Sequel to "Watching Porn with Your Sitter". Part 1: I start to edge and tease you while talking about how you’re going to bring me one of your friends to play with. I show off my legs for you because in the little time we’ve spent together, I’ve learned that you love looking at my legs. You will only get release after I get to play with your friend. If you want to feel this pleasure again, you will bring me soft, young cocks to touch. You can even listen outside the door if you'd like. Part 2: I’ve played with your friend, so now it’s time for your release. I’m still wearing my clothes from earlier, which means that I’m still wearing the clothes I wore with him. Can you smell his fear? You were once afraid, and then you gave in. Now you beg me for release. It's all you think about. You're even willing to bring me more young cocks to touch just so you can feel the pleasure once again. You're a good boy, and your friend is too. He loved my touch, even though he was afraid. He gave in. They always give in. You're going to bring me even more boys. Say it. Tell me you're going to bring them to me, and I will let you release. I'll give you that sweet orgasm you've been craving, that orgasmic release that you need.

You've been lusting after your new neighbor, and finally your curiosity about her compels you to venture over to her house. She knows exactly what you're there for. In fact, she confesses, she purposefully looks sexy in front of her male neighbors so she can lure them over for some fun. Her idea of fun is masturbation games. You're a little tense, so she tells you to pull out a shot glass from her cabinet and pour yourself a finger. Once she can see the flush creeping into your face, she starts showing off her legs even more. She knows you like staring at her legs in stocking and high heels. So this little game will be all about you taking shots while masturbating for her. She loves watching men masturbate for her. She moves every couple years just so she can have a new neighborhood with new men to seduce. You cum so hard to this dangerous vixen. And she tells you that you're welcome to spread the word around the neighborhood. The more neighbors visiting her for various games of seduction, the better.

Your secretary has been teasing you all day. She didn't wear a bra, and the nipples of her pert breasts have caught your attention. She's leaving for the day when she finally acknowledges it. She pulls your cock out and touches it. Then she "realizes" that her ride will be there in 10 minutes, so you're going to have to wait until another day to have sex. But she decides that it would be fun to play a game. You have 10 minutes on a timer. Can you cum before your time runs out?

I heard from my girls that you're doing really well with your lessons, showing up to meals on time, and doing all your chores right. now it's time to move onto the next phase of your training: Dress for Success. I dress for the job that I have, which is the job that I want to have. You need to dress for the way that you want others to see you. You want to wear women's clothing, not because you lust after women, but because you admire and want to be more like them. You want men to see you the way they see women: beautiful, sensitive, delicate... and maybe even slutty. You want them to look at you that way. So I'm going to assign three ladies to you who are specially trained in the art of choosing clothing which best fits your body and accentuates your assets. They'll help you discover what your style is. What textiles and colors you like. Then you'll journal for me about how each article of clothing makes you feel. If you notice that wearing a particular item reminds you of something from your past, you'll write about that as well. When you feel like you're starting to develop some preferences, these ladies will take you out to eat in some of your new clothing. We have the old clothing you brought in with you, and you're going to wear that when you go out. But underneath, you'll have a few articles of clothing that you've chosen: panties, pantyhose, maybe even a bra. And when you get back, I want you to again journal about your experience. I'm really looking forward to discussing this with you once you've settled in. Isn't this exciting sissy?