name or something, I am not ready to admit I’m gay.
Me: What about you?
Trav95: I’m only into guys.
Me: Cool.
Trav95: Are you a virgin?
Me: No
Trav95: Have you had sex with a guy?
Me: Yes
Trav95: Have you had sex with a girl?
Me: Not yet.
Trav95: Hahaha, ok. What did you do with the guy? Or has there been more than one guy?
Me: There have been two guys. I had sex with both of them.
I know, I know, I lied again. In my defense, if I said I’ve had sex with three guys and no girls…I might as well tell him I’m gay.
Trav95: Nice. Do you mind me asking these questions?
My dick was already hard and my heart racing, it was too late to walk this conversation back.
Me: No, I don’t mind.
Trav95: Can you tell me your stats?
Me: 5’11”, 160 lbs, blonde hair, blue eyes. How about you?
Trav95: 6’1”, 175, brown hair and eyes.
Me: Nice
Trav95: If you could say you look like any actor, who would you compare yourself to?
Me: Hmmm…I guess Jonathan Brandis. What about you?
Trav95: I get Tom Cruise a lot. But I think I’m more of a Christian Bale.
Me: Who is Christian Bale?
Trav95: Have you seen American Psycho?
Me: Oh, that guy! He doesn’t look like Tom Cruise.
Trav95: I agree. I think I look more like him, but people say Tom Cruise. I think because they’ve never heard of Christian Bale.
Me: Oh, I see.
Trav95: So what do you like to do with guys?
Me: What do you mean?
Trav95: Well, I like kissing guys, I’m pretty skilled with blow jobs, but I really prefer when a guy lets me stick it in him.
Me: Oh
Me: Well, I’ve never kissed a guy. I don’t know if my blow job skills are any good. I’ve only tried it with one guy.
Trav95: You’ve never kissed a guy?
Me: Hahaha, no.
Trav95: Do you want to?
Me: I don’t know, I would definitely try it with a guy that looks like Christian Bale.
Trav95: Nice. What about anal?
Me: I’ve done it.
Trav95: Did you do him or did he do you?
Me: I let him do me. Well, both of them.
Trav95: At the same time?
Me: Hahaha, no. Two different times, about six months apart.
Trav95: You didn’t want to do them, or they didn’t let you?
Me: I haven’t really thought about it, but they only wanted to do me…and I let them.
Trav95: Did you like it?
Me: The first time didn’t last long, and it hurt like hell, but I guess I liked it enough to try it a second time. Or maybe I was just that horny. Hahaha
Trav95: Did you like it the second time?
Me: Yeah, it didn’t last long either, but he was better at it. The first guy was “straight” and just wanted to try it. The second guy said he’s into both guys and girls, but it wasn’t his first time.
Trav95: I see. What about cum?
Me: What about it?
Trav95: Do you like it? Have you tasted it?
Me: I’ve never tasted it.
Trav95: Not even your own?
Me: I’ve tasted my precum. I’ve thought about tasting my cum, even convinced myself I would, but when I cum…I am no longer horny and the idea groses me out.
Trav95: Hahaha, I get that. Where did those guys cum when you had sex?
Me: Inside me.
Trav95: Oh wow, really?
Me: Yeah. It didn’t last long either time. Like, less than five minutes once they got inside, and then they kind of couldn’t control it. I guess I’m too tight.
Trav95: That’s hot! I love a tight ass. Did you let them cum in you or did they just shoot?
Me: I guess they just shot it in.
Trav95: Without asking for permission?
I had to think about this question; it felt out of left field.
Me: I didn’t really think about it. Where else would they cum?
Trav95: I don’t know. Guys usually ask me to pull out just for safety. I’m clean, but I get why they wouldn’t trust that.
That’s when it hit me, we’re having two different conversations.
Me: Oh, they both were wearing condoms, so it was safe.
Trav95: Ah, that makes sense. I thought you let them cum in you raw.
Me: Hahaha, no way.
Trav95: So you prefer they cum inside you?
Me: I guess. I haven’t really thought about it. I guess I just assumed that’s how it worked.
Trav95: It’s definitely better that way.
Me: Then why wouldn’t you?
Trav95: Some guys don’t like it.
Trav95: I guess it’s more correct to say they don’t trust it.
Me: I don’t think I understand.
