Older Woman/Younger Man

Custom vid: I tell you, my boy Johnathon, to rub my feet. I then tell you that I ran into your ex, Katie & that she's just married a great guy & she's really happy. I can tell this makes you sad so I encourage you to stroke your "little peeps" while you worship my feet, to make you feel better. I go on to tell you that your ex had just returned from her honeymoon & I could tell by the sparkle in her eye that she had had lots of great sex. A woman can tell when another woman is being sexually satisfied. I explain that you could never make her feel that way because your penis is too small. I gently tease you about still being single, living at home with me while your ex is having a great life with a real man who probably has a much bigger cock, a better job, etc. I encourage you to cum while kissing my toes, reminding you that your place is kneeling before me, at my feet.
Length: 11 minutes

***A vid for my "special boys"***. You walk in on me going to the washroom. I tell you I'll be done in a moment so you might as well wait. While I'm washing my hands I tell you to go ahead if you have to 'go' so bad. I see that you're shy about going wee-wee in front of "ME". I offer to help but when I touch you your dinkie starts to get hard. I tease you about that & tell you you're going to have to leave the bathroom door open from now on & get used to me watching. I help you get rid of your boner so you can finally 'go'. MASTURBATION INSTRUCTION with very light HUMILIATION.
Length: 11 minutes

This is a gentle, sweet instructional situation with an intelligent, sexy "MILF" who wants to ensure her boy grows up to be a good lover. She catches him playing with her dirty panties which prompts her to take matters into her own hands. There's a long, slow teasing build up, lots of light touching through his shorts...a little sensual foot worship (where she explains he should worship a woman's foot like he would lick her pussy)...she demonstrates good oral skills, explaining the similarities of a penis & a pussy...she then shows him how to use a condom correctly & helps him get used to the sensation of intercourse while wearing a condom. All the while he is instructed to control his orgasm, he's edged & encouraged to take his time & enjoy the experience. There's no rush. There's a nice long hand job at the end where he's edged & teased...eventually erupting in a long built-up orgasm. He's lovingly chastised for not asking for permission as he was instructed. She continues to stroke his sensitive cock a little as punishment while he squirms & giggles. She teases that she'll smear his cum on her pussy & make him lick it off. It's light, loving, kinky discipline. He's left feeling that he has to work a little harder to please "MILF", & he has a lot of practicing to do, but he's in good hands with a experienced mature woman who takes a keen interest in his education. (This is a custom vid. I use the name 'Tommy' a few times.)
Length: 22 minutes

My small-dicked boy is a bit of a loser. He has decided he wants to be a super hero for Halloween & has picked out this ridiculous mask. I make him parade around in it in front of my sexy girlfriend & show her his unusually tiny penis. I make him worship our boots & do other humiliating tasks. Poor boy! (Click to see more of Nikki Whiplash)
Length: 11 minutes