FWB came in my butt [F] just hours before first time I had sex with my boyfriend.

It was Valentine’s day and after a month of dating Josh, tonight was the first time we planned on having sex. But as I sat in the restaurant across from him, I was reminded of another guys cum in my butt and tummy put there just a few hours before…..

My situation began almost a year before that night. I had broken up with a boyfriend and decided to take some time away from serious relationships. Kevin had dated someone I knew. A friend of a friend. There were times I found myself in the presence of Kevin when we both dated other people but we only said hi to each other.

One night we found each other at the same birthday party without dates. We were both drinking and flirting throughout the night. At one point we found a quiet corner and started kissing and his hands were all over me. I tried to resist and he told me to let it happen, so I did. A few minutes later I was incredibly wet and turned on when he whispered into my ear “Follow me upstairs so I can lick your pussy until you have the best orgasm ever.” I followed enticed by his offer and missed having sex since breaking up with my boyfriend months before. There were butterflies in my stomach as I followed him. We went upstairs into someone's room, locked the door and he helped me undress. He pushed me back onto the bed and immediately began kissing his way from my feet towards my pussy. By the time he made his way between my legs I was ready to explode and he followed through on his prediction. His tongue and fingers touched me and within minutes I was in the throes of an incredible orgasm. At that point I was putty in his hands.

When he was done he kissed me and I could taste myself. It was a passionate kiss and it felt good to be with someone again. I wanted to feel him inside of me and was just about to make that suggestion when he stood up next to the bed. He told me to get on my knees and take his dick out and suck it. He was very forward compared to guys I had been with. It bordered on sexy, cocky, annoying and cute but at this point I just wanted to feel him in my mouth. Unbuckling and unzipping his jeans, I slid his pants down and immediately started stroking and kissing his cock. He was about the same size as my last boyfriend at around 6” so it was familiar. I started to get in a rhythm using my hands and mouth and I sensed he was ready to cum. “I’m going to cum, don’t stop” was all that he said and I felt the first spurts land on the back of my tongue and inside of my mouth. I kept swallowing as more came out of his cock. My knees hurt from kneeling and I wasn’t used to being in this position but at that moment, I just focused on finishing him off. I kept him in my mouth and gently sucked the last little bit of cum out of him and proudly looked up at him feeling accomplished. He said I did well and we both realized that we needed to get back to the party as the chorus of happy birthday could be heard coming from downstairs.

For the next few months we continued to hook up. We never said we were FWB but it just happened. We never went on real dates and just had sex. Sometimes it was just oral sex. Other times he’d fuck my pussy or butt. He usually was the one who initiated things but I did some too. He never asked when he contacted me. It was more of a mandate. A typical text or phone call from Kevin was “I’m coming over at 9PM to fuck your ass.” or “Meet me for lunch to give me a blow job.” The sex had gotten progressively rougher as well. He smacked my butt. Pulled my hair and fucked me rough. But I didn’t care since Kevin really knew how to give me the best orgasms ever. I would never date him since he annoyed me greatly at times with how cocky he was. But for my very first FWB, he was very good and him being cocky and the bad boy somehow made it hotter for me.

It wasn’t far into my relationship with Kevin when he started doing things to play with my mind. After we’d have sex I’d get a text or phone call from him saying something like “Is my cum still leaking out of your pussy” or he’d tell me to do things like while I was at work he might say “go to the restroom and work the rest of the day without underwear.” Several times I was instructed to wear a butt plug while at work. He kept it interesting to say the least and kept my mind constantly on sex.

The one time we hooked up at his apartment he gave me a beaded bracelet with 3 different colored beads on it. There were about 20 or so beads in all. He asked me “Do you know what the bead colors represent?”. I said no and he said “Each one represents something I’ve done to you. The red ones were the number of times I’ve cum in your pussy, the white ones are how many times I came in your mouth or on your face and the green ones are the times I came in your ass.” He made me promise to wear it from now on and I complied. Each time we met, he would leave me more beads sometimes making me add them as he watched. As time passed a necklace was added matching my bracelet to accommodate my growing collection of beads. More time passed and the necklace became a double stranded necklace. Every time I saw myself in the mirror or someone complimented me on my jewelry, I was reminded of what it truly meant and how I earned every bead.

After about about 8 months of playing with Kevin, I met this great guy and we started dating. Kevin knew about it and even casually knew the guy. His name was Josh and we got along great. We had the same interests and we had fun together. He was a perfect gentleman and took things slow with me treating me with the utmost respect. It was a far cry from Kevin who only wanted sex from me and me from him. Josh said he wanted to wait until we were both ready and this gave me time to shut things down with Kevin.

I underestimated the control that Kevin had over me however. Each time that Kevin would get in touch with me I would say to myself, this is the last time. Kevin would tell me what was expected and I would follow through. More often than not it was giving him a blow job and he would go down on me until I had another incredible orgasm. Other times he fucked me. As Josh and I got closer, I felt more and more guilty about my situation with Kevin and how I hadn’t broken things off yet.

