Sissy

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.

My lovely sissy is so sweet!

by Miss Star Child August 9, 2017

Simsbury

One of the best towns in Connecticut, known for the academic excellence of their school system, and beautiful homes. Based on Mastery Test, and SAT scores, has the "smartest" school system in the state of Connecticut, and are ranked number 6 in the country, for the same statistic.

I live in Simsbury, possibly the best town in Connecticut, and it doesn't matter that my family pays so much in taxes because I have one of the best education systems in the country.

by Matt April 25, 2005

Make a sissy

To take a piss. To take a leak. To urinate

From the series "Dead Like Me" the character Rube played by Mandy Patinkin uses the euphamism as a character trait.

George, hold on a minute. I have to make a sissy, then I want to talk to you.

by Rube Sofer April 5, 2010

sissy white boy

A white male that is effeminate in character, weak in physical strength, and cowardly in the presence of black men.

The sissy white boy wet her panties when the black man started yelling at her.

by BlackAl October 17, 2008

sidewalk sissy

a term used to demean fellow truck drivers or a way to call them a fag

swift get the fuck over you sidewalk sissy

by james 37601 January 2, 2009

sissy pissing

A man sitting down on a toilet to urinate.

The bathroom at the Gay bar was really gross, sissy pissing was out of the question.

by Joseph the Adorable July 17, 2016

Sissy

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 10, 2022