Anal Sex: Why I Pretend To Be An Anal Virgin With Every Guy I Date

Anal Sex: Why I Pretend To Be An Anal Virgin With Every Guy I Date

When it comes to sex, I’m an open book. BDSM, threesomes, exhibitionism, sex tapes, the list goes on and on. I’m down to try any fantasy, and I’m not afraid to share that with my partner. I think the only way to have a sound relationship is to be open, whether that means sharing past experiences or future fantasies. That being said, the only lie I’ll ever tell is that I lost my anal virginity.

You may wonder why I’ll happily share details with my boyfriend about my girl-on-girl fling in the past, but lock up my backdoor experiences during long-term relationships, but what I’ve learned is that “anal” is the holy grail of sexual experiences. Whether it’s because so many girls refuse to try it, or perhaps simply because it’s a new hole they get to penetrate, but guys want an anal virgin, and that’s what I give them.

You see, most guys don’t expect to find a virgin girl in her thirties. Though most don’t care that you’ve slept with other guys before, they don’t always want to know the details. From what I’ve learned in my relationships, if a guy learns you HAVEN’T tried something, they will make it their goal to try that with you. It doesn’t mean they want to cross your boundaries, but they find it exciting and special to share a first with you.


I have always loved sex in every form, so satisfying my partner’s fantasies always turns me on. To me, exploring many fetishes is simply spicing up “regular sex” - it’s simply dressing up, trying new positions, or getting it on in new locations. I love it as much as he loves it, so getting kinky always hits the spot! However, anal sex involves something new. It’s crossing into foreign territories that many see as taboo. Though I would never lie and claim to be a virgin, I see no harm in keeping my anal experiences my little secret.


I’m sure many of you will think this is wrong, but keeping this one specific sexual act off limits holds a certain power. This doesn’t mean I’m manipulating him, but simply adding a little mystery to our sexcapades. Besides, if I give into all of my boyfriend’s fantasies early on in a relationship, it takes away from the buildup and anticipation. Everyone has secrets, and this is mine. What’s yours?

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What Girls & Guys Said

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  • I can see the logic in your take but I don't think it would be my choice. I would actually prefer to know she was experienced in a lot of things. I don't have fantasies about doing things for the first time but just doing things with the right partner and getting the maximum enjoyment through communication/interaction.
    I find very erotic the thoughts of people who are very aware of their bodies pushing the limits. As always with pleasure and fantasies it is up to the participants themselves to find the correct wavelength to partake of the activity. I am sure there are many guys turned on by the anal virginity fantasy, to each their own.
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  • Personally, if I was with a girl who said she never tried anal, I would just assume she wasn't into it. If somehow we got into a relationship anyway and she asked me to do it with her, I would be elated, but that's when I would get suspicious - if she wanted to try it, there is no chance that none of her past boyfriends wouldn't have tried it with her.
    "hey, honey, want to try some falafel?"
    "what? did somebody say anal? I heard anal! Let's do anal.."

    I guess it would be possible that it was a recent interest she developed. But I've had anal with girls who have never tried it before. The amount of foreplay/preparation borders excessive in such cases. If I was with a girl who claimed to had never done anal but yet I'm balls-deep in her butt within an hour, I would definitely be skeptical. Though, again, I might just assume she's a 'natural,' but really I probably wouldn't think too much about it. If she likes it in the butt, that's rare and precious enough. The idea that she was an anal virgin, while admittedly kind-of a turn on, would pale in comparison to the fact that she wants it in her butt. If somehow I was given the choice between a girl who knows (from experience) that she likes anal and an anal virgin who claims she might like it, all other things equal, I would go with the girl who knows she likes it.

    But, that's just my opinion..

  • I don't know I can't see myself letting a guy stick his thing up their. Sounds horrible and painful. I probably would flip my shit if a guy tried to do it honestly. But if he's into it and your into it then have fun girl lol

  • So you pretend really, really hard to be upfront and honest so you can lie about the really important things

    Yeah, that kind of is manipulation.

