Tag: sissy training

Catching My Brother In My Panties

sissy phone sex

I caught my little brother in my room with my panties on. He had on a cute pair of pink cotton undies and another one of my dirty panties under his nose. He was sniffing them and jerking off. I watched him for a second and then decided I wanted to join in on the fun. It was too much to resist. When I walked in he stood up out of shock and turned red when he looked down and realized I had caught him with my panties on. I couldn’t help but giggle at first. He looked so adorable with his tiny cock tucked up in my cute undies. I picked up a thong and told him to put this one on. I knew he would love the way the fabric felt riding up his tight ass. I made him stand in front of the mirror and look at himself while he blew his load. I wanted him to see how adorable he looked. When he was cumming I whispered in his ear and told him that next time I caught him in my room, I was going to turn him into a real girl and stretch his ass open with my toy cock and judging by the size of his little thing, he should be scared. I bet he’s never seen a real cock before. Big sister might just have to teach him how to worship a nice big cock. I think some kinky sissy phone sex is exactly what he needs!

Incest Phone Sex for Sissies

incest phone sexIncest phone sex calls are a mother and daughter team’s specialty. We love reliving hot moments in our incestuous life together and creating new ones with you. However, incest is not all we do. We are very fond of sissies. I have always wanted another daughter and Morgan has always wanted a sister. Morgan brought home a little play thing for us over the weekend. What a pansy. This boy made Liberace look straight. No self respecting gay man would want anything to do with this bitch. We did however. Morgan knew just what to do with this queer bait. She brought him home to play dress up and get pegged in the ass. First, we plowed him with booze. I guess you could call it forced intoxication. Then we dressed him up. No way he should be in jeans and a tee shirt. This was not a man. This was a sissy maid who needed sissy training. Morgan had fun dressing her baby sister. Finally, we took turns pegging the sissy ass of the newest addition to our family. I mean what hot mommy and daughter don’t want a well trained sissy maid to wait on them hand and foot? Morgan and I love playing with each, but we like sissy time too.

sissy training

Your Dick Looks Cute In My Panties

pansissy phone sex

Sissy phone sex is too much fun for me to resist. Playing with little panty boys has been a secret kink of mine since I was a little girl. I was lucky enough to have two older brothers. One has a massive cock that I’ve been getting stretched out by since I first started fucking. The other, well, he’s got a little problem and I mean it when I say it’s little. his dick is so fucking tiny. I was shocked the first time I saw it. He was in my room with a pair of my pretty pink satin panties hugging his balls. His tiny cock was hard and he was trying to rub it. I was so fucking surprised by the size I even had to ask him if it was hard just to be sure if what I was seeing what real or not. You had to be fucking kidding me, there was no way my brothers came from the same pussy. One has been pounding me out and making me cum so fucking hard and this one is sitting here like a pathetic little sissy bitch with his baby dick in my panties. You should have seen the look on his face when he turned around and saw me. I could see the pitiful amount of cum dribble out of his head and leak into my undies.

Sissy Phone Sex for Tiny Dick Losers

sissy phone sexMy daughter and I love sissy phone sex. There is nothing more fun than dressing up a tiny dick loser and making him our bitch. Morgan brought home a professor last night. She has daddy issues and she knows I love all men if they have big dicks. I don’t care about age or race. I just care about cock size. We were disappointed to discover he had a shrimp tail for a dick. He was handsome, intelligent and tall, so when he pulled his pants down, we were expecting a lot more. He knew he was a disappointment to us too. We weren’t the first girls to laugh at him. His little turtle poked its head out of its shell a little to say hi when it heard us cackling. I told Morgan if we were stuck with him for the night, we might as well have some fun. I had her go into her closest and bring some pretty and frilly clothes back. We had our very own sissy doll to play with last night. Morgan has always enjoyed dress up. Her professor clearly needed sissy training. When your dick is that puny, you need to be in panties. Hell, you need to be in a frilly pink dress. Morgan painted his nail, did his hair and make-up, and dressed him up like he was Molly Ringwald at the prom in Pretty in Pink. We spent hours making him sing little sissy ditties and dance for us. We even made him clean the house and cook us dinner. Every girl needs a sissy maid. Even though he didn’t have a cock worth fucking, we still found a use for him. So, don’t fret if you have a tiny dick. We can still find a place for you in our lives.

Making My Cousin Get Off In My Panties

Kinky Phone SexPaw paw is still on vacation, I miss his cock so much. I guess my cousin he will have to do, he already has a fem type body. I mean he is tall but thin and small shoulders and the perfect hands for stroking cock. I had a surprise in store for him and I really don’t care if he has an objection but I doubt he will. I grabbed my favorite pair of panties which are a pastel purple lacy pair. I lay them out near the den by the pool table, he comes over and I tell him to put those on what he doesn’t know is that I have cameras rolling and we are set up on a site. I want everyone watching to get as horny as I am about too. He puts them on and fuck he looks so good I can feel myself getting wet. I tell him he has to get hard and I can see they are like so tight on his ass and balls. He is modeling and stroking his head, i can’t help myself I get on my pool table and start playing with myself using my favorite toy. I say cousin real loud and instruct him to come eat my bald cunny with those panties on and he does. I forgot how good his tongue feels on my clit and deep in my hole, he knows how to make it rigid so I can ride back like it’s a nice hard dick. I come and then I flip over and start massaging the balls and tell him to stroke it with my mouth on the head making it purple I am sucking so hard and putting my tongue in his pee hole. It doesn’t take long and he squirts like a fountain in my mouth.

