Rose and I had met initially at rope skill share in my hometown, but she lived a few hours away herself. At first our communications were tentative, but eventually we met at a local dungeon somewhere in between us for an evening of fun. It ended with both of us half naked making out on a couch in front of a lot of other kinky people after I had bent her over a sawhorse and spanked her ass red.
I took a day to drive up and visit her in her hometown, and we spent the afternoon wandering around downtown and then going out to a local preserve to practice some rope tying and other naughty things. But this story is about the time I went all out and we finally, after much teasing and promises, got the chance to screw each other’s ears off.
By this point, if it weren’t clear, we had been spending the preceding months describing, in explicit detail, what we would do to each other if we had the time and space. Our last meeting ended with us groping each other in my car in a Safeway parking lot, where I gave her two large bite marks on her breasts (which she gleefully showed me pictures of the next day). She offhandedly mentioned there was a Rocky Horror Picture Show airing in her hometown a few hours away. By this point, I was firmly rooted in my new job, had some cash and a desire to use it. So I asked her if she’d be okay if I got the two of us a hotel room so we could finally vent our frustrations on each other. She agreed.
I rented the room within the hour and made plans to meet her at the theater. The day rolls around and we are both just living bundles of nerves. We’re both slightly in shock that I actually threw down money on a hotel room for one night just so we could both get laid. I mean, that only happens in the movies, right? Actual, real people don’t do that sort of thing, right? But I checked into the hotel that evening around 9, dropped off my bag of toys, then went to meet Rose at the theater. I found her, in her skimpy bra and tight black jeans, and we could barely keep our hands off each other as we waited in line.
We got inside and settled in for the showing, and it was a grand old time. Very high energy and lots of laughing, but Rose and I kept groping each other instead of really paying attention. Finally, about halfway through, she suggested we just bail for the night and go back to the hotel for our own showing. I agree, and we slip out the back and dash back to my car. Already, she’s telling me how horny she is and how she can’t believe she, an 18 year old, is going to fuck someone my age (30).
The drive feels like an eternity, but I finally pull into the parking spot, get her bag of toys out and let her into the room. I suggested we take a shower together, and we both finally got a chance to see each other fully naked. She was young and slender, with pert handfuls on her chest and an ass to die for. Smooth stomach and long, shapely legs. I could barely keep my hands off her with her clothes *on*, so it was torture keeping my hands to myself with them *off*. By contrast, I am middling height, semi-regular exercise keeps the fat at bay and lends some definition to my legs.
I’m sure everyone will be surprised to hear that we actually did clean ourselves off in the shower, but once all the soap was gone, I began caressing her. She’s very submissive, especially when pushed around, so at one point I took her gently by the throat and pushed her up against the shower wall. The look of helplessness she gave me, of fear and arousal, was perfect. I locked eyes with her and told her in a low tone what I was going to do to her. I released her and we got out of the shower together.
As soon as we were dry, we decided to start with some spanking. I sat on the bed and ordered her to lean over the edge, which she did without a word. With her ass up, the excitement finally reached a peak. I began spanking her, sending loud cracks through the room. They were almost as loud as her moans and cries. She did this cute little thing where if I paused, my hand in the air, she’d tremble in anticipation but also push out her ass as if simultaneously terrified of the pain but also desperate for it. The combination of being bent over and the spanking left her dripping wet — when I spread her legs open to use her vibrator on her she was literally dripping down her thighs. Very quickly, her ass took on a bright pink tone from my hand.
If she was composed before, she was a wreck after I teased her with the vibrator. I’d pretend not to know where her clit was and make her beg for me to press the buzzing head of the vibrator against it. Then I’d move it away: “Is it here?” “No!” “Here?” “Noo!” On and on it went, until her legs were trembling and she was begging for me to fuck her. Finally, I got up and ordered her to lie on the bed on her back, with her legs open. I went to my bag and got out the packs of condoms I brought with me. I tossed one on the bed and knelt down between her legs. I hadn’t had a chance to eat a woman out in a long time, and was determined to get some in now.
The first contact of my tongue against her clit left her gasping. Her legs began to tremble again, and her hands went to my head as I dragged my tongue up her labia. I paused to bite the inside of her thigh, then wrapped my lips around her clit, gently flicking it with my tongue. I pressed her legs back with my hands, using my thumbs to spread her open some more and swirled my tongue around her lips. She tasted perfect, and I was settling in to see if I could get her off with just my mouth when she grabbed me and dragged me on top of her.