  • Its still lying. And a pretty shitty thing to do - especially when its about something as important as sexual past.

  • I think I get you. Anal sex isn't a big need on my list, but it has its appeal. I particularly like it if the woman has a little discomfort from it and winces each time you crash into her ass. That's very sexy for me, but if I never had anal in my life it wouldn't keep me up at night, there are other sexual things I prefer more.

  • Worst. Post. Ever.

  • Seems like its more because your choice of men thats giving you this false 'high' on so called virgin anal sex. Its defiantly not the holy grail of sexual experiences.

  • I do love anal, no problem to admit it... it requests a bit more of confidence with your partner... because of it is something much more intimate... and it happens often to me to have some pee leakage while letting him to enter, because of I totally relax my muscle... but it's not a big deal

    • You have pee leakage from relaxing your butt muscle?

    • @Bill11 yes if my bladder is at least half full.. not so much though

    • Cool, never knew that could happen!

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  • I guess I see your point but I'd rather not lie about anything when starting a new relationship. Interesting thought anyways.

    • You can say that you tried, but she's right. I don't want to hear that my new girlfriend was buttfucked by every ex boyfriend. I guess that is today's virginity issue.

  • I was gonna make an anal sex joke butt fuck it
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    • Gay jokes aren't funny, cum on man!

    • @WombRaider dude just no...😂

    • Oh, you're straight? Well, so is spaghetti until it gets hot and wet.

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  • I mean, it's not a horrible lie. But you're still lying.
    Why not just have a bunch of great sexual experiences until you organically come across something you've never done before? Then it can be a real bonding experience, rather than an artificial play. That's almost as bad as faking orgasms. Just be honest. It's true, most guy don't really want details. But most guys don't want to be lied to either. Even if it is a soft lie.

    • I agree, honesty and genuine new experiences build true intimacy.

    • @Coastalchic yea, it's like if you lied and said something was your first time. That experience will be a reminder to you of that time you lied, while it's real for them. Because of that you're not sharing that intimacy with them.

    • Exactly. It just doesn’t work.

  • well when you say you are an anal virgin, they are more tender.. and you know it always hurts first 30 seconds... so it is great to have a guy who is more tender and careful thinking it is my first time.
    after that when he is in, it is always hard to hold him back anyhow :)

  • Well it only works if..
    1. He believes you
    2. You can keep it a secret
    3. He is actually interested in anal

    Assuming those are true I can see the logic to this. It is true guys often find the idea of crossing boundaries and having certain sex acts with her that nobody else has done with her. It provides a certain intimacy that it is something that ONLY you have with her. I think girls are often similar in finding the ideal of a tough/ emotionally stoic guy who has a soft vulnerable side that only she gets to see. To be the first one he's opened up to.

    Personally tho I dont think I would believe it. I know most girls lie about their past, also if she's done all the other things you're claiming to have done Im not sue Id belive that she hasn't at least tried anal, especially by age 30. Also after seeing this take I know to be extra skeptical of anything a girl tells me regarding her sexual history :D

    • yep but Im surprised too, tbh. LOL why lie about it? Ok, serves a purpose... But it's unnecessary, I'd say.

    • @HookingSwan Well in her experience it yields positive results.

    • maybe yes, maybe not How could she know? She'd have to tell the truth and try it after that, to compare

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  • Ok kewl

  • On the one hand, it's an interesting theory that you keep it a secret so you can feel like it's something new you're discovering together with one another.

    On the other, though, know she's done it and is down with it is better, IMHO. Some girls are so averse or even offended by it that it can be nervewracking to suggest to her that you want to try it.

  • This is just more fuel to the fire on why I don't tell girls about my sexual past and don't believe a word they say...

  • Thank you for sharing. That's very true. My fantasy goes even beyond and unfortunately it comes from porn. ATM. I had a couple of girls doing that, but that is unusual.

  • I think this is amazing and is pretty much exactly what I try to do these days!

  • Are you sure? I see the appeal but I don't want to try anal at all.

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