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Before setting an appointment, I require a consultation in order to answer any questions you might have and to help me best prepare to give you an optimum experience. I offer a free 15-minute-long consultation via phone. Alternatively, with a fee paid in advance, I offer public in-person consultations. You can find these fees listed under Tuition. In-person consultations will not immediately be followed by a session; a session will have to be scheduled for a later date. 

During our first meeting we will discuss safety and limits, and I please ask that you be upfront with any concerns, physical limitations, or medical conditions you may have. You will best serve your Mistress with clear communication—mindreading is not among my many talents. I always play to the level of my bottom and I hate breaking my toys.

Confirmation text or email is required 2 hours before the start of the session. No confirmation, no session, end of discussion. Safety is always a priority inside or out of the dungeon—do not text and drive! Message me before you depart if your travel will have you on the road near the 2 hour mark.

If you must cancel, do so immediately upon realization of this need. I appreciate your courtesy in this matter.

You do not have to bring gifts, but if you would like to, please refer to the lists on My tribute page. My best boys bring their tuition enclosed in a book, either one of your choosing or one from My lists.

Besides roleplay, fetish, and BDSM sessions, I also enjoy shopping trips, spa days, and being pampered.


I consider myself a modern-day courtesan, an educated and independent woman fulfilling the role you need whether it be someone to talk to, a person to push you and hold you accountable, or a sadistic female supremacist who uses you as she pleases. I provide a safe place for you to explore your submissiveness and sexuality in whatever form that is. Sessions are a journey we take together--you help Me determine the road we take. My goal is to enlighten your mind and nourish your soul.


My primary interest is in causing you elicit those fun noises you make at your most vulnerable. I do respect all limits, but I will also explore your boundaries. I play with submissives who are not masochists and masochists who are not submissives. I also play with those who are solely fetishists. Would you like to pamper My sexy high-arched size 8.5 feet? Or perhaps brush My luscious, soft hair? Maybe you would like the privilege of shining My boots? All are welcome to come worship Me in whatever form it takes.

I began as a fetish seller but have made a name for myself as domestic disciplinarian.

Domestic Discipline
I love the 1950's bombshell look and am happy to put on My latest vintage style dress, apron, and arm Myself with the nearest implement! Many a bottom has found My hand to be more than adequate when doling out a punishment and has had second thoughts when the paddle is introduced. My forte is impact play, primarily barehanded OTK spankings, paddling, and belting, though I do enjoy introducing canes and floggers. With a freshly washed mouth and a warm bottom, some time in the corner will do you good while you reflect on your wrong doings and how to make Mommy happy in the future.


Does someone want their Mommy? Having been a caregiver for many years in various contexts I have the empathetic ear and maternal touch you crave. Tenderly providing warm fuzzies and a supportive presence, I’m here to shelter you while you’re most vulnerable. Crinkle pant lovers and littles are both welcome if they’re seeking change in their lives.

*Absolutely no ANR. Do not ask, I will not see you.


Pet Play
Who’s a good boy? Is it you?! Being a person is difficult but being an animal is easy. Whether you’re a care-free puppy dog or wish to become My trained beast of burden I’m happy to assist you in your animalistic explorations. A house isn’t a home without a pet!

I love turning the tables and making a man feel ever so vulnerable, nerves building knowing he’s about to experience a new sensation in his most intimate of areas. As I don my nitrile gloves I relish the anticipation as he awaits the cold, sanitized steel rods...


Be careful what you wish for, because you just might get it! We might work alone, but Dommes have friends, and We love to cackle and conspire on the best ways to torture you--especially your genitals. Pulling, weights, busting, torture ties....I'd hate to give away exactly what I have in store, the best part for Me is your fear of impending doom.

Sensory play

The BDSM for vanilla people who think they're kinky! As much as I love administering a good beating, I also love sensation play. Whether it's depriving with a blindfold, surprising with a pinwheel, or overwhelming with a simple feather, I enjoy making scared newbies elicit those gasp moans and whimpers.

