Teaching her a lesson [MF] [anal]

I had met Emma a few weeks ago at a local munch. She was taking part in the speed dating as she had arrived in my hometown as a new grad student. I was having a beer and chatting about the NFL preseason with a few friends.

I made a mistake. My knee was hurting from a heavy squat day. I stepped back and grabbed a chair. I had inadvertently volunteered myself for the speed dating meet and greet.

She was cute; bright red hair down to her shoulders, green eyes and a smattering of freckles that highlighted a brilliant smile.

“Hi I’m Emma, I’m looking for a dom” She stuck her hand out and laughed at my confused look on my face as I was trying to process the conversation. I was ready to talk about how long Brady could be a legit MVP candidate not this cute, young woman’s need for a new dom. I gave her my hand and my name and explained that I just needed a chair and was not speed dating but I would talk for the next eight minutes to keep the event flowing.

We talked.

Mainly, she talked. I asked her a lot of questions about what she wanted and what she liked when being dominated as well as her initial research interest (always ask a grad student about their research interests….) As the bell went off at the end of the sesion, she waved and gave me a smile as she moved to the next table. I stood up and went back to the bar.

Forty five minutes later, the speed dating ended. I was getting ready to leave for the night when Emma came over to me and asked if I would like to grab a cup of coffee with her sometime as I was the only potential dom who asked her questions instead of stating what I would do to her. I had enjoyed talking with her so I gave her my number.

We went out for coffee two days later and we hit it off. Natalia Skyped with her and approved of my potential new playmate later that week. We had played twice already and had a lot of fun and more than a few orgasms. However she said something that triggered this scene — “Penetration determines domination”

I had to teach her a lesson as I, the older partner, am obligated to leave the younger partner in better shape once things run their natural course.

She stood naked in my bedroom. She saw that I have the under the bed restraints out. We’ve played with them before and she enjoyed that paraphernalia. The painted over ski goggles that block all light, my cellphone, ear buds, nipple clamps and a ball gag were lying on the night table. Next to them was a blue dildo. It is slightly larger than my me at six inches long and a tad less than two inches in diameter. The biggest difference is that it does not curve to the left due to bad habits developed in high school.

“Are you ready?”

“Yep, safeword is Porcupine or three grunts” She smiled as she appreciated my safety and consent fetish. This was something new to her.

“On the bed, spread-eagled”

She climbed into my bed and spread herself out. I tucked a pillow under her head and locked the cuffs onto her wrists and ankles. I tightened up the straps to open her body up to me. She was a marvelous display of nubility. A bright orange bush, well maintained but still mostly wild laid between her legs. Modest breasts with silver dollar size areolas and pencil eraser nipples heaved up and down as she breathed. She had a body built by Crossfit: muscles and leanness dominated her curves.

“Wiggle”

She wiggled her body, testing her bonds and smiling at me as I enjoyed the show. I tightened the strap on her left ankle a little. As she was wiggling, I placed a small bullet vibe between her lips before kissing her on her lips and asking for silence.

She smiled and closed her eyes as the vibe was starting to do its work. I inserted a pair of headphones streaming white noise into her ears. I walked around the bed and placed the goggles on her head, cutting off light and restricting her universe to only touch, taste, and smell. As she was losing herself, I stripped and put a condom on my cock.

I shook my ass, enjoying the feeling of fullness of the butt plug that I had inserted an hour before Emma came over to my place. I squirted some more lube and made sure my ass was slick and smooth even as I straddled Emma’s arching body. My cock twitched as it touched her stomach. I grabbed the ball gag and then pinched her nose to force her mouth to open up. As the ball spread her jaw, I tightened the straps behind her neck. She grunted as I finished tightening the gag.

My tongue reached out for her nipples. I twirled her left one in my mouth, sucking and licking and enjoying myself as she tried to bring herself closer to me. Her excitement was obvious in her hardness. I stopped and removed my head from her chest and clipped the nipple clamp on her. She shuddered in pain and shock at the new sensation, pain play was on her to-do list but it was not something that we had done before. I lowered my head again, this time kissing her neck and collarbone as my fingers played with her right breast. I left her a hickey on her shoulder where she could cover it up if she wanted to before I attached the other nipple clamp. Again, she moaned and yelped into the gag. Finally, I linked the two clamps with a thin linked metal chain.

I dismounted her beautiful body and opened up the bottom drawer of the bedside table to pull out the lesson. I had disassembled a strap-on harness so that it was a tangle of black straps. I looped some around her hips, and reached under her ass to bring one loop onto her thigh and then another strand around her waist. I took a few minutes, cursing the complexity of rebuilding a harness on a prone body — it is slightly easier than assembling Ikea furniture. I wondered if Emma was assessing what was about to happen or if she was content to lose herself in the battle between her bonds, her pain and her pleasure. Finally, taking a minute or two longer than I would have thought it would have needed, the harness was secured and I had threaded my preferred pegging dildo into place. I took the bullet vibe off of her clit and slid a modest rabbit into her wet pussy, lining up the ears on her clit before setting it to a moderate thrum.

