The Babysitter Always

…. Knows First
Did you know that a good babysitter always finds out before anyone else? I mean, who else plays dress-up with curious little boys and notices the longing in their faces that first time they put on a princess dress? That look is hard to hide, and the little boner that comes with it is even harder to excuse away.

Was it a sitter who first discovered your little secret? I’d love to hear about how she teased or encouraged you. Did she catch you wearing panties or maybe jerking off to your mom’s lingerie? I’ll bet she invited a boyfriend over while she was supposed to be watching you, and you got so turned on watching the two of them make out. Did she make you a little voyeur or maybe her very first little cuck?

Did she make you

be a good girl for him?

It wouldn’t be unusual for a good sitter to help a curious little sissy learn about the birds and the bees. I’ve shown many good little girls how to please a cock while babysitting. These are life skills that a growing sissy NEEDS to know! Did it make you feel like a faggot when she forced you to your knees to lick her boyfriend precum for the first time? You can tell me all about it, and I’ll even share a few of my first times with you.

You liked it, didn’t you? Oh no. Did you cream in those borrowed undies when she made you a cock sucker? Hehe, I can’t wait to help you relive all of those first times with your teenage sitter in our next Babysitter fantasy call!

Even if those deliciously embarrassing and exciting things didn’t happen when you were younger, we can make them happen now. Regress with me and let me be the sitter you’ve always dreamed of.