Unwavering Love: Mandy's Cross-Dressing Journey

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Published 3/13/2023
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There had been many times in my life where I've been caught doing something that could be interpreted as transgressive. It's always happened when I'm with a group of people who know me as a man, but doing something that isn't socially acceptable for men. Somewhere along the line, it gets noticed.

Today was no different. I'd gone out to one of the most gay-friendly bars in town and met up with my friend Ericha. She knew about my crossdressing, and she knew about the things I did behind closed doors with her. She was always supportive of it and never made any negative comments about it.

There was a time where we were really close, but then I got into a relationship and she got into another, and we stopped talking. It wasn't intentional at first, but after a while, it became harder to see each other because our boyfriends didn't like us spending so much time together. Then they broke up, but it was too late - we'd both moved on by then. We tried to remain friends, but there was too much awkwardness between us to make that work out. So we just didn't really talk anymore and tried not to run into each other around town anymore.

Today I saw her across the bar and waved her over. We were both single now so there was no reason why we couldn't be friends again!

We hugged each other when she came over to the table I was sitting at and sat down next to me. She looked gorgeous: long dark hair with red highlights, blue eyes, a tight dress that showed off her curves perfectly, and heels tall enough to give her an edge over everyone else in the room. Her makeup was flawless; everything was perfect except for one thing...

"You're wearing glasses," I said to her as she took them off and put them aside when she sat down. "I didn't even recognize you."

"Well, they're not mine," she replied with some embarrassment in her voice. "They belong to my girlfriend."

"Oh," I replied knowingly. "I see."

She sighed deeply in frustration before continuing: "It's been a rough night tonight."

"What happened?" I asked sympathetically. "Did you have an argument?"

Ericha shook her head sadly: "No..." She paused before continuing: "More like... a revelation."

"Ooohhh...." I replied slowly as I tilted my head slightly towards her curiously: "Did you learn something about yourself tonight?"

She blushed deeply before answering softly: "No... well yes... but not how you think."

"So what happened?!" I asked eagerly before adding: "Was it good? Or bad? Did you finally do something that made your boyfriend want to break up with you?! Is that why you're here by yourself instead of with him?!"

Ericha sighed again: "No..." She took a deep breath before saying: "Wait here for a few minutes will you? Please? I need to go to the bathroom first."

I nodded in understanding: "Sure!"  I watched her walk away towards the back of the bar where the bathrooms were located before turning back towards the stage where some people were singing karaoke while others danced around them wildly while they sang their hearts out to whatever song they were performing at the moment. The energy in the place was infectious; everyone seemed full of life this evening!

A few minutes passed until Ericha slipped into an empty seat next to me again: "So what happened?" I asked eagerly once more when she slid into the booth quietly beside me without making much noise at all despite the loud music playing everywhere around us at high volume levels throughout the entire bar area. Everyone seemed determined to talk over everyone else when they spoke regardless of what topic they were discussing with anyone else present: whether it be gay marriage laws or how many drinks someone else owed them, it didn't matter! They were all determined to get their point across no matter how hard they had to shout in order to be heard through all of the noise!

Ericha leaned forward conspiratorially towards me and whispered carefully: "I found Mandy masturbating!"



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