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Anna Simone | VIP Companion

Fetish & Couple Packages

DEBAUCHERY FETISH FANTASY

Let’s take a walk on the wild side…
Step into Anna’s judgment-free sanctuary, where boundaries fade and discretion reigns. Based in Boston, I specialize in discreet kink sessions — including BDSM, gloryhole play, and other taboo pleasures tailored to your deepest urges. Whether you’re craving a kinky scenario or voyeuristic indulgence, I specialize in unforgettable, uninhibited adventures.

Popular Fetish Scenarios Include:

– Bi-Play & BBC
– BDSM
– Golden Shower
– Kink / S&M
– Cock Tease Milking Table
– Chastity / Cock Hold
– Dogging / Cuckold
– Naughty Nurse / Doctor
– Secretary / Boss
– Pegging / Strap-On Play
– Threesomes: MFM / MMF / FFM
– College Professor/Student
– Husband / Maid
– Feet Worship
– Money Pig
– Light Domination / Sissy Training
– Gloryhole Kink & Exhibitionism
– BDSM Exploration – from soft Domination to full roleplay

We’re only limited by your imagination.

FETISH FANTASY PACKAGES

(50% DEPOSIT required)

  • 90 Min Fetish Deluxe – $1,800
  • 2 Hr Pure Fetish Deluxe – $2,200
  • 2 Hr Milking Table Fetish – $2,300
  • 2 Hr Fetish + PSE Tryst – $2,600
  • 3 Hr Fetish Fantasy – $3,000
  • 3 Hr PSE Fetish Deluxe – $3,500
  • 4 Hr “Shades of Grey” Tryst – $4,500
  • 6 Hr S&M Kinky Bed Play – $6,500
  • 8 Hr “Walk on the Wild Side” – Email me for rates

MFM ORGY ADVENTURE
Book me + my hot male associate for the ultimate DP adventure — or let’s explore a swinger’s club together.

  • 2 Hr Deluxe Treat – $2,800
  • 4 Hr DP Deluxe – $5,000
  • 6 Hr Pure Bliss – $7,500

MÉNAGE À TROIS FANTASY BLISS
Play with me and one of my kinky girlfriends — or choose a male associate for something even wilder. (Your fantasy. No limits.)

(25% DEPOSIT is required)

  • 1 Hour Doubles Fantasy – Email me
  • 90 Min Doubles Pleasure – Email me
  • 2 Hr Ultimate Ecstasy – Email me
  • 4 Hr Double Dinner Deluxe – Email me
  • 12 Hr All Night Treat – Email me

COUPLES FANTASY TREAT
Thank you for inviting me into your relationship. I’m always respectful of your boundaries, ensuring full enjoyment for all. Scenarios may include strip club, swingers club, or couples swap.

(50% DEPOSIT is required)

  • 2 Hr Couples Introduction – $2,000
  • 4 Hr Couples Dinner & Dessert – $3,600
  • 12 Hr Overnight Treat – $6,500

LIVE VIDEO CALL SESSIONS (Coming Soon)
Real-time pleasure. Just you and me.

  • 10 Minutes – $100
  • 20 Minutes – $160
  • 30 Minutes – $200
  • 50 Minutes – $300

Add-ons available (toys, striptease, name play, dirty talk). Ask during scheduling.

CUSTOM FANTASY VIDEO REQUESTS
Made just for you. Sensual, explicit, unforgettable.

  • Voice-Only Fantasy (2–3 min): $199
  • Sexy Tease in Lingerie (3–4 min): $299
  • Dildo Play (8–10 min): $399
  • Anal Toy Play (7–8 min): $499
  • Squirting Session (8–10 min): $599
  • Double Penetration Fantasy (10–12 min, toys): $799

Optional Add Ons:

  • Outfit/Roleplay Theme (Nurse, Grad, Secretary): +$50
  • Name Shoutout or Voice Note: +$25
  • Bonus 4-Pic Photo Set: +$40

DM on OnlyFans or email to submit your request.

USED PANTY SALES (Coming Soon)
Custom worn panties from $500–$2000 depending on style and duration worn. All shipped in vacuum-sealed packaging per your instruction.

 

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.