During one of our dates Josh talked to me about us having sex for the first time on Valentine’s Day. A week before we had exchanged our STD tests in anticipation of this night since we both talked about not liking condoms. Valentine’s Day was two days later and I agreed to his plan. He rented a hotel room and planned this great dinner beforehand. I was looking forward to it and knew now that I had to break things off with Kevin. I told Kevin about my Valentine’s Day plans via text but I wanted to tell him in person I had to break it off with him. So I arranged to meet him after work at 530PM just hours before my date at 8PM. When Kevin arrived he immediately started kissing me and his hands touched me all over. I tried to object but Kevin had this control over me I didn’t seem to be able to resist. Less than 10 minutes later Kevin had me bent over the end of my couch as he licked my butt and pussy from behind. His tongue felt so good and while my mind was saying this isn’t right, my body submitted to him. My necklace dangling near my chin reminded me of all the other times I was in a similar position. Kevin pulled out lube and applied some to my butt. Teasing me with just the tip while another finger stayed in almost constant contact with my clitoris. His finger entered my ass and I began adjusting to the invasion wanting to feel more. Neither of us spoke a word as we went through this familiar dance. A few minutes later a second finger slid into me and stretched my butt as I moaned in approval anticipating what was about to come.

Kevin removed his fingers and taking a few seconds to apply more lube in and around my butt. I heard him apply lube to his cock and then Kevin moved towards me. I felt the tip of his cock slide between my butt cheeks. He used his hand to move his cock around my butt teasing me and picking up extra lube in the process. By now I was anticipating the feeling of him inside of me with every move and even tried to push back onto him but he wouldn’t let me holding me against the couch. At times he would brush his cock up against my pussy lips and I remember thinking “Just fuck me now”. Kevin seemed to sense this and finally started pushing himself inside of me.

I felt the familiar pressure of him entering me. Slowly at first. An inch at a time letting me adjust. Kevin fucked me hard at times but he always allowed me time to be ready. All in all he was a thorough sex buddy.

He reached around and rubbed my clitoris which helped me relax and want him inside of me even more. Suddenly my body accepted him and he slid almost all the way inside of me. His finger never let up touching my clit and I could feel myself building towards an orgasm. Kevin then started fucking my ass with slow deep strokes each time going slightly deeper. We were both breathing heavy. I felt his second hand grab the back of my neck pushing my face into the couch. My butt was up in the air as he fucked me. His movements were more rough now as he slammed into me before pulling out 2 or 3 inches and then sliding back into me as the sweat and lube between our bodies made their distinct sound. The motion of him fucking me hard and his finger on my clit pushed me over the edge and I started cumming. My body shook and spasmed making him cum. He pushed as deep as he could go seemingly trying to push himself into my stomach and I felt his cum unleash 6 inches deep inside of me. Spurt after spurt covered the inside of my ass as my orgasm finished what it started by milking every last drop from his softening cock.

Kevin collapsed on top of me, our sweat combining. Our breathing labored but slowing. I felt him soften in my butt as my butt started to tighten around his shrinking cock slowly pushing him part way out of me. Without him making a move, his cock withdraw from my depths as my butt closed shut. He stayed laying on top of me as we continued our recovery as neither of us said a word.

After about 5 minutes of him laying on me and thoughts swimming through my mind Kevin said “Don’t move at all. I’ll be back in a few minutes after I take a shower.” A minute later I heard the shower turn on and had time to reflect on my situation. How did I let this happen? I’m supposed to make love to my boyfriend for the first time tonight. Thoughts and feelings continued through my head. I thought about getting up and cleaning myself off and telling Kevin he had to leave. I layed there for what had to have been 15 minutes with a million thoughts going through my mind as Kevin’s cum was safely trapped deep in my ass.

Kevin came out and said “Good girl. I see you listened.” For some reason I always felt the need to listen and please Kevin. He came over and looked at my ass and saying “Excellent, almost every drop of my cum stayed inside your ass.” It should have bothered me but in reality, I loved knowing my ass was filled with cum. It turned me on and always has.

He helped me up so that I was standing in front of the couch. I noticed he was only wearing a towel wrapped around his waist. I could see his cock pushing against the towel sticking out a few inches and there was little doubt he was rock hard again. Kevin undid his towel and placed it on the couch and pushed me back so that I was sitting on the couch.

Over the past few months Kevin taught me that any time I see his cock, I’m supposed to take him into my mouth and start blowing him. Without thinking I did what I learned. His cock was clean and tasted like my shower gel. I wrapped my fingers around him and began to stroke him while also sliding him into my mouth. My bracelet rattled slightly and it making noise seemed appropriate considering what I was doing. I caught a glimpse of the clock while his cock slid closer to my throat and for a moment I panicked realizing it was almost 7PM. I still needed to pack and get ready for my night with Josh. Now my preparations also included a shower. I needed to hurry.

