Sissy Caught Masturbating by Girlfriend
Beverly assumed that her boyfriend, Guy, being a man, masturbated. Aroused when he was not, she felt jealous of his hand. She would have left him, but he was such a sweet, considerate boyfriend.
Then Beverly caught Guy wanking on the toilet. Her shock was only the beginning.
She had a key to his apartment. One afternoon she entered. She assumed Guy was at his office. Beverly wanted a quick shower. The bathroom door was open.
Seeing him pleasing himself, she started to laugh. Then she noticed he wore a bra. A suspiciously familiar bra. She thought she lost it. Guy must have taken it.
Then – OMG! – she saw his stockings and high heels. WTF! Why was Guy dressed like a girl? Was he gay? Transsexual?
Seeing he was looking at lingerie models, she relaxed. Only for an instant. Guy was looking at pictures of men wearing women’s clothing.
Beverly did not think herself intolerant. At heart, she was more prudish than her self-image. What filth! She wanted to flee or hit him. She closed her eyes. Opening them, she saw her boyfriend, his stockings and disgusted magazine.
Guy was still too stunned to speak. He saw disgust in her eyes. He rose, dropped the magazine. She backed away from his approach.
They went to the living room. Neither spoke. Beverly’s need of clarity made her ask:
“Why are you looking at those pictures? Guy are you gay?”
“I want to dress like them. I’m straight, honey. Just different.”
After admitting he had stolen more of her clothes, Guy explained crossdressing.
“I don’t know if I can keep dating a sissy. Why did you suddenly get hard?”
Guy assured his girlfriend it was just her presence.
The made love. And like a day after creation, it was good.
Beverly remained insecure. She was angry with Guy for hiding his (her wording) weird clothing fetish.
They had a fight. Furious, Beverly used a word, she never thought she would utter. She called Guy a “faggot!”
An erection flourished. Again, they made love.
Beverly had always wished Guy was more masculine. And better hung. Protective of his ego, she kept silent.
During their next fight, she again called him “sissy” and laughed at his “pathetic little penis.”
Guy was more aroused than ever.
Beverly finally realized her sissy boyfriend wanted humiliation. She jumped up and fled. Momentarily Guy wept. Opening a drawer, he took out Astroglide and Kleenex.
Beverly refused to see him for two weeks. He sent flowers. Then candy. No response.
One evening, he heard the tumbler click. Beverly entered. Guy was giddy, nervous.
Her solemn manner scared him. Was this a final goodbye?
“Guy, you want to be my bitch, don’t you?”
He blushed. Unable to speak, he nodded.
“I had sex with another man.”
His penis stiffened.
“I thought so.”
“No, you aren’t. That I cheated on you excites you, doesn’t it?”
“Yeah,” Guy looked at his lap.
“You are ashamed and you like it. You are a nasty little pervert. But you will be my pervert.”
Guy blushed again, smiled.
“The man I had sex with told me about men like you. If you are a man.
“He likes to cuckold wimps. I think I will introduce the two of you. You can take us out for dinner. You pay the bill. He has the fun.”
Beverly, pulled a box out of her messenger bag.
“You can be my boyfriend if you wear this.”
Guy opened the box to find a male chastity device. He shook violently.
“Of course, you will never again be inside me. I’ll let you use your tongue. If only to clean up after the real men in my life.”
“I hope you like cream pies.”