jennifersorlando - Offline
The Essentials
Last Seen: Jun. 12, 2026
Joined: Jun 12, 2026
Age: 57
Gender: Crossdresser
Location: Orlando, FL, US
Interested In: Male
About Me
I’ve cross dressed in private for years and nowhere near where I desire to be and more of a work in progress. Most days I would love to run to that “finish line” or take some magical pill that would transform me overnight but it’s far from reality. I would love to find someone to help me learn what it takes to pass and what looks right vs looking trashy. I keep myself completely smooth and love the feel of slipping into anything that’s soft and silky next to my skin.
I’ve been submissive all my life to some degree except when defined by society norms; however, I feel my true self in that role. I find the role as an escape from the day to day and a path to experience something that’s been a part of me since before I truly knew what it was from a very young age. It feels natural to be on my knees and be guided to providing pleasure until my desire to please takes over or until the person I’m with is either finished with me or ready for a few more rounds. I crave to please and it makes me feel complete.
My “normal” self doesn’t find men attractive but when dressed it flips a switch and there is nothing more than I want than to please him. Have done oral with men (giving) but it’s been awhile. I miss it and crave to experience again. There is no better feeling for me than to feel a cock sliding across my tongue and tasting that sweet precum until he fully looses it. I’m a total bottom and have no desire to “top” not my nature and consider myself on the small side and rather keep that “part” all tucked away. Have yet to experience to be fully taken but do desire to be so and to be truly a “gurl”.
I’m married, she knows and is very supportive in letting me find my way in exploring this side which she has known about since we married. We are at a point where I can explore this side of me and being relatively new to the area it’s easier to do. She tells me to find a “boyfriend” and explore what it’s like to feel as if I was a real gurl and she tells me I will enjoy it more than I know. While she likes to help, she feels I need to find others that have more experience to help bring out my best.
Open to most except extreme and marks being left on me. Drug and disease free, don’t smoke and socially have a drink. Life is too short not to try something new so I’m not going to rule out anything until I learn more. Any questions just ask and I’m pretty much an open book but guarded at first.
I’ve been submissive all my life to some degree except when defined by society norms; however, I feel my true self in that role. I find the role as an escape from the day to day and a path to experience something that’s been a part of me since before I truly knew what it was from a very young age. It feels natural to be on my knees and be guided to providing pleasure until my desire to please takes over or until the person I’m with is either finished with me or ready for a few more rounds. I crave to please and it makes me feel complete.
My “normal” self doesn’t find men attractive but when dressed it flips a switch and there is nothing more than I want than to please him. Have done oral with men (giving) but it’s been awhile. I miss it and crave to experience again. There is no better feeling for me than to feel a cock sliding across my tongue and tasting that sweet precum until he fully looses it. I’m a total bottom and have no desire to “top” not my nature and consider myself on the small side and rather keep that “part” all tucked away. Have yet to experience to be fully taken but do desire to be so and to be truly a “gurl”.
I’m married, she knows and is very supportive in letting me find my way in exploring this side which she has known about since we married. We are at a point where I can explore this side of me and being relatively new to the area it’s easier to do. She tells me to find a “boyfriend” and explore what it’s like to feel as if I was a real gurl and she tells me I will enjoy it more than I know. While she likes to help, she feels I need to find others that have more experience to help bring out my best.
Open to most except extreme and marks being left on me. Drug and disease free, don’t smoke and socially have a drink. Life is too short not to try something new so I’m not going to rule out anything until I learn more. Any questions just ask and I’m pretty much an open book but guarded at first.

