A select group of ladies who are chosen annually to represent The Upsidedownpineapple in helping to educate and empower women in the lifestyle.
Dem girls is an awesome group of ladies from all walks within the lifestyle that were chosen to represent The Upsidedownpineapple. They show everyday that the lifestyle is so much more than people judge us to be. They are your everyday Moms, Aunts, Sisters, Wives, Workers, Business Owners and Friends. The only difference is that they are ladies in the lifestyle. These ladies can usually be found somewhere building new friendships that become family, supporting each other in every way from parenting advice to sexual health to relationships and so much more. They show that women can truly be strong and independent individuals who lift each other up and straighten each other’s crowns when we need it. We are so proud to have them sharing with others our motto of “educating, encouraging and enhancing the Lifestyle “ and that it is truly “not just the hookup “.
Hi everyone! I’m Paula (52) married to our USDP Squirrel Wrangler, Mark and we live in Md. I am a School bus driver for special needs children. I have 4 children & 2 granddaughters. I love crafting, traveling, and just hanging with our framily.
You’ll usually find us traveling with TheUpsidedownpineapple’s or at 1 of our favorite clubs TPA or The Paradise Club I also help work in the Kimonna store and pop ups at events .
We have been in the lifestyle and in a Dom/sub relationship since 2015. I love to help and support others and being a Demgirl is an amazing way to give back to the community that we love.
Hello I am shelly. I am 57 years old, I live in Severna Park MD. I am a self employed professional gardener. I am the mother of 2 grown boys, and about to become a grandmom. I've been in the lifestyle for 9 years as a happy unicorn 🦄… the lifestyle to me opened up an entire group of friends I call family. They understand me and respect my boundaries. Being a dem girl to me is all about giving back to others. With knowledge as well as fund raisers. Helping others understand that the lifestyle really is more then just a hook up. I am very Honored to representing the upside-down pineapples. Aka part of my family.
Hi there! I’m Jessica. From delco, pa, married to Jeff, and I’ve been in the lifestyle both in swing and kink for about 4 years off and on. I’m 39, and a mom and stepmom to 3 children. During the day, I’m a paralegal for an insurance defense firm, and I also own a catering company, The Twisted Pineapple Kitchen.
I love to travel, cook, the beach, paddleboarding, my dogs, crafting (but never have enough time!) and spending time with my family and friends. I’m a huge believer in friendship first in the lifestyle.
You can usually find me on the cross or on the dance floor at TPA, Paradise or PGC. We’ve been known to pop into other clubs and I always welcome anyone saying hi!
My name is Crystal. This is my first year as a Dem Girl. A quote from the movie Beetlejuice, I, myself, am strange and unusual. I like to think of myself as strange and unusual. I'm a huge horror nerd and have yet to find a movie that scares me. In my spare time from being a mom and working, I like to be crafty. At the moment, cross-stitching has got me busy with projects. This is just proof I have the patience to stab something continuously.
I have been in the lifestyle for 5 years with my fiancé James. I'm shy and don't really out myself out there so when I was asked to be a Dem Girl I said yes because it would get me out of my comfort zone. The lifestyle has done a lot of things for me but the main one is it has boosted my confidence.
Hi! My name is Kialya and I am 49 (soon to be 50). I am recently seperated after 22 years of marriage. We have 3 handsome boys, Ted 19, Alex 17, and Nick 12. I live in NJ and am a Middle School Science Teacher. My hobbies include Star Wars The Old Republic online game, making candles, diamond painting, camping, writing, Magic the Gathering and Dungeons & Dragons. I love Star Trek and Star Wars. I love watching my boys play street hockey and spending time with them doing their scouting activities. My newest love is archery. I try to live every day to the fullest and surround myself with my loved ones. I am shy at first, but when you finally get to know me you will find me to be a very caring friend, a helpful person who is constantly offering her support, loyal and trustworthy. I try to uplift those around me encouraging them to strive for their goals. I can usually be found at hotel takeovers, The Private Affair, or The Korral. Even when I am having a bad day I am usually smiling. As Phil says I am the "Good One".
Hi, I'm Rachael, I’m super excited & honored to get to serve this community as a Dem Girl for the second year!!! I’m a 49 y/o Registered Nurse from the Philadelphia area and am Proud to have served as a Combat Medic in The US Army. My adventures have landed me in Missouri, Kansas, Texas, Florida, Alaska, and Louisiana. When I am not working, I love Philly Sports, reading, the outdoors, biking, music (especially live music), spending time with my family, being a Dog Mom & attending LS events with my partner of 8 years, Evan. I enjoy as much time as possible at the beach & love to travel. I can be sarcastic and most people would describe me as funny, honest and loyal. I believe that "It Takes a Village" and don’t know where I would be without my Pineapple Village!
Much Love, I can’t wait to meet some of you sexy people in the coming year. 🍍