Someday Funnies

Wearing Venus

Get Back

Wearing St. John

Timothy Bottoms in the television movie Escape.

Friday Femulating Fun

Leon emailed me about a crossdressing scenario in a 1993 video game called Space Quest IV: Roger Wilco and the Time Rippers. It seems that our hero, Mr. Wilco, must pass as the owner of a stolen ATM card, so naturally he decides to dress up as the owner: a pretty blonde woman. He goes to the dress store, tells the robot clerk that he’s shopping for a friend... who’s his size!

Been there, done that – who hasn’t?

Click here to view it on YouTube. The crossdressing scene begins at the 27:15 mark.

Wearing Venus

Sissy Princess Annie at Disney World
Annie's blog: https://sissymommyslittledarlings.blogspot.com
Annie on flickr: https://www.flickr.com/photos/196949864@N04/

Thursday Toon

Wearing Reiss

Girl and Boy: Yet another modern couple

Traveling Pretty Suggestions

By Tami Knight

I just received notice that the Tennessee wood turning symposium that I have enjoyed in past years is scheduled again for January 2024. I have traveled to both Nashville and Chattanooga attending this two-day program as Tami Knight.

I believe roughly 700 to 800 people attend with 80% or more men. However, there are many women turners there (Women in Turning) who are great artists and have their own meetings and lunches.

The point being, all of us have interests, hobbies, etc. and depending on your comfort level and presentation, you might consider traveling to and attending a large group event such as this (like Stana’s Hamvention trips). Trying a non-transgender-oriented event, but one of interest to females may be just what you need to show yourself that you can do it.

No one at these events has their radar on for you. It is very easy to blend in with all the other women and in fact, make a new friend or two. I have! Attend the lectures, classes and then get out and find a nice restaurant with a new friend in the evening.  

Nearly every woman at this event was wearing casual pants and tops. I did as well, but chose a very casual shirt dress on my last day there (as I would fly home later on) and got many compliments before leaving! I stayed at the Read House Hotel in Chattanooga, really enjoyed it and all the staff were wonderful! Try it.

I also belong to a large women’s real estate group in Arizona. At one program I attended years ago, I sat at a table of eight and we all introduced ourselves prior to the speaker starting. The woman to my right and I agreed to meet for lunch the next day and talk business. Halfway through that lunch in, it occurred to me that she did not realize I was trans, so I told her. She was amazed, but unfazed.

We got together again last year and are meeting again in Scottsdale in the coming week as old friends.

Side story: After the program was over, I crossed the gigantic parking lot to get my rental car and found the battery dead as can be. Turning to make the long walk back in the 90-degree heat, a man in a golf cart pulled up and offered a ride! I was wearing a nice dress and heels, but I jumped in the golf cart anyway. He treated me to a quick tour of the grounds and then dropped me off at the lobby door where I called for a tow. Such a gentleman!  All’s well that ends well.

Wearing Ann Taylor

Frank Puglia femulating in the 1937 film Bulldog Drummond's Revenge.
Click here to view this film on YouTube. 

Future "Masculinity"

Wearing Alice + Olivia

 

Andreo Ermel femulating Amanda Lear on Spain's version of Your Face Sounds Familiar.

Stuff 15

By J.J. Atwell

More Stuff

Can you believe this is installment #15 of my Stuff? I find it hard to believe it myself and I’m grateful for the opportunity Stana provides for me to express myself.

Outfits

How many of us struggle with putting together an outfit? What goes with what? Does this color top go with the color or pattern in these slacks? Is this skirt too short for the venue? And what bag or shoes go with the whole thing? So many questions! Questions that crossdressers don’t learn about in the process of growing up. Fortunately, there are answers.  

I’m grateful to a couple of GGs in my life who help guide my choices. One of them, GiGi, whom we met in Stuff 13, offered this suggestion about proportions and some good guidelines to follow:

1. Short over long: blouse tucked into pants; cardigan and pants; crop-top over pants.
2. Long over short: long tunic over shorts; untucked blouse over skirt or shorts; long blouse over ankle-length pants.
3. Fitted over non-fitted: fitted top over a flowing skirt; button blouse over not so tight pants.
4. Non-fitted over fitted: loose blouse tucked into cigarette pants.
5. Short over short: short blouse tucked into short skirt, generally for the young set.
6. Long over long: very aging and often unflattering. People can dress that way if they're self-conscious about their body or shy. But it has the opposite effect.
7. Fitted over fitted: slutty territory and not great for blending in.
8. Loose over loose: very aging.  

