The guy I met in a bar (f/m) (pretty long and descriptive) (anal) PART 1 | 2016

I've always liked older men, just the thought of someone more experienced than I was, and definitely someone more experienced than the boys my age. The whole teacher/student cliche has always been a huge turn on. I wanted to be shown how real men fuck, I wanted to be fucked, not have awkward anxious teenage sex with some kid from my friend group. But honestly he wasn't even that much older than me, 8 years to be exact, I was 19 he was 27. But he drank scotch and good wine instead of cheap beer and he slept on a real bed in a nice apartment instead of a lonely mattress in the corner of a room littered with dirty socks and empty beer cans. Also he was big, tall to be exact, he had huge hands and the sexiest wrists I've ever seen. I imagined his hands rubbing my thighs and ass and my tiny fingers around his wrists as he leaned against the table he was fucking me on (doggy-style of course).

To paint the rest of the picture I should say that I'm by no means a conventional "sex-bomb" type, I guess you could call me accessible. Brown wavy hair tucked behind one ear, glasses, big eyes and a small mouth. Definitely cute and pretty instead of drop-dead-gorgeous. What really draws some guys in is my ass, a round, soft and very touchable one, supported by wide-ish hips and thighs to match. "Dem child-bearing hips" my friends would joke. Up top I have a small waist and average size boobs, big compared to some, small compared to others. Lucky for me this guy was a total ass man, which is good cause so am I in a way, I like having my ass grabbed, slapped and massaged.

Now to the actual story. We have mutual friends, university people mostly. But we're definitely on separate ends of the age spectrum of our mutual friends, I had started my first year of uni and he was in a masters program. The first time I saw him he was sitting at a table my friend was at and he smiled at me when I stopped by to talk to my friend for a minute. In a little bit I bumped into him at the bar and he said hi to me as if we were old friends, I said hello back and caught him pretty blatantly checking me out, which to tell you the truth I thought was pretty rude. We ordered our drinks and went our separate ways. Throughout the night I was pretty conscious of him, he was always a couple tables down or standing nearby, I would catch him looking and every once in a while he'd smile a knowing mischievous smile at me.

We didn't really start talking until I left the bar. I was standing outside with my phone in hand trying to figure out if I wanted to go home or to some shitty party when I noticed him step out of the bar. He saw me and walked over holding eye contact the whole time. "You going home?", he asked. "I don't know", I replied, which judging by his smile was the right answer. "Why don't you walk me home?" was his answer, I laughed, it was pretty forward of him. We walked and talked, the university we both went to and our mutual attraction were the only two things we had in common. That didn't bother me, all I wanted at that point was to be bent over and fucked, It had been a really long day and his attention at the bar made me ridiculously horny.

When we got to his door I accepted his offer of a drink almost too eagerly. We sat down on his couch with wine and kept talking, I had my knees up on the couch and was facing him, he sat with his legs apart and told me about his friends as I listened. When he was done we sat in silence for about a second before he placed his hand on my knee. I dropped my listening-intently-smile and looked him straight in the eye with my lips slightly open. He stared at me lightly caressing my knee, the sexual tension was tangible. My knee was searing hot from his touch and I could feel my heart beat fasten and the blood rush to my ears. At this point his hand was flat on my thigh and as he leaned in for a kiss his hand slid up under my skirt.

Our kiss was passionate and long, we were breathing each other in, my hand rose to caress the back of his neck and his was steadily going for my ass. I could feel his fingers sinking into my skin, They were moving slowly but with determination, he grabbed my ass cheek pulling it apart from the other one. The grip of his fingers was strong as they searched for my asshole, finally he settled for a spot, his middle finger was pressing on my asshole as he gripped my ass cheek like a handle. This guy didn't mess around. I was startled but went with it, he was applying pressure on my asshole and I was going crazy, I never really realized I wanted to be fucked in the ass before, I definitely did now. He pulled me toward himself with his hand on my ass, the moment my other hip wasn't leaning against the couch his other hand was grabbing my other ass cheek. I lifted my leg to get on top of him, I was straddling him with both his hands pulling apart my ass cheeks and squeezing. Hard. All this with out lips locked and the tip of his middle finger hooked in my asshole. I didn't know I could be that wet, my thong was soaking as I pressed down on his crotch, I could feel his boner through his jeans. I have never wanted anything so bad than I wanted him in that moment, my whole body was rubbing against his, his mouth was on my neck as I leaned into his finger on my ass and pressed down on his cock at the same time. His hand lifted from my asshole for a second and slipped lower, he circled it around my pussy a few times, getting it wet and lubricated. He teased me with his finger and I moaned, it was torture. Please. Please. Please. Please fuck me. It was all I could think as I let out a quite "please". His finger now wet returned to its spot on my asshole, it slipped in and I could feel my asshole clench. I gasped, a finger in my ass was a new sensation.

