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I didn’t lose my virginity until my freshman year of school. I obviously felt very subconscious about the whole situation, understandably. All anyone talks about in high college and school is who is fucking who, and I hadn’t fucked anyone, so I was anxious about it.

It wasn’t for lack of chances. I’m a tall, athletic guy, not overly ripped or anything but toned and relatively well-hung (not that it was public knowledge). But overall, there wasn’t a reason why I was still a virgin, other than just not taking benefit of opportunities I had when I was younger.

Shortly after I arrived at college, I became good friends with a buddy of mine who had attended high college at a rival college close by but was a couple years older than me. I had played against him in sports and knew who he was, but once we got to school we realized we got along pretty well and ended up renting a house along with a couple other buddies to get out of the dorms. A few months later, I finally started hanging out with his sister who was my age.

Her name was Kate and we hit it off pretty early on. She was laid back, liked similar music, enjoyed partying with us and so on. She also had a killer body. She was a little shorter, standing about 5’3”, weighed around 140 but I think it was all in her ass, thighs, and tits. She was thick in all the right places, with dark hair that came down to the middle of her back. Shortly after we met, I knew I wanted to fuck her.

We all continued to get closer and become good friends by the time winter of my freshman year came around. One night at our house, the events leading to me finally losing my virginity started in motion.

We were all drinking and it was probably around 1:30 in the morning. Some of us at the party had already went to bed or passed out on the couches and it was just me, Kate, and another friend hanging out talking and listening to music. I was pretty drunk but still semi-coherent. Our friend mentioned that she was gonna head home, so that just left me and Kate sitting on the couch.

“So what’s the next song I should put on?” I said, trying to continue the night a bit longer.

“I’m actually getting a little bit tired, do you care if I use the bathroom before I head home?” Kate asked.

Sadly, thinking she didn’t want to hang out with just me, I told her that was fine and she headed into my room (my room had a bathroom attached which was awesome).

After a minute I could hear Kate struggling with something.

“Hey Jack, can you help me with the door? I think it’s stuck,” she said.

It did stick from time to time so I didn’t think anything of it. I walked into my room to help her out.

When I opened the door, I was surprised to see Kate wasn’t even messing with the door at all. She was laying on my bed in her underwear, her jeans on the floor, still clothed in her shirt. She had on a low v-neck white t-shirt that really accentuated her DD breasts that were still semi-perky for being so big. Her white underwear matched her shirt, lacy and nearly a G-string. I immediately felt cock begin to harden in my pants.

Kate saw my confused look, and paired with knowing I was semi-intoxicated, she decided to clear things up herself.

“Listen, Jack. I’ve been attracted to you since we met, and I want you to fuck me.” She said.

She had at all times been straightforward but this was another level, turning me on nonetheless. I couldn’t think of anything cool to say, and I instantly became anxious about the whole situation, being that I was still a virgin. I just walked towards the bed and embraced Kate in a deep kiss, her laying on her back and me on top.

We were kissing for a couple minutes when I felt Kate’s hand beginning to run down my chest, heading for my pants. She ran her hand over my crotch and could feel my dick, hard and begging to be set free. I could feel her smile at my size as well as my hardness for her.

“Lay down…” she said in a seductive tone.

I obliged and rolled off of her onto my back. She crawled on top of me and started to work on undoing my belt and jeans. I felt her unbutton the top button and begin to unzip my jeans, slowly pulling them off. My cock was still contained in my underwear but less so, sticking up and straining against the fabric.

Kate looked at me and smiled. “Looks like you’ve got something big for me,” she teased.

She slowly slid down my underwear and my cock shot free from my underwear, slapping back down onto my lower stomach. She removed my underwear the rest of the way and crawled back up, her head resting above my cock. I felt her hands, slightly cool, wrap around my cock. I wasn’t fully hard but was hoping I would continue to grow for her as she began to suck me. She bobbed her head down and wrapped her lips around the tip of my dick, slowly massaging it with her tongue. She bobbed her head slowly up and down, taking in the top half of my manhood. I could feel a little bit of saliva dripping down the shaft of my cock as she sucked me, the slightest of scratches from her teeth as she tried to accommodate my girth.

