Julia B`s first time getting her butt licked, as far as I know (m/f) long | 2016

I'm a married man in my 40s, which makes me a CPOS, I know, but I just had to tell someone about what happened.

I was at a work related conference in Toronto with a number of colleagues. As it happens, I was the only male on the trip, and one of the few who work for my employer (it`s a rural hospital, most of the staff are women).

Julia is a lovely young woman, in her mid 20s, short, with long brown hair and glasses. She is a little zaftig around the hips, but I think that she's very pretty, and she has a sunny smile, beautiful eyes and is one of the nicest, most helpful people that I know. Before we went on this business trip, I had already thought that she had a bit of a crush on me. I'm no movie star, but I'm in pretty good shape and not ugly.

I`m a city boy and have a lot more life experience than the women that were on the trip: Toronto doesn't intimidate me at all (I've lived in New York and London and spent time in Mumbai), but to them it was a major expedition. On the drive to the airport they were all talking about all the crazy shopping that they wanted to do, and the exotic restaurants that they would go to (meaning mostly sports bars), and maybe a comedy club. I threw in that I would rather go to some bookstores and maybe the museum – you can see that we weren't all that interested in the conference.

Anyway I heard Julia (she was sitting next to me in the van) murmur 'I'd love to do that too' I`m not sure that she meant for me to hear her.

So the first night of the conference passed without any incident, but the next morning I ran into Julia in the coffee shop, and we sat together and ate breakfast. I asked her what she had done the night before, and she talked, without much enthusiasm, about how she and the other women had gone out to a bar and had some mediocre food. I said that I was going out to a jazz club that night (the Rex is pretty famous in Toronto), but that the food was pretty standard. She said that she wold love that too, and I said something like 'Come on along if you want – and tell the others as well.'

I don`t think that she did, 'cos it was only the two of us. We had some drinks, some chicken wings, and listened to some music. Nothing went on, just some perfectly innocent chatting that could have happened in front of my wife, and we walked back to the hotel after. There was a moment, getting into the elevator, where she stumbled and leaned against me for a second, and I am sure that if I had wanted to I could have kissed her right there.

But I didn't.

Bear with me – the sex part is coming.

I didn’t see her or the others much the next day – I went to some interesting sessions on my own. Later, after dinner, I went for a run along the lake. When I came back in, I ran into Julia waiting by the elevators. She looked nice, in a short dress, and her cheeks were a little shiny. I was wearing running shorts and a tank top and was sweaty, which I think appealed to her, as when I said that she looked good, she said, 'SO do you' with quite a bit of emphasis, which I think she realized as she giggled and said oops or something. I realized in turn that she was more than a little tipsy.

We got on the elevator, just the two of us, and I stood looking down at her. We stood looking into each other's eyes for an eternity that was only a second, during which my dick got painfully and obviously hard (those running shorts were tight) - and then we were kissing. I son't know if she just decided that enough was enough and to go for it or what, but I had the cheeks of her ass in my hands and pulled her in tight, with my cock pressed into her sternum (she's short). She moaned around my tongue and tilted her hips against my thigh. I imagined that I could feel the heat of her pussy and it was a miracle that I didn't come right there.

It wasn't a long elevator ride, and when the door opened on her floor (no-one there, thank god), she stepped away out the door, hanging on to one of my hands. She suddenly looked scared and started to talk, but I was not going to turn back at that point and said something like 'We're not going to stop now`. She just nodded and walked towards her room, me following with a huge hard-on that anyone could see.

We got to her door, and she swiped her key, but I could see that she was conflicted. We went in, and after the door closed, I turned her towards me and said, 'I can`t make you any promises. I'll go if you want'. She shook her head. I said, 'Pull your dress up over your hips'.

She did, leaning back against the closet door (which was mirrored). I hooked my thumbs into the waistband of her panties and pulled them down, kneeling as I went. I slipped them off over her shoes. At this point she was still wearing a light coat over her dress and her shoes. Her dark pubic hair was trimmed a little, and I could smell her pussy from 12 inches away. I hooked one leg over my right shoulder, cupped the cheeks of her ass in my hands, and ran my tongue up the slit of her pussy until it reached her clit, which I sucked lightly into my mouth.

Julia moaned, gasped, and grunted as I licked her pussy and sucked on her clit. I was trying to go slowly – I was thinking that this was the only time I would ever fuck her, and I wanted it to be good, so I didn’t go after her clit like an outboard motor. Slow and sensual was what I was after, although my cock was bursting, and I was already imaging looking into her eyes as she knelt in front of me while I shot cum into her open mouth. But that`s not what happened.

While I was eating her pussy as she stood in the hall, I was moving my hands over her ass, and at one point ran my thumb from her tailbone down the crack of her ass and into her pussy from behind. I couldn’t get in very deep from that position, but she moved her hips as I did it, and I started to slide my thumb in and out of her pussy and back up to her tailbone in time with licking her clit. She really liked that, putting her hands on top of my head and squeezing her legs around me. At first, although I didn't try to avoid her asshole, I didn't obviously touch it either, just glided over it as I moved my thumb up and down – but her mounting excitement made me adventurous, and one on pass I pressed the ball of my thumb a little into her asshole. Up to this point she had been softly moaning as I licked her, but now she said "Ahhhhh god" in an involuntary voice. So I started to run my thumb from her pussy to her asshole and back, slicking her ass with her juices (she was very wet - it was dripping off of my chin onto my chest). Then I started circling her asshole and lightly pushing it. She arched her hips a little back against me, and her message was so obvious that I stopped playing around and just drove my thumb into her ass. She cried out wordlessly and pressed her mound into my face, shaking and whimpering as I moved my thumb faster and faster in and out of her asshole, which I found out later meant that she had come.

