Cross-dressing

I first started cross-dressing by wearing panty hose, then progressively panties, bra, miniskirts, heels and makeup. I dressed to meet men for sex. Unlike most cross-dressers who dress or non-sexual reasons, I dressed to meet men. After a few times fully dressed I began to love the way I felt being dressed up and feeling sexy. The visual experience of seeing myself in the mirror was a significant part of the excitement.

Because the men I met wanted to meet a CD with feminine mannerisms I had to walk like a woman, talk like a woman, dress and use makeup like a woman.

You cannot always tell a man’s sexuality by them wearing women's clothing. Some men just like the feel of the clothing touching their body. They feel comforted when they slip on a nice pair panties and matching bra. No one knows for sure why men enjoy dressing, but most men report a sense of security or comfort. It could just be that they like panty hose! Many men are perfectly happy with their male bodies and their male sexuality. The clothing they put on over that body has no effect on their sexual preference or the desire to change their gender.

If you are a crossdresser, and have been dabbling with wearing bras, panties, and wearing skirts around the privacy of your home, you have probably entertained the thought of stepping out into the world dressed as femme. In fact, you've probably pondered on it many times and played out fantasies in your head as to who might see you, what you'd be wearing and what might play out after an exciting evening as woman!

When you think about going out cross-dressed, your heart probably races, and a bead of sweat drips down your forehead in the anticipation. It's likened to getting on a very scary roller coaster ride. It's exciting and terrifying to think of stepping out into the real world dressed as a woman, but many crossdressers feel compelled to do it - an overwhelming urge to show everyone who they really are - a fabulous, beautiful woman!

So, even though based on those societal values, cross dressers must dress in secret to avoid the humiliation and shame associated with cross dressing, you still want to do it! Because you are an individual and we all must look to ourselves for what feels right. Even if it’s not acceptable in general society there are still places you can still dress in private. And that’s okay! Not everyone has to run outside in their panties and announce that they love to cross dress. It’s whatever works for you! If you are happy standing in front of your mirror and looking beautiful, then that is all that matters. Or maybe you have an online community, like we do with Enchanter Empire, where you can go and be accepted, showing yourself off to those who understand and enjoy talking with you. Each person finds their own place.

These are the ones you all dream of wearing, panties that are so naughty and slutty they almost make you feel like you are having sex even when you aren’t. And first up in those are the thong panties! These panties with their tight strap right up the crack of your ass, say that you are a sissy who is ready to party with the big men. You are adventurous and want to try new things, not just sucking but also anything that involves playing with that bad sissy butt! You probably also love toys as well. I think the idea of being a stripper suits you well. This goes for the ass-less panties as well. Crotch less aren’t your thing, since no matter how small it is we still want to cover up your “thing”, but those assless ones, are for you. You are past adventurous and into downright slutty!

The Vanilla Sensual Crossdresser

Sensuality and crossdressing go hand in hand for many crossdressers.

Often, the crossdresser keeps on most of her lingerie throughout the sexual act. This includes the shoes. Their female partner is more likely to keep at least part of her own lingerie on, to both parties’ delight. Lingerie is exquisite to look at and to wear but too often in vanilla scenes lingerie is on view for seconds before being discarded. Many Women report sex with crossdressers as the most sensual sex act they've ever experienced. Women remark upon the care given to sensation: stroking one another becomes a wave of pleasure for both parties. Lingerie becomes part of oral sex and not an impediment. Before there was only mouth to skin contact, now there's also mouth to fabric contact. The texture of the fabric adds layers of sensation to an already pleasurable act. If there is penetration from behind, it is usually the Woman in the dominant position, pleasuring her crossdresser anally. Sometimes she wears a strap-on; sometimes she uses her fingers to penetrate the crossdresser. Otherwise, missionary and cowgirl are the sexual positions of choice. Some vanilla crossdressing couples wear crotch-less panties, so no clothes are removed during penetration.

The Submissive Sensual Crossdresser

Again, the clothes stay on. Unlike the vanilla crossdresser, the submissive crossdresser typically has her clothes chosen by her partner. The submissive crossdresser is fully dressed as a glamour puss: lacy bra, frilly underwear, strappy garters, high heeled shoes, sheer stockings, and in many cases a sexy chemise or baby doll on top of all that. The submissive crossdresser is also more likely to be wearing artfully applied makeup, with attention paid to the lips. The submissive crossdresser is rather adept at worshipping her partner's body: in addition to oral sex, the crossdresser will spend as much time as her partner wishes kissing/licking/sucking any of her partner's pleasurable spots. Cunnilingus lasting for hours is not unheard of. The pleasure is not one sided.

The submissive crossdresser derives pleasure from serving her partner (not necessarily Mistress -- some dominant Women are uncomfortable with the title). Her partner will use a strap-on for anal play and/or supply toys for the crossdresser to use on herself to the amusement and pleasure of the Woman. If there is penetration of the Woman, many couples have the submissive crossdresser is in the bottom position with the Woman in the dominant, top position. Typically, penetration of the female does not occur until her crossdresser has undergone stamina training. As with the other sexual acts in the bedroom, penetration is for the Woman's pleasure first and foremost.

The Submissive Chaste Crossdresser

Many couples find a submissive, chaste, and well-dressed crossdresser exhilarating. Women find a chaste crossdressing partner especially freeing. There is an ingrained assumption that sex is over once the shudders from orgasm have retreated. When the crossdresser is restrained, the Woman does not have to monitor her crossdresser for over-stimulation. No matter how wonderful the crossdresser may feel, orgasm is denied to her and the scene goes on. What relief she may find from over-stimulation (or the chance for a sexual release) is at the whim of her partner. Knowing she can do nothing about her own pleasure she is completely dedicated to her partner's.

Again, penetration can be part of the sexual acts. If the Woman is wearing a strap-on, she'll gauge how much stimulation she can give her crossdresser without causing orgasm. Also, her crossdresser may have to orally worship the strap-on. Some Women enjoy having their vagina licked at the same time. The Woman can still be penetrated -- the crossdresser will wear the strap-on this time. Usually the strap-on is different in size from the chaste crossdresser's member. The number and occurrence of sexual positions is the same as in vanilla crossdresser sex.

Masturbation plays a large role in chaste crossdresser sex. As part of chastity training, some Women encourage their crossdresser to masturbate almost to the point of release, at which point she is denied orgasm and dons a chastity device. Both the submissive sensual crossdresser and the submissive chaste crossdresser can be given maid duties as a kind of foreplay; many Women direct their crossdresser to clean and arrange the house and herself several hours before the Woman enters the bedroom for sex.

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