Trav95: I have a big dick.
Me: So?
Trav95: They don’t want to risk the condom breaking.
Me: Oh, I guess I never thought about that either. I thought that was just a myth. Have you had that happen?
Trav95: Yes, a few times.
Me: Oh, what happened?
Trav95: Their tight holes, my big dick, the condoms didn’t stand a chance.
Me: You’re lucky you didn’t catch anything.
Trav95: Well, I never bottom, so I am pretty safe that way.
Me: It’s not safe to be the bottom?
Trav95: It’s safe with a top who has been tested regularly. The real danger is letting a guy cum in you.
Me: Oh, I thought it was any kind of contact with someone who has an STD.
Trav95: Most STDs are treatable; the big one is the one you want to protect yourself from.
Me: I don’t want to catch anything.
Trav95: Lucky for you, I don’t have anything to catch.
Me: But you’ve had condoms break?
Trav95: Yeah, it happens sometimes.
Me: What do you do when that happens?
Trav95: I usually ask the guy if he wants to keep going.
Me: What? You mean, with a broken condom?
Trav95: Yeah.
Me: That can’t be safe.
Trav95: Well, the way I look at it, once it’s broken, anything we were protecting ourselves from by wearing it is now shared between us. So at that point, we should just enjoy how good it feels without the condom, right?
Me: I see.
Me: And these guys just let you do it without the condom? It feels that good?
Trav95: Some do, some don’t.
Me: I see.
Trav95: What about you?
Me: I’ve never had that happen.
Trav95: What if it did?
Me: What do you mean?
Trav95: Well, if you and I were having sex. My big dick pumping into your tight hole, both of us close to blowing our loads, then the condom breaks. What are you going to do?
The image he was painting in my head had me rock hard and forming a wet spot that went through the underwear and shorts I had on.
Me: I don’t know. I never had to think about it. I guess I would let you decide.
Trav95: If it’s up to me, I’m going to keep going, it feels so good without it, I won’t pass up that opportunity.
Me: Really? It’s that good?
Trav95: Oh yeah, it’s 1,000 times better!
Me: Wow!
Trav95: And the orgasm is a million times more intense, if you let me cum in you.
Me: Really? Why?
Trav95: It’s hard to explain, you’d have to experience it for yourself to understand. It’s like trying to describe a color.
Me: I don’t get it.
Trav95: If you tried to explain to someone who is color blind what the color blue looks like.
Me: Oh, wow, I never thought about that. Hahaha. So I’m the color blind person in this scenario?
Trav95: Have you let someone cum inside you?
Me: No.
Trav95: Then you’re definitely color blind!
Me: Hahaha
Trav95: Man, talking to you about this has me so hard right now.
Me: Me too!
Trav95: What are you wearing?
Me: Shorts, wife beater, underwear.
Trav95: Nice. Boxers or briefs?
Me: Usually I wear boxers, but right now I’m wearing briefs.
Trav95: Hot, I love a guy in briefs!
Me: What are you wearing?
Trav95: White Stafford low-rise briefs.
Me: That’s hot.
Trav95: Are you stroking yourself?
Me: Yes, are you?
Trav95: I’ve been stroking it since before we started chatting!
Me: Your balls must hurt hahaha
Trav95: You have no idea. I haven’t had sex in weeks.
Me: I haven’t in three months!
Trav95: Oh wow, you need to get fucked.
I shoved my shorts and briefs to my ankles and started stroking my dick. Hunting and pecking on the keyboard with just my left hand.
Me: So badly.
Trav95: What’s the biggest dick you’ve taken?
Me: Probably 5 inches.
Trav95: Oh, you would struggle to take my dick then.
Me: How big are you?
Trav95: 8 inches.
Me: Oh wow, that’s huge!
Trav95: Can you handle it?
I was stroking my dick, horny as hell, getting close to blowing my load and while I did struggle at first to take all three of the dicks I’ve taken, I am pretty sure I can handle a few more inches.
Me: Of course!
Trav95: So hot. Can I cum in you?
I was on the edge of blowing my load all over the floor. I pulled my tank top up so it went over my head, and I wore it like a harness.
Me: Yes!
Trav95: Oh yeah, I’m cumming in you!
That message sent me over the edge, shooting cum all over my tight abs.
Me: So hot!
I started cleaning up my mess with the paper towel.
