Tag: sissy humiliation training

Sissy Phone Sex Sessions with Diana

We all have those naughty secrets. I have them. I am not so great at keeping secrets though. I act on my feelings and am quite forward about things. One thing is my love for big dicks. I love to cuckold the first timers and make them watch a big cock in motion. I want them to touch it, taste it and learn how to drain it with help from me. My pussy and these great tits are instant ball release pleasure for those big dicks. I expect your mouth to become such as well. Maybe even get your sissy hole plugged and pumped. I’m a naughty mommy, a sultry Mistress and feminization goddess for sissy faggots.  I find it arousing to get a stir out you. You are my sweet sissy that is dying to be a slut for big cocks. I can help you.

Sissy phone sex

Owning a Sissy Slave

I’m always up to gaining a new sissy and my Sissy Slave Training sessions are great to explore your naughty desires. I love that you will call me while already wearing your pretty panties like a good sissy. I enjoy how excited you are to tell me about yourself and what you desire to accomplish with our sessions. It’s my desire that you get around to worshiping and sucking big cocks for me and I love to hear every detail.

Meanwhile as we work you up to that I expect you to have a large penis dildo to service with your sissy lips. You will find the suction cup ones to be the best. These realistic penises are great for making your own glory holes to service cock and slide up and down on once we get that sissy cunt trained. I look forward to playing soon Sissy.

Sissy slave training

Sissy panties for all of my sluts!

sissy panties

I went shopping today. I haven’t been able to go in so long, so I was really excited! I got my little sissy pet dressed up and ready to go! The first stop was the lingerie store! Everyone who works there knows me. They know what I’m there for. I usually go in once a month to buy sexy, slutty sissy panties for my little whores. I could only bring one of my sluts with me this time, but we still had such a good time! I made him try on so many new sexy outfits. I even made him model those sexy bra and panty sets for all of the people working there! The manager is a big, sexy man with a fat cock, who loves to come into the dressing room with my sluts. He knows that my sluts are the best cum whores in town. This slut was going to give him the wettest and sloppiest blowjob ever! I guided his fat cock into her whore mouth and held her face as he fucked her mouth. She fingered his asshole as she choked on his fat dick and swallowed his cum shot. My slut made me so proud! I bought her an extra special pair of panties with the word “cumslut” written on the butt. At the checkout, the manager came over and winked at my slut as he keyed in his code to give me an extra discount.

 

Sissy Maid Training For Cock Cravers

Sissy Maid Training

I’m Diana, a Sissy mommy and Mistress. Sissy maid training sessions are great for those closet cock craving, panty wearing girly boys. I think you could use some fun in your dress-up time and be made to do naughty things for the love of cock. I have a sissy son of my own and we can all play together even. If you are a good cock lover I will let you suck my boyfriends big black cock. Oh! That made your clitstick twitch didn’t it? The thought of your mommy feeding her boyfriends BBC into your mouth and having you suck it off. It was just in mommy’s vagina. You like the taste of mommy’s cunt juices on that cock don’t you? You got so excited watching mommy bent over in the laundry room as I was getting all my sexy panties and bras from the drier. You knew there was cum dripping between my legs and soiling the sexy panties I was wearing. You were so good to put on a pair of panties and lay down on mommy’s bed and wait for her. I always love the way my Sissy cleans my messy creampied cunt up. You deserve a big cock of your own to suck baby girl.

 

Sissy Humiliation Training

sissy humiliation trainingSissy humiliation training is often called for nowadays. Some guys just need put in their place. I love to do it too. I consider myself a sweet and nurturing woman, but I can get aggressive and mean when a sissy is unruly or a man with a small dick refuses to accept the fact that I am not going to fuck him. I met Peter speed dating. Against my better judgment, I let my sister convince me to speed date with her. I was just doing it for her not expecting to meet anyone worthwhile. I met Peter. He is a handsome and successful doctor. Divorced, but looking for love again. I am not looking for love, but I am looking for fun with a man who has a big dick. Peter is 6’4. I thought he had to have a big dick. I was so wrong. So, very wrong. I was hoping to fuck. So was he. He met my phone domination inner bitch when he stood in front of me naked with no more than a 4-inch dick hard. I laughed for a good solid 10 minutes before sarcastically inquiring, “Where’s the beef?” He did not find me amusing. I found his clit stick extremely amusing. Frustrating too. I was never going to be a doctor’s wife. Hell, I was not even going to get to fuck a doctor. The doctor was not prepared for small dick humiliation. Nor was he prepared for the hard reality that any pussy he has been getting is because he is a doctor. Women who do not care about status or money, would never fuck him because of his shrimp dick. I ordered him to wear my panties. I even added that he owed it to his little pecker to keep it safer in panties. Even when I am trying to get fucked, I end up sissy training some small dicker loser.

