Want to do anal on an inexperienced girl

Hi,

My best friends sister, who is 18 and I'm 21, is quite alluring. She's one of those quiet, inexperienced, naive types. I can't help to notice her soft curved ass. She is a girl with a few extra pounds, not heavy, about 5'4" and around 135 or 140 I'd say. I noticed as she got older how developed her hips became. When she wears sweat pants, her ass actually shows a little, it doesn't just lie flat like most girls do when they wear sweat pants. I even saw her get on her knees a few times to pick up something and that got me really hard.

My question is this....to the experienced, as I am inexperienced and want to try anal on her, my first sex ever. How can I talk a girl that is naive, comes from a family that never mentions sex, and never talks about it herself, into having anal sex. To get her on her knees or to just sit back and let her ride me like there's no tomorrow. I"m up for all answers on this and I want to take it slow. I knew her for about 5 years now and don't want to blow it.

 

Anyone?

 

Well have you had any type of relationship with her yet? You havent mentioned that...

As for assfucking her...its fine to want that. But heres the thing. 1. If you havent had any type of relationship with her, you need to build trust and have a connection and then become sexually active with her. After you have done several other things with her, maybe try sticking some fingers up there to see if she likes it. Be gentle though.

On the other hand...if youve already been sexually active with her and just havent tried anal, again, try the fingers. See if she gets off from that at all...if she reacts positively, keep up with that stimulation and then perhaps slowly ease towards assfucking her. Start out slow and soft. If shes never been assfucked before, it would hurt if you werent gentle with her.

Does that help?

 

Well maybe you should start with small talk.. and then years of interaction before you ask her out on a date.... nah forget it.. just jump on her back and start pumping.

 

Like what you said Invisiblegirl....in fact, it's what I've been doing all along. I've been helping her in hard times, give her hugs once in a while, I even make her smile. My other friends can't do that. Then again, they never even see the family anyway. I'm the only one who visits the family twice a month. They accept me a lot and I know she does as well. The first couple years, I was referred to as guest by her, probably because she was just getting used to me. Now, it's........HEEYYY STEEVEEEE. I mean, she's ready to jump out and hug me. I'm waiting though, I'm waiting till she offers me a hug, now that'll be a good sign. Like I said, I'm in no hurry, but oh God, Johnny Mangrove, I wish I could do that, but only in a dream, only in a dream.

 

I feel a little ashamed now, I'm 21, you're both 20 and can tell me from your experiences. It sucks being a 21 year old virgin!!

 

Would you like a guy that just visits your family that you know pretty well, hugging you and then maybe rubbing his hands up your sides and on your backside in a somewhat suggestive manner. I always wanted to do that, but her parents are always there and rarely, I am alone with her. There was a time a month ago, where for 3 days, I had a chance and I chickened out. I thought, well, I don't know. I need that confidence. I mean, just hugging her alone makes me feel really really really good.

 

sweetie, dont sweat it. if you already feel as though you two have somewhat of a connection, try to be more alone with her. have you ever invited her over to your place? the more chances you get to be alone with her, the more shell most likely open up to you.

 

Hmmm
FIrst off, your forum name is just a bit off putting!
Then you talk about her physically, and what you would like to do to that physical aspect of her. Don't get me wrong, I am an anal addict, but it is about way more than that, way more. Anal sex is the most intimate thing two people can share. It is not, I repeat not, a goal to achieve and then move on! Your main concern seems to be what you want, what does she want? It is the guys who rush into anal sex, and force the issue who turn women off to it all together. It could take months to get there, or maybe even a year in a committed relationship....What then my friend. The irony might even be that she wants to do you in the butt, How would you feel about her doing something to you, that is so important for you to do to her? What if she felt as strongly as you do about it?

Listen to the women on this thread, they know what they are talking about!

Please change then name if you don't want serious people to think you are not just another rump ranger.

 

You say she's your best friends sister...why not ask her to come along whenever you go somewhere with your best friend?

 

you like a girl who wears sweat pants in public?!

 

I asked her to the beach with my best friend this August. He's in Tokyo right now studying Japanese. When he comes back, we are just going to have good clean fun, talk, go to the beach and I asked her to come with us.

As for you darragh, I'd rather not do what you say. It's my train of thought, how I think, you can't change that. I write what I feel and that's it. If she wanted to do something to me, hey, I wouldn't mind, but that wouldn't happen, she's the submissive type.

 

Forget I even wrote this post, I should just learn to keep my fat mouth shut.

 

Well, just because you're 21 and inexperienced is not a bad thing, but wanting to jump right into anal sex with someone you've had no real relationship with whatsoever is pretty ostentatious at best, and maybe slightly piggish at worst, no offense of course. we cannot help our desires.

I personally have an anal fetish. I have done everything there is to do sexually (with a woman, and woman only as i'm hetero) and I do mean everything. Anal sex was always my favorite (receiving it from her with a strap-on or feeldoe) and giving it to her in her ass was my second favorite. The anus is a very erogenous zone, and it is immensely erotic for those who have established an intimate trust. And that there is the key-trust. Without it, kiss her ass goodbye, pun halfway intended. You will have to build a very intimate relationship with her, and trust me, most girls (especially prudish ones as you say this one is) you will have to at least have talked about marriage with if not planned it...lol... before they let you near door number 2.

hope that helps a bit. take it slow, guy. it's not gonna happen soon, unless you force her or something, in which case you should be shot. and also, i think you ought to know what the action you're interested in doing to someone else feels like for yourself, so i recommend getting a dildo and working it up your own ass just so you know how slow to take it and what it actually feels like. if you mess up, it will HURT, and trust me, mess up once with her, and that's it. no more. especially if she's prudish. that's my advice.

 

Hey, the poster, being a 21 year old virgin, just wants to have sex, feels he needs to have sex and is attracted to his bestfriends sister.

Wanting to do her in the butt is understandable, but you don't have any experience with sex at all, so performing anal on her is likely to be a bad experience.

You could find a hooker in Nevada or Mexico or wherever and do her in the butt first, then consider how to proceed after that.