Trav95: That was so hot!
I set the cum coated paper towel on the desk.
Me: So hot! I shot a huge load all over myself!
Trav95: Me too! We should do this in person sometime.
My horniness was fading fast.
Me: That would be cool.
Trav95: I need to go clean up my mess. I’ll add you, and we can chat again soon.
Me: Ok, cool.
I tossed my paper towel away and chugged my Mountain Dew. Trav95 had already logged off. I wanted to print out our conversation and save it for a future jerk off, but the printer would wake up the entire house. So I just closed out the window and went to bed.
Three weeks and a few dozen jerk sessions later, my parents were away visiting my grandparents, and I had the house to myself. It was a Friday night, but it was too late to start calling my friends' houses to see if anyone wanted to hang out. So when I got home from work, I took a shower and got online. I didn’t get dressed because the house was all mine, and I planned a nice, long stroke session to really drain my balls.
Trav95: Hey stranger.
Me: Hey, how are you?
Trav95: I’m ok. Had a long, stressful week, need to unwind.
Me: I know the feeling.
Trav95: Do you need help unwinding?
My dick grew three sizes.
Me: What did you have in mind?
Trav95: You could come over. You said you’re 20 minutes away?
I thought about my clunker car, perpetually on “E”.
Me: Where are you exactly?
He sent his address, and I threw it into MapQuest.
Me: Oh, you’re on the other side of Lexington. That’s more like 40 minutes away.
Trav95: Too far?
Me: Well…my car is kinda on its last leg.
Trav95: Can I come to your place?
My heart skipped a beat. I’ve fantasized about having sex with a guy in my bed a thousand times, but never thought that was an option. I was about to tell him he could come here, but then I thought about the nosy neighbors. What if this guy turned out to be a psycho?
Me: I can’t, my parents are home.
Trav95: I see. Damn.
Me: Yeah, I would if I trusted my car to survive. But you know how the streets are in Lexington, one pothole and old Betsy is done for.
Trav95: I have a Jeep, it can handle the roads.
Me: Lucky.
Trav95: Not too lucky. If I were truly lucky I’d get to fuck you tonight.
My dick was so hard you could use it to play t-ball. I squeezed it and stroked it slowly.
Me: Yeah, that’s just my bad luck wearing off on you. Karma knows I want you to fuck me and she fucked me instead hahaha
Trav95: How bad do you want to get it?
Me: I’m so horny, if you were right down the road I’d already be in the car.
Trav95: Really? And you’d let me fuck you?
Me: Oh yeah!
Trav95: Do you think you can handle my dick?
I started stroking my dick, remembering how big he said it was.
Me: Oh yeah, you’ll have to be gentle, but I’ll take it like a man.
Trav95: Will you let me cum inside you?
Me: Of course!
I started stroking my dick faster. The idea of him fucking me was so hot.
Trav95: There’s a Red Roof Inn on your side of town. Right off 27, do you want to meet me there?
My brain spiralled. I thought we were just teasing each other.
Me: I can’t afford a hotel.
Trav95: I can pay for it if you make it worth my while.
My heart was pounding out of my chest.
Me: What do you mean?
Trav95: You have to let me fuck you.
I started getting so nervous that I was actually shaking. My dick went soft real fast.
Me: Hmmm
Me: I’m tempted.
I got up and chugged a Mountain Dew.
Trav95: How tempted? Should I get in the Jeep?
Me: I don’t know, I’m nervous.
Trav95: Don’t be nervous. It’s sex, it’s supposed to be fun.
Me: Yeah, but I don’t know, meeting up with a stranger from the internet is the number one thing they warn you about in school. You could be a murderer.
Trav95: I’m not. I promise!
Me: Hahaha, that’s just what a murderer would say!
Me: I really want to.
Trav95: Why are you nervous? We can meet outside the hotel. If I’m not your type, we can just go our separate ways, no harm done. I’ll wait for you to get there to get a room, so no money is wasted, and you don’t have to put out.
Me: I see.
Me: What about STDs and stuff?
Trav95: I don’t have any. I got tested a few days after we last chatted. The only thing you’ll catch from me is feelings. Cute guys always catch feelings for me.
Me: Hahaha, I’ll be sure to protect myself.
Trav95: Good luck, many have tried and failed.
Me: But you have condoms, right?