Emma was wet, she was aroused and moaning and talking near nonsense as she had been getting stimulated for at least the past twenty minutes. I had made sure that she was not getting enough pressure on her clit to cum, but enough touch to need a release that I would not give to her.

I got off the bed and pulled the plug out of me. A few seconds of relaxation greeted me as my ass adjusted to its emptiness even as I grabbed the bottle of lube. A squirt and then another before I re-applied the silky, slightly cool lubrication. I climbed back on the bed. My hard cock reached for the ceiling as Emma’s breasts were moving beneath me, a slight rush of blood already visible on her nipples.

My hands pressed her hips to stillness, and then I straddled her. I lined myself up with strap-on dildo and slowly backed up so the blunt head pressed against me, the silicone sliding slightly against the lubrication. My hands came underneath her armpits and I leaned forward. I pulled the earphones out and then removed the goggles. Emma blinked as she was startled by the light.

Even as she was blinking, my left hand pressed her shoulders down while my right hand guided the strap-on into me. The first few seconds of penetration were always a moment when I lost myself, thinking about the transgressiveness of this act as well as slowly relaxing myself, welcoming the filling. I sank slowly until I was fully impaled on the dildo. I could feel the rabbit vibrator in Emma’s cunt throb against the base of the dildo that was in my ass.

Even as she gasped, I started to ride. Up and down, slowly fucking myself and using her only as a platform, only taking advantage of her rolling hips for my pleasure. I moaned in pleasure as I found a rhythm that rubbed against my prostate while keeping me full even as one hand pulled on the chain linking Emma’s nipple clamps and the other softly pressured her neck. I pulled the chain connected to her nipple clamps and she gasped. My cock was dancing in the air as every downstroke led to a shock of pleasure as I bottomed out against Emma’s hip. Her eyes opened up as she started to join me.

We were out of rhythm as this was a new movement for her as she had never worn a strap-on and had only ever been penetrated before. She was trying to fuck me like I had fucked my prom-date: aggressively, enthusiastically and with, retrospectively, an incredibly amazing lack of skill.

“No… keep your hips still”

She slowed as she realized that she was there solely for my use and could not participate in the fucking of my ass. I was effectively masteurbating on top of her. And I was feeling absolutely amazing as the fullness in me that I controlled the angle and the depth and the speed touched everywhere. Natalia had been pegging me on a near weekly basis but seldom was I driving the fuck; instead I usually was either on my back, on my side or on my knees. As I ascended on the silicone, I pulled on the clamp chain and then the pressure relaxed as my hips sank. I had found myself into a hockey goalie’s butterfly stance bouncing up and down atop of Emma’s cunt.

Soon I dropped the chain and ignored any sensation I was giving to Emma. I reached behind me and put almost all of my weight onto my hands. I reached back and my elbows were by Emma’s knees. I rolled my hips and soon every stroke was almost perfectly hitting my prostate and sending waves of incredible pleasure through my hips and into my thighs and across my stomach and along my cock. I stopped looking at the ceiling or anything else as I closed my eyes and lost myself as the pleasure started to roll over me. Short yips escaped from my mouth.

Every stroke felt amazing even as I tuned out Emma’s moans. Soon I could feel an orgasm coming. I increased the speed, and I increased the depth of penetration as I was almost there… Almost there and then I felt an orgasm build from deep in my ass and rapidly move to my balls and shaft. I grunted and I filled my condom.

Time froze and then I froze as I sank all the way down to Emma’s fabric covered cunt. She was still moving with the rabbit flicking her clit. I could barely tolerate any simulation as the ears of her rabbit and her rotating hips still bounced against my prostate and filled my ass. I did not care. I breathed deeply and leaned forward, keeping my weight on Emma’s pussy and then shifting it to my elbows that framed her face.

I kissed her forehead and then slid slowly forward, allowing my ass to empty. The blue dildo was alone now, still rubbing against me but now from the outside. I dismounted from my tied up lover and got out of the bed. I paused for a moment as I wiped my ass down with a facecloth before I uncuffed Emma from the bed. As I removed the gag from her mouth, and she worked her jaw around, I asked if she was convinced that penetration did not mean domination.

She nodded.

We wrapped our bodies together and I fingered her to an extremely needed orgasm. Afterwards, we talked for an hour about the experience of being used so explicitly before we had a long vanilla fuck-a-thon.

Source: reddit.com/r/gonewildstories/comments/9fnyva/teaching_her_a_lesson_mf_anal

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