Archive for the ‘Sissification Phone Sex’ Category

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 […]

Teaching Cock Sucking Phone Sex

One of my favorite calls to do cock sucking phonesex with any of my guys. I have noticed that it’s a very common fantasy for both sissies and straightens, and not just women. I can see why especially if you have sucked dick before. For me, as a sissy trainer, I feel it is one […]

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 […]

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 […]

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 […]

Husband Sissification

When men can’t live up to their husbandly role, some husband sissification is in order. A friend of mine was complaining to me about her husband. She said all he does is sit around and play video games, never helping her out around the apartment and not bringing in any money to help pay the […]

Sissy Cuckold

Face it, you’re too much of a pin-dicked sissy to fuck your wife; that’s where I cum in. After an afternoon shift at the Bar, I decided to pay a visit to a couple living nearby. They wanted me to bring a game that night, but I decided to bring something more erotic. I told […]

Bikini Bottom Turned Him Into Pantyboy

Summer is here, time for a cold beer, cook-outs and bad boys lusting after my curves in my bikini. If you know me, you know I love summer and love hot steamy summer fantasies. Here is a naughty little roleplay fantasy for us to enjoy. You are visiting your Auntie Victoria for the summer. She […]

Blackmail Can Be So Sexy

There’s nothing more fun than blackmail. I saw you doing wrong. What will your wife think if she knew the truth about you? I bet you never thought anyone would ever catch you. Leaving our town didn’t keep your secret safe. You got a room in a cheap motel miles away from prying eyes. You […]