A Dangerous Game
Hot Hook Up - A True Story - 4 Dec 2025
I’ve known Jessica for years. We were colleagues for about 5 years and worked extremely closely together. It was a real meeting of minds, a mutual admiration society of our equally important but complementary skills, and we made a great team, nailing some serious deals and making very good money for the firm and ourselves in the process. It also helped that we had the hots for each other, and I’m sure we both knew – I certainly had no doubt, although we’d never spoken about it. The buzz of attraction really gave our business dynamics an edge and I’m sure it was a part of our success.
We’d never acted on it either, despite plenty of opportunity on business trips. Both of us were happily married and we knew each others’ spouses too, socializing on semi regular occasions.
I left the company we both worked for and set up on my own. At some point I had every intention of bringing her in as a partner and even chose a name that would work if that happened, but she needed to take a brave pill to make the jump. We still caught up regularly, having lunch every 3-4 months and her & hubs would come to our annual summer garden party.
These lunches……very quickly they became equal parts business chat and flirting sessions. We were both – again without anything being said, it didn’t need to be – engaged in an arms race of dressing up to impress our erstwhile ‘partner’. With every meeting we’d both be trying harder to look our most attractive. I knew this was a dangerous game but we still hadn’t even said anything to each other, let alone touched each other. It almost became a source of pride that we hadn’t.
Until this week, that is.
We’d arranged to meet outside the metro station near her office and go somewhere from there. I’d put on my best, most flattering shirt and best suit and liberally doused myself in my most bedroom aftershave. I spotted her as soon as I reached the top of the escalator and grinned. The arms race was continuing. She had one a snugly fitting skirt suit and silky blouse, the most ridiculous heels ever – she’s only 5’1” and these were at least 4” high – and, as I got closer, I could see quicky from the telltale slight slackness at ankle and knee she had non hold-up stockings on her legs, not tights. Her jacket obscured her hips but I knew if it didn’t, the suspender straps would be obvious too. My cock instantly twitched and I laughed to myself.
We kissed and hugged our hellos and picked a restaurant. Lunch was great – the usual chat and connection, with heavy flirting. So far, so normal, we’ve done this lots of times. She looked great – she’s mostly Greek, her brown skin looked wonderful and we were doing our usual laughing, smiling and banter.
As we left she said ‘I’ve got a new proper office, want to come and say Hi to people and see it?”
“Sure, sounds great,” I replied
There wasn’t anything in this – totally innocent at this stage, just with the usual underlying buzz. We walked into her office building and hit the lift button for the 17th floor.
I honestly hadn’t planned anything, but as the lift door closed my hand touched hers purely by accident. It was like an electric shock. She audibly gasped and I looked at her. The mutual lust was instantly there, irresistible. Another intake of breath and I saw her boobs visibly *shiver*. I looked down and saw past the gape of her jacket her right tit quivering, with a very obvious, very erect nipple – and no bra. At that point I was gone. My eyes flicked up to hers and locked, her lips parted, and I could not hold back. I reached for her and kissed her hard, mashing my lips into hers as she melted into my arms. Bloody hell. Our tongues tangled as we kissed each other passionately, urgently, with wet, open mouths.
As the lift slowed we pulled ourselves apart and just looked at each other deep in lust, both breathing heavily. We swept in to the floor and it was quiet. A decision was made, by both of us. She looked around, saw no one around, looked at me and flicked her head towards a door.
“My new office,” she said, “Come on.”
As we stepped towards it she put her hand in mine, shaking slightly, then pulled at my hand urgently, into her office and I kicked the door shut without letting go of her.
I pulled her to me, turned her round and kissed her again, we had hands everywhere, in each others hair, on each others’ backsides, holding each others faces. I tried to push my leg between hers but her skirt was too tight, she wriggled against my pants feeling my need for her as she rubbed against my cock. I shrugged my jacket off and tossed it on the floor and kissed her neck, making her gasp as I snaked my hand inside her jacket too.
I ripped her jacket open not caring for the button, which flew off into the corner, and tugged her jacket down and off. She pushed her chest at me, nipples now clearly straining at the blouse which was – the arms race again – a size too small. So this is where it had got us. She’d come out braless to get herself hot while we flirted.
I’d had no thought as to what she was like in ‘bed’ but her response so far was screaming sub, of wanting to be pushed around. I could do that. I spun her round and kissed the nape of her neck as I snaked my hands up under her blouse and on to her ripe, quivering tits. She shivered and the hairs on the back of her neck stood on end as I nuzzled it.
With my left hand still mauling her boobs I moved my right hand outside her blouse and slipped the buttons open for better access. I kissed and sucked her earlobe as I moved my right hand back to her right tit and squeezed and twisted her hard nipple, eliciting a gasp. She was showing all the signs of a woman who liked it a bit rough and wanted to be nailed, hard. We were both well past the point of no return. She didn’t need much in the way of foreplay, I just needed to be inside her.
With a hand on the back of her neck I pushed her down over her desk and pulled madly at her skirt trying to ruck it up over her hips. As I pulled it over her arse I got my next surprise – no panties. She’d come out for lunch deliberately without underwear. No wonder she was horny. I growled my approval.
“You little fucking tart. You came out naked under your clothes to turn yourself on.”
She didn’t say anything but was gasping and wriggling her arse backwards, pushing it up and out as, released from the confines of her skirt, she parted her legs. Her pussy lips were visibly wet and gaping, peeking out at me from a nest of dark hair. I raised my hand over her arse and bright it down sharply, smacking her just lightly this first time. She groaned and wriggled, pushing her arse further out towards me, an open invitation. I smacked her again, harder this time, leaving a red mark on her brown mediterranean skin.
The charge of the situation demanded action, not words. I unzipped and pulled my pants down and got my cock ready for action. She was literally wriggling her bum at me and opening her legs even wider. Planting one hand on the small of her back I ran one finger down from her arsehole and over her pussy lips, feeling how soaking she was, then back up and pushed it in roughly. She moaned. Withdrawing my finger I made it two and pushed back in. