I met Jack online about two years ago. He basically was on the Admin Team at a forum that I freelanced for. We had talked a lot and a few times he had personal chats on Messenger, sent a few photos and so on. But he got so intimate, that I pulled the plug and we became friends. But something kept making me come back to the flirting antic.

It came to a head last month when I was invited to attend an exhibition for three days in New York. I thought it was just going to be me again. So there I was at the registration desk in a weird city, completely jet-lagged waiting for this bored clerk to give me my fucking badge. I got a tap on the shoulder. I weren’t in the mood to be pissed about, “Yes!” I said icily spinning around expecting to see yet another spotty student that wanted to hear more of my English accent. When my eyes met Jack’s smouldering brown eyes my pussy tightened and a warm feeling creeped across my belly. Jack was slightly taller than me, but quite broad, with amazing smouldering brown eyes and a short wave of dark brown hair “Oh!” I said then smiled. “Alright babes?”

We spent the whole day in and out of seminars, taking notes and adding our takes on the subject matter presented to us. By the evening networking reception, we found ourselves in a quiet corner of the room, with a beer, fascinated with each other’s company. We were talking about the weather, the conference and how England had changed over the last 20 years.
“So” he said in his broad Southern accent “Am I what y’all expected?”
“Oh yes” I looked down into my bottle “and a lot more”.
He put his finger under my chin, lifting my face up to his. I met his gaze. Those smoky brown eyes bore into mine “I still stand by what I said online”. I knew what he meant. I hadn’t forgotten being told about my hot mouth, soft and pillowy lips and my awesome tight halloween dress and how his hands had got stronger after looking at my photo in greater detail. In the same moment my nipples hardened under my top. I knew he noticed because I saw his eyes flicker across my chest and for a moment he was taken aback. “Its getting crowded in here” Jack murmured “Lets go back to mine where we can … talk”.

Talk was the last fucking thing on my mind, but I agreed anyway. We got into the lift and as soon as the door closed, he moved closer to me wrapping his broad arms around my waist. He drew his face close to mine for a kiss, full of passion and longing. His hands gently pushed me closer to him so I could feel his hardness through his trousers. I drew in breath sharply. The life pinged and we got out. The fire was creeping across my belly again and I could feel my pussy get wet with the thought of what we were going to do next.

So behind closed doors and that was it. He pushed me against the wall and he kissed me again, his hands on my tits, they trailed down my waist and held my hips. One hand expertly squeezed my arse. Jack murmured slightly. He was definitely an arse man. His finger slid into my knickers and he could feel how wet I already was. “Hmm” he murmured “Your pussy feels good”. He slowly peeled off my clothes: My top, my jeans, my bra. Jack withdrew to fondle my tits and bent his head to kiss the very tip of my nipples. His tongue was quite long and my God, he knew what to do with it. He looked back up at me, his eyes with a hint of tenderness in them. “Yours lips are softer than I imagined” he said.
“What do you imagine them doing, Jack?” I teased.
“I want you to tell me.”
“How would you like those soft pillowy lips clamped around your cock?” I purred sensually and with that I dropped to my knees and unbuckled his belt. On lowering his trousers, his cock sprang out. It was hard and quite big. I took his helmet and licked the helmet up to the slit. I could still see Jack. He looked down at me as my lips circled around his shaft and he let out a murmur. My head rhythmically bobbed up and down as I wanked his cock with my lips and my tongue flickering over the shaft. He groaned. “Oh yeah, baby! I want you as well” I pulled away slightly and the a mix of pre-cum and my saliva left a momentary stringy trail from his cock to my mouth.

I lay on the edge of the bed and with Jack watching me, I fondled my tits, pulling hard at the nipples. Jack peeled off his top and stepped out of his trousers, revealing a mop of black chest hair on a stocky frame. His cock was still hard as he pulled at my panties, revealing my brown mound surrounding my now very moist pussy. His fingers gently circled around my pussy lips and then he gasped as two fingers slid into my damp pussy “Ooo” I heard myself groan “That is sooo nice” Jack buried his face into my pussy, flicking my clit expertly with his tongue. The combination of him finger fucking my hole and his tongue almost sent me over the edge. He took his fingers out, and started to lick my arsehole. I had done it there a few times and hoped that he would fuck me there as well. He left a trail of spit around my arsehole and masterfully stuck his thumb up my butt hole. He moved his fingers back to my pussy and started finger fucking me again. That was it, the combination of his thumb fucking my arsehole, his fingers fucking my pussy and his tongue now and then flicking my clit. My belly hardened as I called out and panted. I was lost in spasms of ecstasy

Jack withdrew and whilst getting a condom on (I love watching a man put a condom on his cock, it's so sensual). As his bulbous sheathed helmet moved against the pinkness of my pussy lips, I wondered if he would hurt. I straddled my legs more to compensate him as he entered me. Oooo that felt so big “my God” I breathed as he pushed his hard cock all the way up me. He was big and it felt so nice. I was still sitting up while Jack was kissing and nibbling my neck has he thrust into me. My legs had wrapped around his nice rounded arse while he was fucking away, pushing his cock balls-deep into my pussy
“Do you like how that feels baby?” He whispered hard into my ear “Do you love it when I fuck your pussy?”
“Yes!” I half shouted lost in the heat of the moment.

He leaned me gently backwards onto the bed still pummelling into me. I was now flat on my back with Jack still on top of me. He wet his finger and started to tease the top of my pussy. I was still filled with his lovely hard cock and he started to flick my clit. “Ohhh yeah!” I kept murmuring. His finger spread my juices back across to my arse, encircling the hole that I so craved. His finger sunk deep into my butt making me cry out. “Oh yeah, fuck my arsehole! Please – Jack – fuck – my arsehole!”

He withdrew, still gently wanking his cock as I positioned myself. I opened my legs wider and pulled my buttocks apart with both hands. He gently put his fingers over my arsehole and gently teased the muscle open. “Oh yeah” I saw his cock twitch at what he saw. “Tell me what you want Rach.”
“I want you to fuck my arse, Jack” I sighed out of desperation “Please Jack, fuck me right up the arsehole!”

He didn’t need telling again. He spat on his hand and trailed it across his hard shaft and on the helmet. He then pointed it right at my back door. I could feel the helmet between my buttocks and it drove me crazy. He gently eased it in, a little at a time, and I felt my muscle yield to his hard cock. “Ohh baby!” He muttered, “Ohh yeah that drives me fucking crazy, girl!” as he started to pump me softly at first and then slightly harder and faster. I started to pull a bit more on my butt cheeks. It felt so nice. I flicked at my clit with my fingers. “I love watching you play with your pussy” murmured Jack. My arse still met his hips with every thrust he made. With me strumming furiously with my pussy, my orgasm started to build up and as I was nearly there, I felt Jack’s cock twitch within me and he started to come as well. For a moment we were both lost in the intensity of our own orgasms.

For a moment afterwards we lay there silent and stroking each other for a while. Jack still fondled my buttocks and his hands crept up my waist, where I stroked his belly and chest. It was a great time and I almost couldn’t wait until the same time next year.