Hello, naughty ones. I’ve got another one of my very naughty confessions for you. This one’s about unexpected, erotic island escapades that took place in Jamaica about 10 years ago.
I was with one of my best friends, Tabitha, and her boyfriend Tom. Tom was a bit jet-lagged and decided to get some sleep while Tabitha and I hit the beach shortly after we arrived. And Tabitha, the vivacious vixen that she is, strolled gracefully along the shoreline in a bikini that left very little to the imagination while I opted for a more modest one-piece.
Only a wisp of fabric covered Tabitha’s huge, gravity-defying boobs and perfect ass. Yes, her boobs were fake. But Tabitha was very proud of them. And people couldn’t take their eyes off them – including me. I wanted to see them up close and personal, but I thought it would be inappropriate to ask. So I remained mum and resigned myself to the fact that I could look but not touch like everyone else.
But rather than quickly exit and give them privacy, I merely shifted my position, ensuring they couldn’t see me watching them. And I felt my pussy throb and gush at the sight of Tabitha’s legs wrapped around Tom’s waist and her fingers gripping his shoulders as he pounded her pussy, making her come multiple times before he disentangled himself from her and painted her big titties with his cum. And I practically ran back to my bungalow and masturbated for what seemed like hours while fantasizing about indulging in some unexpected, erotic escapades with Tabitha and Tom.
The next day, I decided it was time to confess to Tabitha. I had to! I wasn’t seeing anyone at the time. And I couldn’t bear spending the rest of my stay there hoping to catch my bestie having sex with Tom again just so I could have something to fantasize about later. So with the sea breeze in my hair and the waves as my audience, I finally mustered the courage to speak up while Tabitha and I were perched on deck chairs soaking up the sun.
Tabitha’s eyes filled with curiosity. “What is it?”
I took a deep breath and nodded toward the captivating orbs that she had on full display, letting the sun kiss them instead of me. “Well, it’s about your boobs.”
A sly smile crept across Tabitha’s lips. “I don’t want tan lines.”
“No, it’s not that…” I hesitated, my fingers fidgeting in the warm sand. “I… I’ve been fascinated by them ever since you had them done. And when I saw Tom playing with them and coming all over them last night…”
Tabitha’s eyebrows arched, “You saw that?”
“Yes. It turned me on, and I fantasized about touching your boobs and joining you and Tom.”
Tabitha chuckled mischievously. “Oh, you should have. Tom and I would love for you to join us. But I figured you weren’t into that sort of thing.”
A combination of embarrassment and relief washed over me. “Really?”
Tabitha nodded eagerly. “Of course!”
I was speechless. And before I could say another word, Tabitha was standing beside me, reaching for my hand.
With newfound excitement coursing through my veins, I took Tabitha’s hand and followed her into her bungalow as she called for Tom.
Once inside, we found Tom lounging on the bed in boxer briefs.
“What’s up?” he said casually, eyeing the two of us.
“We want to have a threesome,” Tabitha said matter-of-factly. “So get naked. Now.”
My head was spinning at this point, and my pussy was throbbing again. Clothes went flying, and soon the three of us were naked and on the bed. Then Tabitha cupped my face in her hands and pulled my head toward hers. Our kiss was tender yet electric. And the erotic electricity intensified when Tom turned my face toward his and kissed me, then Tabitha.
My heart raced as my lips closed around one of Tabitha’s nipples, then the other. Tom followed suit, our tongues occasionally mingling as we explored the rest of Tabitha’s body.
She closed her eyes and surrendered herself to the sensation of my eager lips and tongue meeting hers before they moved down to her nipples and pussy while Tom’s cock was deep inside her.
The two of us made her come. Then Tom spun me around and fucked me until I came, thanks to his cock and Tabitha’s tongue, and he could no longer deny his own need for release.
And without a word, Tabitha and I went to work on Tom’s cock and balls. We took turns stroking and sucking and licking until our lips and tongues were covered with cum.
And that’s how a trip to Jamaica with friends led to unexpected, erotic island escapades. Call me to find out more about my time with Tabitha and Tom.
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On our latest call Aileen deemed me to be Her sickest disciple, after previously telling me I am the most pathetic. I am so honored to be Her sickest most pathetic disciple. Aileen has brought me so far. I love ❤️ and worship Her and pray that our journey continues forever. Aileen rules!
Michelle’s voice and ideas were very exciting!! I can’t wait until our next adventure!! Everyone should give her a call she won’t disappoint you. When you call her, I’m sure you’ll be feeling the same way!!
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I feel Mistress Megan is in charge even when not online. I’m her slave.
Megan is extremely open minded. Plays along with even the most taboo fantasies. Close your eyes and enjoy!
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