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Closeted Sissy on a vanilla date. (help)

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jamie12065

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Posts: 9
#1
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A little about me. I am a 24/7 panty wearer that is 5'3" and 120lbs with 4.5" penis. I am a real nice permister and totally submissive. I went out with this BBW last night and the evening went well. She is really pretty and has an awsome ass to boot! During our dinner she stated that she has dated black men, and instantly I thought of her cuckolding me. After dinner the check came and she took it and paid the bill. I said that I could pay but she said no.

Now, she does not know that I am a sissy with a small one. My question is when should I tell her that I am not manly at all. I do not want to waste her time, but I know I have a lot to offer. I have many s*******s and work well with my hands, and can fix or build just about anything. I just cannot offer her a manly man because I am a sissy.
Jeanne and girlfriend Jess

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Posts: 550
#2
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Tell her ASAP! Be honest about yourself no sense miss leading anyone. I for one would rather a sissy be honest and not let me reach down his pants and find a little clitty when I want a big cock....
I have finally decided to take control (total) and have sissy in panties daily lock sissy in her CB 6000s for good. No more feeling sorry after a few weeks and no more giving into her pleas for mercy! Welcome the NEW MISTRESS!
bullfluffnswallow

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Posts: 509 Pictures: 10 
#3
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Quoting: jamie12065
Now, she does not know that I am a sissy with a small one.

Hi jamie
My guess is that she knows exactly what you are You may have found a keeper!
Her paying and mentioning dating black were signals. i agree with Jeanne,be honest and open a dialog; maybe telling her you find black guys intimidating cuz they are usually so manly while you on the other hand are more passive.
If she suspects your sissyness and wants to act on cultivating it, this should give her all the fodder she needs.
Good luck...let us know how things develop...very exciting!!!
Who's Your Bitch.single,cuz not man enuf to attract a woman.
Will meet for sissy sex with yor cuck!!
jennifera1

Member

Posts: 43
#4
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jamie, the sooner you tell her the better. However use tact. You need to explain to her that you have different ideas than most on your sexual likings and tell her when she wants to know that you will explain them to her. I would do this by the 3rd date. I am a real female, and I am shooting your straight.

She will either except, like it, and stick around or she won't.

Jennifer
[email protected]
jennifera1

Member

Posts: 43
#5 
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sorry I mean accept
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Closeted Sissy on a vanilla date. (help)
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