First Anal

Ok, so I'm finally comfortable with having anal sex with my husband. I'm finally back to the point where I want my butt played with, etc. I'm so happy that I'm finally back to this point since it took me a long time to get there I wanted to do it last night but since I want it to be special we decided to do it on Valentine's Day instead. I'm so excited!

I was curious if anyone wanted to share their first time with anal? I'll be sure to tell about what happens with me.

First time we tried didnt work so good. But we havent given up...just havent tried again.

Semper Sans Ropa - Always Without Clothes

I'd had anal with a few previous girlfriends, but it was lovely when I did it for the first time with my wife.

I had played with her bottom for months (scratching, stroking, smacking, teasing etc) before we actually did it and she always loved me touching her there. Gradually, I worked up to the point where I would play with her anus and slowly push my finger into it and we did that for quite a while - she particularly loved me doing it while we both masturbated. I used to lie on my back and play with myself, while she got on all fours next to me and we both masturbated while I finger-fucked her arse. She loved it and would have a really intense orgasm!

We used to talk dirty whilst doing it and she liked me to call her names and tell her how dirty she was and I began telling her how much I'd like to push my cock up her arse. She got really turned on by this and so, next time we were about to have full sex and I was going to take her from behind, I suggested that I pushed it up her bottom instead. To my amazement she said 'yes' and I dashed to the bedside drawer to grab the vaseline before she changed her mind!!!!

We did it slowly and gently that first time and she masturbated while we did it and ended up having an almighty orgasm! I was getting close to it too and asked her if she would mind if I came up her arse, she said 'no' and so I did.

It was lovely - a really sensual experience and, since then, we've done it loads of times and my wife really loves it!

Sorry to go on, but you brought the memories of that first time back.

First time anal was with Mr Bunny and yes very enjoyable, not something we do all the time only now and then. Although sometimes it can be a bit painful for me.....

First time I tried it with an SO I wasn't very knowledgeable at the time. I took it slow, but it still amounted to going straight to sticking it in. I started to get the head in and it hurt her, so that was that.

The next time I did it was with my most recent ex, and it was different. I don't know if she just didn't feel any pain, or if she liked the way it hurt, but with her I could just put it right in and go. She never seemed to be hurt and if she was she never let on. All she ever said was it made her feel full.

the first time i did it it didnt go so well, i wish i would have taken it slow and used alot of lube....but i didnt and couldnt try again for almost half a year....

my first time anal didn't go well either, but I the past few months things have changed =]

LOL http://www.leaftilly.blogspot.com/

My first time was with a woman who knew what she was doing; up until that point I had been refused by everyone. What worked best were a couple of things. First up was arousal, and going beyond arousal of the anus. I think she was aroused by the challenge because I am quite thick, and most likely the thickest most women will every enounter. In any case I went down on her and she was already hot because she came and squirted on me (another first). After we fucked for a while and that made her hotter, and the lube from her vagina was also good for what came next. She lay on her back with one knee up near hear ear and one leg flat and I was above her, missionary style. Penetration was easy in that position. After that we had anal sex a few times 'till I lost track of her. The trick was she was really hot, really ready (lots of anal fingering before we fucked), and really looking forward to it. Where the mind is is very, very important.

Next time was not so long later, and it was much the same thing including the squirting! We also fucked, her on top of me, but she was adventurous and swapped to anal in the same position. She was able to control depth of penetration, and when it hurt her (I saw it on her face), she stopped until she could take more. We continued like that, she came at least once, I came and all was good. Like partner number one, she was hot for it, ready for it (lots of anal fingering), and looking forward to it. With both women we didn't use that much extra lube, which surprised me at the time.

I have had sex alongside other men and their wives so I now know what average-sized is, and I have a better understanding of the challenge of my thickness. I do wonder how those women had anal sex with me, let alone get into a pleasant rhythm of steady fucking. With my first threesome couple we specialised in double-penetration, her preference, and that meant her partner fucked her arse while I had pussy (easier that way). She liked anal sex in general and two cocks at once in particular. Anal penetration was easy for him to her, as long as she was really hot, really ready, and really looking forward to it. Again, we both took turns with vaginal intercourse, him first before me for obvious reasons, and this really seems to help.

So I think the trick to anal sex is to be really confident and ready, have lots of oral stimulation, lots of anal fingering, some hard raunchy vaginal intercourse, and by that stage you'll be just dying to go to the next stage!

Well here's my update. We ended up not trying anal on Valentine's day and we still haven't tried it. I've only had him rub his penis against my anus and rub it. I honestly have no clue when I will be ready to try it again.

It isn't for everyone but the first time I tried it was when I was 19 and didn't like it so much. The 2nd time now at age 37 I absolutely love it! My ex who got me hooked on it and currently my new lover loves giving it to me and I will gladly take it from him.

We use astro glide. It hurts at first but once he is in. OMFG do I love it!!! My lover and I do it every chance we get but it has been a couple of days for me. So I'm a born again virgin when I see him. Lol

Don't wreck a sublime chocolate experience by feeling guilty. Chocolate isn't like premarital sex. It will not make you pregnant. And it always feels good.

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Ok so last night we tried anal and it just wasn't working out. We tried in the missionary position with lots of lube and it wouldn't go in as much as it should have. Now we are out of condoms. Is it safe to have anal without the condom if he washes up really good afterwards? Also any tips on missionary anal?

I prefer it doggy or while spooning, I do it with my SO with no condom so far no issues

If a man says something in the woods and there are no women around to hear him, is he still wrong?

My first time was with a chick that was very experienced in anal sex with her on top and no condon we were very close so no danger of std any way she totaly surprised me and it was not long before I was cumming one of the best orgasam's ever!!!

This is a risk of bacteria entering his urethra and giving him a nasty infection but my partner and I take that chance and go for it anyway. I encourage to pee afterwards to flush himself out.