Can you think back to a lover that at a time you were hesitant to try something different with them that you either didn't know how at the time or couldn't out of a fear of the unknown? For me my first cousin Jeannie who seduced me, I would have loved for one more tryst when I was experienced! Pussy eating wasn't in my toolbox yet and I think we'd have carried on longer than that one year and two summers?

 

If you mean, go back in time to a situation, then yes, but in my case is would be to situations I missed due to inexperience and/or shyness. I'd like to revisit certain times knowing what I know now.

 

Not all that long ago I was showering with a gf and went in the “wrong” hole. She just said it and I pulled out. It went in easily and I wish I had pursued it. But I didn’t.

 

Most definitely yes.
Her name is Jackie. She is the only woman I ever met who liked sex as much as I do. She is open, enthusiastic, funny and bisexual. Sexy, hot and loves to do new things and push boundaries.

 

There was one, she was an absolute slut and was open to EVERYTHING. Would love to go back and relive one of our weekends

 

Yes, there is one i would love to go back and revisit. Not so much for the chance to try new things that i wasn't experienced in. Just mostly that meeting at the wrong place and wrong time in my life thing. I would love to go back and see how things could have evolved. Had more wonderful experiences with him. Gotten to have sex in a actual bed. The closest we came to that was in a bed in a Semi...awesome memory there. Not that all the exciting places we had sex wasn't enjoyable, because they most certainly were. I just long for more time with him. More of that feeling i felt with him.

 

If we were talking sexually, not necessarily emotionally there are many situation I can think of.
1. The first time I was offered a woman's ass I turned it down, I was young and didn't understand the appeal at the time. I was getting her wonderful pussy on a regular basis, shy would I waste time with her ass? Being older and more experienced now going back and taking what was offered would be good.
2. There were a couple of woman, years ago, while in school, that I wanted to have sex with, but foolishly was afraid it would wreck our friendship. I have not seem them since we graduated (many years ago). If I went back in time I would certainly try to get with them. Regrets are things we don't do, more than things we do.

 

I think we would all start over again if we could do so armed with the knowledge we gained first time around. I would have probably kept away from men, being more focused on what I wanted from life and given less of a fuck what anyone thought and been a lot more confident about myself. I dont need to proof my worthiness, my prettiness even if Im not pretty or beg to be loved or have sex to feel wanted

 

A buddy and I were drinking heavily one night - whiskey. We went to the lake and I was leaning on a picnic table puking my guts out. This cute girl in a bikini came up to me and started rubbing my back and talking to me. She guided me into a party bus and we started making out. We got undressed, but sadly I had whiskey dick and couldn't fuck her very good. I remember her name and that she was cute, but didn't remember what she looked like.

I told another buddy about this episode and the girl's name. He saw her in a store and pointed her out. I couldn't believe it. She was very hot and drop dead gorgeous! I asked her out, but she wouldn't fuck me. So, knowing what I know now, I wouldn't have drank that much that night.

Another time the VP of our company had a New Year's Eve party at his house. At the stroke of midnight, the VP's hot blonde wife gave me a deep French kiss clearly indicating that she wanted me. He saw it and quickly shutdown the party. I never pursued her, but should have as they later got divorced. Knowing what I know now, I would have tapped that.

 

No Because i seen what they look like now

 

When I think back to the first girls who let me get my hand down their pants, I wish they'd have given me a little instruction! But I don't think they were expecting much, they were just happy to be doing something sexual like me.

I don't think I'd like to hook up with them just to prove I've learned how to find a clit, but I would have to make a joke or two about it if I did

 

It is a thing I’ve often thought

 

To have the experience of now back in the body of youth...... Damn! Youth really is wasted on the young.

There would be some I would want to redo and some I would want to miss.

More misses than rekindled though to be fair.

 

Hell yeah. Have a couple that were down right freaky fun.

 

BONUS QUESTION: What would you bring that you hadn't before?

 

Well, in the scenario I posted, being able to find and properly rub a clit.

 

Many times. I most likely would never had married the woman I did. Or married at all. Of course if I knew the future I wouldn't have gone to that fucking party. That damn party. Never marry a only child from a wealthy family. Especially if the father buy said child everything. Unless you have a good paying job. Lol Poor little rich girl.

 

Oh my. Don't forget to have smooth hands and fingers. And be sure they are trimmed and filed so you don't snag anything. Lol

 

I just want to go back in time to break up with some of my exes before things got really messy or just avoid them altogether.