Pepper Cunningham

All-natural redhead sensualist

She/Her

Vivacious, with an insatiable thirst for life. Unwind and enjoy it with me. My name’s Pepper, and I’m currently based out of San Francisco. I’m a native Northern Californian with a zest for life, infectious laugh, and wide-open heart. I’m curious and engaged, and I have an endless fascination for the wide variety of human experience. I’d love to go out sometime! Let’s meet as friends, open to connection, and see where the night takes us. On a date, you’ll find me switching effortlessly between unabashed laughter and deep listening. Bring me your cheesiest puns or let me hold some space while you unwind. I’m a real, earnest person. I can’t help but flirt, and I love kissing and holding hands (when you’re up for it). I’m unscripted, authentic, not too uptight about anything, and charming, surely. And even though I’m a free-spirit, I clean up nice enough! I’m equally at home at an omakase dinner, music show in a basement, or a yurt under the stars. The first thing you might notice is my red-blonde, flowing hair — cascading softly over my freckled shoulders, down my back, bouncing along as we walk to dinner. Later, you might notice the rest of my hair — I’m not shy about the fact that I keep my body naturally groomed, and I’m strawberry blonde from head to toe. My aura is Venus-like, not just aesthetically, but I emanate loving, ethereal, yet grounded energy. As we get closer, as the light hits them just right, you might catch the golden ring in my eyes. Everything is golden, I love shining with you. I want to make the world a little brighter, and leave each space a little sweeter than I found it. The day to day reality of the world is hectic & stressful for so many reasons — so I try to radically embody joy. If we go for a walk, be prepared! I’ll stop for every flower (and invite you to smell them with me). My mindfulness practice is a huge part of my life, which helps me be a more compassionate friend, companion, and human in general. So where do we meet? Where do you end and I begin? What does it feel like when the energy begins to merge? Communing with others is one of the deepest types of magic I know. Every interaction is so different — whether it’s a chance encounter or a years-long romance. Let’s take our time and discover what we feel like, together.

Caters to
Men, Women, Non-binary, and Couples
Last active
Today
Gender
Woman (She/Her)
Age
30s
Body Type
Small hourglass
Height
160 / 5'3"
Ethnicity
White
Cup Size
C
Hair Colour
Strawberry blonde
Shoe Size
8
Eye Colour
Blue

Availability

Monday
All day
Tuesday
All day
Wednesday
All day
Thursday
All day
Friday
All day
Saturday
All day
Sunday
All day

I'm flexible, but I do keep busy with social engagements — same-day appointments aren't guaranteed, but it doesn't hurt to try! Filling out screening in advance helps.

Tour Schedule

Tour dates are available with pre-booking only! Just because it's listed here, it's not a guarantee. So don't hesitate to reach out and make a plan ahead of time ✨

San Francisco, CA, USMay 30 – Jun 4
My homebase. Available around the Bay Area for a small travel fee. Love to do FMTYs!
Duos, trios, and more available! Ask me about my hot friends!
My homebase. Available around the Bay Area for a small travel fee. Love to do FMTYs!

Online

Polaroid photoUS$50

Three polaroidsUS$120

I'm offering polaroids via the mail, or I can bring them to an appointment. ☺️ Semi-custom shots available. Email me for details!

Incall

1 hourUS$800

add 200 for all incall bookings

1.5 hoursUS$1,000

2 hoursUS$1,200

4 hoursUS$2,000

Overnight (14 hours)US$4,000

Full day (24 hours) US$8,000

Weekend (48 hours)US$10,000

Outcall

1 hourUS$800

short but sweet, if we’re already acquainted

1.5 hoursUS$1,000

an introductory date for new friends

2 hoursUS$1,200

let’s take our time together

4 hoursUS$2,000

a sensual night out, where will it take us?

Overnight (14 hours)US$4,000

a spacious evening with plenty of time to cuddle in the morning

Full day (24 hours) US$8,000

i'm all yours for the day, what would you like to do together?

Weekend (48 hours)US$10,000

the sky's the limit, let's have a grand adventure

Policies

Deposits

I ask for a 10% deposit for all bookings. I accept multiple discreet, easy payment methods.

Cancellations

Please give me at least 2 days’ notice if we need to reschedule our date. Less than 48 hours is a 50% cancellation fee; less than 24 hours is 100%.

Contact

Say hello! Now that you know a little about me, please feel free to introduce yourself as much as feels good. I love to get acquainted a bit before we meet, just like any other dating site. Screening is required to book. I prefer an employment verification (ex. LinkedIn profile + photo) but will also accept references from previous companions (with a link to their website – I’ll get in touch with them directly). I can’t wait to hear from you!

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September 2022 | via Email