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Anna Simone | VIP Companion
Boston • Back Bay • Burlington • Waltham

Boston & Woburn Packages

✨ Boston Packages — Elevated Encounters

Boston • Back Bay • Burlington • Waltham

Welcome to the world of Miss Simone — your exclusive, upscale escape in the heart of Boston and beyond.

Whether you’re seeking a luxurious GFE experience, an immersive Signature Milking Table session, or a deeply relaxing body-to-body encounter, I invite you into a space where connection, discretion, and indulgence meet effortlessly.

I believe true intimacy takes time — which is why every experience I offer is thoughtfully curated, never rushed, and always memorable.

💡 I am not the “fast food” version of companionship.

I’m the full-course, candlelit indulgence — designed for those who appreciate the difference.

📍 My Incall Locations

Boston – Back Bay (Primary Location)

Elegant, discreet, and centrally located for discerning professionals.

✨ Available by appointment throughout the week. Advance notice preferred for immersive and extended experiences.

✨ Curated Private Incall Experiences (Burlington / Waltham)

For clients seeking a more private or tailored setting, I offer custom-arranged incall experiences in Burlington or Waltham.

These exclusive experiences are hosted in luxury hotel suites or curated private residences and are available with 24–48 hours’ advance notice.

A 30% deposit is required to secure accommodations and prepare your experience.

Especially suited for immersive Milking Table, Nuru, and extended indulgence experiences.

💡 Custom Milking Table or specialty experiences in alternate locations may include additional preparation or accommodation considerations.

🌅 Early Morning Appointments

Early morning appointments (8–11 AM) must be booked the evening prior.

✨ Booking Expectations

New clients are encouraged to book 12–24 hours in advance to ensure availability and proper preparation.

Same-day requests may occasionally be accommodated for established clients or extended engagements, depending on availability.

I do not offer 30-minute sessions. Every encounter is intentionally curated, unhurried, and designed for full enjoyment.

Multi-hour and immersive experiences are always prioritized.

💳 Deposit & Payment Options

To confirm your reservation, a deposit is required. Multiple discreet and secure payment methods are available.

For custom or off-site experiences, a 30% deposit is required in advance to secure accommodations and preparation time.

Accepted Deposit Methods:
• Zelle
• Apple Pay
• PayPal
• Venmo
• Cash App
• Bitcoin
• Credit/Debit Card via secure online invoice (+10% processing fee)

Upload Gift Card Here


✨ Closing

If you appreciate discretion, elegance, chemistry, and a thoughtfully curated experience…

I look forward to meeting you.

✨ ELEVATED ENCOUNTERS ✨

Back Bay | Burlington | Private | Discreet | Unrushed

Two-hour minimum preferred. Extended engagements prioritized.

🏨 Outcall: Hotels Only (2 Hour Minimum + $150 Travel Fee)

✨ STANDALONE EXPERIENCE ✨

💋GFE EXPERIENCE

  • 1 Hour — $1,000
  • 1.5 Hours — $1,300
  • 2 Hours — $1,600
  • 2.5 Hours — $1,900
  • 3 Hours — $2,100

🔥 PSE & GREEK ADVENTURE

  • 1 Hour — $1,300
  • 1.5 Hours — $1,800
  • 2 Hours — $2,300
  • 2.5 Hours — $2,800
  • 3 Hours — $3,200

💎 DOUBLE INDULGENCE 💎

Enjoy the best of both worlds — two immersive experiences combining touch, connection & fantasy.

✨ 60 MINUTES

  • GFE + Body2Body — $1,100
  • GFE + Milking Table — $1,200
  • GFE + Nuru — $1,300
  • PSE + Milking Table — $1,500

💎 90 MINUTES

  • GFE + Body2Body — $1,400
  • Milking Table + GFE — $1,700
  • GFE + Nuru — $1,800
  • PSE + Nuru — $1,900
  • Greek + GFE + Milking Table — $1,900
  • PSE + Milking Table — $2,000

✨ 2 HOURS

  • GFE + Body2Body — $1,700
  • GFE + Milking Table — $2,000
  • GFE + Nuru Fusion — $2,100
  • GFE + Milking Table +Nuru –$2,600
  • Nuru + PSE —- $2,400
  • PSE + MILKING TABLE — $2,500

✨ 2.5 HOURS EXTENDED

  • GFE + Milking Table — $2,300
  • Greek + Nuru — $2,800
  • PSE + Milking Table — $2,900
  • PSE + GFE + Nuru — $3,000
  • PSE + GFE + Milking Table — $3,200

👑 TRIPLE INDULGENCE 👑

Three layers of pleasure. One unforgettable journey. Designed for those who want depth, variety & full fantasy immersion.

  • 2.5 Hr GFE + Nuru + Milking Table — $3,200
  • 2.5 Hr PSE + VIP Nuru + Milking Table — $3,600
  • 3 Hr Greek + Nuru + Milking Table — $3,500
  • 3 Hr PSE + Nuru + Milking Table — $4,000
  • 4 Hr Signature Triple Indulgence — $4,800
  • 5 Hr Executive Triple Indulgence — $5,500
  • 6 Hr Ultimate Immersion Experience — $6,500

🔥 FETISH & KINK EXPERIENCE 🔥

Designed for deeper exploration, control & elevated fantasy.

⏳ 2-Hour Minimum Required

  • 2 Hours — $2,800
  • 2.5 Hours — $3,300
  • 3 Hours — $3,800
  • 3.5 Hours — $4,300
  • 4 Hours — $4,800

🥂 THE EXECUTIVE EXPERIENCE 🥂

  • 4–7 Hours — $5,500

🏛 ELITE TIER — BOSTON PRIVATE ACCESS 🏛

  • 12 Hour Boston Overnight — $8,500
  • 24 Hour Boston Immersion — $12,000

🚘 DRIVE ME TO YOU — PRIVATE TRAVEL EXPERIENCE 🚘

  • 4 Hours — $4,500
  • 6 Hours — $5,500
  • Overnight (12 Hours) — $8,000
  • 24 Hour Travel Experience — $12,000

✨ RATE UPDATE NOTICE ✨

Returning clients will be honored at previous rates for a limited time.

 

Are You Over 18 Years of Age?

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* Please be aware that for legal reasons the discussion of Rates and exchange of money is for the time spent together. The discussion of sex in any context and at any time, regardless of its intended purpose in asking, will be discussed strictly from personal preferences and NOT in any type of context that might be construed as in exchange for money. Even if implicitly described as such by you, anyone, or anything.