+Sophisticated. Sassy. Selective. A muse for minds and nights alike

Business-savvy beauty with a cheeky smile and a wicked mind. Come correct or keep walking I only entertain the exceptional
Who am I? I’m a high-achieving, high-heeled paradox part powerhouse executive, part irresistible indulgence. I am an unapologetically confident transsexual woman with a fierce brain, a sharp sense of humor, and an appreciation for luxury, sensuality, and real connection.
My life has spanned boardrooms, black-tie galas, strtegy decks and candlelit dinners. I don’t just turn heads I turn conversation into experiences and moments into memories.
I’m based between Washington, DC (home) and New Yord City, selectively available for those who appreciate quality over quantity. Whether it’s an unforgettable dinner date, a decadent evening, or a weekend escape with a woman who brings both elegance and wit I am here for what’s rare.
I prioritize longer engagements and thoughtfully planned connections, and I only accept a limited number of bookings each month. If you’re in search of genuine chemistry and unhurried indulgence, I would love to hear from you.
My world is defined by trust, discretion, and intelligence. I gravitate toward gentlemen and ladies who respect my time, value meaningful interaction, and know the difference between pretty and powerful. I’m not here for everyone. I’m here for those who know the difference.
Bring your best self. I always do.











Jenny Preston is a 5'6", slender caucasian in their early 40's with shoulder length blonde hair and brown eyes.
They are available for Male, and Female.
I thrive on contrast: rock climbs and the ballet. I love crisp linen, the smell of fresh laundry, and long dinners that stretch into stories. I find calm in running through nature and joy in cooking with a glass of wine in hand. London, Paris, the opera they stir something eternal in me, as do quiet mornings reading the news, catching up on the world. I am a strategist by nature, a problem-solver by instinct, and happiest when there’s something to build with tools or with heart. I adore thoughtful gifts, beautiful watches, earrings that catch the light (and what girl doesn’t like diamonds?!) and lingerie that makes my heart skip a beat.
I accept a limited number of bookings, with 72 hours’ notice required and one week preferred.
Upcoming availability: June 7–9, June 16–22, June 30–July 6. Minimum booking: 3 hours.
Rates are thoughtfully set and non-negotiable. Gentlemen and ladies who understand this are already speaking my language.
A 50% deposit is required to confirm all bookings.
Initial contact must be made via email or Google Voice — respectful, concise communication only.
Screening is mandatory: ID and/or professional verification required. No explicit messages.
NDAs gladly signed for discerning clients.
Information
- +1 443-219-7408 9am-9pm/Text or call
- jennypreston2223@View
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