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Amber Academy, Series XIX: The Other Side Of The Sissy/Cross Dresser Cuckold Life

Wanting To Be A Cuckold? Let Me Give It To You Straight.

If you’re a sissy or crossdresser with a wife or girlfriend, many of them ‘know’ even if you think she doesn’t. She may have never found your secret stash of girly clothes, but she’s not clueless. Sometimes, a wife won’t know how to . . . → Read More: Amber Academy, Series XIX: The Other Side Of The Sissy/Cross Dresser Cuckold Life

Bounce And Beg To Cum!

The sissy cuck was hiding her pleasure. The dildo was buried deep but I was not satisfied. I’m not the least bit concerned if that play cock is stretching or even tearing you a bit….your pain is my happiness and I will not be cheated! This cuck was facing another night alone because the . . . → Read More: Bounce And Beg To Cum!

The Truth Is Clear….You’re A Cuckold!

George went to a company work picnic for his wife Karen and he met all her friends, including Karen’s work husband, Matt. George tried to be good-natured and social, but George couldn’t ignore how comfortable Matt was with Karen. When Matt talked to her, he often put his arm around her waist, sometimes as . . . → Read More: The Truth Is Clear….You’re A Cuckold!

Cuckold Peter…..Masculinity Lost!

Cuckold Peter is a sad sack of lonely. He works hard at his job and comes home to no one to talk to. His wife Laura is still getting cock from John. That’s nothing new. I’ve already written a few times about pathetic Cuckold Peter and the Bull that stole his wife. Peter’s masculinity . . . → Read More: Cuckold Peter…..Masculinity Lost!

Is Your Wife The Village Bicycle? Face The Truth, Cuckold!

Your wife or girlfriend is a beautiful woman, but what did you think was going to happen? Did you honestly think that you’d be able to keep her happy and home with you? You may not like the truth, but there’s nothing you can do about it. All the signs are there, and you’re . . . → Read More: Is Your Wife The Village Bicycle? Face The Truth, Cuckold!

Z Is For Zelophilia

If there’s one thing some cuckolds struggle with, it’s feelings of jealousy. It might be very difficult to see the woman you love find pleasure with another, and Mistresses will be the first to tell you to suck it up, buttercup! But what happens when the jealousy is what gets you off? What happens . . . → Read More: Z Is For Zelophilia

Call Confessions: Born To Be A Cuckold Cross Dresser

Have you ever heard that phrase ‘Don’t ever judge a book by it’s cover’? A cross dresser is often the same. Your eyes may tell you one thing, but the truth may be a different story. You’d probably never guess my new friend ‘Pee Wee’ would be a cross dresser. He’s 6’3, 250 lbs…..and . . . → Read More: Call Confessions: Born To Be A Cuckold Cross Dresser

Call Confessions: Pipsqueak Penis ‘Napoleon’ Loves To Be The Cuckold Joke

Napoleon is dick-deficient and his meager member plays second fiddle to the real men that fuck women. He gets a call from the girls that make fun of him and he goes running to watch them get stuffed. Once there, he caters to the men like a true beta should. No cocksucking or bi-play . . . → Read More: Call Confessions: Pipsqueak Penis ‘Napoleon’ Loves To Be The Cuckold Joke

No Sniveling, Cuckold!

So your wife has a boyfriend. Oh, boo hoo! Take a good long look in the mirror, cuckold! Is it any surprise that she’s looking elsewhere? Hiding out in the basement? Wearing her lingerie after she’s gone to work? You two don’t sleep in the same bed and it’s been years since you’ve even . . . → Read More: No Sniveling, Cuckold!

When A Tongue Is All You Bring To The Table– The Sad Life Of A Cuckold

When a tongue is all you bring to the table, you can’t expect to walk away feeling like a man. If you’re a husband or a boyfriend, it’s a let down for sure. That’s like showing up to a massive turkey dinner with all the fixings and you’re starved, but you’re only allowed mashed . . . → Read More: When A Tongue Is All You Bring To The Table– The Sad Life Of A Cuckold