Suddenly, something didn’t feel right. I looked down to see and feel that my dick was beginning to soften.

*fuck! No! Not now!!* I wondered to myself.

I must’ve been drunker than I wondered, as my body was not reacting how it should have been. Kate noticed the same thing after a minute and removed myself from her mouth, still holding onto my slowly softening shaft. She looked at me.

“Is everything okay?” She asked.

I was embarrassed more than I have ever been.

“I guess I might be too drunk to perform,” I said, trying to joke but also being serious. “It’s not from anything you’re doing though, you’re fucking amazing and I’m super turned on. My body just isn’t reacting how it should I think,” I said.

Thankfully, Kate was a very understanding and laid back person like I said. She laid my cock down and crawled up the bed towards me, pulling the covers over us.

“Don’t worry about it, I want you to remember this anyway,” she said as she laid her head down on my chest.

Relieved, I fell asleep with her in my arms….

When I awoke the next morning, I was happy to see Kate was still there. I could feel I had my wits about me but was semi-hungover from the night before. Kate awoke shortly after me.

“Good morning big boy!” She said, jokingly teasing me.

“Yeah, not when it doesn’t work though!” I said, continuing the joke.

We laughed together for a few minutes, cuddling in bed.

“So listen, my roommate is gone this weekend. How about you come over tonight and we can do this the right way?” Kate asked.

I was willing to say the least.

“Yes, absolutely, what time?” I asked.

We planned out a time to come over and Kate got up, got dressed, and headed out the door. I spent the rest of the day getting over my hangover, hitting the gym, and finally getting a shower after I ate dinner. I made sure to jerk off in the shower in hopes it would help me last longer tonight. I got dressed and texted Kate that I was on my way over. She replied with a simple winking face emoji.

When I got to her dorm, I knocked and she yelled for me to come in, the door was unlocked. I opened the door to see Kate was sitting in her bed on her side of the simple studio dorm apartment, legs crossed waiting for me. She had on a sheer floral robe, exposing her breasts which were still covered by a lacy red bra, panties to match. She looked amazing, her hair pulled back in a single ponytail.

“Jesus Christ…” I said under my breath, not expecting quite that. Kate heard me and blushed, knowing that she looked sexy as hell. I was just wearing gray sweatpants and a long sleeve shirt, my cock was instantly growing, beginning to bulge in my pants. I walked over and crawled into bed with Kate, where we talked for a couple minutes before we couldn’t withstand any more.

I leaned forward and kissed Kate, driving her backwards onto the bed. She instinctively reached up and grabbed my face, pulling me closer. I could feel her tongue flicking at my lips, so I obliged and opened my mouth, allowing our tongues to dance together. I reached down and grabbed one of her tits and gave it a squeeze, feeling the firmness of her large breast. She moaned slightly under her breath.

I felt Kate pulling at my shirt so I sat up and removed it myself. By the time I got it off my head, I could see that Kate had already taken off her robe and was undoing her bra. I saw it suddenly loosen as she removed it the rest of the way. As she took it off, I could see her breasts fall slightly just from the size of them, but they still hung beautifully in an almond shape, definitely double D in size. I looked back up to see her staring at me, smiling.

“Like what you see?” She asked.

I quickly took off my pants and was facing Kate completely naked, my cock pointing towards her, throbbing hard, unsure of what to do next. I figured that was a good way to answer her. She smiled as she leaned forward, grabbing a hold of my manhood.

“Mmm, definitely hard tonight,” she nearly whispered. She stuck out her tongue and flicked the tip of my dick before opening her lips and engulfing the first half of me, her tongue caressing me from inside her mouth. She bobbed her head forward and backward, slowly taking in more and more of me. I could feel myself throbbing and the early pangs of an oncoming orgasm beginning to form.

She continued to suck me, taking as much as she could. Finally I looked down to see she had made it all of the way to the base of my cock, her lips touching my balls. She stayed there for a moment, enjoying the deepthroat before she removed her mouth from me, leaving my cock dripping saliva and precum.

“Sit down on the edge of the bed,” she said.

