a boy or man who enjoys little girls clothing. Especially babyish clothing. Lots of frills. Not always straight or gay. Likes to be treated like a babygirl. Likes tea partys and playing with dollys.
Boys who likes to dress in babydoll clothes. Wears diapers and sucks on a pacifier. Like a baby crossdresser
by Tabitha December 4, 2004
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Look at Paul fussing over the wedding's colour scheme, he's such a sissy.
by Juzzamacrum April 6, 2012
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An affectionate female nickname derived from the word sister. Sissy is a common nickname for a female sibling. It can also be a nickname given to a girl by others that she has cared for or behaved sisterly towards. The nickname implies that the girl is a sister or is regarded as such by family and friends. All in all, a sweet, caring girl :-)

See sister, sis, girl, female
Little Sis: I love you, Sissy.

Sissy: Awww, I love you too.
by Sissy September 3, 2004
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An affectionate word for a sister, or someone regarded as a sister. It can be a nickname given to someone who acts sisterly, kind, sweet, and caring.

It's also used as an affectionate word by many in the transgender community for transgender women who love being super girly, cute, and sweet a lot more than average. It can be a kink, or an interest to them.

Since it started as a word for sister it was later used as a derogatory word by sexist people that believe if you were born a guy you shouldn't be effeminate.
by Miss Star Child August 9, 2017
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A bisexual or gay male "bottom" who enjoys wearing women's clothing (makeup, lingerie, heels, etc.) during sexual intercourse.
Carl has a separate Grindr account for his sissy persona.
by Jayne County February 11, 2022
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A derogatory term used to describe a homosexual (man).

2. heterosexual man acting in a feminine way

*commonly used in the south
Guy 1: Aye bruhh you seen that gay boy with the heels on?
Guy 2: Hell nawl and I ain't trying to see that sissy either!
by She wolf June 16, 2017
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A degrading word for a man who is feminine, might wear women’s clothes, prefers to be themselves over a stereotypical man. Probably has issues with self Image and insecurities.
Might come off weak but will most likely tell you wear to go if they must.
Bully: you see that sissy? I’m gonna call him a fagot and push him around.

Sissy: starts to cry then proceeds to knock the bully’s teeth down there through.

Female whiteness: gurl that was amazing! Don’t listen to them, your beautiful inside and out!
by Bad54 July 28, 2019
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