Anal virgin : Masturbation and sex questions

[prostation]

Hello. I am a 23 year old bottom guy, and sadly a virgin ( partly by chance, partly by choice ). I like ( much ) older men, and in my fantasies I always imagine myself to be the "wife", that is, I clean the house, I cook and wash, and in bed he takes me as and when he wants. Anal sex has always been a big part of my fantasies, and I find the idea of a man buried deep inside my ass extremely erotic. However, whenever I involve any ass play in masturbation, it is never really sexually gratifying. No matter how much lubricant I use, it burns when I put something inside my ass. Overall I find the idea of anal play more exciting than anal play itself. Why is it so? I find men cumming inside my ass to be an extremely erotic idea. Perhaps it would be different with a real man ? For example, he wouldn't stop half-way, and it might feel good later on Any ideas ?

 

[Little Bird]

Start small and start slow. You can, and eventually will get used to bigger things, but it really takes some time. And if you want to engage in anal sex with another man, I really would advice against hoping it will stop hurting after a few moments.

I don't know what you've treid so far, but I would start with just one finger and learn to be comfortable with and enjoy that. When you think you're ready, start with a second one, and if its still too uncomfortable go back to one and try again later. And later can mean 5 or 10 minutes, or maybe another day or week. But don't force it. When it hurts, something is going wrong.

 

[jimbotjones]

Take your time

Hi

I agree with the previous poster.... take your time, start small etc.

I have had many large objects inserted in my ass by my lovely girlfriend... up to a baseball bat!! But we didn't start there.

As for the burning sensation, sometimes I'll feel that even with our smallest toys and it can be that I'm not really clean. I'll go and have a quick douche, plunge a smallish toy in my ass a few times to make sure I'm clean, then go back to my girlfriend, bend over and accept the stuffing and pounding she inflicts on me.

The couple of times that she's had a guy fuck me, it's been great. there's nothing like the feeling of a real cock pounding into you as his balls slap up against you!!

Good luck with your anal adventures. I hope you're as lucky as I am to find someone that enjoys using your ass!!

 

[Bill3250]

Hello. I am a 23 year old bottom guy, and sadly a virgin ( partly by chance, partly by choice ). I like ( much ) older men, and in my fantasies I always imagine myself to be the "wife", that is, I clean the house, I cook and wash, and in bed he takes me as and when he wants. Anal sex has always been a big part of my fantasies, and I find the idea of a man buried deep inside my ass extremely erotic. However, whenever I involve any ass play in masturbation, it is never really sexually gratifying. No matter how much lubricant I use, it burns when I put something inside my ass. Overall I find the idea of anal play more exciting than anal play itself. Why is it so? I find men cumming inside my ass to be an extremely erotic idea. Perhaps it would be different with a real man ? For example, he wouldn't stop half-way, and it might feel good later on Any ideas ?

Often forms of sex are more exciting in fantasy and memory than in reality.

 

[bissguy]

Hello. I am a 23 year old bottom guy, and sadly a virgin ( partly by chance, partly by choice ). I like ( much ) older men, and in my fantasies I always imagine myself to be the "wife", that is, I clean the house, I cook and wash, and in bed he takes me as and when he wants. Anal sex has always been a big part of my fantasies, and I find the idea of a man buried deep inside my ass extremely erotic. However, whenever I involve any ass play in masturbation, it is never really sexually gratifying. No matter how much lubricant I use, it burns when I put something inside my ass. Overall I find the idea of anal play more exciting than anal play itself. Why is it so? I find men cumming inside my ass to be an extremely erotic idea. Perhaps it would be different with a real man ? For example, he wouldn't stop half-way, and it might feel good later on Any ideas ?

Take your time. Make sure you're relaxed and don't think that it'll hurt. Just start small and enjoy yourself. Watching a porno got me through my first "play session". I hope this helps.

 

[EbonyGoddess1987]

Anal sex doesn't mean you let a guy or girl stick things up your butt. You could experiment solo before playing with others.

 

[prostation]

Complications !

Who'd had thought that sexual gratification would be so complicated! Anal play doesn't gratify me, somehow (I'm talking about masturbation). I have more fun preparing for anal play - getting naked and hunting for stuff I would need, like a towel, than actually playing with my ass. I really want to, though. And this further complicates my choice of mates should I ever want to have sex.

 

[Tomr]

Here is a short tutorial I typed up a while back. It's how *I* learned..

The key to this is to take your time and go slow. You learn how to control your butt and sphincter muscles. You learn how to RELAX THEM and you get used to the feeling of it all.
Anal play for beginners

Disclaimer: I am NOT a doctor and I do NOT play one on TV. This is the way *I* learned how to discover anal play. As usual care needs to be practiced. GO VERY SLOWLY.

First start off with a TRIMMED index finger. You may even want to put on a latex glove first to help make it even smoother. Use KY or the drug store brand of KY and lube the finger well. Place it VERY GENTLY near the anus and lightly circle the hole with the finger. DON'T INSERT YET. Just circle it for a few minutes. After a few minutes without insert, just put the finger over the anus and gently press a bit without entering. Just apply a bit of pressure.
Do this over and over a few times and after a few minutes SLOWLY begin to insert JUST THE FINGER *TIP* in about a quarter of an inch then take it out. Do this a few times then go a LITTLE further in. Repeat this until you have you whole finger in. DO NOT FORCE IT, IF HE OR SHE OR YOU SAYS STOP, STOP!

Within a week or so of trying this the person should be fairly used to the finger and inserting and pumping it in and out should become easy. Also try moving the finger around while inserted, back & forth,etc. Orgasms ARE VERY VERY INTENSE when you leave your finger or butt plug or dildo in.

Soon you will want to try something slightly bigger than your finger. Try your middle finger or graduate to a SMALL butt plug. Same rules apply to the new toy as did with the finger. Start off using the finger as usual then after getting loose begin with the plug.
Plugs have flared bottoms to prevent them from going all the way in. If you graduate to dildos later get ones with a flared base or ones that have the balls at the bottom. This prevents them from slipping all the way in. You don't need a trip to the ER to retrieve it, that would SUCK!
After a while you will become very used to anal play and you won't need much time to prep for your session. You'll loosen up very quickly after you learn how to relax your anal muscles. It takes me less than 5 minutes to go from start to riding a 8 inch silicon dildo like a bucking bronco!
GITTYUP LITTLE DOGGIE!

The key to learning anal play/sex is to TAKE YOUR TIME.