My Cuckold Husband Does As He Is Told

Mistress Phone Sex

So, I met my husband at the top of the stairs wearing nothing but a bra and panties. He looked down as he knew what was getting ready to happen. As he has been trained my sorry cuckold husband went to the bathroom and changed into the outfit, I left for him. He returned to my room wearing pretty pink satin panties with a hold right where his tight man pussy is and white ruffle socks and Mary Janes. He even added some pink glittery lip gloss all on his own. He looked hilarious and adorable at the same time as he walked to the edge of my bed and waited. When my friend arrived, I had my husband undress him and start stroking that big thick cock. He is so good at stroking cock and apparently it is a real turn on for him as a little wet spot started to appear in his panties. Once the cock was rock hard, I had him remove my panties and help guide that hard cock inside his wife’s pussy. He did so well, and that big dick filled my entire hole. I then had him watch as this big cock fucked his wife, listening to me moan and orgasm. My sissy husband knew what was next as he backed and bent over the bed. You want to hear what happened next?

Punishing Sissy At The Adult Bookstore

Mistress Phone SexOh no Sissy. Tell me it is not true? Did I really just see you playing with your little clitty while you watched shemale porn? Do not try to lie, I can tell by the way you are blubbering and the little wet spot in your sissy panties. Oh honey. You know you must ask to play with that little thing, don’t you? So, come here and let me give you your punishment. Bend over my knee and pull down your pretty satin pink panties so I can see your bare bottom. Now Mistress Francis is going to spank you. You must thank me after each smack. I will be giving you ten. Here we go. One… Oh my Sissy I can feel your clitty getting hard against my leg. You like those spankings don’t you. Hmmmm… I guess we will have to try something else. I have laid out a pretty dress and new panties on the bed. Go put those on, put on your Mary Janes and come back to me. Oh you look so pretty. Now give me your hand and let us go down to the bookstore. I would put you on the glory hole but your little clitty is to small to fit. So, I think I will back your sweet man pussy up to the hole and let them pound it. Do not smile sissy, I will be putting you in a cock cage with little sharp needles in it, just to make sure you do not enjoy yourself. Are you a naughty sissy who needs some training too? Just puck up the phone and let Mistress Francis put you in your place.

Giving Daddy Sissy Maid Training

sissy maid training

Daddy Jim gets a special kind of sissy aid training from me. See he has to do as I say and put on his cute little maid outfit and hold his pee until I say he can. I make him wash the dishes with the water running full blast as he does his little pee-pee dance. Then I make him Piss on the clean dishes so he can wash them all over again! I am so mean right. Well I do take it easy on his little two-inch clitty and give him a big monster BBC to suck on like a lolly. He loves that shit; he will suck and gag until he has to pee again. I put him in his pretty little cock cage and make him piss with it on this time. I poke at his balls and little tiny dick until he can give me a little cum shot and then it is back to work for that sissy cum dump! All the while I am being fucked wherever he is cleaning by the big black bull cock! Bet you were wishing you were Daddy Jim now!

Hot Sissy Phone Chat Tease

sissy phone chat

My daddy walks in as I am doing a live video with My boyfriend. I am doing a sissy phone chat with him. I am showing him what he could have and then teasing my boyfriend because he loves to watch me fucked by the Black boys on the basketball team. I am pulling my shorts down and telling him how good those cocks make my teen pussy feel. Daddy is hard, I can’t tell by his boxers, I can tell because he is breathing hard. Now I have a two for one special. I let my boyfriend know daddy is watching us. I tell him to pull out his clitty and rub it for me. Both of my sissy whores do. They can’t see each other but I can. I moan as I slip my hand into my panties and realize this is a perfect time for dual sissy Hypno training. “Just close your eyes and think about the biggest black cock you have ever seen, “ My breath hitches and I am using my masturbation and moans to let the know that they can release those inner desires. You want to suck that cock to fluff it for princess Zoey. You need to gag on it and get it hard to fuck my tight wet willing honey hole. Stroke your clitty and release all your Black cock desires for me. I orgasm as I hear both spurt those tiny loads. I usher daddy out and turn off my video call. My work is just beginning because I have more BBC lover sissy sluts to train tonight!

Humiliation and Sissy Slave Training From Zoey

sissy slave training

I really thought he might have had a little man meat being as he was a mixed man. I gave him a shot but soon would be adding him to my sissy slave training Harem! Maybe I had smoked on too many bowls and missed the small dick signs. This quarantine has really impacted my BBC fucking. Daddy took us out to the holiday house, and I have been doing everything to make him my sissy bitch like he needs to be. When I got my hands-on Hector the guy who keeps the house up while we were away I thought I would be getting good dick. As soon as I laid back and he pulled this fucking pathetic excuse for even a clitty out I told him to step the fuck back, my fingers can fuck my self better. Something in me snapped and I pushed him to his knees and smacked his face. Don’t ever disrespect this young bitch! I needed to be fucked in the worse way, but my 9-inch purple strap would be good to dick down my newest slave. I made sure to gap his ass and make him call some of his buddies from the country, I would be getting good dick as I fucked another sissy. Oh, and I made sure daddy knew that I had a new bitch boy. He was so jealous!