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By the time I got to college, my virginity was literally crippling me. All through high school, I wondered about my sexuality and what I liked and didn't. I had a good idea that I may be gay, based on my porn searches and reading, but sometimes a girl would catch my fancy and make me wonder. I had made out with a few girls in high school, but it never went past the light petting stage, and I never made out with a boy. There just weren't that many opportunities in the small town I grew up in.
When I got to college, away from home, dad, and the watchful eye of everyone in my hometown, I just had to find out what it was all about. Being the analytical, scientific person I am, I went about devising a plan to figure out my sexuality. I know I was being a little silly, but I didn't want to close a door that may be a fun adventure or deprive me of a great experience.
My first step was purely by accident. I met a girl during orientation, before classes even started. Her name was Beth, and she was a cute redhead with freckles and long, curly hair. She was so sweet and fun, we hit it off right away. She had an odd sense of humor that suited me well and was sarcastic enough to keep everyone entertained. We started to spend a lot of time together, eating meals at the same time, walking to classes and even spending evenings together in our rooms. We made out a lot. She was a great kisser. One night she grabbed my hard dick while we were laying in my bed kissing and started rubbing it through my sweatpants. I decided to grab a boob, so we started playing with each other. She eventually leaned down and pulled my dick out, licking it tentatively while she held it like an armed bomb. I was rubbing her back and laying there, enjoying the first time someone else ever touched me. It didn't take long for me to cum, which I warned her about and she let blast all over my shirt. She just dropped me afterwards and came back to make out more. I could taste myself on her lips, which tasted really good (I'd never even tasted mine before). She left soon after, but we kept hanging out and making out when we could.
One night, I was at her place and we were making out while watching a movie, kind of. We'd both gotten naked and were touching and exploring each other. She knew I was a virgin, but she'd had sex before. She gave me a blow job for a few minutes then reached into her nightstand and got a condom. I watched her, wide eyed and nervous, while she opened the wrapper and put it on me. She pushed me onto my back and climbed on top of me, pointed my dick up and sat down on me. I went in really easy, and it was so warm and soft, it felt like masturbating with a fluffy, wet glove. She started moving about on my lap and reached down to grab my hands to put on her boobs. It felt ok. She seemed to be having a great time, and she started squealing and breathing heavily, but nothing happened with me. After she came, she kept me inside and laid down on top of me, pressing her boobs into my chest and making out with me. She came off me and took the condom off then jacked me off to orgasm on my chest and belly.
We had sex a few more times. She seemed to cum everytime, and I eventually came while we fucked, but it left me convinced there was something else out there. We eventually grew apart and stopped dating, but after I came out to her, we became great friends. She brags that she's responsible for driving me into the arms of a man.
Step one down. I knew I wasn't 100% straight. It was fun, but it certainly didn't get me going. A girl's body is wasted on me. So, I figured that I needed to try a dude. Easiest way to do that is with an app, so I downloaded a couple of them and made a profile that was, looking back, pretty general. Just had a face pic and described myself as a college student, looking to meet someone, yada, yada, yada. I got lots of replies, a lot were way older than me looking for a boy', and I avoided that. I matched with a cute kid named Ethan who lived in my dorm, so we agreed to meet up at the student union for coffee one evening. He was very cute, a freshman like me, finding himself like me, but not a virgin to gay sex. He was very much a bottom. We went back to his place and started making out, got naked and were wrestling around in his bed. We turned into a 69' and started sucking each other. Fucking fireworks blasting in my brain! The smells and textures and tastes bombarding my senses overwhelmed me. My first dick inside my body and I was hooked. He didn't want to cum that way so asked if I'd fuck him.
"Fuck, yes!"
