I saw an ad online looking for “Exhibitionist Waiter for Private Party”. It was coming up to Xmas and I really needed the money. I was feeling pretty happy about my twenty year old body these days, I was training for some long distance swimming events which involved spending a lot of time in the pool. With all that training I was starting to tan up nicely and I had lost about ten kilograms which put me in the slim category.
Let me quickly explain a bit about myself, I’m twenty years old and mid way through my college degree, I’m 6”1’, dark hair with some blonde through it and reasonably tanned. I’ve had a little bit of guy/guy experience but not much - although it always gets me hard. I’ve fooled around with guys but never to the point of orgasm, I know that sounds weird but the few times I’ve fooled around I’ve gotten close then cut things off and jerked off thinking about it for months and months afterwards. So I’ve very inexperienced.
Back to the story...
So I’m feeling pretty confident with my body these days and this ad for an ‘Exhibitionist Waiter’ sounds like it could be interesting and I won’t knock back the money.
I replied to the ad with some of my favorite selfie pics of me in my speedos which were all taken by mates just goofing off after swim training. I received a reply within a couple of hours outlining my ‘duties’ if I was to accept the position. The guy who placed the ad, Kyle, explained to me that he was having a party at his place for a group of mainly gay friends and thought it would be fun to have some cute young guys being waiters in speedos. Kyle was looking for three or four waiters and was willing to pay each waiter $250 for the night plus all the alcohol and food they wanted.
After reading this I got a hard on straight away, sounded perfect. I love speedos (my few guy/guy experiences had always started from scenarios where I was with other guys in speedos, and speedos have always been a fetish of mine). Kyle and I corresponded over the next two weeks and all was sorted for the Friday night. The details were that I was to just rock up at 6:30pm and people would start to arrive at 7pm for the party. Kyle would provide the speedos and I was to wear tennis shoes and socks with them.
Friday finally came and I left my place at 6:15pm. For sure, I was nervous but excited at the same time. Kyle had told me that there would only be two waiters, another guy my age and myself, but he said that he would pay us $350 each for the night because of the extra work load. I arrived at Kyle’s and walked up to the front door. Kyle’s house was impressive, a huge house that could nearly be called a mansion. After knocking on the door I heard foot steps and the door opened. With the door opened I was faced with a good looking guy of about thirty years old. The guy in front of me quickly introduced himself as Kyle and welcomed me in. Kyle led me through the house to the kitchen where he was making last minute preparations. As we entered the kitchen Kyle began to introduce me to the other ‘waiter’ Martin who was already in his uniform, a tiny black speedo, and nothing else. Before Kyle could say my name the other waiter greeting me.
“Brad, is that you man - how the hell are you?”
“Martin, mate how are you? Long time no see.” I replied as we shook hands.
Martin went to school with me and was the first guy I had ever fantasized about. He was in my class and I had thought he was good looking, but then we had a semester of swimming classes and since it was an all boys school, speedos were compulsory. I remember Martin’s tight arse in his little black speedos. I jacked off to that thought for years. I didn’t know Martin had any gay inklings but I had masturbated many a time thinking of Martin in his speedos.
“You guys know each other?” asked Kyle.
“Yeah, we went to school together.” Martin replied.
“I’ll let you take Brad upstairs and get him into his uniform. I’ve got some stuff to finish down here so take your time. Don’t forget, when the guests arrive you are to greet them at the door and lead them out the back.”
Martin lead me out of the kitchen to the main staircase. Ow my God his ass was amazing. In the tight black speedos it was tight and moved smoothly as he walked. I could hardly keep my eyes of it.
“So Brad have you done this before?” Martin asked as we approached the top of the grand curving staircase.
“No mate, my first time. But I have to admit a soft spot for speedos so I jumped at the chance. How about you?”
“Yeah I’ve been doing a little bit of escort work, nothing heavy or anything just the odd nice older guy. Pays better than McDonalds and I’ve got some regulars now that are really pretty easy going.”
“For real? I didn’t even think you were gay?” I replied with a good pinch of shock in my voice.
“Yeah, never really mucked around with any guys my, I mean our, age, its only really for the money I suppose. I’m not complaining though. Anyways, your ‘work’ gear is on the bed.” Martin said pointing to the pair of size 12 (28” waist) black speedos on the bed. By this time my cock had stirred and I was half hard and really looking forward to getting into those speedos.
I undid my belt and the button on my jeans, Martin seemed to make himself comfortable on the bed. Evidently, he was going to watch me get changed and didn’t think anything of it. I wasn’t quite that confident.
I grabbed the speedos and told Martin, I’d be back, as I headed towards the en suite.
As I quickly changed in the bathroom I looked at myself in my tight black speedos and thought, darn I look hot!!!
It was time to try it on Martin and walked out of the en suite dressed only in my tiny black speedos. Sitting on the end of the bed Martin was fixated on my speedos. “Wow Dave, you look fucking hot!!! Your cock is huge too!!!” Speedos have the effect of getting me aroused.
“Thanks mate, you look darn hot in yours as well.” I said as I sat on the bed next to Martin. It was only 6:45pm so we had time before anyone arrived.
“We’ll we can’t go down stairs with only one of us hard.” I said and I put my hand on Martin’s semi hard cock. Martin looked into my eyes and we moved forward and began a deep kiss. We kissed deeply and our tongues lashed. I had been looking forward to this for years but never thought it could possibly come true. Martin lied back and I was on top of him with my thigh rubbing his now rock hard cock through his tiny speedos.
Just as we lied down on the bed, we didn’t notice but, Kyle had walked into the doorway. It must have been an amazing sight the two of us making out on the bed in nothing more than our tiny little black speedos. Kyle enjoyed the view for a minute or two before discreetly interrupting us.
Cough, Cough, “Excuse me boys.”
We jumped to attention, totally surprised at Kyle’s sudden appearance in the doorway. We both began apologizing.
“It’s alright, looks like you two have some catching up to do from school. There will be time for that later. If you guys can come downstairs and start to get some drinks ready, people will start arriving any minute.”
“No problem at all,” we replied, relieved that Kyle wasn’t upset about his two speedo waiters going at it.
“And the erections are a very nice touch boys.” Kyle commented with a cheeky smile as he headed down stairs.
Martin and I smiled and decided that we would finish what we started later in the evening. We jumped up off the bed and headed down stairs (with our rock hard cocks bulging in our speedos). On the way down stairs I gave Martin the pleasure of following my speedo clad arse.
After getting some stuff ready behind the bar, the door bell rang. Martin was still getting some ice in the esky’s outside (that is a cooler for my non-Australian readers) so I grabbed a glass of champagne in each hand and went to the door. The door wasn’t closed (the lock and handle were pulled back but people rang the bell anyways). As I approached the door I asked the guests to come in.
A mid thirties guy pushed the door open and took a step inside the house.
“Evening Sir, and welcome to the party.” I said, however it was apparent that the man, who was very well dressed in black trousers, a black shirt and a black jacket with some visible gold jewelry wasn’t that interested in what I had to say as to more what was in my tiny black speedo. “Kyle is out the back just finishing off preparations, I’m Brad, one of your waiters for the night.”
The man’s gaze finally broke and he looked up at me. “Hi there Brad, nice to meet you I’m Jack, a business associate of Kyle’s. You are in a bit of a precarious position there, with your hands full and all.”