We kissed, deeply, for a moment before I leaned back to pull on the condom I still hadn’t pulled on. I had it on in perhaps record time, and leaned back down over her. She had seen me do this, saw how hard I was, and the anticipation was writ plainly upon her face as I lined myself up with her and pushed inside.
It was difficult not to bottom out in one fell swoop. She gasped and moaned as I filled her, but I went easy as I’ve hurt women before. It took me a few thrusts to slowly work my way inside, but she was definitely aroused and wet enough that without much effort, I was balls deep in her. At that point, instinct took over and I began to fuck her roughly, wrapping my arms around her and holding her to me. Rose dissolved into a mess of moaning, crying out in pain/pleasure and begging me to fuck her harder. I obliged to the point where I was beginning to be legitimately worried she’d wake up the whole hotel. The biting and pinching and grabbing weren’t helping — she instructed me to leave bruises and bite marks if I could, so I certainly tried.
Now fellas, I hate condoms as much as the next guy, and for me they generally kill all sensation and make me last forever. Not so this time. I was ready to pop within a few minutes, but clung to my self control. Rose told me she had never climaxed from actual penetration before, and part of me sincerely hoped I could change that. From the noises she was making, it seemed to be a possibility. As I fucked her into the mattress, she begged me not to stop, she was close, she was gonna come, oh fuck she’s coming — she went rigid and quiet for a moment, then sort of flopped a little and gasped hard, announcing she had come from me fucking her. By now she was holding her own legs open, allowing me to reach deeply into her. I rewarded her for this by sinking my teeth into her shoulder, making her shriek a little and moan.
Proud of myself, I hammered into her and finished off myself, announcing my own climax into her ear. She responded my wrapping her arms around me and begging me to fill her up. I settled into a rhythm of using her body like a toy and finally came myself, groaning and gasping as I filled up the condom while holding Rose in place. Panting, I took a moment to catch my breath, then pulled out of her and disposed of the condom.
We cuddled for a bit, giggling at what we had just done. Our age difference factored into our kink, so we marveled at how she had let me, such an old man, fuck her senseless. It wasn’t long before we were ready to go again. All those weeks of teasing each other…
By now I was hard again, so I pulled on a condom and dragged Rose to the edge of the bed, her round little ass pushed out at me. Her cheeks were still slightly red from the spanking earlier, and I wasted no time pushing into her from behind. I didn’t know it at the time, but she really, *really* liked being bent over. I dug my nails into her back and dragged them down from her shoulderblades to her tailbone as she writhed on my cock. I’d alternate between grabbing a handful of her hair and tugging her back to taking both of her hips and slamming myself into her.
The combination of the grabbing, biting and hair-pulling and being bent over and getting fucked hard from behind began to push her over the edge again. Rose grabbed onto the sheets and screamed out another orgasm into them after a few minutes of pounding. For my part, I was exhausted and ended up sort of draping myself on top of her as we both panted and gasped for air. I stroked her hair and told her what a good girl she was as we caught our breaths.
By now, we were both spent, so I pulled free from her and disposed of the condom, then hopped into the shower to quickly rinse off. A few minutes later, I scampered from the shower and toweled off while Rose went in to do the same. A few minutes after that, we were cuddling on the bed, still breathing a little heavily as we both giggled at the intensity of what we had just done. Slowly, we drifted off to sleep.
The next morning I woke groggy, but feeling otherwise fantastic. Before falling asleep, Rose had indicated to me that she would want more sex in the morning, so as soon as my eyes opened, I was already thinking of what I was going to do to her. She was still asleep, so I let her doze for a bit while I stared up at the ceiling and thought about how lucky I was. Then I got up to use the restroom, and when I got back, Rose was stirring. I snuggled up to her, kissing her cheeks and neck to bring her to full wakefulness. We rolled around a bit before hands started going places.
Rose and I are both very kinky, and for this round, she indicated she wanted to try a consensual non-consent scene. We confirmed the safeword, and then she began trying to fight me off of her. There wasn’t just an age difference, but also a size difference that came into play here. From her position — on her back — she couldn’t push me off of her, and it was easy for me to hold her down and work my way between her legs. She got quite frustrated that she couldn’t dislodge me, and I taunted her that she was going to get fucked and there was nothing she could do about it.
Finally, we paused while I pulled on a condom, both of us panting at what was about to happen. With the condom on, I pounced on her again, her limbs flailing and her body writhing, trying to get out of the way. Finally, I was able to line up with her and push inside — she was incredibly wet and there was no resistance as I bottomed out inside her again. She quickly stopped resisting as I began to fuck her hard, the way she liked it. Pretty soon the struggles and pushing arms turned into moans and bucking hips as she got into it.
