A very tight hole

Late afternoons at a coffee shop are really slow, and that’s when I met her. She was a bold woman who loved to experiment things. She was direct and asked me if I wanted to have sex with her. I was stupefied but then agreed hesitantly.

We went to my house. She said she liked the house, and again wrapped her arms around me and pulled me into her. I started to turn my hips again, and she said, "It's okay if your dick presses against me. I liked it when it happened yesterday."

I turned towards her, and got a kiss for my troubles. I eagerly kissed her back and grabbed her ass to pull her hips into me. My cock was hard again almost immediately, and she reached a hand between us to feel it. I untucked her shirt and started pulling it over her head. She offered no resistance, and undid her jeans as soon as her arms were free of her shirt. She had them down and off as I was taking off my shirt, and by the time my jeans were off, she had her bra and panties off, as well.

I barely had time to look at her naked body, before she had my hands and was pulling me down onto the bed on top of her. She felt warm and inviting. Her arms wrapped around my back as we kissed, and while her knees were apart, she positioned herself so that my cock was laying between our bodies. Her bush was full and dense, but less coarse and wiry than Susan's or my Aunt Toni's. It felt more like my own—and it felt nice against my throbbing cock.

Maya rolled on top of me, and I thought she was going to fuck me cowgirl, but instead, kissed her way down from my face to my neck to my chest, stopping to suck and gently bite my nipples. She continued until she reached my cock and began giving me a hands-free blowjob. I was in heaven. I couldn't know how to describe the difference in her technique versus the others I'd had, but Maya's cocksucking skills were simply on another level.

At one point, she went deeper and deeper, until her nose pressed against the skin under my pubes and her tongue was touching my balls. She backed off and wrapped her hand around the base and stroked it in time with her head bobs. Fuck, I was in awe of her abilities!

It wasn't long before I could feel an orgasm starting to build, and I began thrusting my hips up to meet her. She clearly understood my actions, as she increased the pressure she was applying with her hand and sped up her strokes. I was past the point of no return very quickly, but my more recent experience had taught me that not all women, who are willing to suck your dick, are interested in having a mouthful of cum, so I blurted out, "I'm gonna cum." She never slowed down as I flooded her mouth, but offered a guttural, "Mmmm," as she gulped down my load.

She kept sucking and stroking, but softer, letting me down easily from that huge orgasm. Eventually, she let my cock slip from her mouth and lay back on the bed. She had a light sheen of sweat, and the glistening on her breasts made her look even better. I leaned in to kiss her.

I then pulled away and rolled the condom down my rigid prick, and as I turned towards her, she pulled me on top of her, opening her legs to give me better access to fuck her.

"I want you to fuck me in the ass." She said and I froze but then nodded,

She said she thought doggy style would be best, so she got up on the bed with her head on the pillow and her ass up in the air. I started by putting some lube on my middle finger and some more directly on her asshole. She jumped a bit, saying it was cold, but as I started to rub her asshole with my finger, she relaxed. As I rubbed, I caught the faint scent of her arousal, and looked down to see that her pussy lips were open, and she was glistening with wetness. I bent lower and pressed my lips gently to hers, tasting her juices. She moaned softly, as I gently swirled my tongue around her clit.

I pulled back and said, "Why don't you masturbate while I prepare you for my cock?"

Maya slid a hand down and began circling her clit with her fingers. As she did this, I slowly eased my middle finger into her ass. Because of the lube, I was able to slide it in and out fairly easily, even though the muscle was still contracted. I was immediately struck by how different it felt from her pussy. It was tighter, for sure, but also smooth, with none of the bumpy texture of a vagina.

As I continued the in-and-out motion, Maya continued to play with herself. I added some more lube, and then went from one finger to two. I could really feel the tightness of the muscles of her asshole contracting on my fingers. In addition to going in-and-out, I rotated them back and forth, making sure that I had plenty of lube inside her.

After doing the two-finger rotation, I slid my fingers out, added some more lube to my cock, and pressed the head gently against her asshole. It met with a fair amount of resistance, and not understanding that, unlike her pussy, I was going to have to hold the shaft to guide it in, it slipped, and went all the way into her pussy.

"I don't mean to complain, but you missed it," she said.

As good as it felt, I withdrew, applied some more lube directly to her asshole, and tried again. This time, I held the shaft until the head pushed inside. Maya hissed, and told me to go slow. I held position for several seconds before slowly going deeper. The sensation was so different from her wonderful pussy. Her ass was so much tighter, and the smoothness of the canal felt far different from the textured surface of her twat.

Slowly, I continued to push, until I was in as deep as I could go. I held still again for several seconds, while Maya adjusted to my cock. She vigorously rubbed her clit and was moaning loudly.

"Oh, my God, that's amazing!" she panted. "Go slow at first, but I'm ready for you to fuck me."

I pulled back slowly until only my head was still in her ass, then reversed and pushed gently forward until I was all the way in again. I hadn't noticed the first time I was deep in her ass, but as she masturbated, the backs of her fingers were rubbing my balls. Her focus was on her clit, as it should have been, but I enjoyed the feeling of her fingers touching me, and of my balls brushing against her furry pussy lips.

I took two more long, slow strokes out and in, then paused, fully inside, and asked how she was doing.

Her response was an orgasm. It started almost as soon as I asked the question. She clearly didn't have them often enough, because she shook almost violently, and her moans were nearly a scream. She was so wet, that as she continued to rub her clit, her juices were making something of a sloshing sound.

I resumed stroking, once her orgasm subsided. She said I could go as fast and hard as I wanted at this point, but I told her that if I did I would cum in about twenty seconds, so I kept it slow and steady. Fuck, if felt so good, and when I looked down and saw my cock sliding up her ass, I got a perverse thrill. In fairness, I loved looking down and seeing my cock going in and out of her cunt, too.

As I continued the slow strokes, Maya came twice more. By the time she started to cum for the third time, I did, as well. I moaned that I was about to cum, and almost immediately, I started shooting my load into her ass. Already in the throes of her third orgasm, her noises became even more guttural as I came.

As my spurts subsided, she slid down onto the bed, and I went with her, as I wasn't ready to pull out of her.

"Oh, my GOD!" she said. "I can't believe how intense that was. And when you came, I could feel your cum shooting up my ass, and the heat from it was almost more than I could take. I can't remember the last time I came twice, let alone three times!"

I slowly pulled my cock out of her and grabbed two towels - one for me and one for her. I told her I was going to shower, and I would have the water nice and warm, if she wanted to join me. She headed for the bathroom then joined me a couple of minutes later. "I don't know how often we can do that, but I definitely want you to fuck me back there again sometime."

And I did.