My Favorite Bathhouse: A Chicago Boy’s Adventure

As I settled into my new life in Chicago, I discovered a whole new world of bathhouses that I had previously only imagined in ancient Greece or in the pages of a gay porn movie. To my surprise, there were four open and functioning bathhouses in the city, and I was determined to try them all. It didn’t take long for me to find my favorite, but I also knew which ones I would never return to.

After a few years in Chicago, I was transferred back to the Boston area, and I found myself searching for bathhouses in the nearby town of Providence. To my delight, I discovered not one, but two bathhouses in the city, although unfortunately, none in Boston. I made the two-hour trip to Providence multiple times, trying out both bathhouses and eventually settling on the one I liked best.

This bathhouse was a treasure trove of delights, with private rooms, a locker room, a dark play room, showers, sauna, TV room, and everything in between. The private rooms were equipped with all sorts of toys and amenities, and the TV room was a particular favorite of mine, with its queen-size bed, bondage cross, small cubby, and mirrors on all the walls. And of course, there was always the chance to catch a live blowjob in the tool shed or a glory hole session in the designated area.

The bathhouse also hosted a variety of themed nights, including bear night, college night, bondage night, businessman’s afternoon specials, tranny/cd night, and the occasional blackout night. I had been to the tranny/cd night and the businessman’s afternoon special, but I had yet to experience the infamous bondage night.

It was a typical Saturday afternoon when I decided to drive to Providence and indulge in some fun. I arrived at the bathhouse, paid for a room, and got changed into my towel. I spent some time exploring the facilities, watching a live blowjob in the tool shed, and checking out the sauna and showers, but it wasn’t until I put on my wig and dress that the real fun began.

As a tranny/cd night regular, I was used to turning heads and sparking conversation, but today was different. I walked through the halls, taking in the looks and reactions of the other bathhouse patrons, and eventually made my way to the TV room. I stood near the wall, watching the porn on the TV and waiting for someone to take notice of me.

It didn’t take long for someone to approach me, a very aggressive-looking guy who squeezed my tit and grabbed my ass before telling me to meet him in room D4. I ignored him and focused on the guys around me, including a quiet one who eventually worked up the courage to touch me and start a scene.

We spent some time in the TV room, watching and being watched, and eventually made our way to my room for a more private encounter. He was a bit hesitant at first, but with some coaxing, he agreed to top me, and we headed to the TV room for a more public scene.

But our fun was interrupted by a guy who didn’t have a condom, and I had to politely but firmly tell him to leave me alone. We eventually got back to the scene, but not before another guy took his place and I got to experience the thrill of being watched and pleasured by multiple people at once.

After a few more encounters, I decided it was time for a shower, and I made my way to the shower area, where I found a few guys waiting for their turn. I showered quickly and then made my way to the sauna, where I sat down at the end of a bench and waited for someone to approach me.

Nothing happened in the sauna, and I eventually realized that I might have inadvertently stopped a scene from happening, so I left and went back to my room to relax. But I knew that I would be back, and that the bathhouse would always be a place where I could let my hair down and indulge in my desires.

I adjusted my outfit in the mirror, a simple yet tantalizing dress that had caught the attention of the guys at the club before. I knew I was looking for something more, something that would give me the freedom to explore my desires without being bound by societal norms.

Heading back to the TV room, I caught a few familiar faces watching the porn, but they acted like they’d never seen me before. The room was filled with an air of anticipation, and I knew I was about to find out what it had to offer.

There were three guys standing, watching the scene unfold on the screen, while one sat on the bed, waiting for his turn. Along one wall, a bench beckoned, its design specifically crafted for the pleasure of strangers. I took a seat, and my eyes locked onto the mirror in front of me, watching as guys came and went, their faces a blur of excitement.

The most that happened in the first 10-12 minutes was a gentle touch on my back, a fleeting caress that left me wanting more. It was time to take matters into my own hands.

I changed into the dress, and as I adjusted my breasts, I felt a sense of liberation wash over me. I headed back to the TV room, this time with a newfound sense of purpose.

I took a seat on the bench, my dress covering my ass, but a few condoms strategically placed on my back. It didn’t take long for someone to take notice – less than 30 seconds, to be exact. He threw his towel over his shoulder, his cock hardening in anticipation.

“Let’s get you ready,” he whispered, his fingers tracing the contours of my ass before guiding his condom-covered cock into me.

As he pumped in and out, his fingers squeezing my breasts, I felt a rush of excitement build within me. I could see a few guys watching, their faces a mix of fascination and desire.

The guy pumping me slowed down, his strokes long and deep, as another approached. He reached for my cock, his fingers wrapping around it, sending a shiver down my spine.

I felt myself getting harder, my breathing quickening as the handjob intensified. My ass contracted, and I came, the sensation sending me into a frenzy.

The guy pumping me went faster, his cock pulsing as he reached his climax. He pulled out, looked at the guy who’d given me the handjob, and whispered, “Thank you.” He leaned in, his voice barely audible, “I love feeling an ass as I cum.”

I nodded, my heart still racing, as I made my way to the shower. I hung up my dress, feeling a sense of exhaustion wash over me.

As I stood under the warm water, a guy approached, his eyes gleaming with excitement. “I saw you getting topped,” he said, his voice barely above a whisper. “I came without touching myself.”

I smiled, feeling a sense of connection with this stranger. He reached out, his fingers wrapping around my cock, and asked, “May I give you a blowjob?”

I hesitated, unsure if I had anything left to give, but he was welcome to try. He got on his knees, his mouth closing around my soft cock. His fingers rubbed my ass, sending a jolt of electricity through me.

As he slid his finger inside, I felt my cock come back to life. I pumped into his mouth, feeling a sense of release wash over me.

He stood up, a smile on his face, and said, “Thank you.” He left, leaving me to finish my shower in peace.

As I dressed and headed home, I couldn’t help but think – maybe I should always bring a dress, it seems to bring out the best in me.

And with that, I drove off into the night, my heart still racing with excitement, my mind filled with the possibilities of what the night had in store.