My cuckold story:
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I first started touching my dick young..I would get hard in class looking at the teachers thick ass..
then in high school I got a gf in 11th grade and we had sex… she wasn’t a virgin though..she already had other bfs before me she had sex with… I was bragging about my dick being big and she kinda just made no comment…after a while we actually talked about dick sizes and I asked her if I was the biggest she had been with.. she was hesitant to tell me the truth but eventually my false confidence back fired on me..
she told me all her past boyfriends had bigger dicks.. my ego and confidence was killed instantly.. she told me that my size didn’t allow us to use the same positions her exs could.. I got really insecure but my response was too become overly fixated on size..
I asked her to play porn for me that had guys similar to her ex bfs size…I got really hard when the search she typed said “9 inch black cock” my stomach sank as we watched the video she put on and she was telling me what was similar to her ex bfs dick..from how thick it was and to the color of it…how his tip was very large..she even commented on how big his balls we’re and that she could feel them hit her clit with they fucked doggystyle…
she explained the positions he could use to fuck her that I couldn’t… she was doing this and giving me a handjob on my bed..it fucked my mind up soo bad..being compared to her Ex Bf as she’s telling me about my shortcomings.. I was hard and leaking cum on her hand as she told me.. obviously she was noticing my bodies reaction.. she put on more videos to tell me about other guys she’s been with..all of them were indeed bigger than me..by alot..she told me that she missed bigger dicks but that she loved me so it didn’t matter to her..
I know I was immature but it matters to me! I became obsessed with learning more about her past..for someone in high school she already had a body count that an adult might have…I started to lose trust from my own self image after … accusing her of cheating after school when her phone would suddenly “die” and her location would turn off.. it started fights for us and made her hide even more things or just lie about what she was doing…
she started to hangout with her old friend group that included her Ex bf.. I started to realize our sex life was getting more and more distant.. when we did have sex I could feel something different..I felt much smaller than before inside her some days.. I was too young to realize until I had found proof that she was fucking her Ex before coming over.. and my begging for sex would cause her to fuck us both in the same day… when I found out I was devastated..but I was only 18 and didn’t want to lose my Gf..
we kept dating and fucking while she was still hanging out with her other “friends” I started to get turned on waiting for her to come home late nights..stroking my dick thinking about how she was probably getting pounded by a huge cock..she always made male friends at work..any new guy at work would be texting her within a few days..a few days later she would be out with her “co-workers” ..
I’d ask her over and over when she got home if she hooked up with them as I rubbed her pussy….totally feeling it already used and wet from someone else..she would either shut me up with a deep kiss or tell me to find out and push my head down to eat her pussy..even then I would still ask for a clear answer..she must of wondered how I didn’t get the hint…
some days she would moan out “yes…(enter name) fucked me”…I’d shut up and eat her pussy and get hard to fuck her right after trying my hardest to reclaim her…my cock would be pounding her but never deep enough to compare to who was just inside her….. that’s my cuck origin story.. I’m sure I forgot a lot more but you can use your imagination ????

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