Trav95: I can bring condoms and stuff.
My heart was racing. I looked at the clock; it was closing in on midnight.
Me: Ok
Trav95: Does that mean you’re in?
Me: Yes.
Trav95: And if I pay for the hotel, you’ll let me fuck you?
I felt nauseous, but excited.
Me: Yes.
Trav95: And cum in you?
Me: You have to wear a condom.
Trav95: Of course.
Me: Ok
Trav95: Awesome! I’ll be there in 20 minutes! Meet me in the parking lot. I have a red Jeep Wrangler with a tan top.
Me: Ok, I’ll see you soon.
I quickly logged off and ran upstairs to my bedroom to put clothes on. I dug into the back of my top drawer for an old pair of white Hanes briefs I used to wear freshman year before switching to boxers, and slipped those on. They were a little tight but in all the right places. Then I put on some gym shorts and a wife-beater, then put on my fitted red Twin Cities baseball cap, backwards to cover my hair, and ran back downstairs before I changed my mind.
Before I knew it, I was in the car and halfway to the hotel. My heart was pounding so hard, I’m surprised I didn’t faint on the drive. I really didn’t pay attention to anything on the road, driving like a zombie while all the thoughts rushed through my head. I didn’t plan this very well. Thankfully, my wallet is already in the center console; otherwise, I would’ve forgotten everything but my keys.
I pulled into the parking lot. It was surprisingly full. I circled slowly until I saw a red Jeep Wrangler with a guy leaning against it who didn’t look like Tom Cruise or Christian Bale, but he was handsome. With dark brown hair cut short into a Caesar cut, he looked lean, with a strong jawline and muscles flexing in his tank top. I parked two cars down in the nearest empty space. I took a deep breath and got out.
Walking up to his Jeep, I realized I didn’t know his name, just his screen name. “Umm, Trav?” I asked.
His face lit up. “Travis, but yeah,” he said, reaching out a strong hand to shake mine.
“Corey,” I said, shaking his hand.
“Nice to meet you,” he winked, then gave me a quick look up and down my body.
His smile was sexy, and his dimples were adorable. He looked me up and down, probably realizing I was 5’10”, not 5’11”.
“You’re 18?” He asked, his smile pursing into a concerned straight line.
I chuckled, “Yeah.”
He nodded, his smile returning, “Shall we?” He gestured toward the hotel.
My heart was pounding again. I could turn around right now, but fuck, he’s hot, and I’m horny. I just nodded and fiddled with my baseball cap nervously.
“How about I go in and get a room, then I’ll come back out to get you?” He suggested. Then leaned into the Jeep to grab a backpack.
Fuck, I didn’t bring a change of clothes. Do I need a change of clothes? Am I staying the night?
He was in the hotel for an eternity. I was beginning to think he somehow ditched me and left through an alternate exit, even though I was leaning against his getaway vehicle.
He came out with a bit of pep in his step, no backpack. “Ready?”
I nodded again.
He put a hand on my bare shoulder and started massaging it, “Relax, this is going to be fun.” Then we started walking toward the door. I let him lead me to the room on the other side of the building.
The room had a funky, almost sterile scent mixed with dust. Travis latched the door as I walked in. There were two queen beds, one with his backpack already on it, unzipped. On the nightstand between the two beds, he had already set out two condoms, a bottle of lube, and a washcloth he must have pulled from the bathroom.
Travis came up behind me and put his arms around my waist, rubbing his crotch against my ass and started kissing my neck. I felt the heft of what his shorts were hiding, and it made me even more nervous. I didn’t even know this guy and I agreed to let him fuck me just because he paid for the hotel room?
He started kissing my neck on the other side as his hands ran down my body. He grabbed the hem of my tank and pulled it up over my head. My hat almost fell to the floor, but I caught it and put it back on. He walked us over to the bed, then kicked off his shoes and pulled off his shirt.
His body was great, he had a defined six pack, and his pecs were squared off. His arms were toned, but not thick. He probably had those long muscles from playing sports. He stripped off his shorts, wearing white Stafford low-rise briefs, barely containing his growing erection. Then he tugged down my shorts and let out a pleased, “mmm” when he saw that I put on briefs just for him.
