Sex with a Stranger

It was the summer of my junior year in college. I was sticking around to take college courses. I was blind sided by my girlfriend who decided to break up with me just before spring term finals. We had planned to live together in a nice apartment that she had me sign the year long lease agreement on my own. It was a very nice place! It was a two story, twenty apartment secure building with a pool, gym, sauna, and laundry facilities included in the rent. It was on the far west side of town. My ground level apartment opened up to a large farm field. It had a small slab of concrete barely big enough to park my grill. I moved in with the help of my friends before they left for the summer. The one bedroom apartment was spacious. You walked into the kitchen that included bar seating, the full bathroom was located just to the left. It had two sinks, a tub/shower, and toilet. The kitchen opened up to a large living room space and beyond that was the bedroom with a huge walk in closet. There was a sliding glass door off of the living room. I didn't see a single person there outside of the manager who was working the front desk area. He was very odd, big guy, who gave off an unsettling vibe. He inquired about my girlfriend and so I shared the news of our breakup. He seemed saddened by the news. My ex had mentioned to me when we had a walk through of the apartment that he seemed very creepy to her. I overlooked it because the apartment was such a good deal at the time.

Once I had unpacked my stuff and got situated. I had a week before my summer classes began. I worked as an assistant manager at a video store. It was a great job! I got to take any movies I wanted home and the work wasn't that hard. I also met lots of girls through work. Outside of my boss and me, it was all girls that I worked with. Upon hearing I was single, Janet, a twenty-three single mom ended up being my first rebound. We happened to be scheduled to close together. After we finished up she asked to see my apartment. Her mom was watching her kid at her house. Janet was this 5'8" pale, skinny, brunette with long curly hair, brown eyes. She had a nice tiny ass and small breasts. After I showed her around, she jumped me. We began kissing and kissing. As our hands began to wander, Janet stopped me and told me that she was horny and only wanted sex. I told her that was all I wanted too since I was fresh from a break up.

Janet striped as did I immediately. Janet's eyes dropped to what was fully erect between my legs. She touched my seven extra thick inch cock. We kissed and made it into my bedroom. Janet didn't want to do oral and didn't expect me to do either. She aggressively took my cock and stuffed it into her trimmed pussy. She told me as I began pumping into her from on top that she never liked condoms and I agreed. It felt good being inside Janet. She groaned and moaned telling me how big I was and how good it felt. I actually got off on how descriptive she was. She felt warm, most as we meshed our flesh together. She talked alto! Mentioning how this shouldn't change things between us at work. That we were friends with benefits. I pounded my inches deeply into to get her to moan instead of talking. I didn't know if she was faking it or not when she began to shake violently moaning loudly. Apparently, I had hit her sweet spot. Janet broke into a feverish sweat as I kept pushing my cock in her. Her body seemed to relax afterwards. Janet asked if I was close and I told her sex for me lasted much longer than the fifteen minutes or so we had been fucking. Her eyes widened and inquired how long could I go. I bragged about a session between my ex and I that went several hours. Janet mocked me and said no way. In my head, I thought about my ex and how the sex we had was the best I had ever had. While I was grateful for what Janet and I were doing it wasn't as good. I decided to flip her over and take her from behind. I was mercilessly banging Janet from behind. Her moaning got louder as I pushed her head down into a pillow to muffle her. The sounds of our flesh slapping violently echoed in the bedroom. I held her hips and pulled her back into me as I thrusted into her. Janet moaned and swore. Her speech was fragmented by how hard I was fucking her. I kept pounding. When I got close. I buried my fingers into her bony hips. Janet cried out as I began to jerk uncontrollably while I buried my seeds into her. When I finished, I kept going. Janet, her voice now slightly quivering, asked how much longer could I go. I pulled out. Janet rolled over to face me. She would later tell me I had this look that both aroused and terrified her. She willfully opened her legs up and led me back into her. She painfully moaned as I passed deeply into her. We kissed a little. I moved slowly taking longer strokes in and out. Janet didn't have her normal bravado in her tone. She looked at my lean muscular body. Gently touching my chest and abs while I propped myself up with my arms meshing our pelvic areas together. After I deposited a second load into Janet, I rolled off of her. Janet got up wearily and walked bow legged hobbling to the bathroom. I followed after hearing her flush the toilet. Janet looked surprised that I was still somewhat hard. She now was leaning over washing her hands. Her pale ass looked so good. I gave her a playful slap and made her jump. She smiled, I smirked coming up behind her. Janet looked tired. Still she easily moved her shaky legs apart as I took my tip trying to find her mark. Janet jerked hard as she reached down saying I was trying the wrong hole. She bent down and took me into her. The cringe on her face was telling. She told me she didn't know how much more she could take. Familiar with what she was implying, I opened a drawer and found lube while I began to fuck her up against the sink counter. I liked looking at her tiny breasts bouncing from each pump into her body. She had a nice slender look in the mirror. I pulled out and lubed up. Janet sighed some relief and her head went down. I put some lube on my fingers and jammed them up inside her from behind. Janet let out a heavy breath and asked if I could go easy. After going too hard again, she turned around abruptly. "Ok, ok, ok let me show you."Janet said exasperating. She hopped up on the counter and opened herself up. "If you really want to get me off do this." She asked me to hold her pussy flaps open as she touched herself. Janet let out an involuntary yelp! "Touch this area not too hard and not too soft." It took a few tries but the reaction was amazing! I got Janet to climax just fingering her. Her whole body fluttered, her legs, quaked, her eyes blew up big as she let herself go. Her chest heaved and it made me even more erect. Janet hadn't planned on it but she begged me to carry her back to the bed. I picked her up easily, we kissed much more passionately than before. I laid her gently on the bed and laid next to her. Her hand ran down my chest, abdomen, to my cock. She marveled how hard I still was. Then she began to kiss my neck and work her way down. Janet kissed the tip of my cock. She looked up at me. Then she opened her mouth and slid it over. She spit on it, rubbing it in. Then she took more into her mouth. She repeated the process and eventually was able to swallow me whole! Now my eyes go big. I couldn't take my eyes off of Janet. When she did pull her mouth off she would inhale loudly. Janet seductively asked how close I was but I wasn't sure because I found it so erotic and exciting....I didn't want it to end. Saliva dripping out of her mouth as she took a few more deep plunges down onto my cock. Janet had to stop. She moved back up onto me. She raised herself up and taking my hard flesh she guided it once more inside her body. Janet moaned then stating she didn't expect to go as long as it did nor how good I was. She stood up as she grinded me while I pushed upwards into her. We both played with her tits. She let me suck on her nipples. I softly bit them and twisted them in my fingers. I was close. Then whatever juices I had left, I deposited them into Janet. She collapsed on top of me. We kissed rolling onto our side. I stayed inside her as long as I could. We fell sleep in each other's arms. A few hours later, Janet jumped up yelling at the time. She quickly go dressed. I enjoyed her tiny ass how it moved until it was fully clothed.
That evening Janet and I worked together. There was a strong sexual charge between us. Janet whispered to me it was amazing sex but she was extremely sore from the way she walked too.

