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Concerned about my boyfriends previous anal sex experiences, when this is something I never want to try!

Tagged as: Big Questions, Dating, Sex, Troubled relationships<< Previous question   Next question >>
Article - (2 October 2013) 3 Comments - (Newest, 7 February 2014)
A female United States age 26-29, anonymous writes:

My boyfreind of almost 8 months recently confided in me that he had ONLY anal sex with his ex from 3 years ago on multiple occasions b/c they didn't want to get pregnant. (He was 16 at the time). We have never had penetrative sex yet but have done oral and manual. He expressed interest In the past in anal with me, and I let him put his finger in my butt on a couple occasions and each time I felt sick and I did not find it pleasurable whatsoever. I never want to have anal sex in my life.

Upon learning that he and his ex did so, I feel pressured that the only way to please him is to do that. I also am insecure that he will leave me for a girl who will do that. Or, that he has been conditioned to only feel pleasure from anal b/c that is only what he has experienced.

I really do love this guy so so much, and I don't want to lose him over this. However, this makes me vey insecure and I am honestly revolted by that part of his sexual past. What do I do?

View related questions: anal sex, his ex, insecure, sexual past

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A female reader, peteloevely United Kingdom +, writes (7 February 2014):

peteloevely agony auntWhy is he talking about his sexual past to you? Did you asking or did he just bring it up? I know you are young, but there is no need to be so spinless. If he leaved you becaus anal that is a weight lifted of your shoulder because that is the pressure gontime

And if he leaves you over that he is not worth your time.

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A female reader, lilcheer United States +, writes (25 October 2013):

lilcheer agony auntWell first off the potential age difference is a concern. He is at least 19 and you are probably 16 or 17.

I was 16 when I had my first sexual experience, I regret it. I wish so badly that I had waited until I was older. Anal is painful, kinky, and probably best to be avoided by most if not all young girls. You don't want an immensely painful experience like that at your age.

If you are insecure and upset by the prospect of even considering it TELL HIM. If he gets mad about it, there is no reason you should stay. We all have had to leave someone we loved, it's hard but typically for the best.

His sexual past combines with yours the saying when you've slept with someone you've now slept with everyone they have as well, holds some truth. You could still contract something no matter what kind of sex is involved.

Please consider yourself first. Do what is right for you, not what some guy wants from you. If you don't want to try it, don't do it.

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A reader, anonymous, writes (2 October 2013):

You're in a situation far over your head.

What makes you so sure that he still won't go do this to other girls whether you do it or not?

People in your age group are in relationships that rarely last over a few months. You are not a married woman. You're not even an adult. You're probably not emotionally ready to handle traditional sex, let alone something that kinky.

Debating whether you should have anal sex is decision for a woman, not a girl your age. He can still give you an STD; if he doesn't wear a condom.

He is too freaky for someone as inexperienced about sex as you are. You want to do what he wants you to do for all the wrong reasons.

If you do, it's going to freak you out. It's going to be very painful.

Do not have anal sex. You don't have the mindset for such an alternative sex act, and you are FAR TOO YOUNG to even be discussing it. Let alone doing it.

That boy is bad news, and it never fails that the wrong girls always fall for them.

I hope you'll be strong and refuse. You ARE NOT proving your love by giving in to anything he asks; because of blackmail.

He is just a freaky horny boy who is pressuring you to do something you don't want to.

If you're going to do something so grown up; then be woman enough to say NO!

Doing the math, he would be 19 years old. I don't believe you're telling the truth about his age. You didn't give yours on purpose. I bet he's older and you're only 16.

Depending on what state you're in, he may be breaking the law just having sex with you. Sounds like he wants to perform what is called "Sodomy" on someone who is not of consensual age.

Well, if what I speculate is true. I hope he gets caught and ends up in jail. If you just go through with it for his sake, you'll never feel right about it. It might screw up your mind.

I HOPE HE GETS CAUGHT!!! You're too young!

DON'T DO IT!!!!

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