I was somewhat confused by obliged anyway. I sat down and waited for further command. Kate knelt down in front of me, her tits pushed together by her hands, her head pointed downward. I saw her spit on her tits and rub it into her cleavage. She suddenly looked up and leaned forward, spreading her tits to engulf my cock.

“Oh fuck…..” I involuntarily moaned. She was gonna titfuck me.

She slowly began to move her tits up and down, caressing my cock. I could feel her sliding back and forth, begging my cock to get harder and harder than it already was. Her nipples were protruding out from the ecstasy of the situation as she titfucked me. Every so often she would spit more into her cleavage to ensure it was fully lubricated for me. She looked up at me and smiled, maintaining eye contact for a bit as she fucked me, knowing it was really turning me on. She bit her lip as she did so.

“Mmm your cock feels so good between my tits…” she lightly said.

I couldn’t take anymore, and felt that I also had to take a little bit of control of the situation. Not to mention that if she kept going I would absolutely cum. I leaned back and removed my dick from her chest, surprising her. She looked at my with subtle disapproval before I grabbed her and picked her up, laying her on her back on the bed.

“Your turn,” I said in a seductive tone.

I leaned forward on top of her and took her nipple into my mouth, flicking it back and forth as I caressed her other one with my hand, switching back and forth to give each one equal attention. I could feel them hardening and Kate moaning softly as I did so. She wrapped her legs around me, pulling me closer, my manhood resting against her physically wet panties. I decided to slowly make my way down her stomach, licking her the whole way until I got to her panties. I removed them quickly and gently spread her legs. She had a slight racing stripe shaved into her pubes, her pussy pink, swollen, and dripping wet. I leaned forward and flicked me tongue on her clit, jolting her whole body. I spread it aside again with my fingers, sucking in her entire clit into my mouth as I licked it, causing Kate to twitch from pleasure. Her moans increased as I caressed her, slowly placing one finger inside of her tight hole, gesturing the “come here” motion inside of her, attempting to hit her G-spot.

It must have worked because after a minute or so, her entire lower body was shaking. I was sending her into an oncoming orgasm. I decided I would again try and surprise her. I quickly stood up, Kate still slightly shaking from my cunnilingus. She opened her eyes to look at me, semi-confused but still experiencing the pleasure. It was time for me to officially lose my virginity.

I stepped forward slightly, grabbed ahold of Kate’s thighs, and thrusted my entire cock into her. I could feel her vagina tighten around me, her loud moan and almost yelp from surprise pushing me forward. I sat there for a moment to let her adjust, her eyes closed tightly and mouth open, still moaning from the pleasure. She opened her eyes as if to question why I stopped, and I continued to thrust into her.

As I started to fuck her, Kate raised her hands above her head, freeing her tits from any constraints. I became entranced on her chest, watching her tits bounce with each thrust I made into her. I could feel her pussy working my cock, tightening and loosening every so often, milking my cock for its cum. I grabbed her thighs again and thrusted harder and faster, bouncing her tits even more. I became uncontrollable, fucking with an intensity I didn’t know I had, faster and harder, my balls slapping into her ass, my cock throbbing to release its load. Kate grabbed her tits and squeezed hard.

“Oh fuck I’m gonna cum! Don’t stop!!!” She said loudly, her neighbors definitely hearing her. This sent me into overdrive, I kept thrusting into her quicker and quicker, feeling my own orgasm coming. I suddenly felt a tight squeeze around my cock, knowing that Kate was experiencing her climax. She looked at me, begging me to cum with her. I happily obliged.

“Cum in me!” She moaned.

With another couple thrusts I felt my climax take over. I thrusted deep and let my cock unload its ropes of cum deep into her. I was pulsating inside of her as her pussy was squeezing as well, milking me for all I had. I eventually felt the feelings begin to subside, my cock slowly beginning to soften inside of her.

Kate and I were both breathing heavily as I laid my head on her chest, panting. Her legs were wrapped around me, not letting me free just yet. Kate eventually loosened up her legs, her thighs still somewhat shaking as she laid them open. I removed my shrinking dick from her and as it dropped out, so did a a few drops of my cum. I laid down next to Kate on the bed.

“We should do that more often…” she said, exasperatedly.

*I couldn’t agree more!*

NSFW: yes

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