After a second, I slid my thumb out, let her leg down on the ground and rocked back a little on my heels, leaving her knock-kneed and dripping. I looked up past her open pussy to her face, which was beautiful and abandoned. I stood up and slid her outside coat off her shoulders, letting it fall to the ground. She opened her eyes and looked at me, a little confused, but before she could do anything I said, " Pull your dress up and bend over the bed. I am not done with you."

At this point in writing the story, I had to stop, close the door of my office, and jerk off.

I more or less pushed her over to the bed and bent her over it, pulling up her dress myself and sliding my running shorts down as I did. I was now wearing running shoes and a tank top, and she was wearing a dress and a shoes but was bent over the hotel bed with face in the duvet, her legs apart and her toes pressing into the ground. I'm pretty sure that she expected me to fuck her pussy right away, 'cos she her hips were moving already, but that's not what I did. I knelt between her legs again, this time from behind, and pulled the cheeks of her ass apart as I licked the backs of her knees, and then the insides of her thighs, which were shivering. AS my face moved up close to her pussy, I ran the tip of my tongue through the short curly hairs on the outside of her labia, and moved my right hand down between he legs where my thumb could reach her cunt and clit. I pressed my thumb into her clit and pulled it between thumb and forefinger at the same time that I slowly and deliberately ran the broad flat of my tongue up the crack of her ass, finishing with the tip of my tongue circling her asshole. She jolted back against me, almost driving my tongue right into her ass, and I started to slide my thumb in and out of her pussy and pulling on her clit while I licked her asshole three ways from Sunday.

I licked it up and down, getting it as wet as I could, and circled it, and probed it, fast and slow, hard and soft. She was mewing and moving and sometimes I could barely get my tongue onto her ass, she was shaking so much.

This went on for a while, and it while it seemed like it was driving her crazy, it didn't seem like she was going to cum again very quickly, whereas I was about ready to burst. I stood up behind her and laid my cock between the cheeks of her ass, which was extremely slippery, and started to slide it up and down, pausing to rub the bottom of the glans against her asshole. She didn't seem so sure about that, and lifted her head a little from where it had been pressed into the bed, and said something like, "I don't know". I kept rubbing my cock on her asshole, changing the angle so that I was just rubbing the tip against the lips of her asshole - which was already pretty open from the vigorous thumbing I had given it, and was swollen and slick from the long tonguing it had just received. Even in the half-light of the hotel room, I could see that her asshole was almost like a little mouth ready to swallow my cock, but she was making 'Umm' sounds like she was afraid of me trying to push it into her.

So I did, sort of. I put my hands on the cheeks of her ass and pulled them apart a bit. I should mention that the smell of her cunt was so strong and powerfully sexy that I felt like I was breathing in a cloud of pussy perfume. I tightened my crotch muscles, making my cock bounce up and down with the head more or less landing right on her asshole every time. She said 'Ahhh, oh god, I don't know, I've never...' and I pushed a little so that the head of my cock spread open the lips of her asshole a little more and then bounded up again. She said something like 'No, I can't' but I pushed a little again and the head of my cock spread her asshole open and slide a little inside, then out again. Her legs were shaking and she was panting. I ran the length of my cock up along the mouth of her asshole again and could feel the gape underneath it. As I slid it back down I put my thumb on the top of the head, and when the head reached her hole I pushed a little, and the head of my cock popped into her asshole.

Her cry of 'Aiii' seemed involuntary, and she straightened her legs and pulled away a little, but my cock was now lined up right into her asshole. I pulled back a little too until only the very tip was seated into her pouting ring, and I held it there for a second. She seemed to take a deep breath and relax, and her legs bent a little again, and I pushed, and my cock slid into her ass past the head and about half-way in.

I'm far from huge, but she tensed up again and said, 'Oh no, I can't'. I pulled out until only the head of my cock was lodged in her asshole, and then started to saw just the head in and out. She definitely liked that and mewed and shook as the tip of my cock stretched her asshole open and then pulled out again before it could hurt her. I couldn't last long anyway, and I gave one last stronger push, sliding my cock about 3/4 of its length into her ass. She moaned loudly again but didn't pull away, and I could feel her ring gaping and gripping me. That was too much, and I pulled out, and just as the head popped out I shot a huge load of spunk right into the crack of her ass. I'm sure some went into her asshole, but as I caught my breath I could see plenty dripping down the lips of her pussy and legs.

After a moment, she pushed herself up off the bed, and it looked as if she was working up to asking me to leave, but I took her face in my hands and kissed her gently and tenderly, she standing there looking fully clothed, and me in shoes and a tank top (I could see us in the mirror over behind her.). After a little while I undressed her, and took off the rest of my clothes, and we spent the night. We had sex again the next morning and the next night, but she didn't want anal sex again (totally fine by me, by the way - she has a lovely little juicy pussy), and after we had sex the last time on the last day of the trip (which is when I got to fill her mouth, finally), we had a tearful conversation and the guilt started to kick in. But I will never forget the smell of her pussy of the feeling of her asshole opening like a mouth for my cock.

Today at work she was wearing the same dress as that night. I stopped and looked her up and down, and she blushed and smiled. I said, 'I wish...' and she said, 'Me too.'

Maybe someday.