a picture of a guy getting it from a strap-on? I would be turned on by her desire to do that to me and I would definatly let her have at it
I think the advice given by Mr X was excellent, and Rigmarole's advice may work well in certain relationships (like if you both have a good sense of humour and think porn is funny). I've never had the pleasure of having anal but I would have to agree that gradual would be the way to go about introducing such a thing. Anal is a 'Marmite' activity after all. I once heard Howard Stern (controversial DJ) answer a guy's question: "how do I get my girl to give me anal?". Howard said he could guarantee any girl would give you anal if you do the following: invite her round for the evening and make a real effort to be romantic. Light loads of candles and flowers and all that sort of thing. Then massage her with baby oil. Rub the oil over every inch of her body apart from her ass. Go all the way around her ass in circles but don't actually touch the ass. Eventually, she will be dying to have her ass touched, and then you slide a finger up... and the rest is history. Now, bear in mind that Howard Stern's show is a comedy show. But he did seem quite sincere when he gave that advice.
Do not insert anything at the first anal play. It's awkward to bring it up flat out in a conversation as well usually. I'd recommend getting her wet with her own juices (really wet) and using some of it to touch and caress her anus ONLY on the outside. Don't force anything, and by god, do not insert anything. Watch how she reacts.
Some girls just wouldn't want it. That's okay too. I know I would like someone to ASK ME first ... I find it very considerate when fellows ask.
once again, Jester seems the most in touch with reality! and thankfully out of touch with reams of typed confusion, long winded self absorbtion, not to mention battle plans from the Prussian General Staff about a simple sexual act. Not that there was anything wrong with Prussian military tactics, but they probably wouldn't have spent too many paragraphs on sex!
I've never particularly "asked" a woman can I do it, etc. It was definitely a subject that came up in conversation, that can be easily brought up as you get to know one another, and have those sex question. So, normally, I would ask a female as I get to know her "Are you inhibited to things sexually". I would then go from there. If she says "no I'm not", then ask her about the anal sex thing. It's been my experience that when you ask women are they inhibited, they seem to forget the "anal" part...lol. Most think you're asking if they give head. So ask if they have ever tried anal, and go from there. Most women wouldn't have a problem answering this. It's either going to be yes or no...that's a 50-50 chance. If they say that they tried it, and don't mind trying it again some day, then that's your chance! Make it happen! lol
I wouldn't do that in this thread if I were you! Mmmmm... it's impossible to put the word 'cum' in a sentence about a girl's butt and it not be sexy.