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What's the hottest thing you should regret but don't?

Ran into an acquaintance I hadn’t seen for awhile and her daughter. Daughter is in late 30’s by now. Was a little embarrassed. I don’t think mom knows this, but when we worked together 15 years ago, I flirted with the daughter a little and ended up getting a very sensual blow job which became a very dirty face fuck, Daughter was a year or two out of college at that point and I was a good bit older and worked with her mom, so I should have kept my hands off her, but I didn’t and, welp….

It’s one of my sexual escapades I wish hadn’t happened. I have a lot of those. I had a very immature attitude about sex when I was younger. On the other hand, I can’t say I regret it. Relationship didn’t go any further and daughter was gorgeous and gave a memorable blowjob. For a good Catholic girl, she had a very talented mouth.
 
Incest masturbation fantasies with breeding themes are my not-so-guilty pleasure. I largely don’t feel any guilt because I have zero real work interest in incest. I don’t even imagine actual family members. Always using pictures of women I find online to be my fantasy stand-ins. Amber Lynn Bach is one of my favorite fantasy moms.

I know how and why real world incest can be immoral, tied to abuse and manipulation. Consent is a very important thing in the real world. For me, it’s more about imagining the concept of crossing forbidden lines for intense, sexual pleasure. Sinking my hard cock into the most forbidden, wet pussy in the world without a concern for consequences. Cumming inside with or without permission, depending on my mood.

It’s just always important to be mature enough to understand which fantasies should remain fantasies.
 
Slept with a married woman ten years older than me, when I was in my early to mid-20s. She wasn't getting any at home. She was really talented.

And not just once. Carried on for about five years. Never looked back, never felt bad, never regretted a minute of it, to this day.
 
I had sex with a black female coworker. I was cheating on my wife, but I don't regret it. Turns out, wife was fucking a black male coworker at the same time. Also, you used to get blowjobs from her at work. I sure miss her.
 
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