Pepper Cunningham 🌼 SF / FMTY
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peppercunningham.com
Pepper Cunningham 🌼 SF / FMTY
@peppercunningham.com
• free spirit • life enthusiast • strawberry blonde • sparkling companion •
💌 [email protected]
www.peppercunningham.com
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🚂🌸 SPRINGTIME TRAIN TOUR! 🚂🌸
East Coast, I've missed you! Visiting a few favorites and some new locales — will you give me a warm welcome?

Boston, Philly, Pittsburgh, Cleveland, Baltimore, DC/Tysons, Raleigh/Durham, and NYC!! I'm SO excited!

Email me ASAP to get on my books, don't miss out!
Where should I go this fall/winter?! Accepting FMTYs and meaningful tour suggestions (especially if you're ready to prebook). Baltimore? NYC? Denver? Phoenix? LA? Seattle? Sway me!
October 15, 2025 at 5:55 PM
Minneapolis! I'm excited to be in you July 11-14. My time is limited, but I'd love to see you. Send me an email posthaste and let's make some magic!
July 4, 2025 at 6:39 PM
✨GUESS WHO'S 30!✨ I'm so excited for the coming decade! Thank you all for joining my journey so far, and I'd *LOVE* to keep celebrating with you. (Officially my birthday month is now through 7/26 😘) Let's make some magic! And my wishlist is updated, for my far-flung sweeties.
June 26, 2025 at 11:24 PM
Am I a lucky gal or what? Thank you both for the FANTASTIC day + night 🥰 What a way to kick off birthday week!
I had the pleasure of being a special birthday surprise for @peppercunningham.com this week 🎂 Good food, celestial bodies, and a beautiful night of bliss. Happy birthday Pepper, and thank you J for making it all happen ✨️
June 22, 2025 at 4:25 PM
If I were to start a spicy site, what type of content would you want to see? 😘 I try to be Very Offline but it does sound like a fun way to keep up with my loves from afar. Help convince me?
June 13, 2025 at 12:44 AM
This year my goal is to downgrade my tech. If you send a $439 amazon giftcard to my inbox for my birthday, I’ll be VERY happy… and so will you 👼
June 2, 2025 at 9:03 PM
I already have one duo and one trio on the books for June, what a great birthday/pride month so far! KEEP UP THE GOOD WORK 😈 What if… one per week? I'd be a happy Pepper!
(with @natashaxbailey.bsky.social and @camilabella.bsky.social )
June 1, 2025 at 7:22 PM
Reposted by Pepper Cunningham 🌼 SF / FMTY
Not to sound like a potted plant but sunlight and fresh air really make a difference
May 31, 2025 at 5:32 PM
Where are we hosting our websites/custom email addresses? Amenable to 18+ websites?

My server has been a bit screwy for months now and I think it’s time for a change. Just need easy wordpress install and easy email tools (because I understand that less than making a site)
May 30, 2025 at 5:29 PM
And my email server is down 😣 If you emailed me about this, it’s stuck in purgatory. Please email peppercunningham at proton dot me !!

Really have to change where my site is hosted, ugh!!
South Bay sweethearts! I'll be in Sunnyvale tomorrow 05/30 and I'm waiving my incall fee. Late afternoon through early evening. Let's make some last-minute magic 😘
May 30, 2025 at 4:57 PM
South Bay sweethearts! I'll be in Sunnyvale tomorrow 05/30 and I'm waiving my incall fee. Late afternoon through early evening. Let's make some last-minute magic 😘
May 30, 2025 at 2:28 AM
what condoms are sensitive girlies using? i realized that skyn was causing an imbalance and then learned they added fragrance in the last couple years?! 😠 WHY. would love recs for latex + non, varied sizes, no plastic bag feel, and *no fragrance!!*
May 28, 2025 at 4:04 PM
I'm working on my Mailing List & hoping to make it a monthly thing! If you'd like exclusive pictures, travel plans, stories, and baby tortoise pics, won't you subscribe? Go to my website, scroll a little (look for the orange box) and join the fan club 💌
May 23, 2025 at 7:26 PM
Tiny baby tortoise woke me up by scratching/bumping against her tank — usually her cue for “let me out! I wanna run around!” But she hasn’t left my hand for 15 mins 🥹 Just wanted a cuddle I guess!
May 21, 2025 at 4:32 PM
I'm basically fully booked for May (yay!) but could make time for a cute date either Friday the 23rd or 30th! Then I'm looking forward to June — and my 30th birthday!!! I wanna do it big all month and celebrate my journey so far with my favorite lovers. Don't wait to reach out! 💌
May 14, 2025 at 6:29 PM
I'm *finally* home from tour + bonus mother's day trip to see my mom <3 Going to be making my way through my inbox over the next day or two, if you've been waiting to hear from me please keep being patient, thank you!! Love love
May 13, 2025 at 3:08 AM
Tried on these earrings and fell in LOVE and I think, as an agent of love, I deserve them 🕊️💕 They’re $350 and my birthday is next month, if you’re feeling sweet 😘 CA apolloconsulting VM apollo-consulting 💝
May 8, 2025 at 6:09 AM
When I was in Brooklyn I saw the street "Himrod" and commented to my friend, "himrod? …him+nimrod? it sounds like 'himbo' but evil" and I kinda love it as an insult
April 29, 2025 at 6:11 PM
I’m going to get a mani/pedi today, and I know I have some
foot lovers who are dying to sponsor me 😘 CA is apolloconsulting and VM is apollo-consulting
April 25, 2025 at 12:52 PM
What should we do later? 💕
April 23, 2025 at 6:46 PM
One of my dinner dates in Raleigh had to cancel, sadly!! So I have availability the evening of the 4th — don't let the opportunity slip by you 🎁
🚂🌸 SPRINGTIME TRAIN TOUR! 🚂🌸
East Coast, I've missed you! Visiting a few favorites and some new locales — will you give me a warm welcome?

Boston, Philly, Pittsburgh, Cleveland, Baltimore, DC/Tysons, Raleigh/Durham, and NYC!! I'm SO excited!

Email me ASAP to get on my books, don't miss out!
April 20, 2025 at 8:26 PM
Don’t miss Lennon while she’s here!!
Seattle, I thoroughly enjoyed being shown around. Can you believe I got three straight days of sun?

San Francisco, I'll be wandering around your fog till the 17th 🌁
April 16, 2025 at 1:48 AM
I'm just about as booked as I'd like to be — thank you all for the prompt response and prebookings! I could maybe fit one more date, preferably dinner or a spa date 😘 So if you've been waiting, reach out now or you'll miss me! I'm SO excited for my trip!
🚂🌸 SPRINGTIME TRAIN TOUR! 🚂🌸
East Coast, I've missed you! Visiting a few favorites and some new locales — will you give me a warm welcome?

Boston, Philly, Pittsburgh, Cleveland, Baltimore, DC/Tysons, Raleigh/Durham, and NYC!! I'm SO excited!

Email me ASAP to get on my books, don't miss out!
April 15, 2025 at 6:00 PM
“Let the sunshine in… and face it with a grin.”
April 14, 2025 at 4:04 PM