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  • Originally posted by MisterThick View Post
    Anal is one of those things I always wanted to try with a woman, but I don't think it will ever happen. I'm constantly amazed by how many actually do try it, and even more-so by those who enjoy it. How does it usually come up? Do you guys ask or is it requested by the lady?
    Take a shower with her, wash and massage her all over, and spend a little quality time massaging her ass and anus with your soapy fingers. Kiss her and tell her that you are interested in exploring anal sex with her and ask her to think about it. Kiss her some more.
    Later, ask her if she has thought about it and if she is willing to give it a try.
    Pirate Diplomacy:
    The art of telling someone to go to hell and having them look forward to the trip.

    Remember: If done right, there is no such thing as safe sex.

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    • Originally posted by Pirate View Post
      Take a shower with her, wash and massage her all over, and spend a little quality time massaging her ass and anus with your soapy fingers. Kiss her and tell her that you are interested in exploring anal sex with her and ask her to think about it. Kiss her some more.
      Later, ask her if she has thought about it and if she is willing to give it a try.
      Uh huh! Sounds perfectly arousing to me
      Be a reflection of what you'd like to see in others.
      If you want love, give love.
      If you want honesty, give honesty.
      If you want respect, give respect.
      You get in return, what you give.

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      • Originally posted by eternia View Post
        Most women I know won't ever do anal with their boyfriend or husband.
        You might be surprised by how many say they don't/won't, but have tried it. Heck, I was one of them. One particular friend asked me on different occasions if I'd tried anal and I'd say no.

        The last time we went out together, I flat out told her, she seemed shocked at first, but a few mintues passed, and she fessed up herself. They've only explored anal play so I gave her a few tips after she admitted to enjoying it. She said she never would have told me about it had I not said so first.
        Be a reflection of what you'd like to see in others.
        If you want love, give love.
        If you want honesty, give honesty.
        If you want respect, give respect.
        You get in return, what you give.

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        • Originally posted by malehanger View Post
          She has actually had orgasms from anal with no clitoral, or vaginal stimulation.
          I'd be interested to find out what %age of women (out of those who've had anal sex, or who do it at least occasionally) can have orgasms in this way. It's said that most women never even have orgasms from vaginal penetration without additional clitoral stimulation. I can usually make my girlfriend come when we're having ordinary sex without either of us touching her clit, but it would hot to the power of hot to be able to make her come purely from arse-fucking.

          One one occasion she did very nearly come while I was fucking her that way, without any manual stimulation - she was lying on her back and we were doing it in a sort of modified missionary position, so I guess my midriff was probably rubbing her clit as I fucked her. But unfortunately the penetration got just a bit too much for her and we had to stop.

          When she's got me inside her that way and her buzzer on her clit, oh my, now THAT is a powerful combo.

          Batwoman, you ever had the mythical 'ass-only' orgasm?

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          • Originally posted by Ivor View Post
            Batwoman, you ever had the mythical 'ass-only' orgasm?
            Nope. But then I have never cum easily, it usually takes some work for me to tip over the edge no matter what we are doing (though when I do go..... wow!). Anyway, anal orgasms for me have always required a bit of some other stimulation too.

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            • Originally posted by MisterThick View Post
              Anal is one of those things I always wanted to try with a woman, but I don't think it will ever happen.
              bwahaha sounds like a mexican telenovela. Why it will never happen? You are not interested anymore?? not even to try it?

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              • I'll never forget one encounter I had several years ago when I was single. I actually met this girl online in an AOL chatroom. WOW right? Do those even exist anymore??? LOL. Anyway, we'd chatted for about a week on AOL messenger and exchanged pictures. Moved to chatting on the phone a little before agreeing to meet up. We were both single and horny. She was big into role playing and wanted to dress up as a "Catholic School Girl" and have me show up on her door step to have my way with her. So, when I did show up she was literally dressed in the as said uniform from the braided pigtails down to the patent leather shoes. We had a couple drinks, made out and went to her room. She told me she had had a fantasy of being fucked hard in the ass (her words) while wearing her outfit, shoes and all. She felated me for a few minutes got the KY out and lubed me up and told me to give it to her. She got on all fours and a few minutes after I was in all the way, she started screaming for me to fuck her as hard and as deep as I could. That was one of the hottest one night stands I think I've ever had.

