AudioPornCamsoda AIAI RoleplayAI JerkOff
#Cheating #Gay #Mature #Teen

Fatal Attractions

2.2k words | 2 | 4.17 | 👁️
Single in College

I was this lean muscled 19 year old living in a small single bedroom apartment during my sophomore year in college. The girl I had been dating for seven months decided to return to get ex-boyfriend after we had our first fight. I should of seen it coming but was blinded by the sex because she had left him to be with me. Just to add salt to the wound, my ex called me up and asked to come over to see my apartment. I thought there was a chance of hooking up but she teased me and left leaving me very sexually frustrated.

I had bought my first computer and was now connected to the web via dial up internet. It was AOL, or America Online, my computer squeaked and made static noises as it dialed into the internet. I quickly discovered a trove of porn to masturbate to and quickly it sent me spiraling out of control. My masturbationing took over every night and into the early mornings. What added to my addiction was chat rooms, a place where I could talk with other deviants about sex. I roleplayed as myself, as a woman, and as a bisexual just to get people to help me cum into an old T-shirt. When I was in my apartment, I bascialy was naked all the time. To enhance my online fetish, I bought a digital camera and a camera for my computer to share naked pictures of myself and expose me to anyone willing to watch.

It didn't take long to discover that most women I chatted with were just guys. It was around that time when found myself getting off on gay porn. I was especially into anal sex. I was curious about being a bottom and how it would feel to have a cock in my ass. It seemed that being 19 and in good shape, I was kind of popular with many older men. I enjoyed chatting about sex and there were a few experienced men willing to answer my many questions while watching me masturbate for them. I even went as far to to but my first dildo. I ordered it from an Adam and Eve porn mini catalog. I bought this semi clear double dong that was twelve inches long with a few bottles of lube.

Masturbating with a dildo was exciting! I shot my cum harder and further especially when the dildo slowly was pushed out as I ejaculated. I quickly ran out of lube and moved on to using something cheaper, Crisco! The white lubricant worked extremely well when using a good amount. I also began posting personal ads looking for tops in my area. I thought shoving a dildo into my ass and going several inches deep into me that I was finally ready for the real thing. Boy, was I wrong!!

I met Mike, in a local m4m chatroom on Yahoo! He was unlike most guys I had talk to who I had talked to. Mike was in a seven year open relationship with his partner Brett. Mike was a top, Brett was versatile. They had a open relationship. Mike was open about his desire to fuck college aged boys. He lived only twenty five miles away and was familiar with the area I lived in because he had fucked guys there before. He was 37, 6 ft tall, dark hair, brown eyes, a killer moustache, in good shape with defined abdomen, and an eight inch cut cock!! He was neatly groomed down there and had a smooth chest too. He didn't share any pictures of his face before I agreed to meet him. Mike and I chatted for about two hours. During which I had sent him a fully clothed picture of myself and a few nude pictures too that included my face to verify I was real. Mike even sent a picture of him fucking his partner Brett. I was infatuated with Mike's cock. It was much bigger than my seven inch extra thick cock. We talked about having sex. Mike was very particular about who he liked to top. He wanted his bottoms smooth, which was no hard since I had very little body hair. I did have to shave my pubic hairs for him because he liked a bare cock. Mike suggested I give my ass a good cleaning so I gave myself an enema just before he came to my place. The last thing Mike wanted was for me to be wearing just a towel when I greeted him at the door. It was my way of proving to Mike, I was really willing to go through with it. Condoms were my idea and even though Mike preferred to not wear one....he agreed only because I was a virgin ass.

