Humiliation Degradation

Mini Virgins Epic Fail

mp4 270.51 MB

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

Premature Ejaculation Humiliation

mp4 127.03 MB

This is a special video and gets my special "HIGHLY RECOMMENDED" stamp of approval. Very severe, cutting humiliation & degradation after an amazing premature cum shot. If you have a fetish for humiliation at all you will love this video.
Length: 4 minutes

sis's Strap-On

mp4 163.56 MB

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

sis's Tampon Part 4

mp4 132.24 MB

This is the last part in the 4 part series. After all I've made you do I bet you think I'll finally let you taste my menses (period)? You're going to have to humiliate yourself a little bit more first. I want you to jerk off for me and eat your own cum! Do it for your beloved bitch big sis. (Note: this is a custom vid and I use the name 'Tony' often.)
Length: 4 minutes

My Disdain Turns You On

mp4 293.19 MB

There's a certain level of degradation that really pushes your buttons. When it feels like it comes from a deep place of complete disregard for your well being. To know that I only care enough to be pleased by your suffering. To understand how little I think of you. My disappointment and disdain crush your very soul. It's time for you to hear what I really think of you.

Length: 10 minutes

Complete Fail Audition

mp4 275.81 MB

What does real humiliation look like? This. Imagine that you've been a big fan for a long time, wanting to worship & serve me. You apply to be a film slave or stunt cock for my vids and this is your big chance. Now imagine failing so spectacularly that I decided to share the vid with the world so others could be amused at what a complete sexual failure you are.

Length: 9 minutes

Depraved Man Ass Cleaner

mp4 351.28 MB

Those depraved thoughts you have always float to the surface when you get horny. The idea of sucking cock & guzzling cum isn't extreme enough for you anymore, but the thought of licking another man's asshole while I make you do it better, deeper, sloppier.....ooooooh, your dick is so hard thinking about getting down on your knees for me, being a sicko.

Length: 12 minutes

Therapist Assesses Perversions

mp4 436 MB

Custom vid for Simon, his name is mentioned a few times. During our therapy session today I am going over your sexual habits:

- you've never had sex (you're a virgin)

- you live alone & masturbate at least twice a day

- you view a lot of porn. Mostly pics of women's asses but also gay porn

- you fantasize about sucking cock, eating cum & having anal sex with men

- you like to wear panties & put dildos in your anus

- you save loads of ejaculate in the freezer & eat them when you're masturbating

- you fantasize about sexy women telling you to do these things

Using professional language I assess you to be a deranged pervert who will never have a normal sex life with a woman. I am cruel & cutting with my remarks. Determining that you will not be able to listen to reason while you have an erection, I tell you to masturbate & get it over with so we can have a civilized conversation about your issues. I then try to encourage you to do better things with your time & to get some control of your disgusting behavior.

BONUS PART 2! There is a 2nd part that acts as a web cam check in at a later time. I ask if you've made any progress & finding that you are becoming aroused by our conversation I forbid you from masturbating & deem you hopeless.

So part 1 includes a stern masturbation instruction to climax with lots of humiliation/shaming. Part 2 (about 5 minutes) is just harsh judgement/rejection/orgasm denial.

Length: 18 minutes
 

Deep Humiliation & Shame

mp4 276.86 MB

You disgust me. Always thinking with your dick, chronically masturbating. You have no personality & nothing going for you. You're probably a premature ejaculator on top of everything else. My disdain for you turns you on, doesn't it? You see me stroking that beautiful cock expertly with my latex gloved hands & you're jealous. You know I would never touch your worthless dick like that. This vid will cut deep, leaving you in a puddle of cum and tears.

Length:9 minutes
 

Caged and Teased

mp4 437.94 MB

This is a custom vid (no name mentioned) for a chastity slave. To be caged in both ways & endure a sexy, humiliating tease...oh my. This is a great vid to go with my recent chastity instructions vid:-)

Length: 15 minutes