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My fwb and I have been hanging out for almost 6 months now. We fuck on and off between when the other is dating someone. We are pretty much dating at this point just without the title and junk that comes with it. We hang out, know each other’s families and know just about everything there is to know about each other. Including that I like dominate women who cuck me and humiliate me. I’ve had 2 other cuckold relationships and enjoyed them both. After a few drinks the other night Madeline(my fwb) told me she would entertain that kink and look into putting something together.
Fast forward to this weekend. Madeline was at her place “sick” and I picked up some overtime. I was texting her periodically throughout the weekend but not much. Figured she was sleeping or resting. Then Sunday morning she texted me to come over right at noon, and followed it up with a sexy pic and said she’s feeling better. She told me to let myself in. I got to her room and she was laying down in bed with a sexy little thong and bra on. I jumped in bed and we started to make out. I got up and undressed when I noticed a box of condoms on the floor and 3 used condoms on the night stand. I looked back at her and she had the guiltiest look on her face. She spread her legs and showed off her red and puffy pussy that had clearly been used. She winked and said “hope you don’t mind, someone was here earlier and warmed it up”
I instantly started to get undressed and put my face to her used pussy. She smelled of condom and lube. I kept going when I heard her say “the condoms didn’t work btw” I was cleaning up her used pussy just as I had dreamed of for so long. She pulled me up and wanted me to feel her used pussy. It was definitely a little more easy to get my dick in and her pussy was definitely more loose. As she was riding me she asked if I wanted to know who she fucked. I told her to tell me who ruined this pussy. It was her ex. I moaned with excitement. I told her they must have had a great morning. She corrected me and said he spent the entire weekend here. He fucked her all weekend while I was at work and thought she was sick. I came inside her instantly. She laughed and said “that’s probably at-least the 8th load my pussy has had this weekend”. I watched it drip from her and just started to clean it up. Madeline moaned and held my head down. She wanted me to make sure I knew I was cleaning not just my load but a weekends worth of cum from her ex. I got hard again as I continued to clean her up and eat her out. She started to stroke me and as I got ready to slid into her she pushed me away and said I only get one round and I should be lucky I got that. She stroked me and had me cum on myself. Then told me help myself if I need to cum again.
After we discussed a few different things. She was in charge and loving it but after wanted to make sure I was okay. We set some rules if we were gonna keep doing this. Her ex was down to help out if she wanted more. We will see where this goes but it was the best surprise I’ve had in a very long time!!