Is she fulfill his wildest dreams?

Many men share in the same general sexual fantasies: three women in a hot tub, three women in your bed, three women enjoying each other shamelessly on a deserted beach where you just happen to be taking a stroll, and the list goes on.

Threesomes

This fantasy is often hard for a woman in a relationship to swallow: "So you want to invite another woman into bed with us, do you?" she says. “So I’m not sexy enough/talented enough/thin enough for you, huh?” she may think. Even imaginary play friends can be threatening for your female companion, so you really need to make sure that there is a good deal of mutual understanding and trust (and erotic adventurism) between you before you bring it up.

It can be fun to bring an imaginary woman (or man) into bed (i.e. telling a fantasy story involving up-close-and-personal details to turn you both on). But bringing a real person into your shared intimate zone poses some very real and dangerous problems. Even if she does agree, nut it out properly first -- it is highly likely, statistically speaking, to be followed by an ugly breakup.

Anal sex

Many men are denied anal sex by their female companions on some very legitimate grounds: It can be very painful, uncomfortable, messy, and did I mention painful? This doesn’t stop you from wanting it, obviously, so fantasy may well be your next best option. Anal sex is also much loved by many women, and it is on these grounds that she will probably be a wee bit curious; "If she can like it, then I should be able to too."

Anal sex is a fantasy she can easily fulfill -- if she chooses to. She is unlikely to be offended by you sharing a fantasy of this kind because rear entry is a well known and "common" sexual antic. It is no longer considered taboo, and therefore the only reasons she probably won’t do it are practical and/or imagined hygiene and comfort complications. Promises of plenty of lube and going slow and gentle will help (you may need to barter here, use what you can -- let her have access to your butt, perhaps a hot air balloon ride, a nice dinner at expensive restaurant or foot rubs for a week… you get the idea).

Watch her masturbate

Knowing that you would really enjoy watching her bring herself to orgasm gives her a great deal of power, and she would, of course, love to please you. But, revealing herself like that in front of you is a big step for any gal. If you want her to do this, then sharing your fantasy with her is an excellent way of "suggesting" she actually do it. A good method to start her off is to prompt her while you are actually having sex. It is easier if she is facing away from you and her clitoris needs stimulating -- take her hand and hold yours over it on her clitoris, and then she can set the pace and you follow suite.

After a while, take your hand away. She may or may not keep her hand there, but very gently insist it and be sure to show your extreme appreciation -- she won’t want to spoil your fun! This should develop into her feeling much more comfortable touching herself in front of you, and one day -- maybe -- she will give you the whole shebang. Don’t be forceful, and if she is showing signs and symptoms of being uneasy, don’t push it -- don’t even mention it again, because one day she might just decide to loosen up all by herself.

Watch her with someone else

This is an interesting one, and one she isn’t likely to understand, but neither will she feel threatened by it. It is something she can get her head around -- she is the one with someone else, not you -- and therefore she will probably be interested in exploring it further -- in your imagination, of course. This other person could be a man or a woman -- whatever takes your fancy -- and only involves complete and utter voyeurism.

This actually happening is unlikely unless you really, really, really want to do it, but even then she probably won’t ever agree. It is the sort of thing that may turn a man on rather than a woman, and for this simple fact it's probably not going to ring her bells to any significant degree. Unless you’re both into swinging or other "sharing" activities, watching your girlfriend getting screwed by someone else is highly unlikely to ever happen to you in your lifetime, unless you walk in on her by accident.