I asked him for a condom, but he told me he didn't like them. He was taking meds and was clean, so he was fine without one. I didn't want to stop sucking him, so I went back for more and was enjoying every second until he literally pulled me off and begged me to fuck him before he came. He got on his back and pulled his legs back to his chest, presenting his ass to me. I pointed my dick at his hole and started to push, but he quickly reminded me we needed lube, which he handed to me. I squirted some on my hand then slathered it all over my dick and spread some on his hole, which felt so cool to touch and rub! I played with his hole some, watching it pulse and flex, studying the hairless skin surrounding it, and slowly and carefully inserting a finger inside. It was so warm and tight! He gasped and moaned, then wiggled his butt on my finger. I pulled my finger out then pointed my dick back at his hole and pushed in until I popped past the ring. Oh my god! The heat and tightness of his hole was intense and soooo much better than a woman's softness. He grabbed my hips and pulled me in until I was all the way and my balls were resting against his ass. I could feel his body contracting around my dick - it was amazing. I reached down and started to jack him while I pulled out slowly before going back in. I kept going in and out slowly, somewhat uncoordinated. I was worried about hurting him. I shouldn't have been.
"Drew, you can fuck me hard. I like it that way!"
"You sure it doesn't hurt?"
"Fuck no. You feel amazing!"
He wrapped his legs around my waist and started pulling me in, almost spurring me into fucking him harder. I tried to match his movements and started going faster and faster, harder and harder, until I was slamming into him. He was moaning loudly with each thrust, my body smacking into him each time I bottomed out inside. His hole never relaxed but stayed tight and so warm on my dick, the sensations of his muscles in his ass as they massaged my dick each time I entered him blew me away. I knew this was what I wanted. I couldn't hold it much longer and started jacking him faster, matching my thrusts, until I pushed in one last time and held still until I started blowing my load deep inside his hole. That pushed him over, and he blasted his chest with his cum, squirting eight or nine shots up onto his body.
I collapsed on top of him, feeling his cum spread between us, and hugged him tightly as I tried to regain my breath. His hole contracted and pushed out my softening dick, along with a healthy portion of my cum. We stayed in bed for a while longer, talking and laughing and reliving our tryst. Ethan was great and we still get together, when I feel like topping, but neither of us were interested in dating.
Step two down. I certainly liked having sex with a guy better than a girl. Way better. It was more fun. More athletic. More interesting things to do and play with. Ethan and I talked a lot about bottoming, because I was really curious. He told me how amazing it was and how much his body just loved the role. He described how he loves to play the submissive part and be dominated by a strong top. I hadn't figured out my roles yet, but it sounded amazing to hear him talk about it.
Step three was finding a top and trying out bottoming. Ethan was like my Sherpa guiding me up the mountain of bottoming. He taught me how to clean in preparation for sex. He shaved my butthole for me. We talked about positions and ways to work your muscles. It's way more than just laying there and getting fucked! He introduced me to playing with toys and even bought me my first dildo. He took me to the clinic on campus and got a prescription for preventative meds. He was amazing. And he was turning me into a submissive bottom very quickly.
He had a couple friends that he thought would be great for my first time, and we made plans to meet up one evening for coffee to see how things went. The date was a couple of days away, and I was nervous as hell. This was a big summit to crest for me. I had built it up in my head as such a big deal, it was starting to get a little overwhelming.
I'd gone out for a run after class the day before our coffee date to try to relax. It helped, but I was still nervous when I got home and grabbed my stuff to get a shower. When I got to the bathroom, I heard one of the showers running, but there were plenty of others, so I hung up my towel and was undressing when I reached for the hook to hang my shorts and knocked over my shower kit, sending soap and shampoo and other things, including a dildo I sometimes used in the shower, across the floor. "Fuck!" I said under my breath and started to gather my things. Just as I was bending over to get my stuff, naked, the shower that was in use shut off and the curtain opened. On my knees, I looked up and saw this incredibly hot guy from my floor, an upperclassman, looking down at me. And he was holding the dildo! "Double Fuck!!" I thought.
"Is this yours?" He asked with a smirk.
"Um, yeah. Sorry for that." I grabbed it from him and stuffed it back in my kit.
I looked back up at him, and he was still standing there looking at me with a mix of amusement and annoyance on his face. Totally naked and dripping wet, I noticed his dick was starting to harden. His dirty blond hair was wet and curly, and his chest and abdomen were tight, with barely any body fat on him. What do I do? Seems like a good opportunity that would be a shame to pass up, right? I looked him in the eye, then looked down at his dick, then back up at his face. He raised an eyebrow but didn't move, so I thought "Why the fuck not?" and kind of crawled closer to him. I was still on my knees now right at his feet, eye level with his dick that was definitely harder than before. I leaned in and my nose touched it before I opened my mouth to take it inside. He stepped back and lifted me by the armpits. "What the fuck? Not here dipshit! We could be expelled! Aww, come with me."
