More often than not, 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 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.
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.
Crossdressers are a diverse group; and so are the sexual acts between a Woman and her crossdresser. This is just a brief glimpse into the types of sex crossdressing couples have. Women who have sex with crossdressers often echo some men's appreciation of transsexuals: “It's the best of both worlds. You can be touching a Woman, being with one and still have a warm-blooded cock to play with.”
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