You’ve been vying for this position in your company for years now, and the owners finally let you interview yesterday. You know you did really well, so you are in good spirits when you come into the office this morning. When you arrive at your desk, there’s a woman sitting in your chair. She explains that she’s a special contractor, assigned to complete the last phase in the interview process. While you’ve proven yourself in lower-level management, upper management must endure stressors unlike anything you’ve seen. She’s here to judge your capacity for maintaining your composure in an unexpected circumstance.

I've seen your boner through your pants when I'm walking around the house, and it's not ok. I thought it would be fine to have a male roommate, but clearly we need a change around here. I think that if you just get it out of the way and cum to me, maybe you can stop obsessing. The thing is: You shouldn't just get what you want without some consequences, so if you agree to this handjob, you're also agreeing to be locked up in chastity for a few days. Given how much you masturbate, I know that will be a challenge for you. But you and I both know you'll agree because you've been obsessed with me for too long and you have to have release.

The neighbor lady has hired you to do some jobs around her house while you're still home for the summer before going off to college. You've been spying on her in the garden for months, and you think she might be into you too but you're not sure. When you show up with some groceries, it becomes apparent by the way she's acting toward you that she's into you, but she's giving off mixed signals. She says she's going upstairs to change and you shouldn't follow her, but you can't resist. That ass is so juicy. You spy on her with your dick out, not realizing she can see you in the mirror... and she's been waiting for you. She's horny for young cock and blows you like her life depends on it. She fucks you so good, her huge breasts so close to your face, but right before she cums, she warns you to pull out. She knows young semen is very fertile, and she doesn't want you getting her pregnant. You cum on her bush. Then she suggests that perhaps you could do this one more time before you go away to school.

Prepare to be completely messed up by the end of this session. To fully participate, gather items before you begin: a shoelace, candle, lighter, clothespins, coin, and marker. Also make sure you have access to a bathroom. You will always fall into my trap. You can't help yourself. Even knowing that you might regret this night, you must submit. You will do anything it takes you follow my instructions and to gaze upon the beauty of my legs. I can bring you to this weak point anytime I want, and there's nothing you can do about it. I have complete control now leg loser.

This is a sequel to "Sitter Takes Stepbrother's Virginity". We’re hanging out in the bedroom and I tell you about a game I played with your stepbrother today. He asked to have sex without a condom because I always make him wear one, and while I also want to have sex without a condom, I decide to tease him and make it into a game. I tell him I will have sex with him without a condom on one condition: He cannot cum for 24 hours no matter what I do to him in that time. He quickly agrees because he wants it so badly, but he has no idea what trouble I’m going to cause him. I tease you about how he made it 24 hours and tonight when we have movie night I’m going to let him have sex with me without a condom. I tease you how a virgin like you wouldn't understand how much better sex feels without a condom. You start to cum as I say this, and I let go and give you a frustrating ruined orgasm. I tell you that's what small dicks get.