Eventually, just from fucking a coworker, word spread. From the kind words Janet had said about that night/early morning. I had other "curious" coworkers who wanted to see for themselves.

During the summer, I had gotten into watching porn. All kind! Straight sex, lesbian, toys, spanking, light bdsm, shemale, and gay. I found it all erotic. I really found gay porn fascinating. So much, that I had bought a dildo and masturbated while using it in my ass. I still liked fucking girls but my curious "bisexual" phase was growing. I had opted to only take one class that summer instead of two. So I had four weeks off until the fall term began. I was now going online and chatting in these m4m rooms. Basically, guys who wanted to hook up with other guys. I figured out I was a bottom pretty quickly but how much I enjoyed a dildo up my ass and was interested in meeting a top. I had bought a camera for my computer. I had AOL dial up back then too. With a camera, I was very popular with strange older men. While I enjoyed the online role-play, I was kind of picky especially for my first gay experience. On day, I was sitting at my computer naked with my camera on, I met a guy! He was thirty-seven, nice body, looked like Chad Douglas, not as hung but close! We chatted online for an hour before exchanging phone numbers. He lived only twenty or so miles away. He was in a gay open relationship, he was a top "who liked fucking college aged boys". I was physically smitten as was he with me! I invited him over to my apartment that afternoon.

Within just three hours from our first chat online, he was in my apartment stroking my cock on my couch!! I had met him wearing just a towel, I had shaved off all my pubic hair for him. As he rubbed me hard, I was running my hand over his long pole under his pants. It grew and grew from my touch. He let me unbuckle, unzip, and pull it out. It was the most perfect long slender, mushroom shaped tipped cock I had ever seen. I just kept looking at it. Then he pushed me down on him. I was sucking his cock!! I wasn't very good at it but for me it was exhilerating!!! He suggested we go into my bedroom. He took his clothes off and followed me. He was semi hairy in all the right places. I didn't expect it when we kissed. His moustache tickled me. The kissing was far better than I ever thought it would be. He fingered my ass hard. I moaned in pain at how aggressive he was. He didn't say much nor did I. He lubed his cock up as I began to slowly masturbate with my legs up wide. He moved up on me and pushed his tip in. My ass fought him some but when he popped in, I cried out from the sensation of his flesh violating my body. The neurons firing off in my brain were overwhelming. The crazy thoughts of this guy I barely knew from online was now breeding with me!! It was so intense and the sensations that were electrifying my body were like nothing I had experienced before. He went slow and methodical going a little deeper. I masturbated even faster. He wanted us to cum at the same time but I was overstimulated and burst while he had his cock inside me. My whole body jerked violently as I shot loads of cum high up in the air splattering the wall above my head, face, chest and abdomen. He kept pumping now faster. I cringed from the burning pain in my ass. I wasn't sure how much longer I could go. I played with my cock to distract from the pain. When he pulled out, he shot his warm gooey load onto my chest. He ran fingers through it and let me suck them off. It was salty and bitter tasting but I told him how good her tasted. We showered together where I suckled on his cock a little and bathed each other. He dressed, we kissed passionately and he grabbed my ass hard as I rubbed his cock before leaving.

Afterwards, my ass still felt his cock inside me as I had to lay on my side from the soreness. We chatted again that evening. He told me to call him Chad since he looked like the gay porn star Chad Douglas so much. I asked Chad when I could see him again but he told me it would be difficult since his open relationship partner preferred "one night stands". Chad had told me this before but I wanted him again. Luckily for me .....so did Chad! The only way it would work is if I agreed to have sex with Chad and his partner.....