Hello, Everyone, I have a story to tell. I have been dressing on and off for years, more off than on, and busy raising my kids. The baby moved out in November of 2019 and I was also spending a lot of time with my girlfriend at the time. Then Corona hit. Everything was fine until I started spending more time alone at home. Out of nowhere, I started thinking about Lisa and all the overwhelming warmth and beauty that she gives off is so amazing. At the moment the genie in the bottle was free and I’ll be damn if she was going back in that bottle. Now that I live alone, I can truly explore the Lisa side of things.
I love being a guy – don’t get me wrong, however, the overwhelming feeling of being Lisa feels that much better. I thought about transitioning more times than I can remember. The reason I haven’t is due to how I make money. I am a mechanic by trade which is my primary income and I don’t want to risk losing it and the pay is great. I do wear certain femme items of Lisa’s clothing under my work clothes so all is not lost while at work.
I started wearing Lisa on a daily basis under my work clothes as of the start of this new year. As I sat and thought about why it took so long to do just that, I had no answer. But I always felt a tug of war inside me and I didn’t understand why I was so angry at times. As time went on being Lisa on a more regular basis, I realized that she is the peace within me, I also started to come to grips with this is who I am. It only took 49 years! LOL
I’ve been out dressed before, (here and there) but only to my BFF’s house or to just ride around in my vehicle – that was a few years ago. I haven’t been out since until this year. As of the new year, I started dressing as Lisa under my male clothes to go to the local laundromat to do laundry. It started with panties, bra, and pantyhose and it escalated from there. Next time I added the puppies (40Cs by the way, under my male clothes. You can’t tell under my male winter coat that I have a female chest. I started wearing Lisa’s jeans and a nice top along with everything else mentioned above under my male winter coat with male sneakers on.
I saw these cute black hiker boots with a 1.5″ heel that I had to have and wanted to wear badly. So I did what any lady in my position would have done, I went and bought them. The next time I went to do laundry I decided to wear my new boots with a pair of skinny jeans and a black long sleeve shirt. I put on my male coat and started for the door then something told me to look in the mirror so I did. This look was not working at all; it was more female than male. Normally I have a great balance but this day I could not pull it off. If I would have changed the jeans to a boot cut style of jeans all would have been fine but the skinny jeans I had on were just too damn cute. So I decided to go all-in, so I put on my wig and pulled it back with a headband, diamond-studded earrings and Lisa’s coat and out the door I went. I did my lashes and nails when I returned home.
To my surprise, I went to the laundromat as Lisa for the very first time and it was also my first time in a public dressed as Lisa! I was definitely nervous; it was bittersweet but overall a good feeling and quite a rush. I got some looks but no one said anything to me so all good there. The kicker in my adventure was I saw someone I knew and dealt with on a regular basis. He looked right at me and then turned the other way. I guess time will tell if he recognized me or not. I planned on doing it again and I did a few times after that.
I live in a small building and it has 14 units. When I know the building is at rest, it’s really easy to walk out of my apartment door without being noticed. However, often times it’s really hard to do so. So most of the time I just stay in the house. Until I move and start a new chapter in my life, I will get a hotel room and get dressed from there. That would be a great deal easier.
P.S. Lisa has never been out in nice weather. I’ve always been out as Lisa in the winter when it’s cold. I am afraid I’ll be exposed as a man in girl’s clothing as a result of the size of my big hands and arms. I am working on changing that with the support of my newfound family.
Thanks for listening girls. I welcome your comments to my article or to answer one of the three questions I’ve posed to you below.
*Do you have any physical attributes you see as obstacles to overcome dealing with your thrill of cross dressing?
*Are you an under dresser like me who likes to wear femme items under your work clothes at your job even if it’s as a mechanic or some other manly job? And if so, have you ever been caught or embarrassed by a coworker when your secret was found out?
* Have you been reluctant to be dressed as a woman while out in public and if so, do you have plans on giving it a go soon and where will you go during your first public appearance and what will you be wearing?
Hugs and Kisses
Lisa
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Um, yes on the physical attributes. I am very tall, probably one of the tallest on this forum, then add heels……..
Hey Sheri, Thanks for the comment. I know the feeling, I am 6’3 so add heels to that I am a shy scaper.
Add another 5”
To be honest, I don’t worry about how tall I am. when I am Dressed I am loving life and heels makes it that much sweeter Sis.