Mike came over the next night. I had only known him for three hours from chatting and even talking on the phone. Yes! I did give him my phone number! I had shaved my body entirely in the shower, given myself an enema, and prelubed my ass a little before wrapping a small towel around my 28 inch waist. I was extremely nervous and sweating as I paced around my tiny living room. I was excited too but Mike seemed so genuine compared to others who had stood me up before. I saw his car pull into the parking lot just below my window. He got out and took one long drag from his cigarette before he flicked it away. He looked up and saw me in the window. I waved like an idiot excited about my first gay experience. He gave a causal wave and walked up the stairs to my apartment. He knocked and my whole body was shaking. I opened the door and Mike looked me over. He stepped in and we shook hands after I introduced myself in a shaky voice. I shut the door and Mike sat down on my small couch he asked me to sit next to him. I did and he unwrapped my towel. Mike wasted no time touching me. My cock bounced with delight from his strong touch. I reached over and rubbed his crotch. His cock was like a long snake in his pants. It grew longer the more I rubbed him. I was shaking all over as Mike was now fondling my ball sack. I groaned in excited anticipation. Mike suggested we go into my bedroom. I stood up naked and Mike reached up smacking my firm bubble butt. I yelped and jumped spinning around. Mike stood up and unbuckled his tan khaki pants. As he undressed, my nervousness got the best of me. I asked if he wanted to take a shower with me first. Mike wasn't expecting this but agreed. I told him to undress and I would get the shower started. I quickly moved into my bathroom and got the water going. It took a good minutes to get it hot enough for us. Mike came up behind me. His cock hung between his legs like a long rope. I felt inferior to him and my cock began to shrink. I stepped into the shower and Mike followed. I aimed the water down to our bodies. Mike moved past me and he brushed up against my wet body. Like being struck by lightning, I felt his charge. Mike grabbed my hips and pulled me into him. He told me I had the biggest chest and arms of any guy he had ever been with. I blushed as the steam in the shower began to rise. Mike and I mutually jerked each other in the shower. I just looked down unable to make eye contact with Mike. I focused on his long slender perfect cut mushroom shaped tip. His cock was fully enlarged! Mike had me turn of the shower. We toweled off and went into my bedroom. Like we had planned earlier online, I moved up on the bed on my back and spread my legs open. Mike moved up between me on his knees. I gave him lube. Mike poured it on two fingers then stuffed them hard up into my ass. The sensation was nothing like I had imagined. It hurt and was uncomfortable! I groaned in pain wincing. Mike kept going in an out and I began to dread what was about to happen. Mike had warned me that my first anal would be painful and unpleasant. I didn't listen to his warnings being obsessed with having a real man's cock in my ass. Mike moved in as I raised my legs. I realized the condoms at the last second and grabbed one from my nightstand and handed it to Mike. He looked disappointed but took it. I watch him open it. I saw it slide over his tip ...it made his tip warp from the tight fitting latex. As he pulled it down his long shaft, the condom broke. I was so horny that I wanted to get it on now. Seeing it rip, I told Mike to go ahead. Mike smiled and asked if was sure. I nodded biting my lower lip. Mike pushed his tip up against my puckered up hole. My mind wanted him but I was so nervous my ass tightened up. Mike spoke softly stating it would hurt more if I didn't relax. Mike pushed his tip in and my ass pushed him out. Amused, he went in again and again I pushed back. This went on a few more times.

Then Mike looked more determined and when he pushed in, he drove deep and hard. I had never made that sound ever in my life! ! I gave out a bellowing hoarse groan. Mike's cock felt huge in my ass!! He just pushed in harder and harder. It felt like he was about to come up my throat. I sensed I might throw up and I began to cough. My ass squeezed Mike and he seemed to get aroused by it. He commented on how nice and tight my ass felt which did help me relax a little. I was beginning to sweat as I held my legs open and up for Mike. I choked on the words having to talk in fragments. "Are .......yyyyoouuu...allll......the......the......wayyyy....inn?"

Mike smiled and shook his head no. My eyes got huge! I wasn't sure if I could take all of him. Mike pulled back a little and I was able to breath easier. Mike instructed me to put my legs onto his shoulders so I could masturbate while he fucked me. I did and Mike leaned over me. My pelvis was facing upward towards the ceiling as he leaned over me. I felt my hamstrings stretching and my hole expanding as he drove his cock straight down into me. I wanted to moan as I began to jerk off frantically but instead made a whimpering cry. My eyes began to water as Mike plunged again even deeper. His cock was touching me so deeply. He went slow and hard. I tried to focus on masturbating against the pain I was feeling. Mike picked up his pace and I began to take very quick shallow breaths as my face felt flush. I had to keel jerking off, I had to try to cum, I had to try and get my mind off how horrible this was feeling! Mike was very much into what was going on. He later would tell me how stimulating it was to his cock in my super tight ass. I erupted as my whole body went into a seizure like state. On my third explosive load of cum. Mike couldn't pull out fast enough. Instead he buried himself all the way as his body jerked and fluttered. His seeds being planted into me. I was groaning and moaning so loudly. My legs were shaking as I kept on jerking off well after I had finished. Mike pulsated the last of his juices into my ass. He withdrew himself from my hole. When he was fully unsheathed, my cock pushed out one more surprisingly load of cum. I had managed to cum all over myself. I had cum in my eyes that stung, I had cum over my face and in my mouth. Mike dipped his finger into the pools of cum and made me lick it off them.

With Mike's cock out, my ass felt empty. I missed how he had felt inside me and I longed for more. Unfortunately that was not in Mike's plans. He had to go. I begged him to stay offering myself to him. As tempted as Mike might have been, he had a partner that was expecting him home....which was part of their open relationship agreement. I stumbled after Mike as my legs were numb and acting like wet noodles. Cum was dripping out of my ass down a leg as I got one last look of Mike's middle that had been inside my silo. He left and I locked the door and went back to my bed. I fell asleep hard and fast.

The next day I awoke to unbearable pain and soreness. My ass was throbbing as the cum drool had caked onto my body and bed. Even water stung as hit my achy body. I skipped all my classes that day and slept of laid on my stomach.

🔞 Candy.AI 🔥 AI Sex Chat - Roleplay, Erotic Stories, Try for Free 🕹️

Comments (2)

  • Master Blaster: I must have missed when he took the condom off. Otherwise a great story. If I had been him I would have filled your ass with piss and laughed while you ran to ghe bathroom from my piss enema.

    Reply↴ • uid:2c3w1pboib
  • Randy guy: Good start! I got going with other boys at university but only did hand jobbing, sucking, frotting and intercrural. They are much more comfortable!

    Reply↴ • uid:1e25xucs5lup