I chuckled and shook my head when I saw the profile description on the hook-up site.
"This guy either has an odd sense of humor, is confused about which website he's on, or is just flat-out strange," I said aloud as I read the words again:
**WANTED. Male housekeeper to clean, cook and do miscellaneous chores several days per week. Must be flexible in all regards and adapt well to changing demands. Compensation to be determined upon acceptance of position. DM here if interested.**
I quickly ruled out that the ad-placer accidentally posted to the wrong website when I saw the two photos on the profile: A shot of a shirtless barrel chest and midsection, covered in thick reddish hair, and a second photo of a pair of whitey-tighties straining against a huge bulge. From the outline, it looked like a thick, circumcised cock resting on top of a set of plump testicles. More red hair swirled out of the top band of the BVDs.
I scanned through the rest of his bio: User name, "Road Hard," 52 years old, 6 foot 2 and 240 pounds. Solid guy. I was much younger, at 28, and hadn't been much of a bear chaser in my limited bisexual experiences. I'm also quite a bit smaller, relatively, at a slender 5 foot 9 and 155 pounds, and have very little hair on my torso.
Weighing against all that was the fact that I did appreciate nice, thick cocks. He sure looked to have that covered. Nor was I looking to date the guy -- just some good old-fashioned NSA fun.
It was in that spirit that I wrote a direct message to Road Hard:
**Hey there, bud -- nice photos and bio, and interesting "want ad." I'm on this site to "clean some things" but it's never seemed like a chore! If you're interested in revealing what's in those briefs, I'll make sure it's all spic-n-span -- several days a week if need be. Bi vers here for NSA. Will travel. Discretion expected and assured.**
I hit the "send" button and toggled through more profiles. I saw younger, I saw all manner of bare cocks and winking assholes. I saw more traditional come-ons for sex, from the romantics hoping for long-term relationships to the hungry bottoms craving a one-time pounding. But when I was done scrolling, I went back to the start and tracked through the profiles again until I saw those jam-packed underwear. I took a screenshot and made a mental note to use it later, at bedtime.
I woke to the first light of Saturday with a throbbing hard-on that seemed to beg for attention when I brushed my hand over it for a reflexive repositioning. The morning boner wasn't unusual, but the rush of warm tingles up my spine when I grazed against the glans and frenulum surprised me, since I'd pounded out a completely satisfying orgasm just before sleep.
The inspiration was the pictures of Road Hard beaming from my phone in the dark from my left hand; the closer I got to climax the more those underwear bulges seem to thicken; I was imagining musky odor from his crotch invading my senses and the girth expanding in my mouth when I finally hit a crescendo and my cum splattered all over my chest and stomach. I wiped off with a T-shirt I'd removed at bedtime, and my cock twitched and oozed until I lost consciousness.
The memory of those images cut through my sleep fog and by impulse my hand left my rejuvenated cock and reached for the smartphone on my nightstand. I opened the dating app and felt a jolt when I saw a red "2" atop the messages icon.
One tap and I saw both were from my potential new buddy.
** First things first: Send me some pics -- just face and body. Don't need cock or ass pics, not interested in the first and the second all looks the same. If I'm interested I'll share a face pic back. We'll see where it goes from there. **
I was slightly puzzled, because this wasn't a typical hookup kind of vibe. Especially since I put myself out there as versatile, and apparently he wasn't any part of that. But I had to admit that his blunt tone and directness sent a surge through my cock.
I backed out of the first message and opened the second:
** Oh... a couple more things. Shave any facial hair before the pics, and strip down to white underwear for the body pic. Thx. **
Now I felt excited AND self-conscious. My hand idly went to the stubble I kept full-time on my cheeks and jawline. I liked the look, kept it constant with a trimmer and everyone I knew had seen me like that for the last two years.
I pushed the covers off my body, slid out of bed and headed to the toilet, turning the spigot to HOT as I walked by the glass walk-in shower. I felt my cock start to thicken to its 6-inch limits as I pissed, stoked by the excitement of Road Hard's wake-up messages and the anticipation of what it could mean.
It didn't take long for things to reach a climax in the shower -- thoughts of that bulge, his blunt directions for me to prep and a bit of lather on my cock had me spurting several streams of spunk against the shower wall. I gathered my wits and got the balance back in wobbly legs, then reached for my razor and flicked on my lighted fogless mirror. My mind raced as I pulled the razor through the lather on my cheeks and neck.
After toweling off I went to my drawer and pulled out a pair of white briefs. For the first time in my life, the most mundane act of dressing seemed oddly exotic, imbued with something naughty and heightened by the knowledge that this was what this terse stranger demanded. I slipped them on, tugging my balls forward and positioning my cock strategically over them so there would be more of a pronounced bulge. I propped my phone against a watch box on my dresser and set the timer, then stepped back and felt awkward as I fidgeted with poses until the flash went off.
Taking the phone in my hand, my eyes panned the photo, going reflexively to the bulge. I had to say, it made a nice impression against the white cotton. I scanned the rest of the pic, admiring my lean body and laughing at my expression, which definitely appeared to be trying a bit too hard to look sexy. And then something made me pause, and flick back into the hookup app to reread Road Hard's messages.
"Not interested in the first... shave any facial hair... white underwear for the body pic."
I sat on the edge of my bed parsing the messages over and over, my mind turning over the words until his intent became obvious. I walked to my bathroom mirror and picked up a brush, working my unruly hair until it there was something resembling bangs down to my eyebrows and what I could manage of it over the tops of my ears.