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My First Drive as A Woman

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Posts: 29
Lady
Topic starter
(@lovevanessa)
Eminent Member     Nebraska, United States of America
Joined: 6 years ago

This happened on my most recent dress up night. I was feeling gorgeous, my make up was on point, I looked good in my new dress. My wife and I pumped each other up and we decided to go for a drive.

It was night, but because I don't have a garage, I was worried a neighbor would spot me. So, over my dress I slipped on a big shirt and sweatpants. I stuck my wig and my breast forms in my purse, which I gave to my wife, and ran to the car. As soon as I sat down, all my confidence left. But I didn't want to chicken out.

My wife was driving, and I was in the passenger seat. We pulled out of the driveway and turning the corner I saw so many cars! Why were there so many people out that late? I just knew someone would see my makeup up or earrings. We persisted still.

We drove to the highway where I knew there were fewer lights and faster traffic. I put my wig and boobs back on. And we drove. I finally calmed down a bit.

I still felt deflated, but I did it. My first drive in femme. We didn't go anywhere or stay out late. There were fewer cars out when we got back to our neighborhood.

We ended the night talking over drinks, but the whole experience was scary and exhilarating. I want to do it again, but I don't know how soon.

I want to know, how was your first outing as a woman? Were you a nervous wreck like I was?

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23 Replies
Posts: 42
Baroness
(@billiejo55)
Trusted Member     Dayton, Ohio, United States of America
Joined: 7 years ago

My first night out wasn't so bad, met a couple of other gurls in a hotel, changed & went out to a trans friendly bar for the night. It was scary but not really so bad thanks to being with others. But my second time, now that was scary, this time I was meeting some other ladies, during the day & I had to dress at home. I'll tell you leaving my apartment that first time dressed was as scared as I have ever been, but totally excited as well. Peeked out my door to make sure no neighbors were around. Made it safely to my garage without any contact. Then driving into Minneapolis was a real thrill. Then I had to walk from the parking garage to our meeting, walk with confidence, no problem. It was the greatest thrill of my life & the first major step outside fully dressed. Didn't care what others thought, just did my thing. But then the drive home I started to think about the walk from my garage to my apartment, major anxiety but made it without issue & can't wait to go out again.

Really love the feeling of going out fully dressed & my new motto is "I don't care" just being me is so fulfilling.

Hope that little story helps you in your next venture out

Hugs

BillieJo

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Posts: 0
Guest
(@Anonymous)
New Member
Joined: 1 second ago

Vanessa congratulations on getting out!  It takes a lot to go and will get easier, but even after you have been going out regularly for a long time you still occasionally have those moments of “I can’t do this.”

My first time out was in high school and it was the middle of the might sneaking out of my house to walk around. It was the scariest thing EVER!  I didn’t have a wig or much in the line of makeup and the clothes were barely considered cross dressing but it was my first time.

🍷C

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Posts: 386
(@saramarie61)
Reputable Member     Kansas City, Missouri, United States of America
Joined: 8 years ago

Vanessa congratulations on your first time out sounds like one to remember.

My First time out was one I will not forget.  I was out on a business trip and I had looked and found a Tri Ess meeting in the area that was meeting.  I drove to the meeting only underdressed to make sure it was what it was suppose to be.   When I got there the ladies were fantastic and I went to a bathroom to fully dressed.  I spent a wonderful night with the ladies so when it was time I decided after chatting with them that I would drive back to the hotel room fully dressed.  I was very nervous and on pins and nettles as anyone could expect.  I pulled out of the parking lot and turned onto a main road.  As I got about 1 mile down the road I heard police sirens.  Now being new to the area I thought for sure I had missed a speed sign and was about to receive a ticket.  Sweating like non other I pulled over.  And to my surprise he passed right by and was headed down the road I pulled back onto the road watching each and every speed sign and my driving from there on out.  My next fear was I had to walk up on the outside of my Motel room to enter my room on the second floor but I was very lucky I met no one on my way up and spent the rest of the night as Sara in my room with a memory for all times.

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Posts: 26
Lady
(@ronnie38)
Eminent Member     Bellingham, Washington , United States of America
Joined: 6 years ago

I still haven't gotten the nerve to do this. One day though.

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Posts: 0
Guest
(@Anonymous)
New Member
Joined: 1 second ago

The first time I drove as a woman I was so afraid of getting pulled over. In a way I still am nervous about it but things have changed to be much more trans-friendly in where I live anyway so I'm not so worried now. But I still drive extra carefully!