Though seemingly innocent, I can take a tickle session from fun to torturous with a single finger. Whether for punishment, funishment, or to simply test the restraints, I enjoy a good tickle when the opportunity presents itself. Experience a professional level tickle session, and let Me prove that I don't need to use pain to teach you a lesson. 

Castration play
I've read much on various methods of how to dismantle those dangly bits men care so much about, and have consulted with a surgeon. The ultimate in power exchange as you leave your maleness in my capable hands, castration play is not for the faint of heart. Do you desire to be a eunuch? Feel you are undeserving of your gender? Want Me to own the very essence of your masculinity? Explore this path with Me.

*I do not do full castrations.


Knife play

The sharpest of edgeplay, knives give me a piercing smile. The glint of the blade in the light, the way the metal sings when stroked just right, the feel of it gliding by your skin, knives almost take on a life of their own. Knife play is an invigorating session that leaves a pointed impression. 


Electro play 

There are so many ways to play with electricity and I get buzzed just thinking about it! A rarely used but personal favorite of mine, the violet wand is a shockingly fun time that combines well with many other areas of play. TENS units are another stimulating way to play with electricity that will give you a jolt of pleasure.



There are many aspects to humiliation, however, this a kink that requires much negotiation beforehand and grows better, deeper, more intense the more sessions you have. If you're interested in humiliation try to specify what kind (verbal, physical) and how much (embarrassment, degradation) when contacting me.

Crossdressing and Sissification

I want to help you get in touch with your feminine side! We can have girl-time with a full makeover, fit you for a bra, teach you to tuck and dress like a woman. I have a full makeup kit* ready to go and am eager to turn you into My very own fashion doll. After you're appropriately dressed, I can further shape you into the woman you've always wanted to be with voice modification, movement, and etiquette lessons. If you're a sissy, we can progress onto slut training and teaching you to please a man, or better yet, your Mistress. My best girls get to join me for a day out in public taking me to lunch, getting pedicures together, or shopping for new clothes.


*Please be aware that acceptable makeup application takes time and teaching you to apply it yourself typically takes 2 hours. 


Foot Worship

My feet appreciate a good worship session, especially by those who know how to give a proper massage. I'm always happy to be treated to a pedicure beforehand, and good boys might even get to pick the color.

Bootblacking/Boot Worship

I love My boots and you should too. I expect you to service them, and therefore Me, to the best of your  ability. If you do not know how, you will learn! However, don't expect to start with My boots; you may need to prove yourself on practice pieces first. 



My boots were made for walking...all over you. So were My heels. If you're lucky I'll grace you with My stockinged feet. Men worship the very ground I walk on, you should consider yourself privileged to hold such an esteemed position!


Fire Play

It's not always true that if you play with fire, you're gonna get burned. A conscientious top, I always keep safety at the forefront and am increasing My knowledge of fire play all the time. At present, I am comfortable with and enjoy fire cupping as well as light fire painting. Trust in Me as I burn away your fear and insecurities.


Wax Play

If you want to feel the heat of a session but reduce the risk of getting burned, wax play is worth exploring. A fun way to relax or add on to a session.


Play Piercing

Done with sterile equipment and serious intent, play piercing is an edgier kink that's a rush and highly connective for both bottom and top. It's performed for a variety reasons from ritual to endorphin rush.


Rope Work

There are so many styles and methods to rope tying that I will be continually learning for years to come. At the moment, I'm enjoying the quick fusion style bondage that makes for simple, speedy, and effective ties. I'm looking forward to studying shibari and suspension ties in the future as time allows.

Slave Training

Slave Training is a journey we will take together. If you truly wish to serve Me, it will be a long journey during which we discover one another in a new light. I will learn about you, your capabilities, and potential in order to shape you into the perfect slave to serve Me as I see fit. you will learn about Me, My likes, dislikes, and quirks in order to serve Me to My standards. Slave Training is only for those who are truly devoted. 

Kinks I am still perfecting

I do some role playing and prefer role play scenarios to have a general premise rather than be fully scripted.

