No need for caveats here. It's in Gay Male and you know what that means. Our key players are well over the age of consent, and you know I always deliver that happy ending. For those of you that ride, we've got a few trips out into the hill country. Some of you may know the bar this starts in. It's one of the many Austin landmarks I use in my stories. Enjoy the story and please leave me a comment if you feel so inclined.
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"Damn, check this out. Can you believe what these guys want to charge for a ride? I mean, it's only six miles." Doc showed me his phone.
It was a weird chain of events that got me here. I had been commiserating my shambles of a personal life with my waitress at the sports bar I usually went to, and she just called me on it, all of it.
"Well, you're sitting alone in a bar full of scantily clad girls too young for you to date. Not to mention all the testosterone fueled men that think they have a chance with the waitresses. To be honest, you're probably just as interested in the men as you are in the girls. You're in the wrong market."
"What? How?"
"Besides your nails and bra, I just see things in people. Can you tell me I'm wrong?" All I could do was shake my head no.
Luna had nailed me. I was a sixty-five-year-old closeted, bisexual, cross dresser working remote. My chances of meeting someone, anyone interested in me, were slim. Especially here.
"Look, you're a good-looking man, and a nice guy. I know a place..." she continued.
Two weeks later I was in this little sports bar downtown, just off Fourth Street with some guy I'd just met, listening to him complain about the cost of his Uber home.
I couldn't really complain. If I wanted to be with a man, he was what I'd look for. About my age, probably a little older. Tall, six-six, maybe more. Rugged good looks with a Pierce Brosnan thing going on. He even had a slight Irish accent. He'd just come in and sat down next to me, introducing himself as Doc. We had rooted for our Longhorns and drank and laughed.
Now and then, he'd touch my arm, or put his hand on my shoulder and lean in to whisper a joke in my ear. Most of them were very off color and funny as hell. When he came back from the bathroom, his hand always seemed to find my back. The last couple of times, his finger had traced the band of my bra as he slipped back into his seat.
"Six miles. Where do you live?" It didn't really matter, six miles out of my way was nothing. Besides, I was loving his attention and didn't want the night to end just yet.
"Just across Redbud Trail, off Westlake Drive."
"If I wanted to take the scenic route, that would be right on my way. You ever been on a bike?"
"You sure?" He was pretending to act like he was imposing. I could see his want to in his eyes and could feel mine in my stomach.
"Sure. I don't have a helmet for you, but it's only six miles, right?" I knew the implications of what was happening. It was why I had come down here, after all. It was a step into a world I had only dabbled in, but if it worked, it was an intimate, personal connection. That was something that had been missing in my life for a long time.
When I pulled into traffic, and he wrapped his arms around me, I knew I was right. This ride was going to be so much longer than just the twenty minutes it was going to take to travel those six miles.
"Can I talk you into a nightcap?" There was the offer. Doc slid his hand across my back, squeezing my upper arm as he got off my bike. This wasn't totally foreign territory. It had happened before, two or three blow jobs, and that one guy I'd met on Craig's list that I'd let fuck me. I knew I could do it. I just needed to say yes.
Closing my eyes and taking a deep breath, I told myself it was what I wanted. I just never let myself believe a guy like me would ever meet anyone in a sports bar filled with twenty-something kids; even if locals knew the area for being friendly to alternate lifestyles.
Hell, one of the best-known gay bars in the state was around the corner, across the street. Then Doc sat down next to me and started playing the game. People my age didn't cruise bars, yet Luna had ensured me, so I'd given it a chance. It looked like she was right.
Touching my arm when he talked to me, angling his barstool so I was effective between his legs. Then he went to the bathroom, sliding his gentle hand across my back. When he returned, he did the same thing.
I had been on pins and needles all night, wondering if it was going to happen, if I could actually do it. This wasn't some random hookup, at least I hoped not. I liked Doc. He was interesting and funny. We both loved the Longhorns, yelling and screaming when they scored, which they seemed to do a lot this year. He made me feel like he wanted me. I guess he did. I hadn't had that feeling in such a long time.
