Trying something new (m/f) | 2016

Edit: First post; feedback welcome.

I met her through work. We didn't work together but we were involved in the same field and a few weeks after meeting we were dating. She told me later that she thought I looked sexually frustrated. I didn't feel frustrated but maybe, given events, I was. She also told me that she thought we'd have good sex. She was right about that.

She was tall, maybe 5'6", with beautiful, sharp features. She was an odd mix of skinny/curvy. She was very slim (I could trace a six-pack) and had matching small breasts (with small areolae but large, thick, suckable nipples) but had absolutely gigantic, muscular thighs and a huge, tight ass. She also had some of the best calves I've ever see on a woman. That's kind of a strange thing to say but they were very shapely and flexed beautifully. I might forget other things but I won't forget those. Every once in a while I'll think I recognize her and I'll look for those calves. I haven't seen them since.

I always told her that she looked best when she was walking away from me. Watching her walk in a slinky dress--her ass bouncing with every step, her calves flexing--was an amazing thing. It looked so primal, like her lower half was chiseled for fucking. She didn't just turn heads; she broke necks.

She was reluctant to fuck at first. She told me she had gotten out of a bad relationship and had sworn off sex for a year. She was just a few months into her abstinence when we met. I told her that if she wanted to do that, she could, but that I wasn't really interested in just holding hands. She said she'd think about it.

By our third date we were making out on her bed. Her dress hiked up to her waist, me on top of her, my cock straining against my jeans, grinding against her pussy. When she finally called time-out because she was getting too worked up, I rolled off of her and caught a glimpse. Her panties had been pushed to the side and her pussy was soaking wet and engorged. I figured this abstinence thing wouldn't last much longer.

Several dates later she finally took my cock out of my jeans and put it in her mouth. She wasn't the best at head but I was beyond caring about skill. I was tired of jerking off every night after hours-long make out sessions. I needed release. She worked my cock with her hand and mouth for a bit and had me cumming in no time. I swear it nearly hit the ceiling. I came all over her hand, my stomach and the headboard of her bed. I nearly came again when I watched her reach over and suck the small strand of my cum that had made it on to the headboard right into her mouth. That same night I ate her out, with two fingers pressed up against her G-spot, to two orgasms. She said those were her first orgasms in months.

I had an inkling she was a kinky chick but I wasn't sure until I watched her eat my cum off of her bed. A while after we started having sex I ended up cumming down her throat every chance I got. She loved it when I would fuck her pussy raw, pull out, grab her hair, yank her head down to my cock and empty my nuts into her mouth.

A few weeks later, after copious amounts of fucking, sucking, dirty talk and me filling her pussy up with my cum at every opportunity (we hadn't moved on to finishing in her mouth yet) we went shopping for toys. We bought a vibrator for her, some leather wrist restraints, a bottle of lube and a small silicone cock ring for me. The cock ring I was ambivalent about but I had plans for the wrist restraints. I wanted to try something new.

That same day we were back on her bed, naked, with her hands cuffed together, pulled over her head and tied to the head board. It was amazing. She looked so vulnerable: her arms stretched over her head, her huge nipples erect and excited, her pussy unguarded. She had these big, expressive doe eyes that made her look like she was pleading for something. I didn't bother asking but I figured she was pleading to be fucked.

I started with a kiss. I rested a hand on her throat, lifted her chin and kissed her deeply, forcing my tongue into her mouth. I told her I was going to have my fun and she would have to lie there and take it. She looked up at me with those eyes again and all I could think about was painting every inch of her face with my cum.

I returned my mouth to her's and started to lightly pinch and twist her nipples. They were a beautiful thing really, so large and red and eminently suckable. They looked like large, meaty pencil erasers. I was done with kissing and moved my mouth down to her tits. I took one nipple into my mouth while I continued torturing the other one with my hand. I licked and sucked on her nipple, swirling my tongue around it, biting it gently, while I listened to her moan and mumble about how good it felt.

After some time teasing and molesting her breasts I was ready to move on. I knelt between those gorgeous legs and kissed my way down her stomach. Pausing to tickle her here and there with my tongue.

I spread her knees with my hands and looked at that pretty little pussy. It looked the same as when I first saw it that night: wet, glistening, labia swollen, inner lips spread open. It looked ready to be used. I gently tickled her outer labia with my tongue. Running it all around her lips and sucking them into my mouth. I placed soft kisses right on her inner lips and clit. I licked the entire length of her pussy from the very bottom, almost on her asshole, to the very top, stopping briefly to suck and nibble her clit. I stuck my tongue as far as it would go into her pussy and wiggled it around. I felt her squirm and struggle against the restraints. I liked having this power over her. I could tease her pussy how I wanted and she couldn't touch me.

I continued softly kissing her pussy and giving it little licks. She tried to raise her hips to get me to grind my tongue on her clit but I pulled away. I gave her sopping wet pussy a little smack and told her she was being a bad girl and bad girls don't get rewards. She whimpered.

I took a finger and made small circles over her clit. I traced my finger all around her pussy and then, finally, slowly, pushed it right in, curled it toward her stomach and pressed on her G-spot. All I heard was more struggling against the restraints, an intake of breath and an "Oh God". I continued rubbing her G-spot as she begged me to put another finger inside of her. I considered teasing her more but there was something else I wanted to try and I wanted her to cum first. I pushed two fingers inside of her and started lapping at her clit like a mad man. After a minute or two of this treatment she was bucking her hips and cumming. She was always so easy.

I let her come down from her orgasm and told her I wanted to try something new. She looked curious. I got the bottle of lube and put a small amount on my index finger. Her expression didn't change. I lowered my tongue back down to her clit and started sucking it. I gently placed my lubed index finger on her asshole.

Like I said, she had a beautiful ass, and ever since we'd started fucking I had been dreaming of filling it up with my cum. She had told me she had never tried anal, though she had tried everything else, and I figured we might as well do something new together.

I continued sucking and licking her clit while I rubbed my index finger around her tight little hole. She still hadn't said anything but she had closed her eyes. I made tiny circles around the soft flesh of her asshole and then slowly started to put pressure on the center. If I was going to fuck her in the ass at some point I was going to go as slow as possible. I wanted to make sure she enjoyed every second of this. My cock isn't super long but it is thick and I was going to do everything in my power to eventually end up balls-deep in her ass.

After a few rounds of circling and gentle pressure my index finger began to slip into her ass. She gasped as it passed the first ring and moaned as I pushed past the second. Before she knew what was happening I had and entire finger in her ass as I continued to work her pussy with my mouth. Once my finger was all the way in, I let her have a moment to adjust and started to gently pull it out. A few seconds later I was slowly finger-fucking her ass while simultaneously tongue-fucking her pussy. She was moaning and I told her that she felt so tight and that I was going to make her cum while fingering her little virgin asshole.

She told me later that she liked it best because I had just taken what I had wanted and hadn't asked permission. I knew what I wanted and knew how to take it. I continued fingering her delicious ass and playing mercilessly with her clit. I told her she was going to cum for me like a good slut.

It turned out to be easier than I thought. Those of you that are into anal know that the going can be rough at first, but once you break down that initial barrier, you can do all the damage you want. After a few minutes of finger-pounding her ass and vigorously tonguing her pussy, she was wailing and bucking her hips against my face again. Target achieved.

I pulled my finger out and then moved up on my knees to fuck her sweet little pussy to two more orgasms. I figured I'd give her ass a beak for now. I asked her later how she liked it and she said she didn't mind. She must have liked it a bit more than that because a few weeks later she was begging for my cock in her ass as i spanked her over my lap. I gave her just that and did my best to tear her in two.