Hi Lisa. My biggest problem is my belly, If I wear something tight it almost looks like i’m pregnant. Need to be careful loosing much more weight though, I tend to loose the weight in my face legs and arms first. As far as underdressing about a year ago I started shaving my legs and then my arms. No one said a word. A little while latter I painted my toe nails. I put off wearing panties to work until this year the day after Easter. As far as going out in fem I’ve done a few things walked the… Read more »
Hello, Sandy Thanks for the short story, I can relate I find myself checking out more time than I can remember. We will get there.
so proud of you for going femme. I am jealous. I want to do it so bad but am too scared.
Thank you for the encouragement Ember, We all can use just that. It was hard for me, but when I did it it was 6 am first dawn and it was slow and quiet. I did walk around in SoHo NY as Lisa a couple of weeks ago. It was 12am and it was live and I had fun, it was my girlfriend and I. I do think I could have done it by myself. you will get there I am here for you sis.
Great story Lisa, for sure COVID has put a damper. With more people at home, it is difficult to dress. Like you, I am a carpenter and underdress, continue shaving legs and under arms to keep the feeling. When alone in a room, I consciously think of my posture and feminine manners. Thanks for sharing your story.
Thanks, Denise. Yes, Covid has put a damper on things, But at the same time if it wasn’t for Covid Lisa would not be here. So It wasn’t all bad.
hi everyone. i have been crossdressing die some years on and off. but the last half year more regulary. about 2 weeks ago i went for the first time as Kathleen at the mc do drive thru for a snack. what a thrill and no comment at all.
i hope to go out more en femme in the near future.
Thank you, I plan on it. I just have to get more comfortable, that’s my bigger hang up. work in progress…
you well get there Lisa; i am not so far either , but on my way, it just takes time like many other more experienced girls said.
Thank you
I work in construction which is an environment much the same as a mechanic shop when it comes to attitudes about cross dressers. I have been dressing since I was very young as well and have kept it hidden, until just before covid. I told my partner and after a bit of a thought period she has accepted me as I am. I don’t dress every day but I do wear panties and bra most days now under whatever I’m wearing. I have been out a couple times like yourself in the winter. This spring I did go for a… Read more »
Thank you, Rilee, I can definitely sympathize our situations are similar, I told my SO before we got back together, and it has been an uphill battle, some days are better than others, It’s Lisa time come the weekend and I guess seeing me like that on the regular is probably why she is coming around.
Hey Lisa I Know all about wearing my fem clothes under my work clothes, I’ve done it every day for as long as I can remember, the kicker is I’m a high pressure pipe welder and girl sparks and nylons don’t mix well. lol Janet
Thank you, Janet. LOL. I know all about that, I weld too a little…
Great Story. Like you I also wear clothes under my work uniform. I visit customers in different towns each day but wear Panties, leggings ( only in Winter )and a waist trainer under my male clothes. I love what the waist trainer is doing to shape my body. I have never been caught by anyone at wok, but my wife worries if I have a car accident what the emergency services will think if they have to de-dress me. My build is my biggest barrier as I am reasonably tall with wide shoulders. I have to find clothes that match… Read more »
Thank you, Sarah. I totally understand I too worry about getting hurt and the EMTs may have to undress me, But I don’t let it stop me, and I will deal with it when I cross that road.
Sometimes I do go out wearing Female clothes in male mode. I pick their clothes very wisely. Let talk more.
Hi Lisa. Glad to hear you took the plunge going out in public, good for you. Ive been working up the courage to go out but like you said it’s getting warmer in the northeast u.s. so that calls for less clothing. One of my hang ups is my arms. I see others here posting pictures in sleeveless tops and I know I can’t get away with that. Not only is there too much hair but they are too muscular to be uncovered. Oh well, we all have features that get in the way. Good luck moving forward. Thanks for… Read more »
Thank you, Hun.. I greatly appreciate it. It is still an ongoing issue, I will figure out something. I just have to find the perfect environment. I am here for you if you want to chat.
Hi Lisa, It’s an amazing feeling going out for the first time isn’t it. I’ve been out three times now and am going again in two days. One of the issues I have are the tattoos on my arms. They only come down to my elbows but are quite masculine. Celtic symbols style. Some people tell me it doesn’t matter but having taken so much time to get ready for my excursion, it seems a change to ‘spoil’ it all by having these tattoos showing. It’s getting warmer here now and will soon by in the late 30s so covering… Read more »
Hi Carla, Thank you so much I appreciate it. Well, I myself am tall, I am 6’3 without Heels so do the math, lol… My feet are size 11 before converting, I totally get it. But I don’t let it stop me, girl… The show much go on. Thanks again Hun.
Hugs Lisa