TMI Tuesday: Any Regrets?

Looking back on our lives, we can have a mix of reactions to the things we’ve done. When it comes to sex, our memories can color us with pride, fondness, nostalgia, indifference, or all too often, regret.

This week’s TMI Tuesday questions delve into things that people typically regret later in life. How much do you regret, if at all, any of the following?

1. Do you regret how you “lost” your virginity? If yes, why and to whom would you have preferred to have lost it?

My answer:  Yes, I do regret it. I lost my virginity on my wedding night to my ex-husband. We were both virgins (yes believe it or not) and when it was over about 30 seconds later we both looked at each other and said, “That was it?” It hurt quite a bit but that didn’t stop me from doing it twice more that night, hoping it would be better. It hurt less and he did get me to orgasm with his fingers all three times, but I was so disappointed. There was no physical chemistry or passion between us, we just kind of existed alongside each other for the next week of our honeymoon. I think we had sex twice more the entire week.

I really wish I had lost it to my first boyfriend in high school during the few weeks we dated in person (we were long-distance most of the time). We had a lot of chemistry and I think my experience would have been entirely different. (It would have also helped me see what I was missing when the ex came along!)

BF answer: Sure. I would have preferred it not to be with a HUGE fat chick. Would have been better with just about anyone not as fat. (My note: She was more than 3x his weight…)

2. Have you ever lived a moment in your life where you said, “Yeah, I’m not going to ever tell anyone about that.” Describe that moment or incident.

My answer: The time I realized that my sister was more important than my husband and while I would have been sad if something happened to him, I knew I would be happier in the long-term to be without him… then realizing that thought was awful and I didn’t have the guts just to walk away right then and there. So I stayed almost two more years.

BF answer: Nope. Not your business.

3. Do you regret having acted on a sexual impulse? If yes, please describe.

My answer: Again, yes. I used to get so horny I would ask for sex just to get relief. It would happen once or twice a month and I would use him to get off, fantasizing about other men/women just to get off. I don’t like using someone but I did.

BF answer:  See answer to number 1.

4. Do you regret not having had sex with someone who you could have had sex? If yes, would you do it over and have sex?

My answer: Aside from NOT hooking up with my first boyfriend, no. I have no idea who would have been open to the idea anyway.

BF answer: No, never had that problem.

5. Do you regret not having asked out or tried to hook up with someone you really liked out of fear of rejection only to later learn that person wanted you, too? If yes, please describe.

My answer: Heh, my first boyfriend and I were attracted to each other in 10^th grade, but it wasn’t until our senior year we admitted it to each other. That honesty was the start of my very first relationship and love.

BF answer: Not that I can think of.

6. Do you regret having done a particular sex act? If yes, please describe.

My answer: No, I’ve never done any sexual acts that I regret. I regret using someone, but what we did was always interesting.

BF answer: Never. I regret nothing.

Bonus: Do you regret not having told someone you love them? (Romantic love only).

My answer: No, I’ve always shared my feelings.

BF answer: No, never.