If you’re unsure if I offer an activity, please ask, the worst I’ll say is no. If you push, then My answer will be more extreme.

I am not a prostitute, I will not have sex with clients. I do not do pussy worship, ass worship, queening, or anything of the sort. I choose to do those activities with the special people in My life. Hard limits include complete castration, blood play, animals, non-consenting parties, and minors.


Mistress Holly in apron on kitchen chair
Black and white stocking feet dangling high heels


All times are listed in Central Standard (aka "Chicago Time")

Session Hours

Sunday 10am - 10pm

Monday 8pm-10pm

Tuesday 8pm-11pm

Wednesday 7pm-11pm

Thursday 7pm-11pm

Friday 7pm-11pm

Saturday 10am - 11pm

NiteFlirt Hours

Tuesdays 10am-1pm

Fridays 10am-3pm

Mistress Holly on phone


Rates are for my time only

Any request to session outside of My hours will require tuition to be doubled. All appointments are to be booked at least the day prior. Same-day sessions are difficult as I am an independent Mistress and not sitting around a commercial dungeon waiting to be contacted by you. Appointments take time to plan as well as getting ready and going to meet you. I refuse to sacrifice the quality of the experience I enjoy providing to accommodate your lack of forethought or overenthusiasm. Occasionally same-day appointments can happen, but only if you’re an established client. Same day appointments must be booked at least 2 hours in advance.

BDSM Sessions

These are where My fees start. Discounts are at My discretion for multiple hours and multiple Mistresses. Rush fee for same day appointments must be paid upfront with the deposit. If you're curious as to the rush fee, read more here.  

1 hour/400

2 hours/700

3 hours/1000
4 hours/1300

100 rush fee for same day
Double total price for sessions outside My hours

Bondassage® and Elysium® sessions have different pricing, reflecting the unique and blissful experience they contain. These specialized sessions are at least 90 minutes long. To spend more time in nirvana, contact Me for the extended rate. I also offer 4 hand massage if you'd like one of My Friends to join us.

90 minutes/625

2 hours/800

3 hours/1200

4 hours/1600


I do see women and couples; add 100/hr to bring your partner.


I do doubles! I'm currently offering doubles with My friends found on My Associates page. I'm also open to doing doubles if you have another Mistress in mind. Rates for doubles vary (additional 200-400/hour) as it's a collaboration between the Mistresses/Master and up to Our discretion. 


Vary with the distance that I need to travel but are estimated 400-600/hr plus travel expenses with a minimum booking of 3 hours. Be sure to check out My Travel page for additional details. 


For good boys only and start at 2500.

You want to see me outside of the dungeon?

We can meet for coffee for 150/hr or a meal for 250/hr. I get to pick the eatery, and you get to pick up the tab.


Alternately, you can take Me shopping. There's no rate for shopping, but I do expect you to spend at least 800 on Me. All session rules apply for these outings as well. I still require a deposit and a 2 hour prior confirmation message. 

I do take consent into consideration when engaging in any sort of play. This means that I will NOT session in public in any obvious way because the public has not consented to be part of the scene. If you wish to treat Me to a meal or to shopping, please be aware that while the power exchange will still be present, the display of it will be subtle. These outings are a good way to get to know Me better and spend more time with your Mistress, but are NOT to be confused with dating.

Oh, you're far away? That's okay!

We can do phone calls 2/min or emails starting at 50/per message. I am not doing webcam at this time. 

Chastity Key Holding

I do that too! 100/week with no tease and denial or 200/week with tease and denial.

Outing Rates
Rates & Availability


How to I go about booking a session?

  1. Read the Schedule Me page and FAQ

  2. Write Me a polite and informative note via email or the contact form

  3. Wait for My response. If you don't get a response within 48 hours, check your spam folder. If you still haven't seen a response, you may politely message Me again.

  4. Have a consult via the phone or an in person meeting over coffee.

  5. Schedule a session and pay the deposit.

  6. Make confirmation call 2 hours prior to meeting.

  7. Have fun!

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