When I was 19 I got in an online ‘relationship’ with this 26 yr old I met through an online game. I was still a virgin and we started ‘dating’ and pretty quick started fooling around on Skype/cam. I would jerk off for her and she would make me edge a lot. She sent me her thongs and tell me to wear them for her while jerking and she’d make me wear them to school too. She also got me into anal play with toys she’d tell me to put in my ass while edging. I soon found out she was married in real life and also ‘dating’ another guy online before me.
Free cuckold community
Sign up now!
Soon she left her husband to go live with her mom. And stopped talking to the other online guy after I caught her multiple times and spoke with him. We were still ‘together’ and she came to visit me and I stayed in a hotel with her for a few days. I lost my virginity to her our first night.. it was pretty lame for her I’m sure. I struggled to stay hard in the condom and just came quick before going fully limp.. she was like did you even cum? We fucked multiple other times those few days without condoms and I stayed hard, but she never came from my cock. I vividly remember her saying she wanted it in her ass but I couldn’t stay hard enough to do it so just fucked her pussy. She also licked my ass while I jerked off and it was AMAZING.
We met again a second time, when I fucked her while wearing her thong and came in her. She didn’t cum and clearly wasn’t satisfied, took the pill. After she went back home she suggested moving near me and I think that spooked me, guess i wasn’t as serious.. led to us breaking up.
Over the next 10-15 years I continued wearing panties and playing with my ass.. became obsessed. Got dildos to fuck myself, thongs I’d wear secretly. This is also when I discovered sissy and cuck porn, which became a daily thing. I loved the thought of wearing panties and being fucked. Even met up with guys on multiple occasions but was always too nervous/tense to actually bottom so never really did anything.
Few years ago met my now wife. For the first couple years everything was vanilla. On the outside I’m a masculine/alpha type, with a good successful career. I never wanted to hear about her past, insecure I guess. We got married and had a kid. I was still secretly watching cuck porn when i could, and as I got more and more comfortable we somehow started sharing more about our past. She said she had had a mfm threesome, and was kind of slutty. Things quickly evolved over a matter of days and weeks as she realized how turned on I was about her past. She considered herself a size queen and while I’m not small, 7.5” long but very avg thickness, she has very rarely cum from my fucking. She quickly uncovered my kink for bbc fucking white girls. We bought bbc dildo that’s quite bigger than me, especially thicker, and she took it with ease. She’s shared a vid of her sucking her old fwb cock, bigger than mine, and the only one who’s fucked her ass. We’ve looked at porn together on Reddit a lot, mostly stag/vixen cuz she didn’t like the word cuck. But she’s started to soften a bit I think, we have a chair shes called the cuck chair a lot. She loves the idea of me watching her get fucked by a bbc while I jerk off, clean her after. After using the dildo I fuck her and she asks if I can tell. She bought a QOS tank top and panties and temp tattoos.
I feel super lucky. She’s a pawg and just like the women I watch taking bbc in all the cuck porn. I can’t stop imagining this happening to me for real, and it’s amazing that she’s 100% into this. We had another kid not too long ago so it’s been a few months since we’ve done anything related to this but just a matter of time. I love imagining licking her clit while she gets fucked. Or jerking while watching her take bbc and cum like I can’t make her.
Would love to talk to others who’ve been through this or related. Any questions or advice appreciated too