I love ass training sissies. Although I have many in my care, I especially enjoy the ones I have from the very beginning. Being able to train them through from taking a finger, all the way to a 10 inch strap on is just so much fun.

When a sissy comes to me they are usually very nervous. They know what they want but are sometimes embarrassed or ashamed to admit it. I take them in my care and treat them gently, knowing that I’ll have them begging for more soon enough. After I get them into matching panties and bra and a pretty dress, I get their training started. I always start them with a finger, usually holding them over my lap and slowly sliding down their panties so I can caress my sissy’s ass with one hand as I rub their hole with a lubed finger. I push my finger in slowly, massaging inside sissy to ease them open more. After a while I push in a second finger, then a third. By this point, my sissy is always moaning and rubbing against my lap. They rock their hips matching my thrusting fingers.

From fingers we move on to various sized plugs. I love watching my sissies squirm as I maneuver the toys inside them, starting with the smallest. They of course learn to love each one and in fact crave more. Often my sissy will make a big creamy mess on my lap while I pump a toy inside them. And then in no time at all my sissy is ready to take my strap on like a good sissy should.

When it’s sissy’s special first time I dress them in the prettiest dress I can find with a new panty and bra set. I let them suck my strap on first, taking it deep in their throat like a good sissy. She rubs her big sissy cock while she sucks me. Then I bend her over and pull her panties to the side, squeeze a glob of lube down her crack and rub it against her hole with my strap on. I have my sissy spread herself open for me so I can push the tip into her tight little hole. I can tell it’s hard for her to hold her cum as my strap on pushes further in. Slow steady pumps at first, turning into deeper harder thrusts, making my sissy moan wildly till her cock shoots a creamy thick load.

Once my sissies are fully trained, their hunger for my strap-on can never be satiated. If you’re ready to be a good little sissy, come to me and I’ll give you a training you’ll never forget.

xoxo Samantha

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When Daddy, Uncle Mike, and Grandpa all walked in for the special  Fathers Day party I was on my hands and knees with my pony plug swaying behind me, proudly holding the bit in my mouth and waiting for their move. Grandpa was the first one to come over to me, he was smiling so beg as he pet his hand from my silky hair, down my back to my pony plug, which he twirled in his fingers. “What a good girl,” Grandpa said quietly.

Uncle Mike and Daddy came over then, and then everyone was petting me! Scratching my head and my lower back, running their hands up the inside of my thighs and tickling at my swollen pussy. Even though they were gentle at first, I knew it was just a matter of time. Uncle Mike was the first one to give my pussy a good hard slap. I whinnied loudly and arched my back… and that was it.

Grandpa grabbed my face and rubbed it against the front of his pants, holding me by my hair; Daddy continued to slap and finger my pussy roughly; Uncle Mike spanked my bottom and took his cock out of his pants so he could rub it against me.

Daddy was also the first one to grab the riding crop. He had his pants down and his cock rammed deep in my pussy before I even knew what was happening! He grabbed me by my hair and rode me while he whipped me with the crop. Grandpa finally gave in and pulled his wrinkly old cock out of his pants and shoved it down my throat, fucking my face while his son fucked my pussy.

All the while, Uncle Mike was slapping me all over with his hands and cock, spitting on me and using the filthiest language I’ve ever heard! This is what I had planned all along… a night where they could do exactly what they’ve always wanted to do. Use my holes and body for their pleasure only… as a family hehe.

Love, Lacy

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Guess what ABy brother? It’s your lucky day! Since it’s Christmas time I’m gonna give you the chance to play with me just like Daddy and the older guys do. That’s right, no teasing, no beating you up, and no taking pictures to show all your friends.

Come on, lay back on the bed and let’s get that diaper open. Hehehe there you go, just relax while I take off my panties and top. Oooh yeah I know this really is a treat for you isn’t it? You don’t have to sneak around to catch me in the shower or anything. And I can see how much you’re enjoying this from the way your peepee is growing in your open diaper.

This is what you dream about isn’t it. Me climbing on top of you, letting you put your ABy cock in my pussy. Mmm riding you like this makes you feel like a big boi doesn’t it? Ooh how about when I reach back and rub your little bottom hole like that? SURPRISE! Hehehe you weren’t expecting that big toy in your ass were you?! HAHAHA that’s your extra special Christmas present!

Merry Christmas ABy brother, hope you enjoyed your Christmas treat!

kissies, Cali

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