Daniel Takes A Naughty Peek At His Aunt Brenda!
June 20, 2024
Brandon Has Some Submissive Fun! (part 1)
June 24, 2024
Daniel Takes A Naughty Peek At His Aunt Brenda!
June 20, 2024
Brandon Has Some Submissive Fun! (part 1)
June 24, 2024

Paul stared at the clothes spread across his bed while Karen gestured at them like she was showing him a prize on Wheel of Fortune, a massive smirk on her face. It was bad enough that he lost a bet to her, but he really couldn’t believe she wanted him to go through with what she wanted him to do. He stared between her and the highly feminine clothes on the bed with a mixture of disbelief and resignation. “You’ve got to be kidding me!!”
“Nope, no kidding. You lost fair and square, Paul,” Karen replied, her smirk becoming a full-fledged grin.
“But… but dressing like a woman for a day? That’s ridiculous!” He protested, his voice rising with incredulity. Karen shrugged back nonchalantly. “You agreed to the terms, Paul. And now you have to pay up.” The boyfriend sighed heavily, knowing there was no way out. “Fine, fine. I’ll do it. But don’t expect me to enjoy it.” She looked at him with a sultry face. “Oh, I think you might be surprised…” He scratched his head, trying to think of a way out. “But Karen, come on! I’ll look ridiculous.” Karen crossed her arms, her lips curling into a mischievous grin. “That’s the whole point, Paulie boy.” Paul reluctantly donned the outfit Brenda had picked for him the next day. He adjusted the wig nervously, feeling self-conscious in the dress and heels. And as he stared at the reflection in the mirror, adjusting the wig strands to his form…
“I can’t believe I lost that stupid bet,” he muttered, feeling utterly ridiculous in the flowery dress that hugged his frame uncomfortably. Brenda clapped her hands in delight. “You look fabulous, Paulie! Now, let’s go out and have some fun.” He grumbled as they prepared and headed out into the city. People stared and whispered everywhere they went, and his cheeks burned with embarrassment. But as the day went on, something strange started to happen. He enjoyed the attention, relishing in the compliments and admiring glances. The sissyfied man found himself embracing the subtle nuances of femininity with a sense of joy and liberation he had never experienced before. From the gentle sway of his hips to the playful flutter of his eyelashes, every movement felt natural, effortless, and undeniably alluring!
By the time they returned home that evening, Paul was grinning from ear to ear. “You know what, Karen? I had a blast today.” She raised an eyebrow, intrigued. “Oh? So you’re saying you’d do it again?” “Yeah, I think I would. It was… freeing.” She grinned back at him, delighted by his man’s unexpected confession. “Well then, consider it a date. We’ll have to plan another day out soon..” He hesitated momentarily, then nodded. “Yeah, I think I can. Who knew dressing like a woman could be so much fun?” Wouldn’t you like to have just as much fun, slip on something silky, and go out on the town? Or do something quite a bit naughtier? Call me and tell me all the dirty details!

Naughty Karen

1-888-430-2010

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