Originally posted on November 11, 2012.

I am a 22-year-old straight female. I used to babysit for a wealthy family, but their children have outgrown babysitters. The dad of this family is very into martial arts/fighting and has invited me over several times for "self-defense training." I have accepted his invitations a few times, and it has always started off as a normal workout in their home gym-treadmill, weights, swimming laps-but he is always pretty anxious to get to the self-defense part. Often he will blindfold me and then come at me, and I must then wrestle my way out of the situation using the moves I've learned.

I did this a few times, Dan, but I found it a bit unsettling. However, he never touched me inappropriately. Last time we did this, he told me he wanted to see how much pain he could take. He asked me to kick him in the groin with no protection until he couldn't take it anymore. I thought, "This is strange," but I was curious, so I did it. He was able to take it for a surprisingly long time. I haven't been back since, but for the last six months, he has been pestering me to come back. Recently, he suggested that we have what he calls a "competition." He will stand there, and I will kick him in the balls-or anywhere else I want-and if he gives up, I get $150. If I give up, by getting too tired, I give him $20. His wife knows about the workouts, but he said he doesn't want me to tell her about the fighting.

My question is this: Is there a sexual component to this? I have never heard of anything like this before, and I find it odd. But I am a poor college student, and for $150, I'll stand there fully clothed and kick this guy in the balls! Please let me know your thoughts.

Will Kick Balls For Money

My response after the jump...

There are no nonsexual components to this, WKBFM, and if you've never heard of something like this before, well, you must be a new reader.

What we've got here is a rich guy attempting to manipulate his kids' former babysitter into doing sex work for him—no, scratch that. What we've got here is a rich guy who has already manipulated his kids' former babysitter into doing sex work for him, WKBFM, and that's pretty fucking creepy. (Your previous workouts with the blindfolds and the wrestling and the kicking? Unpaid sex work.) Don't get me wrong: I don't think his ball-busting fetish is creepy. It's extreme, as fetishes go, and there are definitely risks. But the risks are his. Paying you to kick him in the nuts doesn't put his wife at risk (swift-kick-to-sack is not a known mode of STI transmission), it won't take food out of his children's mouths, and, as he presumably has all the children he wants, ball-busting-induced sterility might be a blessing/vasectomy in disguise.

If you need the money, WKBFM, and you don't think you'll be scarred by the experience, tell the rich guy you'll consider doing this for him—you'll come over, remain fully clothed, and kick him in the nuts—but only if he levels with you: He's getting off on this. If he can't level with you, WKBFM, don't do this.

You don't want this rich asshole to think he's successfully manipulated you into doing sex work for him, because once the session is under way, you don't want him thinking, "Well, if I could get her to do this, I can probably get her to [remove her clothes, watch me masturbate, have sex with me]." If you go into a ball-busting session without both of you having acknowledged what you're actually doing—you're sorta selling sex, he's definitely paying for sex—and he does try to get you to remove your clothes or watch him masturbate or have sex with him, WKBFM, you may find it difficult to say no. Being direct with someone ("No, I'm not taking my clothes off, asshole!") after you've accepted a dishonest premise ("Sure, rich guy, this isn't about sex, you're just testing yourself!") requires you to admit that you were being dishonest, too. Most people are reluctant to admit to dishonesty, and a skilled manipulator will exploit that inhibition to get what he wants.

So tell him you'll play—you'll bust his balls—but you're not going to play along. He has to admit that this is about sex and he has to agree to honor your conditions: Everything that happens is agreed to in advance, no special requests during a session, he remains fully clothed, you remain fully clothed, no recordings are made, and you get the $150—make that $250—whether or not he bails.