He didn’t understand the appeal of crossdressing until I had him bent over in lingerie taking it up the ass. I had someone over recently and I was telling him about some of my crossdressing phone sex sessions. Flustered, he said he didn’t understand what interest a man would have in wearing women’s lingerie. Despite […]
Archive for the ‘Domination Phone Sex’ Category
Crossdressing Anal Phone Sex
December 14th, 2021 
Cynthia Santana Lacie’s Lingerie Phone Sex
March 19th, 2021 Cynthia Santana 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, […]
Posted in Blowjob Phone Sex, Cock Sucking Phone Sex, Cross Dressing Phone Sex, Domination Phone Sex, Femdom, Feminization Phone Sex, Fetish Phone sex, Oral Phone Sex, Sensual domination, Sissification Phone Sex, Sissy Phone Sex 
Tags: cross dressing phone sex, Lingerie and Stocking phone sex, Sissy Phone Sex 
No Comments »Femdom Doctor Rectal Exam
March 12th, 2021 Cynthia Santana He had no idea his annual physical would turn into a femdom rectal exam. I’d been looking to get out to have some naughty fun. There was a doctor’s office near my house and I decided to stop by. I wore nothing but a lab coat, stethoscope, and some sexy red heels. Some of the […]
Forced Bi Sissy Blowjob
March 5th, 2021 Cynthia Santana 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 […]
T-Girl Interview Anal Phone Sex
February 26th, 2021 Cynthia Santana During the interview, he said he would do anything for the job, so I bent him over my desk and made him take my t-girl cock. A friend of mine was doing interviews and asked me to help out. When the last candidate arrived, his eyes immediately shot down toward my round, perky tits. As […]
Foot Worship & Cock Sucking
February 19th, 2021 Cynthia Santana I love having men on their knees serving me, especially with some foot worship and cock sucking. I brought someone back to a motel room and ordered him onto his knees. As I approached, I slid off my heels, revealing my sexy feet and perfectly pedicured toes. I held a foot out in front of […]
Panty Sniffing Facesitting Phone Sex
February 12th, 2021 Cynthia Santana 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 […]
Humiliation Phone Sex
January 27th, 2021 Anonymous I have a regular of mine in the short time I’ve been here.. he calls me when he hasn’t had a cock in him in a week. I’ve been humiliating him for his love and obsession with BBC on almost all our calls. Although I’m usually open to anything, our particular fantasy is cucking and […]
Bitchy Boss SPH
January 22nd, 2021 Cynthia Santana He heard his new boss was bitchy, but he didn’t expect SPH to be part of his performance review. A friend of mine manages a store and was nervous about his boss coming in to check things out. He heard the new boss was strict, so wanted everything in perfect shape before she arrived. He […]
Forced Bimbofication
January 8th, 2021 Cynthia Santana 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 […]