My hands had found their way under his shirt and he removed his from my ass so I could take it off. Next I pulled off my dress that was already hiked up around my waist. He lifted me from his lap as he stood up, my legs were wrapped around his waist and we were kissing passionately, he lifted me onto the desk that was against the wall next to the couch. He parted my legs a little wider and grabbed a condom from the drawer that was located between them. Easy access. He closed the drawer and I pulled him closer from his belt, which I unbuckled slowly as I kissed his chest looking up into his eyes. It was my turn to tease, but he was not having it. Part of my teacher/student fantasy was being submissive so when he grabbed a fistful of my hair from the roots and pulled my head back so I had no choice but to look at him, I could feel a rush of blood to my pussy. Oh. My. God. He was smiling once again, he knew he was in control of the situation. So fucking sexy. He held my head back and kissed me deeply as I yanked down his jeans and underwear. From his underwear sprung his fully erect dick, it was big, proportionate to his height. Big and beautiful, I wanted it in my pussy, ass and mouth, all at once. He opened the condom packet and put it on, my hands were rubbing his chest and I was looking at his cock in awe. To tell you the truth I was kind of scared.

Instead of fucking me as I sat on the desk he pulled me down so I was standing. I thought he was going to push me down and bury his dick in my mouth but he turned me around and bent me over the desk. Those seconds before he fucked me felt like all time had stopped, his hand was between my thighs, pulling my thong to the side. He rubbed the shaft of his dick up and down my pussy and I once again I moaned, I couldn't control myself, I pushed up against him and put my hand to my crotch so I could guide his dick into my pussy. His hand grabbed my wrist and placed it sternly on the table, he let out a small chuckle. "I'll fuck you when I want to." His hand hand moved up my back to my neck and he hooked two fingers in my mouth, I sucked passionately, I wanted more. His fingers wet from my spit found their way to my ass. One of them slipped in with relative ease, my clenched asshole was too tight for the other one so he returned them to my mouth. "Spit", he commanded. I slobbered on the fingers that were in my mouth and spit in his hand. He lowered his hand and rubbed my asshole with his lubricated fingers. Once again he inserted a finger with ease but still couldn't manage to fit the other one in. He placed his hand on the small of my back and told me not to touch my self, I looked over my shoulder as he walked into the bathroom and returned with a small bottle. Massage oil.

My heart was racing, I was ready. He squeezed a generous amount of oil onto my ass crack and I could feel it drizzle down my leg. He forced two fingers into my ass, my thighs shivered and I moaned. Please. Please. Please. "Fuck me", I said between moans. The tip of his cock was pressing against my pussy and I leaned into him to force it in. His fingers were still in my ass, moving in and out sightly. His dick pushed inside me slowly, stretching me more and more as it went deeper. He was only halfway in when he had to retreat and start over. My pussy clenched and pulsed, I moaned as he pulled out all the way. He was really taking his time. I was twisting and turning, my hand grabbing the side of the desk, my other hand was on my clit. His fingers kept moving in my ass as his other hand slid up my back to grab a fistful of hair. He pulled me up as he pushed his dick back inside me, going a little bit deeper this time. At this point his fingers and dick were moving in tandem, in and out, slowly but surely. I wanted him to fuck me harder. I was breathing heavily, every bit of my skin tingling with pleasure, The walls of my pussy were pulsing, wet, smooth, I could feel his cock rubbing against them, stretching them. he tightened his grasp of my hair and pushed his dick all the way in. I moaned, it was unbearable, my pussy was at its limit, he had hit every wall, and kept hitting them.