The Femdom Doctor's Humiliating Prescription: 'Wear makeup, dress as a woman, become a sissy faggot slut'

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In 1996, Jill wrote a response to a male commentator online who accused all runaways of being drug addicts who didn’t want to live under their parents’ rules. Her reply caught the attention of a woman who worked at a shelter for runaways and Jill was invited to Portland, Oregon. There, she was encouraged to tell her story.

One of the most common mistakes, Kilmer-Purcell says, stems – um – straight from sissy salutations: To his wonder not too much liquid spilled out of the slut at all as he pulled out, although Matt saw his belly was bulging just a little. I was born like that..Always been a sub with guys since I was 13... Love to find an older local guy to be my daddy...

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I went out into the streets,” she says. “I spent all my money at an arcade on 'Pacman' and 'Space Invaders.' Then I realized that I had no money for food. That’s when the enormity of being homeless really hit.” Aside from not curing my depression, feminizing hormones have been everything I hoped for. Breast growth began in the first month, sooner than expected, and as of today they’re large enough to cup in my hands. I could probably still get away with going shirtless at the beach, but just barely. They jiggle painfully when I walk down stairs. Other than being anxious about hiding them, I’m okay with having breasts. Harm reduction and sex worker rights advocacy is pragmatic, based on reality instead of the abstract,” says Jill. “I felt like I could actually make a positive difference with real women.”

Jill was born in New Hampshire during the '60s, the daughter of a prominent, middle-class family with ties to the local school board. But secrets seethed beneath the family’s respectable exterior. Jill was raped for the first time at 5 years old when she wandered unknowingly into a bedroom during a sex act between her mother and her mother’s boyfriend. Enraged, her mother offered the boyfriend the opportunity to penetrate her daughter. She told him it was a punishment, and to make it hurt. He was happy to accommodate. Later, the boyfriend decided that little Jill was an exciting fringe benefit and continued to rape her with her mother’s full knowledge and consent. I have always been a sissy faggot. I started dressing and being with boy and men when I was 14. I love being a sissy faggot As I came to know her over the years, to enjoy her dry sense of humor, her keen intelligence, her blunt manner of speaking that forces you to take off every mask, I learned the other side of her story too. Her real story is not a tragedy. It is a lesson of redemption and courage, second chances and taking chances. Above all, it is a story of empowerment. It was an off-handed comment that I ignored at first, but then later asked her to elaborate on what she meant. She talked about the different components of gender transition: social, medical, and surgical. I may not be dressing publicly in women’s clothes or asking people to recognize me as female, and I certainly don’t have any surgeries planned, but medical transition is just hormone therapy, which I’m now months into. Therefore, I am medically transitioning. Her argument was logical, but I still resisted it.Now, having been on female hormones for nearly 4 months, I realize that the thought of going off them is vaguely terrifying. I like the effect they’re having on my body. There are moments of doubt, and a few of those moments have manifested as intense anxiety that makes me hate everything I’m doing, but on most days I know that these are positive changes. It feels like progress. I haven't in a long time, but would love to be dresed again and on y knees in front of a man or sissy Just try his pussy, bro. Guess you'll find out. He might not have a real pussy but he really is a girl, being such a slut."

The most unexpected thing, and maybe the most welcome, is that I smell better. I can now go 2 or 3 days between showers and not notice. Before, my hair would get really greasy, so I would have to wash it every morning even if I took a shower the night before, otherwise it would start looking stringy and gross before the end of the work day. Now I just wash it when I shower and it’s fine.

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I have had relationships with some men and I have tried to be feminine (I feel like a woman!) behaving with gentleness and availability. I never felt the need to wear myself as a whore. Ann Coulter and Isaiah Washington may want to take note of Josh Kilmer-Purcell‘s new column in Out. Fed up with the miscommunication and inappropriate faggot flinging, the homo-journo’s penned an uproarious satire on the ins and outs of befriending bent boys (extreme example pictured). It all came down to money,” she says. “I couldn’t think of any other way to pay the medical bills. Sex work was something I knew and was good at it. Did I enjoy it? No. Most of the clients were sexually inept. Their fantasies were vapid and stupid. I had to put on a show, make a person my grandfather’s age think he was James Bond, make him feel like a hot stud when really he never hit the target.”