Archive for the ‘Feminization Phone Sex’ Category

Crossdressing Boyfriend Phone Sex

Catching my boyfriend crossdressing made me so wet, I couldn’t help but squirt hard on his cock.  My boyfriend was staying over at my apartment the other night. I told him I’d be out for a few hours, but came home much earlier than expected. As I walked into the apartment, I didn’t see him, […]

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, […]

Forced Bi Sissy Blowjob

A concerned wife asked me what she should do about her husband’s crossdressing; I decided it was the perfect opportunity for her sissy husband to give a forced bi blowjob. A friend of mine reached out to me. She was concerned about her husband; she had recently caught him crossdressing and wasn’t sure what to […]

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 […]

Forced Bimbofication

When I offered to help my friend get laid, the last thing he expected was having his surgically-constructed pussy fucked after a forced bimbofication. I chatted with some friends about our New Year’s resolutions. One friend said he just wanted to get laid again after nearly a year. I told him that with a little […]

Gloryhole Sissy Cumslut

Sissies belong on their knees in front of a gloryhole like good little cumsluts. There’s a sissy I’ve been playing with for months now. She told me how much she loves cock and how she’s always wanted it deep down her throat. I needed to do some Christmas shopping and decided to take the sissy […]

ABDL Sissification

My roommate was acting like a baby; he needed a Mommy for some ABDL sissification. I had a roommate who was always made messes. Never picked up after himself, treating me like a mother instead of a roommate despite being a grown man. If he was going to act like a baby, I’d treat him […]