"I can't argue with her being that my wife locked me out of the house in the backyard only wearing a little girl party dress. I'm glad she has the key. She only left me outside for twenty minutes before she let me back in my house."
"It hurts so much to hear. In the past, it was a rarity for me to be babysat by her even once a week. Now, my wife is spending entire weekends at her boyfriend's house."
krista024| Aug 1, 2025
You're fortunate to have such a pretty and insightful cuckoldsitter. I wonder what her preferred way of humiliating you is.
"So true. I'm 55 now, and I had a few romantic relationships over the years, but the overwhelming story in my life has been seeing other guys fucking the women I wanted to fuck. That, or being too scared to approach. I spent decades of my life single and alone, fucking my hand every Friday night. But that's ok, because now I know that i'm a loser and I don't deserve pussy "
krista024| Aug 1, 2025
You fucked your hand only on Friday nights? come on, tell the truth.
humiliation_junkie| Aug 2, 2025
ok, i confess Sometimes I used to get home from work on Friday night and masturbate for the entire weekend with just a few hours for sleep. God, those were great days. I'd just got broadband internet and I couldn't believe the sort of filth I could download ;)
krista024| Aug 2, 2025
It's nice that you could dedicate so much time to your hobby.
"I know. But that's OK, because being a loser has become a sexual fetish for me. The more pathetic I feel, the harder I cum "
krista024| Aug 1, 2025
It's strange how we've come to fetishize humiliation as a way of coping with it. Like somehow we accept that humiliation is going to be the best possible outcome when encountering a beautiful woman.
"And for the third time you ask if I'll let your little dick out of the chastity cage so you can play with it and think about your wife with another man... And for the third time the answer is - NO"