How I (21m) became fuck buddies with my boss(30f) [FM]

Long time lurker, first time poster. Created a throwaway just for these subs. Obligatory, on mobile notice so sorry for any weird formatting. Just to be clear this story happened a few years ago.

I was 21, in college and working in retail to pay for the basics. I absolutely hated working retail but the women that I worked with were absolutely gorgeous. One manager, (we’ll call her Rachel) was this 30 year old, 5’3 busty Hispanic woman with ass for days. It started off with mild flirtations, I would be folding clothes or cleaning a dressing room and she would walk by and mess up the stack I was trying to fix before winking and walking away laughing. We would make snarky comments to each other just to kind of get on the other’s nerves, I think you get the idea.

One day everything intensified when right after the store closed, I went to a dressing room and changed into grey sweatpants and a tight long sleeve shirt. I told her I had somewhere to be right after work and I didn’t feel like going in my work uniform when I brought her the cash from my register. At the time I failed to notice anything usual about the interaction but later that night after I got back to my dorm, I got a surprise text from Rachel asking if everything was okay since I left in a hurry. One thing led to another and as we texted, she admitted that she had never noticed my physique before that night and she liked what she saw. (This turned me on a lot because I knew she lived with her boyfriend and at that time in my life I had a huge cheating kink). We ended the night by sending some risqué but not nude pictures to each other.

Fast forward a few weeks and the sexual tension was almost unbearable. She had started wearing dresses that showed more cleavage than before and we continued to text and send pictures but I still had not seen her nude. On my next day off we were texting while she was working and I invited her over after her shift. She didn’t have a license or a car (I know, it was weird) so I picked her up and brought her back to my dorm under the guise of hanging out. Once we got there we ordered pizza and played some video games before she randomly got up and laid on my bed, (I had a room to myself). At this point I figured it was now or never so I went over to her and just kissed her. We made out for what felt like only a few seconds before I started pulling up her shirt. She took it off and slid her jeans off. While she laid there in a matching pink bra and thong set she looked me dead in the eyes and told me to take my clothes off.

I stripped down to my boxers before crawling back to her on the bed and as I kissed her I yanked her bra down. Her tits were fucking perfect. They were huge (36DD) but not really saggy and jiggled the way that only natural tits do. I immediately started sucking on them before taking both her bra and her panties off. I then told her to get up and take my boxers off. She got on her knees and as my boxers came down, she took me in her mouth and started sucking. This was no slow blow either, she was throating the shit out of my dick. She then asked me if I knew what titty-fucking was and when I said yes she got back on the bed and said she wanted me to fuck her tits. I straddled her chest and every time I thrust forward she took it in her mouth. At one point I almost came so I stopped and started fingering her. After a few more minutes she asked if I had protection. I put the condom on and went back to the bed as she opened her legs for me. I slid in slow but soon lost all control and just started thrusting. I will never forget how good her tits looked bouncing while I fucked her. We did missionary for awhile and when she came we switched to doggy. Finally, the sight of her ass and tits bouncing along with her loud moans was too much and before I could slow down I came hard. I grabbed her by the hips and held her while I came which only made her come again too.

We laid in bed for awhile afterwards, talking and laughing for some weird reason and just enjoying each other’s company. Before long she told me needed to get back home so we got dressed and I dropped her off back at her apartment where her boyfriend was waiting for her. It took awhile to get there and when we did it was dark so she gave me a quick teasing BJ (teasing because she didn’t let me finish) before going inside and telling me she looked forward to spending more time with me.

If you’ve read this far I hope you liked the story. I have plenty more if anyone is interested. This arrangement lasted over a year and we were quite adventurous at times.

Source: reddit.com/r/gonewildstories/comments/lua5g9/how_i_21m_became_fuck_buddies_with_my_boss30f_fm