He dropped to his knees, grabbing my ass cheeks from outside my underwear as he rubbed his face into my crotch, then gently knawed on my cock from outside the fabric. It felt so good to be an object of desire for such a hot guy. My dick was hard enough to cut glass, the head getting stuck in the waistband as he slowly pulled my briefs down and it sprang free with a thwack against my stomach. I’m only 5 inches cut, but I have a thicker dick than any of the guys I’ve played with.
He seemed to like what he found as he took me into his mouth and started sucking me off.
“Oh shit,” I inhaled sharp, damn near blowing my load instantly from all the nervous energy.
He dug his hands into my ass cheeks, massaging my glutes as he pulled me deeper into his throat, bobbing up and down. I was trying every trick I had to keep from cumming in his mouth. I tried distracting myself by taking my cap off and putting it over my face, but that just made it easier to focus on how good it felt. When he dragged his finger across my tight pucker, it pushed me over the edge. “Oh shit,” I tried to pull out of his mouth but he pushed his finger into my hole and pulled my ass cheeks and my cock into his mouth as I twitched and unloaded. “Ungh, fuck,” I gasped, shooting rope after rope down his throat.
He pulled off my cock, slimy and wet, wiping his face, “Damn, you taste good.” He grinned at me.
I instantly felt awkward. I was spent already and had only just walked into this room five minutes ago. Now my dick is soft, dangling, my shorts and underwear are around my ankles, my wife beater is on the gross carpet by the door, and I’m expected to let this guy fuck me? I awkwardly put my hat back on backwards, adjusting it to where I like it.
Travis stood up and I noticed right away how his dick was snaking into the side panel of his underwear, a wet spot forming at the tip on his hip as it stretched the fabric. He reached over, grabbed my wrist, and pulled my hand to his underwear. I gripped his cock through the white cotton, feeling his girth and it responded with a throb and he let out the softest moan.
“Do you want to try sucking it?” He asked.
I wasn’t horny anymore, but the idea of sucking his dick instead of getting fucked seemed like a good tradeoff. I nodded yes, and nervously dropped to my knees, tugging his underwear down with me. His huge, thick dick swung free and tapped me in the face. It’s like a baby’s arm holding an apple! I licked my lips and gave it a few strokes. I could barely fit my fingers around it. It felt so powerful, there was a masculinity that radiated from it, I felt like I picked up Thor’s hammer. I tugged it several times before putting my free hand on his hip and slowly bringing my lips to the tip.
I took a deep breath, looking up at him, and then licked the drop of precum, savoring his flavor on my tongue. It was good, way better than the other guys I’ve tasted. The moment he leaned forward and his head pushed into my lips, it flipped some kind of switch in my brain, and I was getting hard again. I’ve never bounced back so quickly after jizzing, but here was a sexy man, towering over me, completely naked, sculpted like a model, with a huge dick going into my mouth and rubbing my tongue. “Mmmph,” I moaned, closing my lips around the tip.
Travis breathed heavily as I took another inch into my mouth, then another. I could only get a few into my mouth before he groaned, “Watch the teeth,” and I got self-conscious. I tried my best to keep my mouth as wide as possible, but my nerves kicked in, and my mouth went dry. He palmed my head through my ball cap and tried pushing his cock deeper into my mouth and I gagged instantly. He pulled back out and tried it again, this time I was prepared and let him get the head into the back of my throat without gagging, but when he tried to push into my throat, I gagged and pulled off. I was choking on my own saliva and stroking his thick meat.
“You like it?” He asked curiously.
I coughed, “Yeah,” then wiped wetness from my eyes.
I kept trying to give him a proper blow job. Even tried to force him into my throat a few times. He seemed to be enjoying it, but I was exhausted after a few minutes and had to tap out.
He smiled at me, “Not bad for a newbie,” he encouraged.
I wiped my face, standing up, “Thanks.” I stepped out of the shorts and undies pooled around my feet and sat on the bed. My horniness kicked back in and my dick was getting hard again as I watched him slowly stroke himself, then climb on the bed with me.
He got between my legs and lay on top of me, his cock sliding up against mine, his balls resting on my balls as my legs lay across his thighs and he leaned in to kiss me. I wrapped my arms around his back and pulled him into me. I felt my hat fall off as we shifted our heads from side to side, breathing sex into each other's mouths.
We kissed and humped against each other for a while before he pulled his hips back and his dick dropped below my balls and started sliding between my ass cheeks dircectly across my hole.
