Anonymous: What about the possible “mess” if you know what I mean

The rectum, where anal sex primarily occurs, generally stays empty except right when you need to go to the bathroom. Go in advance, and you’ll be fairly clean. Use a small anal douche to flush out the rectum with a small amount of warm water if you want to be extra sure.

Anonymous: I love anal sex. Cheated on my husband with the most perfect lover who taught me how to crave anal sex. Best orgasms of my life. But I’m back with my husband now and he has never been interested in anal. Any suggestions for gently bringing him along, without tipping off that my lover was the one who taught me?

I can’t offer advice on lying to your husband about cheating, but if you want to incorporate anal into your sex life with him, I would suggest telling him that you want to try anal with him, start out gradually with some anal play, and work up to sex. If he’s not interested, there isn’t much you can do.

The original poster responded:

Anonymous: You don’t have to post and respond… I just wanted to say, husband knows all about affair (not sexual details obviously) and so it’s not lying to him about cheating but shielding him from where I learned stuff. But you’re right there’s probably nothing I can do. Very VERY sad about that. Miss my lover a lot.

Understood. I would still just try to ease him into it and see if you can slowly introduce a bit of anal play into the mix by suggesting that you’d like to try it with him. If he’s not interested, perhaps a compromise where you wear a plug during other sexual activities with him?

roughanalfreak15: We’ve been anal only for the past week and it’s been fantastic. We try and have anal sex at least twice a day, and each time we both have explosive orgasms together!!!

Anonymous: How do I stop it hurting? I can’t fit my boyfriend’s big cock into my ass.

Start with smaller things. Fingers. Dildos. Butt plugs. Masturbate with them regularly to get used to them and to train. If something hurts, use something smaller for a bit. Before having anal sex, start with something small and progress through increasingly larger things until you get near his size.

Anonymous: Would you rather be fucked only in your ass everyday for a month but able to orgasm anytime you want. Or be fucked anywhere you want but not able to orgasm?

fuck-toy-haley: Anal only is kinda hot so I’d pick that probably

Anonymous: I have been trying to get into anal, but it’s not working out. I tried to finger my anus but everytime my finger is inserted, it hurts, I also tried to go slow and gentle but it does not help. Is there anything im doing wrong?

Wash your hand first to remove any sweat or other irritants. Make sure you use lubricant. Start by just rubbing your finger around and over your anus at first while playing with yourself, then slowly push your finger in while pushing out as if going to the bathroom. If it hurts with a single finger, you either aren’t lubricated or you aren’t relaxed enough.