My Husband Betty: Love, Sex, and Life with a Crossdresser

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Q: I'm a 64 year old, red-blooded heterosexual man, a tradie, and a keen fisherman. Since I was 5, however, I've also been fascinated by women's clothing, and have a deep-seated compulsion to cross dress, and become "Lucy". Throughout my marriage this was a shameful secret I feared being discovered. Since my wife passed away, I've decided to be my true self – but I don't want to look like a drag queen or a caricature. Where can I learn how to pass as a tasteful, elegant woman? Precisely!" I paused, and stared proudly at my husband, now transformed into a devastatingly elegant siren of seduction. "The champagne is nicely chilled, Darling! Let us drink a toast to your wonderful new life as the lovely Lulu – femme fatale, courtesan, escort and call girl!” I started getting ready without wasting time. I started with makeup, then undergarments and a pink bodycon dress that I recently brought in. I finished my transformation with a blonde wig, pantyhose and high heels. It was surprising to see my reflection in the mirror as a girl. I thought I looked cute.

Best Feature: Trans welcoming community is super active and supportive. You can IM anyone you see online for an instant connection. Cross dressing is very normal in the trans community but doesn’t always mean you identify as trans. Regardless of your identification you will be welcome here. Then, he puts his hands around me and unzips my dress. I feel very submissive at that moment; Samantha was really good at this I thought. Then he grabs my fake breast and the sensation was something I had never felt before. He gets me out of my dress and makes me sit on his lap. He then starts caressing my legs and my chest very gently. After college I moved out and got my own apartment. I was so happy that I could finally dress up as much as I wanted to. I brought so many dresses, wigs, lingerie, shoes and lots of makeup too. I would spend most of my time as a young woman inside the apartment. I kept my crossdressing a complete secret because I was afraid my family and friends won’t accept me or judge me because of me being a crossdresser. For example, if your sexual preferences are gay men seeking male crossdressers, you can find exactly that. This feature makes it easy to find whatever you're looking for whether it's a fling or just a friend.

In the late 1960s, a secret society was founded to support cross dressers, and reassure them that they were not alone. Once all together I headed for the club. I was excited about being out and not at all nervous. I was even able to drive in my heels. Crossdressers can be themselves, get advice and make real friends. The best part about this Reddit crossdresser platform is that it's totally free to use at all times. To access all of the features on Reddit, you'll want to set up a free account. My phone was almost dead, so I hoped it lasts long enough to continue communicating with him, that is if he’s really coming. About 20 minutes later he texts me again…he’s pulling in the long driveway. He finally arrived at the doorstep, I went to greet him, a bit nervous but excited at the same time. He seemed to be excited and a bit nervous to see me as well. He was looking hot in a beautiful red flouncing dress with nice heels. He was slim and looked quite feminine indeed. I was happy with what I was seeing.

This taboo reveals the entrenched sexism that still exists in society. Nobody cares if a woman favours comfort over glamour and lives in trousers, windcheaters and runners. Women wear blue as a matter of course, but a man wearing pink can still raise eyebrows.Eventually, I broke that cycle in the most unexpected way. I came out to some people close to me and I stoped caring so much what others thought if I still bore remnants of my time en femme: Traces of eye makeup and orange blossom perfume, nails still painted. When one’s shame is given voice and drawn out into the light, shame cannot survive. Now, a lot of what I hid is just something I do everyday without all that much of a buzz. For example, androgynous items I wear to work, the jeans, shirt or flats from the women’s section have just become my clothes, even the underthings and nail varnish, a rather banal part of my dress. For me, that is the trade off of being out; it’s been worth it.

Best Feature: Club Crossdressing has many groups that users can join to make deeper connections and learn more about their fetish. Premium members can also make their own groups for specific interests. If you're looking for a specific type of relationship, joining a group is the way to go. Members join these groups to meet crossdressers, trans singles, and more. There are significant increase in crossdressers stepping out in public as crossdressing is slowly started to get accepted more widely. But there are also places where crossdressing is frowned upon and forbidden. So, if you are stepping out in public, make sure you are confident, prepared and know about the laws of your neighborhood &country. You actually do make a beautiful woman, Roger.” Bob then holds me in his arm. This was going to be a long night for me, something that turned out to be even crazier. ” My name is Roger. I am a 29 years old, white, a little skinny , and a married (secret) crossdresser. I really love wearing women’s clothes and I am crazy about pantyhose (and tights. I love the total coverage and the sensation that pantyhose gives me. Great story. I thought it was going to turn out to be Bob who was the visiting tv. That might make a good alternative ending.Since we became LisahWear business partners as well as lovers, that’s all we talk about. Maybe we shouldn’t combine business and personal lives? Yes, I know, LisahWear is now becoming an international brand and I love modelling the designs. But has it become the most important thing in our lives? I was up all night taking videos and when I looked at the time, it was almost 3 am in the morning. I couldn’t believe how fast time had passed. I started feeling sleepy so decided to get some sleep. I was too tired to take of my makeup and everything so thought to take them off in the morning.