My Brother Is Such A Pretty Little Sissy

sissy phone sex

My brother needs to have sissy phone sex with me all the time. He’s such a good little sissy boy slut. I still remember the first time I caught him in my room with my panties on. His little dick looked so fucking cute all tucked up in my pink lace undies. I could see his little dick twitching when he turned around and saw me giggling at him. It was so much fun playing dress up with him and sharing a cock with my sissy brother. I’d get guys with massive dicks to come over and make my brother watch while they stretched me out. His favorite part is when I make him get on his knees like a good fucking cum whore and worship those big cocks with his mouth. He’s such a good cock sucking little sissy slut and he is so good at cleaning up his little sister’s tight cum filled pussy. He sucks out every last drop. I fucking love my sweet little sissy brother.

Mature Sexy Women are Great Sissy Trainer Models

mature sexy womenMature sexy women are in charge. While my niece is with me, I am teaching her a few things. Just because I can’t let men violate her holes that belong to daddy, doesn’t mean I can’t still make money off her. There are plenty of submissive men who know they cannot soil a young princess with their tiny dicks. That doesn’t mean they still can’t worship that young girl; spoil her with money, even their tongues. I have a few men in my rolodex who I would never fuck. They have small dicks and are unattractive to a hot sexy babe like me. They are sissy boys and cuckolds, not dating material. I want to be a positive influence on my niece. She needs to see me doing some sissy training, so she can be a good sissy trainer. You are never too young to own a man. Francis came over last night the moment I texted him. He pays me not to cum. Can you believe that? No self-respecting man pays a woman for denial and humiliation. Francis is no man. My niece is never too young to learn that size matters. I sat on his face, so he could worship my cunt and ass. I had my niece whip his worthless nuts with the fly swatter. His little clitty was sticking up like a sore thumb. My niece was loving it. She has a mean girl princess inside that little body. She just needs the right woman to train her. Francis gave her a large cash tribute to go shopping and me his credit card for the same thing. When she had that money in her hands, her eyes got as big as the sky. I saw the power in her eyes. She is going to a great sissy trainer.

My Brother Is Such A Sissy!

sissy boy phone sex

My brother loves sissy phone sex. It’s like he can’t get enough. I gave him a taste of what it’s like to feel the silky smooth tightness of my pretty satin panties on his balls and now he’s addicted. He called me up the other day to tell me that he had stolen a pair of my pink lacey panties and he was wearing them. He’s such a naughty boy. I told him it was time to go one step farther. He was going to make that ass into a pussy. I made him go find his wife’s dildo. It’s a pretty pink, long, and slender toy cock. He lubed it up and I heard him scream out like a little girl when he shoved it in his tight ass. I couldn’t help but giggle. I was turning my brother into a cock loving little sissy boy. He came so fucking hard with that dildo up his ass. I know it’s only a matter of time before he begs me to fuck him with a nice big strapon.

Incest Sissy Training

Sissy Training

I have a fetish for sissy training. You come to me when you need a lesson in the ways of sissy dom.  Tonight is a family gathering Daddy is here to help me and so is your sister. I know you have always wanted to fuck her and tonight I will show you delights like no other. I make you strip and put on a sweet tube top and tiny skirt. I also get you the prettiest heels. You thank me as you slip them on. I lead you to the kitchen and direct you to serve our guest. But first I grab that little cock and give it a few strokes, I want you hard if you’re going to serve us.

      You sister is laying on the couch and daddy has his hand up her skirt. Jealous? After you serve our drinks I demand you on your knees. You are to watch all of us get undressed and begin pleasing each other. I lay your sisters lay open and tell you what a good small dicked boy you have been. You may taste her sweet pussy. You dive in and begin licking and slurping like a madman. Daddy has me over the arm of the couch and is ramming my pussy with his hard fuck stick.

    After he cums in my pussy I make you suck his cock, so he can fuck your sister next. He lays back and she bounces that fuck stick so good and I let you take off your skirt, so she may suck your cock as she is bouncing on daddy with her tight wet pussy. I can tell tonight is going to be a good night as I straddle daddies face so he can lick his daughters wet pussy. Let the games continue.

Domination Phone Sex with Victoria

domination phone sexI wouldn’t say I am a domination phone sex kind of mommy. I lean towards the submissive side honestly, but some men just bring out my bitch side. Tony was one such man. I thought I was hooking up with a young dominant stud. He responded to an add I had on a random hook up site. I was looking for a young guy to dominate me. He misread my ad and thought I was going to dominate him. I have long had the fantasy of my son owning me, but he is just not dominant in that kind of way, especially not towards his mother. Tony, I had high hopes for, but he lied about being dominant and he lied about having a big dick. I was disappointed, to say the least. He wanted to be dominated? Fine, I told myself as I broke out my strap on I use with my daughter. I gave young Tony some sissy training. I put him in some panties and pulled them to the side, so I could fuck his ass. I know I was not using a real dick, but I could feel how tight he was. I pegged that little lying bitch until he begged for mercy. I enjoyed myself too. I had his puckered ass gaping open. So young to want his mommy to peg his ass, but I enjoyed it even though it was not what I was expecting. Have you ever fantasized about being mommy’s sissy bitch?