Posts Tagged ‘cross dressing phone sex’

Sexy Cross Dressing Date

I had the best cross dress date with one of my favorites, Silky. It’s always a hot time when we link up to play. We always get dolled up. She loves when I have her dress up for me. I get all dolled up with her because a lady always has to look good! I […]

Coerced MtF Transition

It was about time I led another friend down the path to womanhood through a coerced transition.  A close friend recently revealed to me his penchant for crossdressing, though he hadn’t told many others out of embarrassment. I thanked my friend for his openness and encouraged him to take things more public. I bought him […]

Lacie’s Lingerie Phone Sex

A few days ago, Lovely Lacie had stopped into the chatroom for a bit. I’d just gotten her a new set of lacey black lingerie; a sexy black pushup bra, black lace panties, and some thigh-high tights. After a bit of teasing, I slipped the panties over her clitty and rolled up the thigh-high tights, […]

Pantyhose Wearing Phonesex

Pantyhose phone sex and crossdressers go hand in hand! Robert was my pantyhose phone sex play toy. He did not want to be completely changed into a woman but he just loved feeling pantyhose on his skin and clit. Finding someone to talk about it with, without guilt and judgment was liberating for him. I […]

Panty Sniffing Facesitting Phone Sex

I caught my friend sniffing my panties and decided to punish him with some facesitting. A friend of mine stopped for a visit. After chatting for a while, he said he had to run to the restroom. I looked down the hall and could see that someone was in the laundry room. Slowly opening the […]

Sissy Phone Sex Training

Are you into some sissy phone sex? I love turning boys into girls they have been longing to be. You just happened to be born into the wrong body. That is why I am here. I have a caller that I’ve been training for some time now. I can either be very dominant or nurturing […]

Halloween Sissy Spitroasting

Halloween parties are fun, especially when they end in some sissy spitroasting. A friend of mine and I were invited to a Halloween party. I was ready to go as Cat Woman, sexy black latex one-piece and all, but my friend forgot his costume. I smirked and told him I had an idea before asking […]

Cross-dressing: Femme Fashion plate 

 Cross-dressing fundamentals require a firm foundation and time-tested techniques. You stand there, slightly damp from your shower, freshly and completely shaved, trembling with excitement. I pass you the container of baby powder and watch you apply it all over yourself. Where you cannot easily reach, I lend a hand to rub it in. You reach […]

Lingerie Fetish: One Of Victoria’s Many Secrets

Holiday shopping is the best time to explore your lingerie fetish. My lingerie fetish is a secret. When I look at beautiful lingerie, and I get a tingly feeling the same way that a man gets aroused looking at porn. My fetish has lead to a sexy fantasy of mine.  I own a small upscale […]

Halloween: A Cross-dresser’s Paradise

  A Cross-Dresser’s paradise only in private, behind closed doors? Halloween is the best time of the year for your inner goddess to come and play. Hit a Halloween party dressed as a woman. Halloween is a Cross-dressers Paradise! You can be anything you want to be.  You can be classy, sassy or even trashy.  Hit […]