I haven't done DP, but I've still got time on my side.

 

I regret giving too much pussy away! Could of been rich lol

 

I regret that I started enjoying being a cum swallower at a later age.

 

When my wife and I were still in college, and before we were married, she had a friend, Kristina, that was really pretty, if a little on the chunky side. Kristina was always hot for me, but I kept my hands (and cock) off, because I was engaged to my now wife, and still faithful. Circumstances were one night that Kristina needed an escort to formal function, and my fiance was traveling, she "volunteered" me to escort Kristina to the affair.

I didn't know it at the time, but my fiance was fucking around, cheating on me, which was actually what motivated her to volunteer my services for her friend.

At any rate, Kristina and I attended the formal event - she looked smashing, gorgeous, her hair and make-up perfect, wearing a black evening dress, and what I presumed were pantyhose, or stockings. Throughout the event, I was partially erect, and Kristina was flirting with me.

After the event was over, we ended up back at her dorm room. Kristina asked me to stay a while, which I agreed to do, partly out of politeness. I wanted to fuck her, but I still had resolve not to do so. We had a couple of beers, and Kristina had kicked off her heels, and was laying in the bed. She took a paperback book from her nightstand, one that had the cover torn off (she worked in a bookstore, and often had discarded books, which had their covers removed to prevent resale or return). She told me that she wanted to read me a short story. I sipped my beer and agreed.

Long and short of it, the paperback was an erotic novel. She was reading me a chapter involving a young woman who attended a wealthy Columbian drug lord's erotic ball, in which the central figure of the novel was fucked by a large dog, followed by masturbating with a peeled banana. During her reading, Kristina hiked up her dress, spread her legs, and I could see that she was wearing just pantyhose. She masturbated as she read to me, and I took my cock out, and started stroking it, while I listened to her read the story, and watched her masturbate.

I spurted my cum all over her nylon covered feet, and made a hurried excuse to leave. To this day, I regret not fucking her senseless.

 

Wish I knew about Ladyboys BEFORE I went to Thailand. That trip would've been much more fun.

 

I have no regrets. Because I had reasons for not doing them. Did I, or do I ,ever wonder what if, jerking off? Of course. But I still wouldn't change my reasons for not doing some things. I think I would have regrets if I acted on them.

 

I regret never sucking off my high school best friend or fucking the girl I would study with that I fooled around with some. I regret not having exploring my bi side more before getting married, but I don't regret getting married or staying clean.

 

PM us horneygirl. We can help you.

 

I can related to this. When I was younger I had a buddy we would always circle jerk. Watch porn together on the couch with both our cocks out and our boxers at our ankles.

One day we are watching a porn DVD he got. He is complaining that he cant get it up. There we are both cocks out on the couch. Mine is a semi-hard, his he is just flicking and flopping it around.

He says "man I bet if you touched it, it would instantly get hard". I froze said something about it being gay and he dropped it.

I secretly wanted to do it.

 

I was naïve when younger and missed many oppurtunities as I recall the possibilities. Wish I knew then what I know now.

 

I regret not being a bit more wild when I was younger. hubby and I have been together since high school. I didn't get those wild and free college days. coming from a super strict household to a serious relationship meant I didn't get to try other things and other people.

 

Escorted an ex to a wedding a couple years back, we had been broken up for years at the time. I had the chance to fuck her that night, she had been teasing me for months but i was dating someone else. Really wish i had stayed and enjoyed the night broke up with the girl i was dating a couple days later

 

I regret not letting my ex see me fuck another man. Now that I'm single it'll be one on one. It seems a little sexy to allow your love to see you action from a different view.

 

I regret not taking an opportunity I had a few years ago to have a guy suck my cock. He wanted me to meet up with him so he could do it, but me not being open sexually, I never took him up on it. Now that I've been curious sexually, I wish I did take the opportunity and maybe it could have led to something more than a blowjob.

 

I regret not fucking my friend when I had a chance. We were in the sack, could have pushed a touch more and didn't. She died unexpectently a few months later. Also never told her I was in love with her.

 

I don't know what u'd call it,but my sister remarryed her new hubby's daughter was all over me at the time, she wanter to fuck me soo bad but i told her we were fam. and i didn't fuck her at the time, and found out she was a vergin to. so she fuck her bf. i always wanted that pussy.

 

I to date have no sexual regrets for anything I have or haven't done. I think.

 

I got an invitation to meet a married guy on a Sunday morning at a Hotel Six: he wanted to give me a massage then a blow job and use my cum for a lube to fuck me. It took me a few minutes to realize he wasn't wearing a condom and mentioned it but let him continue fucking me in several different and wondrous positions. He finally ask as he put a condom on if he wanted me to cum in me. I was stupid and agreed. With me on my back he work himself himself between my raised knees and started fucking me vigorously, climaxing so violently he collapse one me. He was married and I expect he was std free.
I regret not letting him spew his cum up into my bowels, as I loved that feeling in the past.

 

I have a quite a few regrets but most were out of my control. I believe that I have more regrets of things I did do rather than things I didn't do. One thing I regret not doing, I hooked up with a college guy on the beach one night. We kissed and touched each other a little but that's all. I regret not doing more.