Kickstand down, I pushed the shutoff button and pulled my helmet off, hanging it on the handlebar of the bike. "Depends. What you got?"
"You're not actually getting picky on me, are you? You've been drinking Lonestar all night. But since you asked: Crown, Jack, Macallan, and if you want real whisky, I've got a bottle of aged Jameson I keep just for special occasions."
"Special occasions. Hmmm, if I rate a special occasion, then how can I say no?"
My heart was racing so fast, I wasn't sure I was going to make it inside, but I got off the bike, turned off the ignition, grabbed my helmet and followed Doc to my fate.
To me, it was a logical choice. I wasn't what I would call gay, probably more bi-curios than anything. Sure, I'd dabbled those few times and had actually enjoyed what I'd done or had done to me. I was just lonely and tired of the dating scene. Online dating services were a waste. The women my age were all looking for someone to take care of them. I was looking for a partner, and women like that didn't use dating sites.
Besides, something (I lied to myself that it was probably Covid) had totally screwed up my hormones. My testosterone had tanked, and my estrogen was more than double what it should have been. Not only did I have boobs, but I also hadn't had an erection in over a year. The bra Doc discovered wasn't just cosmetic, it was functional, supporting a rather nice pair of modest breasts.
Women looking for partners don't go for impotent men with tits, either.
So, yeah, let's see if I could find a guy that did. I already knew I didn't have a problem with sucking a cock, and that I enjoyed being taken, so like I said, logical. It didn't hurt that Doc was taller than me, was smart, funny, good looking and so damned charming, either.
I set my helmet on the table just inside the door and let him take my jacket, hanging it in the closet next to the table.
"Make yourself comfortable. I need a pit stop, then I'll make some drinks. It's going to be fine." I guess he could tell how nervous I was.
I just wandered. A short hallway to the right led to the laundry room and then the garage. I peeked. A sweet vintage Corvette. Just beyond that were three bikes. Damn, he rode, too.
The opposite direction led to the bedrooms. I decided that was off limits, at least for now. The big room opened up with a vast vaulted ceiling, with a large open kitchen off to my left and a massive fireplace to the right. There was another door, but it was closed and the view out the back commanded my attention, so I ignored it. The back wall was all glass, the view amazing. Doc found me out on his balcony, admiring the city. He was far enough away that the entirety of Austin spread out in front of me.
I'd never asked what he did, and he'd never offered, but it was lucrative.
"Here you go." His hand slipped in front of me with a glass of golden liquid in it, one of those golf ball sized ice cubes keeping it cold. When he pulled his hand back, his fingers traced a delicate line up my forearm.
"I like it when you do that; touch me and pretend it was an accident." He was standing right behind me. I reached back and found the hand that had just offered me the drink. Taking it in mine, I pulled it around my waist and leaned back into his chest.
For the longest time, neither of us said a word. We just stood there sipping whisky and gazing at the city.
"This. I've never done this before...with another man, I mean." I pulled his arm tighter around me, hoping I could find some strength in his embrace.
His thoughts were almost audible as he fought for just the right thing to say. "Why now?"
"It's complicated." I finished my drink and turned in his arm. "I miss the connection; the closeness, and I didn't know where else to find it." I laid my head on his chest and tried not to cry.
It had been twenty-five years since I had found 'the one.' She turned out to have serious personality disorder issues, and almost destroyed me. Somewhere in the fight to save myself, I had started cross dressing again. That just gave her more ammunition. The only good things to come out of it were my two boys, and the ten years of therapy that helped me piece myself back together. That, and the convenient coincidence that I already had bras handy when my boobs sprouted from my chest.
Just when I thought it was all coming together, Covid, shutdowns, isolation, all that crap. Now here I was, impotent with boobs, hoping some strange man I met in a bar was the answer.
Doc set his drink down and just held me, whispering soothing words while I fought back the tears.
"I should probably just go." I pulled myself free as I took a couple of deep breaths and let them out through pursed lips.
"Or you could stay and tell me all about it. Let me get you another whisky." Doc took my glass from my hand and just left me there. I wasn't going anywhere. He knew it. So did I.
