How did you initiate for your girlfriend/wife to try anal?

I haven’t done it in years. The last time was a few years after HS with my ex-girlfriend I met at my job then. But since then haven’t done it with my fiancé. I’ve been wanting to mention it to her for a long time but kinda nervous. She’s a little more shy in bed and whenever she gets self conscious I always tell her how much it turns me on about things. I just don’t know how to ease it in. ....pun may or may not be intended.

 

Patience, my child. Tease with touching / rubbing around it during other activities. Then when Mr Happy's inside her and it seems a good time, wet up a little finger (no fingernail at all) and slip it in. If there's a protest, keep it there and tell her you're not going to do anything else, to just feel it awhile. Then back off. You'll have created interest. Good luck.

 

It isn't happening with us. My wife was forced to take it anally in college, and she told me not to even think about it.

 

First did a small egg vibrator. Then graduated to my finger. Then a tiny little dildo and after buying lube, we eventually went to my cock insertion. She almost always loves it!

 

I have always talked about my desires, some girls the idea of anal was a NO. While others the idea was a little more interesting and did try, some did not like it while others enjoy it including my wife, anal is part of our sex life I tell her what I’m going to do I don’t just surprise her. She likes to know so she can be ready. Also she needs to be relaxed a couple of orgasms definitely help her to be in the mood. My wife keeps a butt-plug and lube on the nightstand for those special occasions.

 

It took my first wife some time to accept my cock into her ass. I started by massaging her bung hole as she would ride me, she loved it and eventually asked for me to finger her ass while riding me. One evening while vigorously finger fucking her ass while she was riding me she she jumped off and said she wanted my cock inside her ass. An anal queen was born, she immediately enjoyed it while rubbing her clit and had powerful orgasms. That woman loved it up the ass so I suggest you just wander a finger around her bung hole and see how she reacts.

 

I just simply ask her if she was interested in trying anal sex and she said definitely she had 4 anal orgasms and we've been doing it ever since, that was 12 years ago

 

You all lucky. I have been trying to persuade my wife for years. She enjoys a finger in her ass, and one of her best orgasms ever when I got four fingers in her whilst licking her clit. Yet she won’t take my cock. I am sure she would enjoy it. I am not sure if it is just a case that she is too embarrassed to say yes. I have started to use a lot of lube during foreplay and am hoping a little slip may lead to something.

 

My wife and i used to make outrageous bets with each other whenever our two football teams played. Sometimes they were sexual in nature. Sometimes the payoff would be later though. My wife felt certain things would be more appropriate the first time during loving intimacy like an anniversary , birthday etc. then everyday lustful sex. I had won the bet and she knew the payoff. She paid off on our anniversary weekend. After the ice was broken it was an occasional thing we did during sex.

 

Used to do a similar thing with an ex wife, we would make bets playing Frisbee golf, which I always won and she always got fucked in the ass after we got home but sometimes we would have add on like I would on face and the like

 

I asked her if I could fuck her ass. She said OK but I get to fuck yours first. So we bought a double headed dildo 18 inches long. One end in her vagina and the other in heaven I mean my ass. It was glorious and it made her cum. It turned her on to the max. And for me it was addictive.

Then her turn. It didn't matter how much lube I used it was an ouch and a no go because I think she was not really into it. But she did like her butt hole licked so I went down there and began licking. She began moaning and the brown eye began to open.

My tongue went in as far as I could push it. Then one finger than two fingers. Meanwhile I had my other hand rubbing her g spot. She had a pretty good orgasm. As she was cumming with both my hands in each hole I slid out my 2 fingers from her butt and slowly slid in my Homer. She flinched at first then welcomed it. Now she requests it. The end.

 

So during one of our sex talks it got to anal sex and she said she tried it with her ex only once and I was like well... I’m your fiancé and I need to mark my territory! he got it once well I’m getting it twice at most! she agreed! She’s kinda nervous she says I’m thick, I don’t think I am but she says I am.

 

TnGuy, go back up in this thread and re-read some of those from guys who took their time introducing the lady to it. It takes time and care to do it well, but the future benefits are worth the restraint and patience. 90% of women live in their imagination and anticipation. If that area is still locked up, first you have to unlock that area. (A glass of wine helps also)

 

This is great advice

 

Don’t just go straight to asking her or doing it. Start with rubbing and fingering and licking as an aside when you’re working on her push, then focus more attention on it. Once you’ve finger and tongue fucked her and she likes it it’ll be much easier to graduate to a cock

 

Th

Thanks, GillyG. I've paid for all these gray beard hairs in part by learning about you lady-types and try to pass it along so someone won't make the same mistakes I did.

 

I wasn't the first person to fuck my wife in the ass. It was her ex bf right before she met me that got her into it. She told me anal was an acquired like. That first time it's not all that great. That you had to do it a lot before it started feeling good. I asked her if her and her ex did it a lot. She chuckled and said, "Yes. We did."

 

I got an ex wife that we would have anal sex just about every day, one day she said I got to stop letting you cum in my ass, and I said ok. I can pull out and cum wherever you want, where do you want me to cum, she giggled a little and said in my ass....lol