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Seeking a Long-Term Mistress

Swinger Sissyharry (Male) from USA, Wilmington

I'm 64 years old, living in the Wilmington region. I'm interested in meeting a woman aged between 33 and 66. I have breasts and nipples like a woman. I'm for real love to serve attractive couples. Hoping to find someone local. I want to be a sissy long-term.

Seeking Couple, Female

Ask me to show you my private photo and video collection (47 items)

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Sissyharry Personal Details
Gender Male
Age 64
Location USA, Delaware, Wilmington
🌈 Sexuality Straight
🚻 Gender Expression Crossdresser
🌎 Ethnicity White / Caucasian
🎭 Personality type ESTJ
💞 Relationship status Widowed
⭐ Star Sign Cancer
🚬 Smoke Sometimes
🍷 Drink No
💊 Drugs No
🍽️ Diet Other
🛡️ Safe Sex Always
🤸 Exercise Sometimes
🏠 Meet At Your place
📏 Height 5ft 6in (168 cm)
⌛ Body Type Curvy
👁️ Eye colour Brown
👱 Hair Colour Light Brown
🦵 Body hair Shaved
🎨 Tattoos No, but I want some
💍 Piercings Never!
🖌️ Body Modifications Never!

Recent status updates
Sissyharry Sissyharry
  12:08 am Saturday, 25th May, 2024

Very beautiful woman can I be your personal sissy 

Dm privately I’m interested in you

by Mencrusher

Spank me 🍑

by Sasbel5367

Daaaaaamn!

by Sasbel5367

Tie me up 🙌

by Sasbel5367

Be my sissy and actually fucking mean it then😈

by Promise2634

Yes please!

by EtherealQueen

Yes please!

by Sexyslyva



Media comments
1:09 am Tuesday, 21st January, 2025

Go and finish what you started Harry. Stop looking for other Mistresses. Like you don't have. Stick to one

1:07 am Tuesday, 21st January, 2025

You are not serious. You look for me. Now you're misbehaving. He is not tru worthy

10:15 am Thursday, 19th December, 2024

You’re nice looking man very handsome and sweet💋💋

10:15 am Thursday, 19th December, 2024

You’re nice looking man very handsome and sweet💋💋

1:08 am Thursday, 19th September, 2024

Can we give a try please handsome

1:08 am Thursday, 19th September, 2024

Can we give a try please handsome

2:36 am Friday, 23rd August, 2024

how’s the weather going over there

2:14 pm Saturday, 10th August, 2024

Hello you can send me you info so I could contact you

4:45 pm Friday, 21st June, 2024

Hi how are you , you look good hit me and let’s have fuN

9:19 pm Thursday, 25th April, 2024

Active for effective communication

7:06 pm Tuesday, 21st January, 2025

Hey sissyharry! How are you

8:18 pm Friday, 4th October, 2024

Hey there what are your kinky

8:22 am Tuesday, 1st October, 2024

Nice to meet you here handsome man

11:19 pm Friday, 6th September, 2024

Hello you look handsome do you want to chat ?

3:26 pm Wednesday, 28th August, 2024

Wish we were closer 😪

9:45 am Monday, 19th August, 2024

I can’t wait to explore this life style with you

2:30 am Monday, 19th August, 2024

What's the picture behind you ?

7:49 am Thursday, 20th June, 2024

can we still get together

7:49 am Thursday, 20th June, 2024

Hey I’m sorry how things went out

9:50 pm Friday, 26th April, 2024

Accept my invite already