Hopefully this provides you with a start when pulling together your next outfit. But remember that these are simply suggestions and you still have to find what works for your body and sense of style. You’re free to follow or disregard as you see fit. Just be sure to look critically in a mirror to see the whole effect. It’s sometimes difficult to put aside our “pink fog” and see what is really there. 

It’s nice to have a friend to consult with too. I’m grateful for the advice of a second GG, whom I’ll call Alicia, for her suggestions when I’m pulling an outfit together. Alicia is familiar with my closet and can offer good suggestions about what top/bottom to wear together. Sometimes I’ll send her a picture of what I’m considering and she lets me know if it works or doesn’t. She suggests even the small details about wearing the top tucked in or left out for the best look. 

I’ll be back

After I figure out what I want to wear tonight, I’ll be back with more Stuff. In a later blog post I’ll cover occasions to dress for. Comments are welcome either here on the blog or by email to Jenn6nov at-sign gmail dot com. JJ is always looking for more stuff!

Wearing Venus

Ayushmann Khurrana femulating in the Indian film Dream Girl 2.
(Suggested by Jennijon.)

Sunday Someday Sunnies

NEWS!   I am now posting my amusements on Deviant Art as well as here, so all those side-splitting Someday Funnies are in one place in case you want to revisit them without browsing through all my old posts. Click here to get there.

Wearing Venus

Pete Davidson femulating on television's Saturday Night Live.

Someday Funnies

NEWS!  I am now posting my amusements on Deviant Art as well as here, so all those side-splitting Someday Funnies are in one place in case you want to revisit them without browsing through all my old posts. Click here to get there.

Wearing Ann Taylor

Men in Black

Joey’s First Time Crossdressing on Halloween

By Joey

I do not feel like I am a woman. I just like to wear their clothing. 

When I was just getting started, I thought I had to present female in order to be able to wear women’s clothing in public. Therefore, for years I never attempted a public outing in a dress/skirt. The only times that I went out in public as a girl was when I wore a costume for an event and the time I dressed as a girl for Halloween.

The first outing was when my friend asked me to dress as a pregnant woman for an event he was in charge of. There were several people in different costumes. My mother, my girlfriend and a co-worker helped me with my costume, makeup, etc., not knowing that it (not the pregnant part) was a dream come true for me.

A few years after that, in 2001, I told my wife that I was going to dress as a woman for Halloween. She was OK with it. That is not her normal reaction to my crossdressing. This decision led to quite a few amazing new experiences!

Store 1

I went to a store and openly admitted that I was shopping for a dress for myself for Halloween. The salesperson helped me shop. I was able to do something that blew my mind. I was able to step out of the dressing room in a dress! I explained that I was wearing pantyhose for some dopey reason… I did not detect any sign that she knew that I was having an amazing experience. 

I was so nervous. She complimented me on my body and the outfit and reassured me that no one cared what I was wearing. I relaxed some. She had me walk over to the shoes while I was still wearing the dress. I think my soul was leaping up and down during this. I loved that dress, but I could not afford it.

Store 2

I went to a Fashion Attic, which sold after-market clothing. This store was busy. I nervously took a couple dresses into the dressing room. When I hung them on the “No” rack, a young employee saw me. She gave me a playful smile and asked, “Were you trying on a dress?” 

I told her that I was shopping for something for Halloween. She started helping me shop. She spoke too loudly and she did not bother to hide what we were doing. She was stressing me out, but I was also loving it!

I was dress shopping with a pretty, young woman, and having a great time. We laughed. She sent me to the dressing room several times with outfits. I would try one on and then open the door for her to see me. I was way too scared to step out and be seen by the other customers. 

The salesgirl did not appear to believe that this was more than a costume. She took me to the bra section and measured me. I was standing among racks of bras with my arms up in the air while this woman wrapped a tape measure around me. 

A dress similar to the one I wore

No one paid any attention to us. If she could have had her way, my costume would have been me with enormous breasts, wearing a fancy old-lady dress that was covered in shiny beads. I did not want to be funny looking; I wanted to be beautiful.