I grabbed my stuff and wrapped my towel around my waist then ran after him. He was ahead of me by at least 10 feet and got to his room first, opened the door and went inside, leaving the door open and completely ignoring me. When I got inside, he was hanging his towel in the closet, so I shut the door and dropped mine to the floor. He went to the bed and wordlessly sat down with his feet on the floor, reclining back against the wall. His dick on full display and harder than before, it was about seven inches long and normal girth with a cut, round head that was bright red. I went to him and knelt between his legs, using my hands to steady myself on his thighs. I leaned forward until my lips made contact with his now fully hard cock. The shower had loosened his balls, which were hanging down low in his hairless sac between his legs, and he smelled of soap and some leftover teenage pheromones, which was incredibly intoxicating.
At first I just smelled and ran my nose from his balls up his shaft to the tip near his belly button. I couldn't get enough and rubbed my nose and lips along his dick, his taint, his pubes - whatever I could get. He remained motionless with his arms to his side, but his dick was hard as stone and flexing up off his abdomen with his heartbeat. I must be doing something right!
After sniffing for several moments, I extended my tongue and ran it up his length. He finally responded by taking in a sharp breath and moaning quietly. He reached up with a hand and grabbed some of my hair and started to direct my face where he wanted it. He hooked the base of his dick with his other thumb, raising it up. He brought my face to the tip then he pushed it between my lips and into my mouth. He slowly pushed my head down as he entered my mouth then my throat. I gagged when he went past my pharynx, and without pulling out, he told me to breathe through my nose and swallow between breaths. That worked, and I was able to take more of him until my nose bumped against his short pubes at the base of his dick. He pulled up and he left my throat, allowing me to take in a breath. He then lowered my head again, repeating this several times as he enjoyed going past my tight pharynx and feeling me swallow his dick head in my throat.
My dick was leaking precum down it's length as it remained hard and untouched. I was afraid that if I touched it I wouldn't be able to stop until I came. He continued to use my face as a warm fleshlight, and I was learning how to give good head. I was using my tongue as he traveled in and out, for which I was rewarded with extra moans. I reached up and gently grabbed his balls and massaged, causing him to thrust into my face and breath faster and louder.
This went on for several minutes and I was really enjoying giving this dude head. I loved the taste of him in my mouth, the texture and taste of his precum as it leaked out, the moans and gasps he made when I did something he liked, the control he had over me, really using me to give himself pleasure. It was a real rush. I even enjoyed the disregard he gave me. He never considered what I felt or if I was enjoying myself. This seemed to be all about him, which was an odd turn-on for me.
He eventually pulled me off him and looked at me for a moment. He pushed my head back then brought his foot up and pushed my shoulder until I tumbled back onto the floor. I was kind of shocked at the turn of events; I was really enjoying giving him a blow job, but this wasn't about me, was it? He stood up and looked down at me for a moment then asked
"Have you ever been fucked?"
"Um, no, I haven't."
"Fuck me! Hi! I'm Scott. You want to keep using that dildo, or would you like me to show you what it's like for real?"
"Yes, please show me!"
He dropped to his knees between my legs and grabbed me behind the knees, pushing them up toward my shoulders. My ass curled up and opened to him, and I could feel the cool air on my taint and hole, thankfully shaved smooth by Ethan just yesterday. Scott unceremoniously spit on my hole a couple of times then straightened up and used his dick to spread the saliva over my hole before zeroing in on my entrance and applying light pressure. He told me to grab my legs, so I did, and he spread my butt cheeks apart, stretching my hole open and clearing the way for his dick head to pierce my hole and begin to spread the muscle open. I was breathing fast and ragged, nervous at what was happening but seemingly powerless to stop it. I later knew that was not true and I could stop at any time, but in the moment I felt I was falling down a hole without a rope to grab on to. The feelings coming from my butt were a weird and wonderful mix of pain and pleasure. It hurt to stretch the muscles like that, but feeling him enter me for the first time was amazing and was like nothing I had ever felt before. The more he pushed, the more it hurt and the more I wanted him to keep going.
