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Oh Whata' Night

9 Posts
5 Users
43 Reactions
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Posts: 188
Topic starter
(@borealis)
Reputable Member     Tomahawk Area, Wisconsin, United States of America
Joined: 3 years ago

The Four Seasons said it best in there song "Oh What a Night". As some of you may know I work and live  in Northern Nebraska part of the year in a small ranching town. This is not the type of place you would think a very interesting cross dressing story would peculate from but here goes.

On main street in this sleepy little town of ranchers and construction workers is what I refer to as a "Ti-tie Bar" or strip club of sorts other than they can not dance topless because of city ordinance. Another draw back is quite often the dancers don't show even when scheduled, but that also means there might not be much competition to win the attention of a young lady. I have made a few good friends in the bar and it is my chosen place locally for having a drink or two after work.

I walk in and almost immediately am greeted by a slender cute bikini clad gal. "I know you" she said. Sorry "no" was the reply as I slid out two stools for us to sit on and ordered two libations for us. We talked for a short while when she said "your eyes are gorgeous", I leaned over and said in a whisper, "that's because of the mascara and eye liner I'm wearing. The bar persons all knew that I wore it but it was too dark for in there for most patrons to notice' "I love a man who is not afraid to show he can be feminine" she said and the chatter was on. I found she was my polar opposite being. I was a man who spent a lifetime wishing I could grow breasts and she was seriously thinking of having hers removed. The night wore on having this incredible but painful conversation as we opened up about our desires. We talked a lot but it was later than I usually stay out. She asked if I wanted to meet at her shifts end and took my cell number before I left. Minutes later my phone lit up with a text from her making sure I didn't give her a phantom number. I tried to nap at the apartment but was too amped up. Should I meet her in man drabs or girl pretty;s was the question. It was obvious in her shorter life she had seen and done more sexually than I ever witnessed in double her life span. She was lesbian and extremely curious about all things sex related. I finally gave into my CD desires and started laying out a wardrobe. After my clothes were out I showered and shaved and began the long arduous task of make up. Fake eye brows, nail polish, wig followed by bra and forms, skirt, blouse and heels.

I couldn't help but believing this was going to dead end but at a little after 2 am I got the call to meet her. I drove about eight blocks to our rendezvous point and she followed me back to the apartment.  We both exited our vehicles and hugged. She couldn't believe I took the time to dress completely up. She was ecstatic. We went in the apartment and she took a shower. Minutes later she appeared all in drab but wasted no time getting comfortable in the living room. Our consensual agreement earlier was hugging, touching and cuddling but no more, which was still great for me.  I could  feel her hand cupped over my breast and bra gently rubbing as she slowly fell asleep. In what seemed like minutes later an alarm barked an this piece of heaven was gone, magically disappearing as quickly as she had appeared. We have talked and texted since and she promised to call the next time through. In some ways it seems unlikely this will ever reignite, but for an older man who loves wearing dresses I don't think I'll ever live to see better. LuvNHugs, TERI

 

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8 Replies
Posts: 2026
Hostess
(@cdsue)
Famed Member     Delaware, United States of America
Joined: 5 years ago

Teri -

Sounds like a wonderful evening, hope you get to spend time with your friend again.

XOXO
Suzanne

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1 Reply
(@borealis)
Joined: 3 years ago

Reputable Member     Tomahawk Area, Wisconsin, United States of America
Posts: 188

@cdsue Thank You Suzanne- The whole thing seems surreal in retrospect. Few times in my life has the second attempt at something equaled the first go round and this very well may fit in that category. I am just happy and thankful that I got to experience it at all, even for just one evening. LuvNHugs, TERI

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Posts: 178
Duchess
(@emilysouthern)
Reputable Member     Fayetteville, Arkansas, United States of America
Joined: 1 year ago

Wow, what a great story Teri!  What a great evening, you will always remember.  Thanks for taking the time to post it.

You just never know what might happen in these small rural towns, I live in one..

Emily

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1 Reply
(@borealis)
Joined: 3 years ago

Reputable Member     Tomahawk Area, Wisconsin, United States of America
Posts: 188

@emilysouthern Thank You, I dream't of this for years. After I experienced it I almost didn't post it figuring no one would believe it anyway. LuvNHugs, TERI

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Posts: 1059
Lady
(@margprodue)
Noble Member     Madison, Wisconsin, United States of America
Joined: 3 years ago

Good for you Teri.   And I'm so glad that it happened to a person as nice as you.  Enjoy the moment and you can gush more when we see each other in Green Bay, Vegas or Harrisburg.  Oh yes, and I also meant to say that your new hair was smashing.  Maybe it's magical?   Party on!  Marg 

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1 Reply
(@borealis)
Joined: 3 years ago

Reputable Member     Tomahawk Area, Wisconsin, United States of America
Posts: 188

@margprodue Thank You Love, I have had a few experiences lately that were pretty special but this one took the prize. Miss the GB girls. I hope to see you soon. LuvNHugs, TERI

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Posts: 1619
Baroness Annual
(@secretpassions)
Noble Member     Wisconsin, United States of America
Joined: 3 years ago

Hi Teri,

How sweet! I hope you both get to meet again and repeat that experience. Even if you don’t get to though what a memory to treasure!

💕Lara

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1 Reply
(@borealis)
Joined: 3 years ago

Reputable Member     Tomahawk Area, Wisconsin, United States of America
Posts: 188

@secretpassions Thank You Lara, I always hoped I'd meet "that girl" and I finally did. Absolutely no judgement from her, just two people who were in search of a little companionship for an evening. It will always be a special memory for sure. LuvNHugs, TERI

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