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Anna Simone | VIP Companion

Massage Packages - Boston & Woburn

✨ BOSTON MASSAGE EXPERIENCE ✨

Boston • Back Bay • Burlington • Waltham • Newton

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 Body2Body 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.

📍 INCALL LOCATIONS

✨ Boston – Back Bay (Primary Location) Elegant, discreet, and centrally located for discerning professionals.

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

✨ Curated Private Incall Experiences (Burlington • Waltham • Newton)

For clients seeking a more private or tailored setting, I offer custom-arranged incall experiences hosted in luxury hotel suites or curated private residences.

These exclusive experiences are available with 24–48 hours’ advance notice and are especially suited for immersive Milking Table, Nuru, and extended indulgence sessions.

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

🌅EARLY MORNING APPOINTMENTS

Early morning appointments (8 AM – 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 rushed or 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)

Anna Simone's Experience Menu

✨ INTRODUCTORY MASSAGE & BODYWORK EXPERIENCES ✨

Designed for gentlemen seeking relaxation, stress relief, and quality therapeutic bodywork.

  • FBSM (Full Body Sensual Massage)
  • Swedish Massage
  • Deep Tissue Massage
  • 60 Minutes — $500
  • 90 Minutes — $700
  • 2 Hours — $900

🔥 SIGNATURE MILKING TABLE EXPERIENCES 🔥

60 Minutes

  • FBSM + Finish — $600
  • Topless Milking Table Experience — $700
  • Signature Milking Table Experience — $1,000

90 Minutes

  • Topless Milking Table Experience — $850
  • Around The World Experience — $1,000
  • Signature Milking Table Ritual — $1,200
  • Nude Oral Worship Milking Table — $1,100
  • Intense Edging Experience — $900
  • Intense Edging + Prostate Massage — $1,400
  • Milking Table + GFE Bliss — $1,700

2 Hours

  • Around The World Experience — $1,300
  • Signature Milking Table Experience — $1,600
  • Fetish Tease & Denial Experience — $2,500

2.5 Hours

  • Extended Signature Milking Table Escape — $1,900

🔥 SIGNATURE BODY2BODY EXPERIENCES 🔥

60 Minutes

  • Topless Body2Body — $900
  • Nude Body2Body + GFE Connection — $1,200

90 Minutes

  • Nude B2B + Edging & Tongue Teasing — $1,400
  • B2B + BBBJ Experience — $1,600
  • B2B + Greek Adventure — $1,900

2 Hours

  • Body2Body + GFE Bliss — $1,900
  • Body2Body + Oral Worship — $1,400
  • Signature B2B + GFE + Milking Table Escape — $2,400

🌊 SIGNATURE NURU RITUALS 🌊

60 Minutes

  • Topless Sensual Nuru — $700
  • Nude Sensual Nuru Escape — $900

90 Minutes

  • Topless Nuru — $900
  • Sensual Nuru Fusion — $1,200
  • Wet & Wild Nuru + Oral Worship — $1,300
  • VIP Nuru Experience — $1,700

👑 DOUBLE INDULGENCE EXPERIENCES 👑

90 Minutes

  • Nuru Fusion + PSE / Greek Experience — $2,500

2 Hours

  • VIP Nuru + GFE Experience — $2,300
  • Nude VIP Nuru + Oral Worship — $2,000
  • Slippery Nuru + PSE / Greek Deluxe — $2,400

2.5 Hours

  • Nuru + Milking Table + GFE Escape — $2,300
  • Greek + Milking Table Adventure — $2,600

📩 NEED HELP CHOOSING?

Tell me what you’re craving and I’ll guide you toward the perfect option.

 

Are You Over 18 Years of Age?

DISCLAIMER: Access is made available only to those who accept the terms of the following agreement. I do not find sexual or adult oriented material to be offensive or objectionable. I am at least 18 years of age and have the legal right to possess adult material in my community. I understand the laws and standards set in my community, site and computer to which I am transporting this material, and am solely responsible for my own actions. Under penalty of perjury, I solemnly affirm that I am over the age of 18 and that I am not accessing AnnaSimone.com for the purpose of obtaining information that will be used by others or me in any capacity against the Webmaster of this site, its owners, employees or any other parties associated with AnnaSimone.com. You understand that this site contains material that may be considered objectionable. You are not prohibited by law to view adult content in your area, and that adult language and nudity are not offensive to you. You agree to enter this site for your own personal entertainment only. You are not a U.S. Postal official or law enforcement agent or acting as an agent thereof, attempting to obtain any evidence for the prosecution of any individual, BUSINESS, advertiser, or for the purpose of entrapment. You are not from a government agency or organization here to obtain any information to use against the site operator, advertiser, or any person whomsoever in ANY CONCEIVABLE MANNER. You will not pass any information contained herein to minors or to those that do not wish to view this site. You will not attempt to bypass any security on this site. You understand that this site and all of its photos are protected under U.S. and International copyright laws. Reproduction, alterations, or reposting of any image is strictly prohibited without prior consent. You understand that book marking to a page on this server/site whereby this warning page is by-passed shall constitute an implicit acceptance of the foregoing terms herein set forth. You believe, that as an adult, you have the unalienable right to read and/or view any type of material that you choose. You can stop receiving such material at any time by logging off and not returning. You are viewing this material for your own personal use and it isn’t to be viewed by minors or anyone else but yourself. That at no time, will minors be subjected to said material of any kind.

* 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.