*I thought it’d be fun to tell a bunch of real stories from past experiences. I’ve been trying to do nofap lately so this is kind of an outlet for me. Enjoy!*
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After college, I moved far away from my hometown to work in another city. It was a completely new life and I was finally living in a new situation far away from everything and everyone I had ever known. I rented a room in a house with a guy and a girl, both of whom were the same age as me. The girl roommate, let’s call her C, was very average looking and I hadn’t really been attracted to her. She had a couple things about her body that were attractive. She had muscular looking legs that looked pretty good in a short skirt or dress and she had modest but decent B-cup tits. Over the next two years. I was getting used to my new life but my dating life wasn’t really going anywhere. There was a particular stretch where I found myself sexually frustrated.
In the meantime, C had started developing a low key crush on me and would occasionally drop hints but I never really entertained them. I thought of her as a friend and roommate and nothing else. We started hanging out at home more, in my room, getting drunk on rum or vodka. One night, we were watching a movie and we had drank a fair bit during the movie… at least 5 shots worth. As I sat thru this movie, I felt her hands on me. I hadn’t noticed this for the entire first half of the movie until, all of a sudden, I realized I had a raging hard-on and she was gently stroking it up and down through my jeans. Up until this very moment, I hadn’t thought of fucking her but it was time… my dry spell had to end now. I put my hand on her leg and started running my hand up it. She was wearing shorts. I turned and with my other hand, I put it up her shirt and stuck it inside the cup of her bra.
She acted a little surprised, like she wasn’t expecting me to act on her touching my erection through my pants, but now she realized it was on. She tilted her head to kiss me as my hand kneaded her breast. C had inverted nipples. I had never seen inverted nips before but to this day, I have fantasies of sucking on them. They would be soft with a dimple in the middle but as she got aroused, then puffed up and got hard, and where the dimple used to be was now a large protruding eraser bit. It was almost an inch long and swollen red. My fingers found this new treat and pinched and tugged at it as we made out. This went on for a few minutes with us kidding and my hand playing with her long protruding nipples. I lifted her shirt, unclasped her bra, and was greeted by the sight of her beautiful nips. I hungrily sucked on them and bit them with my teeth. They were so delicious and fun.
Finally, I guided her to my bed and lay her down on her back. I grabbed her shorts and started undoing them. She stopped me and said “no, wait, you don’t wanna do this.” I said, “what do you mean?” She said, “are you sure? I don’t think you want to do this.” I think this had something to do with my passive rejection of her over the past year. I nodded, “yes, I do want it.” She didn’t say anything but relaxed her hands and let me pull off her shorts, revealing a pair of panties with a significant wet spot. This was also one of the things about C, she had no issues getting wet. In fact, she would almost always be too wet. I wasted no time and yanked off the panties. Her pussy was covered by an unkempt bush. Normally, this would be a turnoff but I didn’t care. I was so horny and bent on fucking this girl that I continued.
I stuck a finger in. Then two. Then three. Her pussy seemed to take it, which was surprising considering she was only 5’0. I thrust my fingers in and out of her super wet hole. It was so wet that it was dripping onto my mattress. She moaned hard and took it for a while, before asking me one more time, “are you sure?” just as I reached for a condom. I rolled it on and positioned myself at her entrance. It was a moment I won’t forget. This was a friend and a roommate whom I was about to stick my dick into. What followed was a 9-month relationship of nightly sex and, eventually, heartbreak.
I thrust in and she gasped. She wrapped her arms around me and I buried my face in her neck. My hand kneaded one of her breasts as I thrust hard and fast. It had been many months since the last time I had any intimacy with anyone so I was essentially fucking my frustration into this girl. She moaned and screamed with each thrust as I held her in missionary and fucked into her. She was very flexible and alternate between spreading her legs wide for me and wrapping them around my lower back. After a while, I sat back and continued thrusting but freed both my hands to be able to squeeze her tits and tug at her nipples while thrusting.
It didn’t take long before I finally needed to cum. I wasn’t sure if she had cum during this because it was so long ago but I knew I finished on this occasion. I sped up and she screamed and gasped in pleasure. Then I told her that I was getting close. “Don’t cum in me,” she said. “What? I have a condom on,” I replied as I was just a few strokes from filing the rubber insider her pussy. “I don’t care. Take it out when you cum,” she said. So, I obliged… I got to my vinegar strokes and pulled out and filled the condom with jets of pent up semen. After I recovered, I asked her why. She said, “you’re not my boyfriend. Why would I allow you to do that inside me, even if there’s a condom? It’s like, who the hell are you to be allowed to do that?”
I didn’t get it but I respected her wishes. Her body, her rules. However, that got me more intrigued. Over the next few months, she relaxed her “rules” and eventually let me have what she would identify as the “4 things she gave up to me”, each one after the other. The first one happened pretty early and that’s letting me fill the condom while inside her. After a while, she let me fuck her raw but since she was not on the pill, I still had to pull out. After that, I started asking about her bush and eventually, she started keeping her pussy shaved for me. In fact, there was never a time where she even had stubble. Finally, she even started taking the pill and would, on occasion, let me fill her pussy up with my seed for a creampie. A far cry from originally not even letting me cum inside a condom inside her.
Eventually, our “relationship” ended. We went for a long time with this secret FWB relationship, especially since we had a common friend group. It actually soured me on the concept of an FWB and I never had one ever again after. There are two other stories relating to C so stay tuned for parts 2 and 3.
Source: reddit.com/r/gonewildstories/comments/lnrk95/the_time_i_m_ended_turning_my_roommate_f_into_my
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