top of page
PIC01012.jpg

CLASSIC DATES

 

CocktailS + CAMARADERIE 

*Recommended for 1st dates*

Flirtation over drinks, followed by intimate time behind closed doors. 

3 hours

$1600

 

Dinner + DESSERT 

*My most popular offering*

Dinner, followed by a private dessert. Think of this as the classic (read: best!) date. 

5 hours

$2200

Dinner, DESSERT + More

*My personal favorite*

Maybe dinner just isn’t enough. Perhaps we’d like to savor a multi course tasting menu or catch a show afterward, with plenty of time to spend betwixt the sheets.

7 hours

$2500

At our leisure 

There's more than one way to do the 9-5. Let's do it the naughty way...

9 hours

$2800

EXTENDED DATES

Clockfree Day 

A full day, just the two of us to do whatever our hearts desire! 

12 Hours

$3500

The Overnight

Remember that best date from earlier? It’s like that, except I fall asleep in your arms. 

Up to 16 hours.

$4000

One Fine Day 

A full 24 hour day together, exploring the town and each other. 

$5000

The Weekender 

The perfect excuse to step out of your routine and truly unwind together from Friday to Sunday (or whenever your weekend happens to be!).

$7500

 

Each Additional Day $2500

 

SHORT + SWEET

 

The Tryst

2 Hours

$1300

The Flirtation

90 Minutes

 $1000

The Dalliance*

1 Hour

$700

*Limited availability for new clients

​​

 

 

Wheres + Whens

photo dec 13 2022, 4 46 28 pm.jpg
Gem - White Kitchen_1.jpg

CHICAGO (Homebase)

INCALL

Incall in Chicago is available for no additional fee in Lincoln Park, Gold Coast or O'Hare. Incall in Schaumburg or Oak Brook require an additional $100 fee for meetings under 3 hours in length. Incall outside of these areas will require a higher additional fee. Please contact me directly for a quote.

 

outcall

Outcall is available to your 3+ star hotel in Chicago or O'Hare for no additional fee. Outcalls to suburbs such as Evanston, Glenview, Deerbook, Oak Park, Schaumburg, Oak Brook require an additional $100 for appointments under 3 hours. appointments. Outcalls to exurbs such as Naperville, Aurora and Joliet require an additional $200 for appointments under 3 hours. Contact me directly to inquire about areas outside of these boundaries.

Touring

INCALL

Incall is always available while touring in comfortable, private, well appointed hotels + apartments while touring

outcall

Outcall is available to your 3+ star hotel within the city of my touring location for an additional $100 for appointments under 3 hours. outcalls to surrounding suburbs and areas will require an additional fee and/or time minimum depending on location. Please inquire directly for a quote.

a la carte

Couples

+$600 Flat Fee
90 Minute Minimum

rush fee

+$200
any same day appointment

after hours

+$200
any appointment starting between 10:30pm-7:30am

in date extension

+$600
per hour
“Have customers review you and share what they had to say. Click to edit and add their testimonial.”

Alexa Young, Product Manager

G0GaqUoXAAAzxei.jpg

Virtual Options

Consultations 

Consultations allow for us to get to know each other a bit better and go over any questions, thoughts and ideas. These are meant to be more of a free wheeling conversation as opposed to a virtual session, Think a pG-13 rating. Certain sessions may require these, such as couple's sessions, 24+ hour sessions and FMTYs with new clients.

 

Phone

15 Minutes: $100

30 Minutes: $150

45 Minutes: $200

 

Video

15 Minutes: $150

30 Minutes: $200

45 Minutes: $250

Virtual Sessions

These are more designed to be a naughtier time, where we can talk dirty and directly explore your fantasies. Think an X rating. My availability for these is limited, so advanced scheduling is required

Phone

15 Minutes: $150

30 Minutes: $200

Video

​30 Minutes: $300

60 Minutes: $400

Text

60 Minutes: $200

(includes one selfie)

Full Day (Up to 8 Hours): $500

(includes three selfies)

 

Additional selfies: $50/per pic

 

 

Subscribe to my Newsletter!

Thank you for subscribing!

Gem DeMilo is an independent, curvy, busty companion and proud owner of a certified super booty. Based in Chicago, she is also available for appointments in Evanston, Oak Park, O'Hare/Rosemont, Oak Brook, Schaumburg, Joliet, Aurora and Milwaukee Wisconsin. She also frequently tours New York City, Philadelphia, Boston, Charlotte, Atlanta, Florida and beyond! Gem is also available for bespoke travel anywhere for a FMTY. She is in her early 40s, making this redhead vixen both mature and youthful. Gem specializes in GFE with a focus on authentic connections and intimacy. She especially shines during cocktail dates, dinner dates and overnights. 

bottom of page