“Mmm,” I moaned into his mouth. Feeling brave and wanting to try and take him, I reached down between my legs and gripped him by the root, running my hand down the shaft until I found the tip and rubbed my thumb on it. Then I rubbed the tip on my hole and moaned into his mouth again.
“Mmm, you want it?” He asked and licked my mouth before going in for another kiss.
“MmmHmmm,” I mumbled, attacking his lips and tightening my grip around his back.
He broke the kiss and grabbed the lube off the nightstand, squirting some on his dick and stroking himself until he was completely covered. Then he added more to his hand and started smearing it on my hole. The tingle of the lube felt good, but when the tip of his finger pushed into my hole, I felt a sting that I felt with the other guys and remembered why I waited so long to try this again.
“Wow, you’re so tight,” he smiled at me as he used his finger to gently rub my prostate. He didn’t finger fuck me, he used his fingers like a sexual tool to let my ass know it’s time to open up. Once he was able to get three fingers into me without my entire body clenching, he added more lube to his dick and then reached for one of the condoms.
My instinct was to tense up, knowing he was going to fuck me with that pole, but I comitted to letting him so I knew I needed to relax. I took several deep breaths as I watched him open the condom, roll it down his shaft expertly, lube it up, and stroke himself.
He adjusted himself between my legs, then pulled me by the hips to get my ass right against his crotch. He pushed his hand between my ass and dick, stroking it with his other hand and gently inserted two fingers to make sure my hole was still willing. “You ready?”
I swallowed and nodded yes. Taking a deep breath he put a hand on my upper thigh, his thumb rubbing under my balls as his other hand guided his cock to my hole. Circling the area for a second before he found his target and started pushing. Not hard, but with enough pressure, the head popped right into my sphincter with an audible pop.
“Ahhh, fuck,” I groaned and hissed, clenching my teeth whild desperately trying to unclench my hole.
He chuckled, “Damn you’re tight. Your hole arleady popped the condom,” he said pulling out and tapping his eight raging inches agains my balls.
I looked down to see the first two inches of his cock exposed, the condom peeling back like a second skin. “Shit,” I caught my breath, the sting from his entry now at the back of my brain as my thoughts ran towards the panic button.
“It’s cool, I brought a second condom. I was hoping to fuck you more than once,” he chuckled again. Then he reached for the base of the condom with his forefinger and thrumb, grippiing it tightly as he yanked it off his cock, holding it out like a shed snakeskin and dropped it to the floor. He grabbed the other condom on the nightstand, then quickly added more lube to his cock and rolled the rubber down his shaft. “Let’s try this again,” he grinned, adjusting himself into position again.
I nodded, feeling calmer. I took a deep breath. “Go slow,” I pleaded, my hands gripping his hairy thighs.
He leaned over me, holding himself up on his left elbow as his right hand steered his cock towards my hole. He leaned in a little more and kissed me, the tip of his dick found my pucker and I inhaled sharp, cointinuing to kiss him as he started pushing the tip in. “Mmm,” he moaned into my mouth, sinking the first thick inch.
“Mmmphhh,” I moaned into his mouth, inhaling as much air as I could while his tongue probed mine and his cock pushed for a second, then a third inch. “Mmmmppppfhhh,” I groaned, feeling more full than ever. He held himself there for a minute, letting me adjust. He broke our kiss, bringing his right hand up, adjusting himself by planting both hands at either side of my shoulders as he looked down at me and rocked his body like a snake, pushing his hips into me and quickly sinking another two inches. “Ahhhh….shhhh, fu–ck,” I groaned and clenched my teeth and eyes shut.
He leaned down and pecked me on the lips before straightening his entire torso. “Just relax,” he said.
The words ‘just relax’ made me want to punch him in the dick. What does he think I’m doing? I groaned and hissed, taking several deep breaths. He snaked his body again and clenched his ass at the end, shoving the last of his dick into my hole. “Ungh,” I groaned, followed by a whimper. My head turned to the side, right into my hat, and I put it back on my head, facing the right direction this time.
