Sex in and of itself is a mechanical act. Our drive for it resides in the same part of our brains that control our appetite, thermal regulation, and basic emotions. It’s the context that makes it either boring, traumatic, meaningless and pleasurable fun, or a world-shattering experience that leaves you nothing short of stunned and mute. This story is about how two of those outcomes melded together for me once upon a time.
The night wasn’t dark and stormy, but it was certainly gloomy and chilly. Branches were already barren and snow flurries lazily drifted in the sky, still deciding whether to fall or not. I was still trying to warm up as I entered the hotel room and locked the door. She was already waiting for me, reclining on the giant, soft headboard of the king sized bed in a skirt and knit cardigan.
“Hey!” I greeted her, taking off my coat. “You know, the last time I stayed at one of this chain’s hotels was like a year ago but they’re trying to pretend like they’ve been waiting for me to come back all this time on the card insert.”
The key cards landed on the table with a clink as I took off my shoes.
“Hi,” was all she said as she smiled and quickly found her way to the edge of the bed.
As I turned, her hands cradled my face and her soft lips landed on mine for a long, deep, passionate kiss. Goosebumps almost instantly covered my skin. A heavy static filled the room. I couldn’t identify it then but it was pure, aggressive, smoldering lust. After she broke the kiss, I kissed her back, then pushed her over and dove under her skirt, kissing her inner thighs until my mouth was on her vulva.
My tongue quickly went to work as my hands ran up and down her legs. My mouth sucked gently on her clit while my tongue ran across it before parting her pussy lips and briefly exploring further. She gasped and shuddered while trying to hold her skirt out of my way. After a little while, I felt her shudder and withdrew, and she immediately sent her clothes flying. While I was still reaching for my belt, she was already naked and all fours facing me.
Her hands quickly unbuckled, unhooked, and unzipped my pants so one of her hands could slide up and down the bulge forming in my underwear. Taking the hint, I got rid of the last of all my clothes and crawled into bed with her. As I leaned back on the headrest, her hand was wrapped around my hard cock, stroking me, Her tongue playfully licked my tip a few times before her head bobbed down.
I was lost in a feeling of pure bliss as her tongue swirled around my shaft, getting harder and harder until I couldn’t take it anymore. As she withdrew to check in with me, I jumped out of her grip and reached for a condom.
“Ready to dive in?” she teased.
“Of course,” I said, trying to get the evil thing to unroll. “If only this damned thing would cooperate with me today…”
With way too much effort on my part, the condom finally went on although it seemed pretty much inflexible and way too restrictive on the bottom. Oh well, I thought, maybe a little bit of motion and effort will get it to settle right. She quickly and eagerly mounted me, riding me for just a few minutes until I flipped her over into missionary and felt her arms and legs wrap around me, her breasts pressing into my chest, and the tip of her tongue playing with mine.
“Want me to go a little faster?” I asked.
She gasped yes and nodded vigorously as I sped up. Her fingers pressed into my back as she arched herself under me, breathing heavily and trying to stifle her moans. Flipping her again, this time on all fours, I entered her from behind to really get going. My efforts were rewarded with enthusiastic high pitched moans. Her hands gripped and pulled the sheets as my hands gripped her hips. After a little thought, I even gave her a few nice, hard, quick spanks to which she howled in appreciation.
As I tried to switch up positions, she tackled me to get back on top. Quickly mounting me, she started rocking her hips but after less than a minute, I felt a new, weird, and sharp sensation. Noticing my sudden distress she stopped.
“Everything all right,” she asked.
“Not sure,” I said. “I think the condom broke.”
She dismounted so we could see what happened and sure enough, there was a long tear running through the prophylactic. Getting it on was a challenge and taking it off proved every bit as difficult. The malevolent thing seemed hellbent on ether tearing or vacuum sealing different parts of my member.
“Never buying this brand again,” I growled, clawing at my crotch with increasing fury.
After finally getting free, I reached for another and tried to put it on. This one wouldn’t even pretend to try and unroll past my tip to my exasperated growling.
“Let’s just take a little break, ok?” she said after seeing enough of me struggling. “Just relax and don’t worry about it right now.”
She straddled me, letting her fingers roam across my stomach, kissing me gently, and playing with my hair. All I could muster in return was gently touching her hips and thighs. No one had ever done that before and my mind was numbed by all the sudden pleasurable sensations. Up until that moment, I didn’t even know that being touched in places other than my genitals could feel good. At the start of this encounter, I was in control of a fun night of casual sex. In mere moments, I felt that control starting to slip away.
“What… uh… what are you… doing?” I finally heard myself say.
“I love your hair,” she replied. “It’s so soft. And I like how you shudder a little when I touch right here…”
Her fingertips brushed across my lower stomach. It felt as if electricity surged across my body and dozens of muscles clenched, then unwound, like the deepest, most relaxing stretch one could imagine. My cock throbbed and pulsed. My breathing became labored. My control of the situation was gone. I was now just putty in her hands as I felt another amazing new sensation on the underside of my tip.
Now, here’s where things get a little dub-conny so if you’d rather not read on, consider this your trigger warning.