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                • Um.... wow.
                  I don't expect many guys here will ever have that experience....

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                  • Originally posted by Pirate View Post
                    Take a shower with her, wash and massage her all over, and spend a little quality time massaging her ass and anus with your soapy fingers. Kiss her and tell her that you are interested in exploring anal sex with her and ask her to think about it. Kiss her some more.
                    Later, ask her if she has thought about it and if she is willing to give it a try.
                    This is absolutely the way to go with getting started, I think.
                    Just remember -- make it fun, erotic, and low pressure.
                    (I just love a soapy shower!)

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                    • Originally posted by Batwoman View Post
                      Um.... wow.
                      I don't expect many guys here will ever have that experience....
                      Yea, I wore a condom and probably a good thing.

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                      • Originally posted by malehanger View Post
                        Yea, I wore a condom and probably a good thing.
                        A pretty good idea when you're having sex, anal or not, with someone you've never met before!

                        A great thing about being in an exclusive relationship is being able to dispense with condoms. There's nothing quite so satisfying as coming actually inside the woman you love (along with having her come around you, of course).

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                        • Well after an amazing anal session yesterday, I've come to the conclusion that simultaneous orgasms are actually a good deal easier while fucking in that way than while doing it normally. It's such an intense sensation for me that I quite quickly reach the stage where I'm about ready to shoot; then I can just keep going slowly and steadily, holding it in until she's about to come too, which generally doesn't take long either. Then I can just let go and voila - we're coming in perfect sync.

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                          • Looking into buying a good lube, and I am looking for one with lidocaine in it, but does it matter if it is silicon or water based? Think I will go with silicon as it is meant to last longer

                            Any suggestions? Does anyone have any experience with ''EROS silicon glide?'' or ''WaterGlide anal lube?'' those are the too that I am looking at

                            EDIT: also, a lot of lubes on amazon are promoting the fact that they don't have lidocaine as a good thing, why is that?
                            Padawan787
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                            Last edited by Padawan787; 02-09-2012, 08:13 AM.
                            My progress log

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                            • My husband and I use Astroglide(water based) with anal.

                              We do have some that we started out using that has lidocaine in it, but we no longer use it.

                              I think the reason they are promoting not having lidocaine as an ingredient(besides just getting you to buy their brand) is that if you aren't familiar with anal, using a lube with lidocaine, and trying it, could be slightly dangerous as the lidocaine does numb enough to take the edge off inital penetration.

                              Good luck with whichever one you decide to purchase and have fun
                              Be a reflection of what you'd like to see in others.
                              If you want love, give love.
                              If you want honesty, give honesty.
                              If you want respect, give respect.
                              You get in return, what you give.

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                              • Thanks for the reply SLU, I went with the eros silicon lube because it has lidocaine in it and after doing some googling it turns out that the WaterGlide didn't. I decided to get the PREMIUM version of the eros lube though lol

                                Because it will be our first time I thought that the lidocaine would make it easier for my girlfriend, not only from a physical point of view but also from a psychological point of view because if she knows that there is anaesthetic in the lube she will hopefully be more relaxed as she won't be stressing out about the possible pain of anal.

                                But I do appreciate that the numbing effect of the lidocaine could mask any tearing so I will be careful and mindful of that.

                                In regards to positions I need some advice from more experienced members. I presume that doggie is the easiest, but since it will be our first time I would like to be able to see my girlfriend's face in order to gauge her reaction and to make sure that it isn't hurting her. I am thinking of lying her down on her back with a pillow under her lower back so that her bum is raised allowing penetration, I would then stand beside the bed with her feet on my shoulders or we could do it in a quasi-missionary style with her legs wrapped around me as well

                                Could anyone suggest any easy, beginner friendly face to face anal positions?

                                Thanks
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