“That’s it, fuck, you’re so tight,” I felt his dick throb in my ass around the sting shooting into my guts. He tried to rock his hips into me again, and I clenched my fingers tight on his thighs and hissed. He leaned in on his elbows, bringing his forearms under my shoulders so his hands could cradle my head and push my face up to meet his, tipping my hat back slightly as his face came to mine and he kissed me again. “You feel so good,” he mumbled into my lips and kissed me again. I moaned and groaned as he started to slowly thrust in and out. Trying to relax around his massive tool.
Thankfully he only rocked a few inches in and out, no longer going balls deep, but he was already working up a good speed with just half his cock and my ass was starting to give in to the pleasure, pushing the pain aside.
“Mmm,” I moaned when he hit just a little deeper. Wrapping my arms around his neck, pulling him tighter to me, he dropped off his elbows completely. I felt his abs contracting with every thrust, like his cock was trying to reach his own belly button through my guts. He kissed my cheek, then my ear, as his hands held tight to my shoulders. He changed up his thrusting to be balls deep again, thrusting those last four inches instead of the first four.
“Ungh…fuck,” I groaned, feeling him deep inside me. I never imagined a dick this big could feel so good. He shoved hard and his cock punched through a wall deep inside me. “Ahhh…” I felt my breath leave my body, and he did it again. “Ungh, fmmmmkgh,” I grumbled, unsure if that was extremely painful or such an intense pleasure, either way the rest of his cock stretching my chute and putting pressure on my prostate was hitting all my pleasure buttons and my brain was dumping dopamine and the rest of my body was soaking up the intense pleasure he was humping into me.
“You feel so good,” he mumbled in my ear before sitting up and scooping up my knees so he could thrust faster, shorter pumps of his cock into me. Rocking my body so hard my hat fell off again, and I let it stay off.
“Unngh, fuck,” I moaned, reaching for my leaking cock and stroking myself, adding to the pleasure of being fucked by Travis.
He slowed his thrusts, snaking his body again to pull most of the way out and then be balls deep a second later, thrusting the air out of my body as he inhaled deeply and then retreated. Pushing in hard, but slowly, his read rolling on his shoulders as he soaked up more pleasure from my hole. “You’re so tight, Corey,” he thrust hard into me. I pounded my cock faster, building towards my second orgasm of the night. He thrust hard again. “Fuck I’m getting close,” he moaned, leaning over me on his hands, giving me space to jerk myself off as my ass clenched on his cock with every deep thrust.
“Me too,” I breathed out, smiling up at him.
He thrust even harder, deeper, then pulled most of the way out and thrust hard again, both of us moaning as he did. He snaked his body, pulling half way out and thrusting balls deep, right into my guts, “Oh fuck,” he moaned, pulling out half way and then slowly pushing in balls deep again.
“Mmm, that feels so good,” I moaned.
“Yeah,” he thrust again, smiling down at me. “The condom broke,” he thrust again. “You’re so fucking tight,” he chuckled, giving me a shallow thrust.
“Fuck, you gotta pull out,” I said instinctively. My ass clenched around his cock, my heart sinking realizing those last few strokes felt so good because he was fucking me raw.
He held himself deep insde me, his cock pulsing with his heart beat. “I don’t have any more condoms,” he looked down at me, concerned for my reaction.
“I have one in my wallet,” I pointed towards my shorts and realized, “In…my car.” He rocked his hips again, I pushed back on his abs with my left hand, my right still on my cock but not stroking.
“Do you really want to stop to go get it, I’m already inside you,” he said, flexing his cock against my prostate.
My eyes rolled into the back of my head as I suppressed a moan. My hand still on his flexing abs I felt him rock his hips ever so slightly, his cock begging me to let him continue. I thought about what he said in our chat, and he’s right, he’s already inside me raw, you can’t undo that. I breathed heavily out of my nose, then looked into his lust filled eyes, resigning to my balls need to unload, “Just…don’t cum in me, ok?”
He smiled, immediately rocking his hips out a few inches and then thrusting more inches in, his cock bursting into my guts in one poweful thrust that made me moan in a high pitched tone that I’ve only heard from girls in porn. “I’ll try not to,” he said, thrusting again and again.
I closed my eyes, rocking my hips to meet his thrusting, feeling the difference of his silky skin sliding into mine. “Mmm, fuck, that feels good,” I mumbled, stroking my dick faster and clenching my ass in tune with his thrusting to get more pressure on my prostate.