I picked up the pace using every trick in the book I had learned to make a guy cum faster. Just a minute later Kevin grabbed the back of my head and using my hair he began fucking my mouth. My hands grabbed his hips trying to control the depth and angle of his cock in my mouth. I gagged some and saliva dripped from my mouth onto my lap. My eyes watered with each deep stroke as Kevin pushed 4”, then 5”.. my limit…into my mouth and throat. I felt him tense as he began to cum again. All Kevin said was “SWALLOW” as he began to fill my mouth and throat with hot cum. I swallowed several times thankful that he came just 30 minutes before so the load was smaller.

I know Kevin liked when I cleaned his cock off with my mouth so I gently sucked and licked his cock clean squeezing out every last drop and swallowing. Something I had done dozens of times since we first met as could be attested by the necklace and bracelet I was wearing. When he was finally satisfied with the results, he pulled out of my mouth and smiled telling me how much fun I was and how good I did. He kissed me on my cheek and helped me stand up and led me to my bathroom. He turned the water on in the shower and told me he would help me clean up.

His hands caressed my body as he applied the familiar smell of my bath gel. He paid special attention to my ass and pussy making sure to clean the outside but he didn’t push his fingers inside of my ass. He whispered into my ear “Keep my cum in your ass for your date tonight.” He kissed me on my lips and said he’d leave the rest of the shower up to me saying “Remember what I said.” He got out of the shower and closed the shower curtain.

I heard the bathroom door close a minute or two later all the while I was thinking what the hell am I doing letting Kevin fuck me like this right before my date. I continued washing making sure to get all the lube off my butt and legs. While I was tempted to slide my finger in my butt and try to get his cum out, I realized that was a futile effort and Kevin told me not to anyway. For some reason I felt I had to listen to him still. I got out of the shower and toweled off and noticed that two new beads were laying on the counter from tonight. A note that said “Put these on and wear your necklace and bracelet tonight” was scribbled on a sticky note.

Two hours later I’m sitting in the restaurant having a romantic dinner with Josh. He had bought me flowers. The wine was fantastic. He looked cute and sexy. He was a perfect gentleman holding my hand and complimenting me how beautiful I looked. He said “I notice you always wear that same necklace and bracelet. Is there any significance to it?” I stumbled for an answer saying it was from my grandmother. His question quickly reminded me that Kevin’s cum was still deep in my ass and in my stomach.

I made it through dinner trying not to think about my predicament but I could still feel my ass adjusting from the earlier invasion and I couldn’t undo what I knew was inside of me. I focused on Josh and tried to make the night special for us.

We made it to the room and began kissing. His hands touched me ever so gently as he took his time exploring every inch. His kisses were passionate and loving and I was in the moment, forgetting about the activities earlier with Kevin. It wasn’t long before I found myself laying naked on the big fluffy bed of the hotel my legs spread apart as Josh licked my pussy and clit just inches from where Kevin had cum earlier. Josh realizing that I was more than ready slid between my legs and guided his hard cock towards my pussy. He took some time to tease me a little rubbing himself on my pussy lips and clit before pushing in slightly. I wrapped my legs around Josh and pulled him into me. My thoughts switching between him fucking me and Kevin’s cum still in my ass. His cumming set off my orgasm a few strokes later as he pushed deep inside of me so I could feel every pulse of him squirting inside of me.

That night he came in me two more times and in the morning I gave him a blow job. It was the first time I ever had cum from two different guys inside of me within the same month much less the same day and by far the most cum I had inside of my body at one time….until later that year. But that’s another story.

For the next 6 weeks this scene repeated itself as I failed to break things off with Kevin and my necklace grew. Josh as it turned out had zero interest in anal sex so before most of my dates Kevin would demand to meet me and cum in my ass. I’d earn my bead or two and I’d then go meet Josh where he’d usually cum in my pussy or mouth. It was clear Kevin was purposely having sex with me ahead of most of my dates with Josh. And I couldn’t resist.

I finally felt bad enough to break it off with Kevin but the guilt got to me and I broke up with Josh about a month later. He was too sweet and turned out to be a little boring. I also had been too slutty to deserve him. I threw out the necklace and bracelet as a symbol of quitting Kevin. Josh to this day still has no clue that my ass was full of cum almost every time we had sex together or why I always wore the same necklace or bracelet.

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This is a follow up to my Vegas club story that happened later that same year when I agreed to a live sex show in Vegas. This all happened last year. Since then I've either been single or had a boyfriend and no crazy things like this.

Link to my Vegas post https://www.reddit.com/r/gonewildstories/comments/3nv3hw/vegas_sex_club_my_28f_experience_as_a_sex_slave/

Source: reddit.com/r/gonewildstories/comments/3pdu3i/fwb_came_in_my_butt_f_just_hours_before_first