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Anna Simone | VIP Companion
INTERVIEW WITH ANNA

Frequently Asked Questions

DO YOU OFFER MILKING TABLE OR MASSAGE SESSIONS WHILE TOURING?
Yes! In select cities, I offer Milking Table, Nuru, Body2Body, and Sensual Massage sessions. Prebooking and a 40% non-refundable deposit are required for all touring services. Check my site or contact me directly for full package details.

Do you offer Milking Table outcall or Drive Me To You appointments in New England?
At this time, I only offer incalls unless I am on a scheduled tour or confirmed for a Drive Me To You booking.

Drive Me To You – New England & East Coast Custom Milking Table and Nuru experiences are available across New England and the Northeast, including: New Hampshire, Maine, Rhode Island, Connecticut, Martha’s Vineyard, Nantucket, Albany, Rochester, Syracuse, and Buffalo. These sessions require a 3 to 5-hour minimum, with rates ranging from $2,800 to $4,500, inclusive of transportation and accommodations.

Fly Me To You – Coming Soon I’m excited to announce that beginning this year, Fly Me To You Milking Table & Nuru experiences will be available. I’m currently finalizing logistics and will provide updates soon.

WHY ARE YOUR RATES HIGHER THAN SOME OTHER PROVIDERS?
My rates are intentionally structured based on two key factors: annual household income of my ideal client and the market value of the luxury experiences I provide. As a result, my pricing reflects the caliber of my clientele, as well as the care, discretion, and quality I bring to each engagement — including the maintenance of two upscale incall locations.

While I delight in offering upscale, deeply personal experiences, I understand I may not be to everyone’s taste — and that’s perfectly okay. After all, we live in a beautiful, open market… where McDonald’s and Burger King can operate on the same block. I celebrate freedom of choice — and those who choose luxury.

ARE YOU REALLY THE GIRL IN THE PHOTOS?
Yes, absolutely! Every photo you see is of me. I don’t believe in bait-and-switch tactics. I take pride in maintaining an authentic online presence. My images are current and only lightly retouched. My face is blurred and small tattoos removed to protect my privacy, as I maintain a discreet lifestyle. You’re welcome to follow me on social media for a glimpse of unfiltered, everyday selfies.
https://onlyfans.com/annasimonex

DO YOU EXPECT TIPS OR GIFTS?
Tips and gifts are never expected but always appreciated. Thoughtful gestures go a long way in this industry. If you’re the giving type, I graciously accept tokens of appreciation. Should you wish to send me a surprise, you can do so here:
https://www.luxylist.it/annasimone

DO YOU OFFER LAST-MINUTE BOOKINGS?
Only to returning clients, if my schedule permits. For new clients, all sessions must be scheduled at least 12–48 hours in advance. This gives me time to properly screen you, collect the deposit, and prepare my space. I work from a private incall and believe in quality over quantity — rushing compromises the ambiance and attention you deserve.

WHY DON’T YOU OFFER 30-MINUTE SESSIONS?
Short sessions simply don’t allow enough time to create the elevated, unrushed experience I specialize in. Whether you’re booking an erotic massage or a sensual GFE encounter, I pour time, attention, and care into curating an indulgent atmosphere. My service is designed for those who value quality over speed. If you’re looking for a quick fix, I may not be the right fit — and that’s okay.

WHAT IS A MILKING TABLE?
A milking table is a custom-built massage table with a strategically placed opening, allowing for uniquely indulgent bodywork and release techniques. I designed and built my own — it’s not an Amazon table! With help from some wonderful clients, my blueprint became a gravity-defying table that adjusts up to 30 inches and can transform into a Gloryhole for kink play. It’s one of my most requested tools.

WHAT ARE YOUR GFE & FETISH POLICIES?
GFE, PSE, Fetish, and custom sessions require advance scheduling and a deposit. I enjoy fantasy play, soft dom, sensory teasing, and verbal kink. Respectful requests are always welcome. New clients must book 12–48 hours ahead to ensure proper screening.

DO YOU OFFER REFERENCES?
Absolutely. If we’ve met before, you’re welcome to use me as a reference. You may submit your request here:
https://www.annasimone.com/request-reference.php

 

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.