“So good,” he mumbled, planking over me on his elbows. Leaving just enough room that my fist pumping up and down my cock meant rubbing his abs. He dropped his head down to kiss me, his cock digging deeper into my guts. “You’re so tight, I love it,” he kissed again, flexing his cock in me again before snaking his body so his hips could resume a constant cycle of thrusting in and out of my hole.
His slick cock head drumming over my prostate every second, was so intense, I couldn’t hold back anymore, “I’m so close,” I mumbled into his kiss.
“Me too,” he breathed heavily into my mouth before resuming kissing me for a few more thrusts. “Cum for me,” he whispered, slamming his hips into my ass and then giving a few shallow thrusts. “Cum for me Corey,” he slammed into me again, and followed it with a few shallow thrusts.
It was too much, I couldn’t hold back anymore. “OH shit,” I groaned, wrapping my legs around his thrusting hips, pounding my cock to maximize the pleasure of his thrusting. “Oh fuck,” I grunted and my body tensed, his next thrust forcing my cum out of my balls and it shot onto my chest. “Ungh,” I trembled, the next series of thrusts from him pumping the rest of my cum out, the wave of pleasure rocking through my body as my orgasm washed over me. “Mmmphhh…” I breahted out as the last of my cum dribbled over my fist. I put my left hand on his thrusting hips to slow him down. My ass couldn’t handle it anymore. “Mmm…fuck,” I breathed out, the wake of my orgasm crashing quickly as he tried to dig his cock deeper into me.
“I’m so close,” he said, pushing against my hand, his hips barely retreating as his thrusting became the head of his cock digging deep into me and pulling out an inch and then swirling inside my guts. “I’m about to cum,” he warned, not stopping his thrusting.
My fist held my deflating cock tight, my other hand gripping his thigh as his cock swelled even bigger inside me and I grunted. “Ahh, mmmmphf,” and my body tensed at the intensity inside me as I waited for him to pull out.
“Where do you want it?” He mumbled, rocking his hips a few inches now, thrusting and grinding with each rock of his hips. I opened my mouth to speak, but he cut me off, “Please don’t make me pull out.” He thrust again. I went to speak again, but his hips slammed into me, and my mouth just formed an O as air escaped. “Ungh,” he groaned and I felt his cock pulse inside me. He pulled out two inches and shoved them back in hard, “Mmm, ungh,” he groaned and throbbed deep inside me.
“Wait,” I pushed on his hips with my left hand.
“MMmph,” he trembled, his hips buried into my ass. “Fuck,” he mumbled as his body stopped shaking.
“Did you cum?” I asked, looking into his scrunched-up face.
He opened his eyes and grinned, “Shit…my bad,” he almost chuckled as he slowly pulled out. I felt all eight inches slide out of me like butter, so soft and slick, I felt an aftershock of pleasure as the head popped out of me, and my hole closed back up.
He sat on his heels and caught his breath. I looked over his glistening body, his hair damp with sweat, his chest heaving, his abs rippling as he filled his lungs with fresh air. I looked down at his deflating dick, still a good six inches and thicker than mine, coated in cum, the remnants of a condom bunched up like a collar separating his balls from his shaft. He saw me looking at it, hooked his thumb in it, and pulled it off. The latex stretching out in reverse as he did, the tip of the condom clinging to the head of his cock before snapping off. “I guess we don’t need this anymore,” he chuckled as it dropped from his fingers to the floor with the first one.
I could feel the warmth of his cum inside my guts as I lay there recovering. So many thoughts running through my head, questioning everything that just happened. Even questioning if I enjoyed it or if that was just survival instincts turning it into pleasure because his dick was so big it broke through two condoms. Or was my ass really that tight?
“I’m going to take a shower, want to join me?” He said, getting off the bed.
“Uh…you go ahead. I’m going to relax a bit first,” I told him, watching as he went into the bathroom and turned on the water.
I felt around for my hat, pulling it on tight, swiveling it around backward, and leaned over the edge of the bed, looking at the two spent condoms, both burst in the same way at the tip. I shook my head, grabbed the washcloth off the nightstand and started cleaning the cum off my body, wondering if I should’ve gone to the car to get the one in my wallet. I took a deep breath and reminded myself he said he was tested recently, tossed the cum covered washcloth on the floor next to the broken condoms and relaxed on the sex frumpled bed as I listened to him washing off in the shower.