As I looked down, I saw her pussy lips sliding across the underside of my member and her clit brushing against my tip with every twitch of her hips. While it felt amazing, I could also hear her breathing begin to quicken and shallow and each stroke get faster and more aggressive.
“Hold on, hold on,” I said. “Let me grab a fresh one.”
“It’s ok,” she exhaled, “I’m just grinding on it a little bit. Does it not feel good?”
“No, no, it does, I just think I need to grab a thing…” I reached for the box to grab a new condom as she continued grinding.
Another new sensation. Something was pressing on my tip.
I turned back to see my now aching cock lining up with her pussy, her clit pressing down directly on the tip.
“Wait…” I gasped.
“I need you inside me,” she grunted, “Now! Right now!”
“No! No!” I howled, trying to wiggle out from under her, both my palms flailing to push back her as I searched for the right spot on her lower stomach. One of her hands swatted mine away while the other had me in a death grip. In just a few seconds, I felt something incredibly soft, wet, smooth, and hot engulf my tip.
“Hold…”
The rest of that never came out as my cock was now buried to the hilt inside her bare pussy. My vision blurred, sounds registered as if they were trying to pierce a dense column of water before they made it to my ears. All I could feel was softness and warmth as she rode me, my cock sliding in and out of her, covered in her natural wetness, and her muscles gripping me with every stroke. I shot up as I quickly felt my body building up to something explosive. Having struggled with a delayed ejaculation for years, it took me a few moments to realize what was happening.
“Oh my God,” I gasped.
“How does that feel?” she laughed.
“I… I… I’m gonna cum!” I warned in reply.
“That’s ok, you can cum,” she whispered in my ear.
Just as I felt the inevitable, she let me quickly pull out. Milliseconds later, everything in my field of vision flashed white. Words came out of my mouth but which ones, I had no idea. I wasn’t even sure in what language they were spoken. My brain went silent and my body went numb.
“What happened?” I asked, slowly coming to and struggling to catch my breath.
“You came,” she laughed and kissed me before carefully getting up. Her back was covered in long, white streaks.
After a few minutes, she reappeared with a hot, wet hand towel and carefully cleaned me up, taking her time and great pleasure exploring as she did. Letting me have a little break, she cuddled with me and tried to turn on the TV as a distraction. It didn’t work. There were just too many new overwhelming sensations and too many things I didn’t understand. Words were hard to summon and paying attention to anything became a struggle.
Years later, I’d learn that it was overstimulation and being on the autism spectrum, that much novelty at such intensity more or less scrambled my brain. But back then, I had no idea what happened or was happening. Next thing I knew, I was going in for a kiss that was eagerly reciprocated. After that, I found myself sitting mostly cross-legged as she mounted me bare once again, wrapped her body around mine, and gently hugged and nuzzled me.
“This is a very tantric thing,” she explained.
“I’ve never felt so good,” I whispered back. “It just feels… wow…”
“Good,” she purred. “I want you to feel good.”
Catching my breath, I tipped her back over into missionary and started pounding her pussy, still floating on air and overwhelmed with the flood of new sensations. Her scent, her moans, her gasps, her fingers circling around my back, her breasts pressed into me, her nilpples on my tongue. I felt her body shudder as she came and her fingernails pressed deeper into my back, leaving scratches. Once again I felt myself about to cum and immediately warned her while never dropping my pace.
“Where do you want me to cum?” I asked.
“Anywhere on me,” she chuckled.
Cum detonated all over her stomach. I quickly caught my breath then ran to clean her off with a warm, wet washcloth. As soon as we were both wiped down, I dove right back inside her. Every position we’ve tried before felt completely different when bare. We kept going until the early hours of the morning after she insisted I cum in her mouth and proceeded to make sure she managed to get every drop out of me. Unable to move, with her arm wrapped around me, we passed out.
The next morning I awoke to her hand brushing my stomach and chest for a while before diving down to stroke my already hard cock. I finally opened my eyes and leaned back to look at her. She met me with a deep, passionate, lustful kiss on my lips before she kissed down my body and took me in her mouth, making sure my cock was as hard as it could possibly be. Satisfied, she once again mounted me bareback and rode me until we both came.
We showered and while I still tried to figure out what happened the night before, she was in a great mood, playing with me and exploring my body with a washcloth while I tried to clumsily emulate her. As she was ready to leave, she turned back to me on her way out and gave me a deep, strange look I had never seen before. After fixing my hair and telling me again how much she loved it, she gently kissed me.
“I can’t wait for next time my dear,” she winked one her way out of the door.
It took me a little white to settle back to normal and head home. Everything seemed new and very confusing when I’d rerun the night in my mind, and with no one to talk to about what just happened the fog simply wouldn’t lift. Sex was not new to me at the time, but after she got on top of me for the second time and took control, I was in uncharted territory and found myself quickly lost in unfamiliar terrain. It also felt like I rediscovered the whole concept of sex and what it could be, although, to be fair, I was quite upset at the need to have an STD test afterwards.
In the end, we met up again. And again. And again. But that’s a long and very different set of stories…
Source: reddit.com/r/gonewildstories/comments/ioj5f2/mf_the_first_and_most_confusing_time_someone_got