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Posts: 0
Guest
(@Anonymous)
New Member
Joined: 1 second ago

First drive I waited till dark and I drove like a nana...didnt want to get pulled over by police etc.

That first time lead to a daytime drive and then later I drove to a friends house, got out of car and walked up her driveway to her front door.   My heart was beating sooo hard and the click of my boot heels sounded like it was incredibly loud.

Not sure what to do next....LOL

 

 

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Posts: 0
Guest
(@Anonymous)
New Member
Joined: 1 second ago

Vanessa, wow! How incredibly lucky you are to have a spouse who supports you.  That being said, the first time out is a rollercoaster of emotions.  My first drive was at night; car in the garage, got in and started it before I rolled the door up.  Once on the road, I was hyper aware of every sound the car made, every light in my mirrors.  I finally had to pull into a local park and get out...walked a couple laps around the car to recover my senses.  I realized how comfortable I was walking around out there in the open, got back in the car, and promptly drove to a gas station.  Yes, I actually pumped gas!  It was exhilarating!  No one even gave me a second look.  I was thrilled and it has emboldened me to continue to venture out further into more populous areas.

Good for you, and keep moving forward!

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Posts: 556
Lady
(@lannab)
Honorable Member     Allentown area, Pennsylvania, United States of America
Joined: 7 years ago

Well my first time out was just driving around the country side. After a few trips I got my confidence up and went shopping at the outlets in the Poconos. What an exhilarating experience it was. Everyone was so nice and helpful!! Bought some bras, panties and a new dress. But wasn't finished of course had to buy some matching shoes!! Can't wait till my next trip!!!

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Posts: 6
(@daytonajohn)
Active Member     Daytona Beach, Fla, United States of America
Joined: 6 years ago

My first drive I was a nervous wreck!!!i thought everyone would see me in makeup,wearing earrings,a dress panties hose,everything.my wife said what are you supposed to be wearing if you are a woman.if anyone looks they will see a woman driving a car....also on my first time out it was 8 degrees and the cold on my thighs was exciting and added to the excitement.it also gave me appreciation for what women go through being a woman.advice from my therapist was  "every one is not looking at you,you are not special"she always told me go conservative and you won't bring attention to yourself.first time walking thru the mall and shopping at JCPenny was a real adrenaline charge,but that's another great experience

 

 

 

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Posts: 0
Guest
(@Anonymous)
New Member
Joined: 1 second ago

Hi Vanessa I've still to experience my first time out in full female attire the only place I've been out dressed is in my garden it's a bit secluded at night in the dark so I've sat in the dark and just thought about how nice it would be to be able to go for a drive or a walk around the neighbourhood as Rozalyne it would be so good if i could x

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Posts: 0
Guest
(@Anonymous)
New Member
Joined: 1 second ago

Just this past week I met up with a friend I met on here and her husband. I met in Male mode and after taking a couple hours to get over the shyness we both did make up and tried on some clothes. It was my first time ever dressing in front of ANYONE! That really was an amazing first step for me. My friend also helped me with makeup and I had a whole outfit I wanted to wear, which I did. After a short while we both stepped outside, had a chat and went back in. That is also the first time I actually went outside dressed where someone random might see me. When it was time to leave, I didnt want to take off my clothes or wig, so I left them on, walked quite aways across their apartment complex parking lot on my own, and got in my truck for a long hour and a half drive home. I even stopped at a 24 hour grocery store parking lot so I could get out and stretch my legs! By the time I got home it was really late, but I didnt want to take anything off. I took so many steps in one night, but with the help of a friend in the same situation as myself, it almost seemed natural! I cant wait to do it again!

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Posts: 2263
Duchess
(@pattyphose)
Famed Member     Long Island, New York, United States of America
Joined: 8 years ago

That first time out you think everyone will see you. Even people far off, you swear noticed and are looking at you. But you bravely push on. You take some more little but bolder steps. You begin to realize not everyone is looking at you. You relax a bit. After a while as you are still scared and just as nervous but you begin to wonder why no one seems to be looking at you. You begin to look for those turned heads and eye drops if you're showing your legs in sexy shoes.

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Posts: 96
(@christiega)
Estimable Member     valdosta, Georgia, United States of America
Joined: 6 years ago

still very new at this. the closest I have come going out femme is walking to my mail box wearing bra and panties under shirt and sweatpants. It was still exciting being out since I did have some obvious "breast" showing with my bra under the shirt.

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Posts: 358
Lady
(@nancygamms)
Reputable Member     South Carolina, United States of America
Joined: 8 years ago

I still get nervous leaving the hotel even though most don't pay any attention to me at all.  But not quite as bad as it use to be.

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