Hesitant about telling the guy I'm dating that I'm a virgin...

[Fashionista]

...Weird, right? After about two months together, things are going really well. Awesome chemistry, we have a lot of fun together, great sex (though only fooling around). It's getting to be about time to go 'all the way'. I'm really eager to do this and I can see he is too, the only thing is, I'm a virgin! I've got my share of experience 'fooling around', but have never had anal sex. I really want to take this step with him, but I'm having hesitations about telling him I'm a virgin.

Due to a number of reasons and various conversations, he's made the assumption that I've got a typical amount of experience in this department, which I've done nothing to dispel. On that same note, most of my friends are under the same impression as well. I'm mature for my age in most areas of my life, a characteristic I really value about myself, and people generally assume this has come along with it.

We are very honest with each other and have an open dialogue about most things, and I know this is nothing to be embarrassed about, but I've got hesitations just the same. I feel like my inexperience will make me seem young and immature. He is four years older and has never dated a guy younger than him before.

Any advice? Similar experiences?

 

[giorgiobaby]

You need to be upfront and honest about this with him. Let him know because if he is under the impression you are not a virgin, you could have a very painful deflowering...Also, you don't want this to be a bone of contention(no pun intended) between any future you two may have. Honesty is best, especially now. Just sit him down and tell that you didn't dispell any misconceptions on his part because of your being nervous...or whatever reason you had. Be honest with him, he deserves it

 

[hotatlboi]

Yeah you need to tell him man.

I made the mistake of not telling the guy my first time, and I was real nervous but not knowing that I was a virgin he thought I was just not into him.

 

[creatus]

Well, probably a very similar situation here. I've had oral sex, but I'm a virgin if we speak about the anal sex. The other guy should have made some incorrect assumptions... and I am really nervous about it.

So, I would say - find some time when you are comfortable to do that and tell him the same you told us here. This certainly ought to be done before the two of you have sex, so there are no surprises when the moment comes.

Just my two cents.. good luck!

 

[rareboy]

You're like so many other technical 'virgins'.

Just tell him that you want him to fuck you but have never had a cock in your ass before.

Use a ton of lube, candlelight, good humour and maybe practice beforehand with a Dildo so that at least you have some idea of what it feels like.

 

[Attack]

You're like so many other technical 'virgins'.

Just tell him that you want him to fuck you but have never had a cock in your ass before.

Use a ton of lube, candlelight, good humour and maybe practice beforehand with a dildo so that at least you have some idea of what it feels like.

lol thats so romantic >.<

To the OP ahh just tell'em! If your relationship is what you make it out to be...why on earth would your virginity be and issue? hell it'd be a plus!

Seriously though...lube. Learn to love it.

 

[Corny]

If it helps .. you can tell him that you have topped before, but never bottomed. But still .. I would just tell him the complete truth.

 

[bmwducatirider]

There is nothing more refreshing in a person than that they be completely honest with you. He should be flattered that you chose him for your first time.

I am also new to bottoming and while the first time was good, it gets better every time.

 

[Kirbster66]

Definitely tell him. If he has an issue with it, he has a problem. But he needs to know beforehand so he can handle it properly.

I've deflowered a few virgins, and you want to be sure to go slowly and make sure it's a good experience for both of you! (And yes, lube is your best friend!)

"He should be flattered that you chose him for your first time."

I agree totally!

 

[G-Lexington]

Definitely tell him. And not when you're naked on the bed with your ass in the air. Just some time when you're alone, tell him "I'll be honest - I've never actually done anal before. But I'm thinking you'd be the perfect guy to show me what it's all about."

Lex

 

[On The Edge]

I say..tell him too..drop into conversation..u don't want an awkward situation..u will feel less nervous..rather than thoughts running he doesn't know u a virgin while u in the moment..