What Losing Your Virginity Via Anal Sex Is Like (As Written By A Woman Who Did)

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What Losing Your Virginity Via Anal Sex Is Really Like

“Guess what? I lost my virginity last night!”


“You’ll never guess which hole.”

Losing your virginity is different for everyone.

Some people save it for marriage. Others save it for the one they love. Some lose it at a party with some dude they always fancied and heck. And some people never lose it.

But for now, let’s forget about the big V. What about the big A?

Yes, I am talking about anal ...

The Big A

It appears we are just as reluctant to talk openly about anal sex (unless under the influence of an alcoholic concoction) as we are to actually DO it.

However, given my journalistic circumstances, I figure, why the heck shouldn’t I talk about it?

Losing your anal virginity is usually something that happens in the comfortable stage of a relationship — once you feel perfectly happy pleasuring your partner in any way possible, no matter how dirty it might be.

But what happens when you lose your anal virginity before your actual virginity?

Well, that’s exactly what happened to me. And yes, for the record, I was under the influence of alcohol.

After the initial penetration, I cried. No, not because it hurt, but because I had just lost my virginity to my (now ex) boyfriend.

It was special. Weird … but special.

Am I Normal?

The following day, Google was my savior, as via that blessed search engine I was able to confirm that my experience appeared to be a pretty normal one.

However, it also appeared that Jesus Christ is actually most women’s savior — because, apparently, many Christian women who belong to abstinence programs in order to save their vaginal virginity for marriage somehow manage to beat around the bush by losing their anal virginity instead. And the same goes for many other horny religious youths.

But shhh ... God doesn’t know that.

I remember once hearing about one of the girls at high school losing her anal virginity before her actual virginity because she wasn’t ready for vaginal intercourse. At the time, I was 14-years-old and the thought of someone putting their penis into my ass was sickening.

Turns out, it’s pretty good.

The Dirty Details

So how did it happen? Well, after working our way through the list of things you can do — which didn’t include vaginal sex because I didn’t feel ready yet — it turned out analingus was one we hadn’t yet tried (in other words: rimming).

After a night out on the town and a few alcoholic beverages down my throat, I was ready to tick another box from the sexual bucket list. And so I did … and then another. And after an incredible amount of lubrication, we decided to go for it.

I don’t know whether it was the alcohol or not, but I didn’t feel any pain whatsoever, and it lasted about ten glorious minutes before we both fell asleep.

The next morning, I woke up dazed and confused, wondering where the hell my anal virginity had gone.

It turned into a bit of a joke over the next couple of days, as I told my friends I had finally lost my virginity, but that they had to guess which hole had been penetrated.

My vaginal virginity was taken a month later and, unlike my experience with anal sex, f*ck did it HURT!

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This article was originally published at Slutty Girl Problems. Reprinted with permission from the author.