Weeks ago, I hit the "Complete Checkout" button in my browser and laughed to myself. I had made a crazy, stupid purchase that was a combination of hormones and "what the hell!" easily aided by the anonymity of the internet. Out of sight, out of mind though, I had forgotten what I had bought until it arrived in my mailbox a week later. I was half hard just carrying the little box to my apartment.
My name is Nate, I'm 28 years old, with a slender build and a mop of shaggy brown hair. I'm also bisexual, and for the moment at least - single as single can be. I had often fantasized about a variety of different kinks, but my late night Amazon spree was the first solid step towards actually trying something out.
The night my package came, I had rushed upstairs, locked the door behind me and kicked off my shoes, tossing my jacket to the floor in a hurry. I turned the cardboard box in my hands, staring at it as I walked to mirror in my hallway. I laid the box down on a side table, looked myself over in the mirror and after a slight pause, pulled my sweater and shirt over my head. I fiddled with my belt buckle, unzipped my jeans and thumbed at the waist band of my white briefs, pulling my pants and underwear down to the floor. My eyes travelled over my skinny, fur covered little body and I kicked the last of my clothes off, standing naked in the hall.
I tore through the tape on the box, pulling out a handful of spandex.
My late night purchase, a dark navy blue singlet.
For those who are unclear as to what a singlet is, its wrestling or workout gear. It's like a tank top attached to boxer briefs, but tight, tight spandex, and far more revealing. You might see them in professional or college wrestling, with these muscled young studs bulging out, straining at the seams. There in my apartment, after stripping down, I unfolded the singlet, and slipped my legs in one at a time, before pulling the straps up over my shoulders.
Staring into the mirror again, I felt a bit embarrassed - while tall and relatively thin, I had a slight paunch and a thick patch of chest hair that fell down my stomach, before covering my cock and balls. I looked awkward in the singlet, not like a superhero or athlete. But in a way, that was kind of the thrill - being out of my element. I raised my arms into a laughable body builder pose, exposing my hairy pits, and thought about what it would be like to be seen by someone dressed up like this. My cock stiffened and pre-cum dampened the spandex.
Of course, I knew there was at least ONE person I could show off my new gear to - a complete and total stranger I had only talked to online who said his name was Geoff, a 42 year old sales manager. He was one of many guys I had flirted and swapped dirty pictures with, but never followed through with meeting. He was into wrestling kink, and had spurred me into orgasm on more than a few occasions with his stories and fantasies.
Feeling the tight spandex encase my body, and feeling silly and exposed, I had made the first step. The next one was to reach out to Geoff.
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Feeling the crunch of snow under my feet, I thought about what I was about to do. Geoff and I had a couple months of flirtations and sexting behind us, but I had always kind of used him to get off on my own. There wasn't much of an actual relationship there, just barely an acquaintanceship, built off mutual horniness really. I often felt turned on by the idea of being with older, more experienced guys, and sure, maybe there was a comfort in being with someone who didn't have that perfect, intimidating body. I also liked body hair, to remind me -as a bisexual- that I was with a guy. All in all though, I had never actually hooked up with a 'daddy' type. Yet here I was, marching off to cross off a bunch of firsts with Geoff.
When I had texted him, it took him a short while to remember who I was - in fact, I'm still not convinced he recalls our sexting about. I tried to make small talk, but he could tell I was horny and pushed me to get to the point. I had told him that I had recently bought a singlet, and remembered that he liked to wrestle, and had some mats. Gingerly, I asked if he would be up to "showing me some moves". After some back and forth, and some mutual jerking off - he agreed to host me on the weekend. Come Sunday, I was a basket case - almost backing out at the last minute. But I told myself I HAD to give it a go.
Next thing I know, I'm knocking at the big wooden door of an old row house.
Geoff answered, towering over me by a good 6 inches. Up close he was handsome, and mature, with a confident face and piercing blue eyes. In all our communications and picture swaps, I hadn't realized he had such thick arms. He t-shirt was tight, and I found myself lost staring at the salt and pepper hair that peaked out from the v-neck.
"Come in Nate, glad you could make it," He warmly waved me in, inviting me to kick off my shoes in the vestibule. "Can I get you something to drink?"
This is good, I thought to myself. He seems nice. I'm going to do this.
After pleasantries and some small talk, Geoff and I talked boundaries and fantasies, and he teasingly chastised me for "playing hard to get" all these months. I was beginning to truly warm to him when he suggested we go downstairs. We walked to the basement door, and he began describing his wrestling space, with mats and sound proof walls, and as my stockinged feet plodded down the steps, he told me he had a surprise. As the unfinished basement came into full view, I was suddenly chilled - there were two other men down there waiting. I turned to look back up the stairs to Geoff to ask him "what was going on", when I noticed he was locking the door behind him.
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"Now Nate, I don't want you to worry here - we're all going to be really nice and friendly to each other now." Geoff moved down the steps towards me. "These are my wrestling buddies, Tom and Bull, they're not here to wrestle today, Tom is going to referee, and Bull is keeping time, is that square with you?" I slowly nodded, while he shrank the gap between us. His hand affectionately went to my chin, and I felt myself hardening in my pants. He leaned in close and whispered. "If I remember correctly, you always wanted to be a bit of a show off, didn't you?"