Once his head popped past my ring and was inside, it started knocking on my prostate, which fucking sent me round the bend. I couldn't believe how good it felt! Just having that stimulated by something that wasn't my finger or plastic was amazing, and I knew then that this is where I was supposed to be. He continued to push in slowly, and it felt like he was feeding a long hose inside me - he just kept going! He finally got all the way in and his pubic bone bumped my taint and my balls. I could feel his balls smash against my ass and his dick fully inserted flexing inside me. Oh wow! This was amazing. That little bump against my balls sent a jolt through my body and caused my hole to clamp around his dick. He noticed and bumped them again a couple of times, each one causing a similar jolt.
"Ah, you're a ball man!"
"Unf, huh?"
"You like your balls played with. Your body reacts to them being bumped."
"Umfp. Ok. It feels amaaazing!"
He kept humping into me gently, each time going out and back in a little further, but he reached down and grabbed into my sac and held my balls in his hand. With each thrust, he would tighten his grip until he was squeezing them pretty hard. My dick had gotten harder, if that was possible, and I was moaning and writhing around as much as I could while impaled on his dick. I could feel my orgasm beginning to boil inside me and told him that, and he let go and didn't touch me anymore. He came forward and put his hands on the floor by my shoulders then started to pump into me faster and a little harder. He hooked my legs onto his shoulders and let me move my arms, which immediately went around his neck to hold onto him. He was fucking me hard now, his balls bouncing off my ass with each thrust and his pubic bone banging my balls and taint each time it made contact.
I could feel everything he was doing, and it felt amazing. I could also almost feel separated from the whole experience, as if I was floating above, watching and feeling at the same time. It was weird and sort of trance-like. It was otherworldly and made it feel as if I could do this for a long time.
"Fuck, Drew. You were made for this! Your hole feels amazing around my dick, like it's massaging it each time I go in. Are you doing that?"
"I don't think so. It just feels so fucking good. I'm just trying to keep up!"
"You're doing just fine!"
He then doubled his efforts and really made me feel it, each thrust sending shock waves through my body. I could feel tingles in my ass around his dick, and they seemed to grow stronger with each pound he gave me. They blossomed out around my ass and went down my legs to my toes and up my back to the base of my skull. The tingles circled my head then seemed to focus and shoot straight down to my dick, which exploded with my orgasm, spraying cum all over my torso, some even reaching my face!
The contractions and convulsions my body experienced must've gotten to Scott, because he started to grunt louder and more insistently. He then rose up in a plank and dropped his weight down on my upturned ass one last time and held me there, bent up on my shoulders. He seemed to freeze for a moment before shivering and convulsing on his own, sending his cum out his dick and deep inside my ass. I could feel each shot he made as it fired inside me, the warmth from his cum coating the inside of my colon.
Oh my god! That was the most intense thing I've ever experienced! Feeling his body as it reached climax and sent that to me was unbelievable. I felt like he was giving me an energy essence that fired up every nerve in my body. My whole body shivered again in what felt like a dry orgasm.
He rested on top of me for several moments, his breath and heart rate returning to normal. His face was buried in the crook of my neck, and he was nibbling on me there. He whispered how good that unexpectedly was and how we could do that again anytime. He slowly rose up on his hands then rested back on his heels, his dick still inside me.
"Ok. I'm going to pull away. Clamp down as soon as I pull out and hold my cum in as long as you can! Trust me, you'll love it and thank me later!"
I contracted my ass around him as he pulled out, and only a little leaked out. I held tight while I stood and put the towel back around my waist. Cum was running down my chest and what leaked out was running down my leg, so I gathered my stuff, gave Scott a big kiss and thanked him, then went back to the shower to clean up. I kept holding my ass tight and retained his cum as long as I could. I made it back to my room and got dressed, then messaged Ethan to tell him the news. He was very happy for me but worried his friends would be disappointed that they missed the opportunity. I told him I hoped they still wanted to meet up. After this, I want to do that as much as possible! And Chris was right - feeling his load leak out of my ass the rest of the day kept me turned on and with a semi-hard dick that wouldn't go down.
Thanks! Let me know want you thought! Drew (writer.drew@proton.me)