Humiliation Degradation

This is a custom vid for John (I use his name several times throughout). As your caring but strict MILF I take an interest in your penis size. It's too small and this is a problem. I tell you how important penis size is to women. I explain why it's important and why you'll have nothing but problems in life if you're not able to make your penis bigger. We talk about ways that you can increase your size and I ask you to make it hard for me so I can see how big it is at full erection. I'm disappointed and embarrassed at how small you are... (This vid is appropriate for those into very severe and emotionally cutting small penis humiliation. Not the brat-girl 'laughing & pointing at you' kind of humiliation. Serious mind-fucking humiliation that will probably make you cry. You've been warned.)
Length: 12 minutes

STRAP-ON with his head in the TOILET (featuring lots of authentically dirty toilet rim/bowl licking) ... humiliating, right? ... then he sucks his own ass juices off the strap-on (ass-to-mouth)...then I make him jerk off onto the strap-on and suck his own cum & ass juice off of the strap-on. Humiliating enough for you pervert?! (For the guy who wanted to see a strap-on scene with me wearing those hot leather pants: this is it! Enjoy!)
Length: 11 minutes

This clip is similar to: "Prom Night Small Penis Humiliation". It's your first time. You get to make out with a hot girl. You get to go down on her. It's time to put your penis in, and you do it! Yah porn star! But she keeps telling you that's it's okay to put it in...she can't feel it. Ooooh, SO humiliating. Yup, it's IN. She finally gets a look at your inadequate equipment and decides maybe it's best if you just jerk off while looking at her pussy...but then, as if it could get any worse, you prematurely ejaculate. She tries to be kind but that almost makes it worse. It's the most humiliating experience of your life. You're a complete sexual failure.
Length: 9 minutes

You've returned home to find your sis wearing a strap-on and your wife is in the shower. Your sis explains that she & your wife had a few drinks and your wife confessed she was unsatisfied with you in the bedroom. She even talked about your small penis! Your sis decided your wife deserved to have a good time, to have her pussy filled with a thick cock and to be sexually satisfied in ways apparently you had failed at. Your sis orders you to suck your wife's pussy juices off of the cock as part of the beginning of your training as a cuckold. If you're going to keep your wife you're going to have to learn to be a perfect cuckold because she's going to be fucking other men...and your sis from now on.
Length: 5 minutes