Eventually we found a light blue sheath dress that had a long, matching jacket. The dress had no waistline. It looked good on my long frame. I peeked out of the dressing room. The salesgirl was helping someone. I waited and waited… 

Suddenly, without warning, the door to my dressing room opened. There I was, a man wearing a pretty dress, standing right at the door, facing a 40-year-old woman who was quite surprised to see me. We were both wearing shocked expressions on our faces. She apologized and quickly closed the door. Unsure of what to do, I said, “Happy Halloween!” as she went to the next changing room.

Eventually, I bought the dress and a bra — my first bra (with a modest B cup). 

I so very much wish I had taken a picture of this outfit. I did not have a digital camera and I was unwilling to take film pictures of me in a dress. (In those days, you had to send film off to be developed and printed.)

Later, I bought some heels at Payless. I still had the wig from my previous outing. So I was ready for Halloween!

Preparation

Halloween came. My wife was willing to go out with me! I convinced her to wear my suit. I had to pin up the legs and sleeves to make it fit. She wore my shirt. I tied a tie onto her. She wore my coat and my big dress shoes.

I shaved my legs and face, got dressed and asked my wife to do my makeup. She did not want to do it. I had to put on makeup for the first time. I think it turned out pretty well! I was wearing beige two-inch heels, skin-toned pantyhose, a light blue sheath dress, a matching duster/jacket, modest makeup and a rather short, curly wig. I was wearing my first dress. It fit me and I felt good in it.

Going Out

Now what? We had nowhere to go. 

We went next door to our friendly neighbor’s apartment and presented ourselves. They were amused. The wife looked at us and saw my wife in a baggy suit and me in a well-fitting dress, with shaved legs and shoes that fit. She shrewdly asked, “Who did your makeup?” 

She knew what was going on. She knew it was not just a costume, but she did not mention it then or later. We laughed and talked for a few minutes and then my wife and I left.

We had nowhere else to go. We were in a small town that did not appear to have any events for us to go to. I was so nervous about this costume that I had not made plans with my wife. I did not want her to change her mind. I did not even know if she would come with me until Halloween day. 

Ultimately, we went to a Blockbuster movie rental store. It was scary and stressful. Having my wife there made it a lot easier. I was not alone. It was a Halloween costume and I felt pretty. People looked at me. It was stressful, but I managed to handle it.

I noticed several guys taking a glance down toward my legs. It was so obvious! The movie place had lots of lighting, so perhaps my hose were shiny. They would quickly look back up at my face so that I would not see them looking. It made me wonder if it is just as obvious when I look at women’s legs or outfits. (Yikes!)

After renting a movie, my wife and I drove around a little and then went home. It was a dull ending to an a fantastic evening. In many ways, it was a non-event. I loved being dressed pretty while in public. No one cared how I was dressed. They looked at me and that was it. It was not a big deal.

Conclusion

Me at the airport

Over 20 years have passed since that stressful, wonderful night. The outfit was lost to a purge at some point. That was the only wig or bra I ever owned. 

These days, I will wear a dress in public occasionally (without the wig, makeup or bra). I will do normal guy things while dressed like this. 

It is still thrilling to be in public in women’s clothes, but it feels more normal. I definitely do not stress/sweat as much as I used to! I no longer get surprised looks from the public. Crossdressing has become like tattoos or wheelchairs. It is different, but not unusual.

My crossdressing is still a secret. My wife still does not like it. I eventually started blogging about my experiences at https://joeypress.wordpress.com and I bought a digital camera so that I would have pictures. 

Over the years, I have gone to barber shops, clothing stores, hardware stores, restaurants, a dentist and even church while crossdressed. I have not yet gone to the theater, a job interview or a wedding while dressed pretty. 

Although my wife would prefer that I was a football player instead of a crossdresser, she still loves me and tries to be understanding. I can only think of one other time that she went out in public with me in a dress. It was another Halloween. We went ballroom dancing. I went as a man in a ladies’ black dress and she went as a woman in a men’s suit. That time, though, we bought her a suit that actually fit!

Wearing Venus

Frequent femulator Harvey Korman on television’s The Carol Burnett Show.