For my part, I was loving it, and it didn’t take long for me to work my way up to an orgasm. I grunted out that I was about to come inside her, and whereas she was trying desperately to push me away minutes before, now her arms wrapped around me and tugged me closer as she begged me to finish inside. So I did.
After rolling off her and throwing out the condom, we cuddled for a bit; rolling around on the bed and enjoying each other’s company. This was part of the fun of sex with Rose — she was caring, intelligent and had a silly sense of humor that made being around her really enjoyable. But one of the things she loved to have done to her was bondage, so after a while, she asked me to tie her up.
I had brought a number of my own toys — a set of leather cuffs, a riding crop and some jute rope for bondage — so I rolled off the bed and got them out of my backpack. Rose lay prone on the bed and I got up onto the bed to put the cuffs on her. Before I could, though, she requested I put her collar back on, since she had taken it off before sleep and our previous scene hadn’t had enough time to put it on. I knelt by her side and worked the simple leather collar around her neck and buckled it closed. Already she was slipping into subspace as I stroked her shoulder, and all I got was a muffled, “Thank you, Sir…”
The cuffs soon followed, secure around her slender wrists. To restrain her legs, however, I used the rope to make a ‘spreader bar’ with a lot of back and forth strands and then wrapping the excess round and round the strands. The result was pretty good looking, and in a moment of inspiration, I tugged the cuffs back and the rope forward, then locked the cuffs around the rope, effectively hog-tying Rose in place. She squirmed and moaned softly, unable to get away.
This time, Roses toys came out. The same vibrators from earlier went into each hand, and I slowly teased and explored her pussy with the buzzing tips. Rose, for her part, quickly began to moan and writhe, begging for me to fuck her with the toys. I pressed one toy into her, working it into her dripping pussy and left it there, lodged deeply and buzzing away, while the other one quested around her clit and lips, making Rose cry out in pleasure and beg and beg and beg for more.
In another fit of inspiration, I spotted my riding crop on the floor, and snatched it up. Over and over I brought it down on her helpless form, her legs, her back, her ass, her shoulders. Rose cried out and tried to squirm away, but couldn’t. I’d alternate between soft, gentle strokes of the crop down her spine, and then a sharp slap of the hand on her upraised ass. Turning the crop around, I thudded the rubber handle onto her as well, for contrast. Then I’d pause, letting her wonder when and where the next one would land, then smack the pillow near her head with the crop. It made her flinch and cry out, and cry out louder as the next one landed on her arm.
Finally, she began begging me to fuck her again, and who was I to refuse? I released her cuffs from the rope, but reattached them behind her. I slipped on one of my last condoms, dragged her to the middle of the bed, and then mounted her. She was dripping wet — again — so I slid into her very easily, even though by now I was pretty spent and having some difficulty. She felt amazing, however, wrapped around me as tightly as she was. Her moans got louder as I pressed my length into her, deeper and deeper. I think the helplessness she felt, being all bound up, made everything better for her. For my part, I enjoyed the sight of her tight little ass and pussy swallowing up my cock.
It was something I had read in stories, but never experienced myself: I actually felt her cunt pulling me back inside, as if she were sucking me in. It felt amazing to have an 18 year old pussy, wet and tight, dragging you back inside. I nearly came from fucking her like that, spanking her ass red again and listening to her cries and moans and her begging for me to fuck her harder, but my body was running on fumes by this point and I couldn’t. We fucked like this for a bit, with me spanking her and grabbing her hair like she likes before I finally pulled free and released her.
After regaining our breath and cuddling, I removed the rope and put everything away. We both dressed while joking and laughing. At this point, we were both ravenous. Nervousness and poor scheduling had prevented each of us from having dinner the previous night, and the various activities we had engaged in since then had really worked up an appetite. We packed all our things into my car and sped downtown to find a place to eat. Food finally arrived and we stuffed ourselves to the gills.
The food was delicious, but we each ate far too much of it. We waddled back to my car — stopping at an antique store on the way there — and I drove her to her drop-off place: a Safeway parking lot. We talked a bit in the car, checking in with each other and making sure we were both happy. This was another thing I liked about Rose — she would regularly check in with me to see how I was doing, even if I seemed fine, just to give me a chance to voice my thoughts. I always made sure to reciprocate. We hugged and kissed, and she walked off from the spot and went home. I can’t wait to see her again, and this time we’ll get a chance to play at the local dungeon in the area.
Source: reddit.com/r/gonewildstories/comments/9wlo9g/mf_long_awaited_night_of_debauchery
Look forward to reading of your additional ‘sexcapades!’ May you have many many more ;-)