I had just finished my ten-mile ride around the lake for the day and it was still early, but hot and humid. I’d gotten off my bike and walked down to the water’s edge drinking my soda as I cooled down. I was wearing my silky black riding pants I’d bought when I started this endeavor at the beginning of spring and since I’ve dropped a few pounds I guess they were sagging a bit, as the tie doesn’t stay tied well, which exposed the top of the thong I was wearing underneath. My marriage had become sexless almost two decades ago, and wearing a thong under my riding pants got me aroused which improved my date with Rosie before I got in the tub once I got home.
I had removed my visor and was wiping my brow when I felt his hand on my butt, and his hot breath on my neck as he told me, “I love the feel of silk on my palms, especially when it covers a cute butt.” I didn’t even look behind me as he cupped my butt with both hands, and I believe I may have been panting as he whispered, “Is your thong silk,” in my ear. All I could do is squeak, “It’s silky” as he slid one hand down the back of my pants, a finger parting my cheeks as it traced along the back of my thong.
His other hand made its way to the front of my pants tracing along my now rock hard cock, “Oh my” he whispered as I stood there frozen, a moan erupting from my throat as he pushed the finger that was between my cheeks inside my ass. “MMMMmmm so tight,” he mused, his hot breath only making me more aroused which I’m sure he could feel as he held his hand on my pulsing cock. “You like that, don’t you,” he whispered and I frantically shook my head yes, before he pushed me closer to the lake behind some huge bushes which blocked us from view on the trail.
He pulled my pants down saying “Let’s see these sweet cheeks,” adding “Oh yes, have you ever been fucked before,” and I emphatically shook my head no. He pressed on my back making me bend over as he slipped two fingers in my ass, moving the thong to one side, slowly getting deeper until he hit my prostate and I was his, I wanted him to fuck me in the worst way and I hadn’t even seen him. He’d evidently worked some lube into my ass as he was fucking me rather hard with his fingers when I heard someone say, “Fuck me, please, fuck me, stick your cock up my ass,” and realized it was me.
“If that’s what you want” he said as he grabbed a handful of hair before adding, “but you have to get me hard first,” as he guided my head to his crotch. “Dig it out bitch,” he demanded, “I’ve wanted that ass since the first time you passed me.” I realized it was the dude with a walking stick I’d passed on each lap around the lake, as I unbuckled his belt and unzipped his jeans. Since he wasn’t wearing underwear, his semi-hard cock was right there, and although I’d never even entertained the notion of sucking a cock before, I simply opened up and let him shove it in.
He was more fucking my mouth than I was sucking him as he held my head, and it didn’t take long before he wanted to be in my ass. He spun me around and started working his cock into my ass, he wasn’t huge, but he wasn’t small either. It hurt at first, yet by the time he was all the way in, I was pushing back as hard as he was thrusting into me until he unloaded his seed in me. He’d hardly stopped spewing when he withdrew and like a cat moved around me and took my cock in his mouth, after professing how beautiful it was. I’d already come once while he was in my ass, making a mess of my thong however he was good, I’m not thick but I’m long and he’s the first to take it all the way to my balls.
I was erupting as if I was Vesuvius, unloading my second load within minutes down his throat, and when he came up for air he didn’t lose a drop. He smiled and told me, “I’d love for you to fuck me with that sometime,” before fastening his jeans and heading back to the trail, disappearing around the bush.
Like a moron, I just stood there not saying a word, before stepping out of one leg of my riding pants so I could remove my thong. I pulled up my riding pants and put my thong in a small baggie I kept in my saddlebag for when my gloves got too sweaty. I could feel his cum oozing out of my ass as I remounted my bike for the half mile ride back to my truck, the whole way I worried someone would notice that or the fact the front of my pants were damp to say the least.
I made it to my truck, even passing the man I’ll dream about for a significant time to come, and he blew me a kiss as I passed him. I was working out how I’d make it into the house without it being noticed as I drove home, but I lucked out, as she wasn’t home yet. After unloading my bike, I went inside and stripped putting everything in the hamper upstairs to deal with later. I then got in a tub of hot water and relived the whole thing in my head, even letting Rosie dispose of the hard on I’d obtained while thinking about it.
The wife was home when I emerged from the bathroom and started going about my day, with more of a spring in my step I imagine. Even she mentioned “You seem happy” which is odd since normally the only time she talks to me is when she wants something or I’ve done something she didn’t approve of, and I receive a lot of disapproval. We have a weird relationship, living separately together; however, the other alternative is not only economically unfeasible but also detrimental to our kids. Therefore, we make it work, but that being said I’d never cheated, thought about it, but never had. I just told her “I had a good ride,” as I left the room with a smile feeling somewhat sated something I can’t say I’ve felt in a long time.
That night was restless, and I woke up with the largest morning wood since I was young. I was torn, was I gay, why did I do what I did, and why was I wishing to see him again as I got ready for my morning ride. I fixed my breakfast getting ready quicker than normal and found myself heading to the lake at least a half hour earlier than normal. I was perplexed when after my fifth lap and I hadn’t seen him, yet I’d only seen him twice before, as well as I was there earlier than normal.
I was on my next lap around when I saw him up ahead, or at least I thought it was him, they had a walking stick like his, yet appeared more feminine as I rode up from behind. When I caught up I hollered out “Hey” instead of what side I was passing him on, and he stopped. I knew it was him as soon as he turned, and immediately felt my manhood tighten as I rode up to him. “I never thanked you yesterday,” I told him as I stopped; holding out my hand to shake. Instead he put an envelope in my palm and told me “Don’t open it until you’re finished,” before turning and starting to walk in the opposite direction.
To say I was perplexed would be an understatement; I still didn’t know who he was, and here he was but didn’t appear to want to talk. I started peddling along the path and with fervor; I can only guess that I was trying to get it done so I could open the envelope. I passed him the first time and we smiled at each other, and I noticed how androgynous he looked in the pants and shirt he was wearing. By the second time I passed him he’d taken his shirt and tied it up, I assume due to the heat and it made him look even more effeminate, I made like I tipped my helmet as I passed making him smile. When I came around for the third and last time, he’d changed direction, heading back toward the outlet parking lot, so I got to check out his ass for a couple minutes as I caught up, hollering “On your left” as I went to pass him, and he hollered out “Enjoy” as I rode past.
It was only a few more minutes back to the lot my truck was parked in and I may have set a personal best in that quarter mile. I didn’t even start to pack up my bike before opening the envelope he’d given me. In it was a note saying “My name is Chloe, and if you’d like to meet me, Join me online, and let’s figure it out,” giving me a web address, along with a picture which if I hadn’t seen him today I would have never recognized him. I have to admit he looks really good as a gal, and I’m surprised I didn’t get a speeding ticket on my way home, I was in such a rush to log on and meet Chloe, but that’s another story.
