I was broke! Broke and bi curious. I'm a good looking, in good shape 27 year old that was plain and simply, down on his luck. With too much time on my hands, due to lack of work, I was spending more and more time surfing online personals... from women looking for men, to men looking for men, and even a few trannies looking for men!
Regardless of which section I was in, I always seemed to find a good posting that lead to some solid 'alone time'. Masturbation was my job. Sometimes up to three times a day, I'd read a posting, get turned on, and blow my load into my hand or on my stomach while sitting at my computer.
A bit about myself, well, my names Tommy, I'm in pretty good shape. Have blonde hair, blue eyes, and do fairly well with the ladies!
One afternoon I noticed a posting for a job in the men for men section. Someone was looking to hire a cashier for their flower shop. I found it peculiar that they were posting in this section, but was in dire need of the cash, so I applied! Not long after I received a reply to my email telling me to come in for an interview.
The interview was fairly straightforward at first. I was meeting with the owner of the shop, a tall, thick, athletically built man named Alex. He was a good looking guy, clearly worked out, in his mid 40s, with a neatly trimmed goatee and a full head of blonde hair. It was also clear that he was a fan of tanning salons, as he was nicely tanned.
We talked about my job experience, my situation, why I wanted the job, you know, all the usual stuff. Then as the interview was winding down, he asked about my sexual orientation. I got slightly uncomfortable with the question, but informed him that I was straight, to which he responded with a question about what I was doing in the men for men section online.
I had forgotten about this little detail, and kind of went blank looking for a logical answer, but I had none.
"A little curious are we straight boy?" He asked.
"Um, yeah, I guess..." I sort of stuttered.
"Have you ever experimented with a man before?"
"Um, no Sir, just fantasies I guess..."
Before I realized what I had said, he shot at me "Fantasies eh? What sort of fantasies"
I was stuck. I wanted to run out of the room, but my legs seemed to be working against me. I needed this job, and didn't want to tell my potential new boss to 'mind his own business' so I did my best to answer him.
"Well, um... I kinda, sorta have been wondering what it would be like... you know... to touch another guys... um... well... his..."
"Cock?" He interjected.
I giggled nervously before saying "yeah, his um, his cock."
"Ah, so you've been thinking about servicing a man with a big cock? About what it would taste like, what it would feel like in your hands?"
My body was starting to respond to our conversation, and my dick was swelling.
"Well, yeah, I guess. You know, having someone tell you what to do and stuff."
"Oh, so you like being controlled too? Being subservient to a stronger man?"
"Um, well, I've never done it... it's just fantasies..."
I was shaking. My voice was quivering, my palms were sweaty, and my dick was raging hard! He seemed to be as comfortable as anything. Sitting back in his chair, legs sort of spread, his strong arms lightly crossed. He was definitely enjoying the discomfort that he was applying to this young 'straight' kid.
"Well, you can start tomorrow. Wear a white t-shirt and some jeans. Oh, and try wear some tighter undies so that your little hard on isn't so obvious!"
I nearly died! My boss noticed that he was giving me a hard on! My GAY boss! But somehow, I never even considered not showing up the next morning. I just got up, adjusted my penis, and left after saying thanks.
The next morning I arrived at work, dressed as indicated, and was trained by one of my new coworkers Jay. He was nice enough. Kinda tall and lanky like me, but he was much more effeminate. He taught me how to work the cash, how to use the credit card machine, inventory, etc. All the things I'd need to know to get my job done.
The store was located on the edge of the gay village in our city, so as expected, the clientele was 90% gay men. They came in all shapes and sizes. Some more obvious then the others, but one thing they all had in common was that they flirted hard with our staff. From little comments, to pats on the bum, to full on ass grabs! I was thankful that my job kept me safely behind the counter.
There were four other guys who worked at the store, and all of us were of the same body type. Tall and slim, and fairly 'boy next door' looking. Alex would help us out when we were busy, and would also be there to close the cash at the end of the day while we cleaned up. He'd constantly take jabs at us. Calling us his 'little bitches'. Saying things like "Look at my pretty little boys keeping my place good and clean, while Daddy takes care of the real work", and he progressed quickly to "The bigger your cock the bigger the responsibility you have!". "Hey boys? Who's your Daddy?"
"You are Sir" we'd answer in unison.
I took most of these interactions as 'gay jokes'... thinking that they might be common in that community, and not wanting to lose my job, or piss Alex off, I just went along with it.
"And who's got the biggest thickest cock in the room?" He'd proudly ask.
"You do Sir!"
He'd tease and taunt us in an unthreatening sort of joking manner constantly. Telling us that we weren't men yet, cause our little dicks were too small, and he'd point out how cute we looked each day. Reminding us, subtly, that he was physically the bigger man.
Two weeks into my job, Alex came to see me near the end of the day, and told me to meet him in his office after closing. I know I had been working my ass off, so this definitely wasn't a discipline thing, so I was kinda curious as to why he wanted to meet with me.
Nine o'clock rolled around, and just after we locked up, the other guys left for the evening and I made my way to the back of the store to meet with Alex. I knocked on his door, and he shouted for me to come in.
"Have a seat" he said, pointing to a foot stool that he had next to his desk.
"Sorry about the chair. So, how's it been going so far?"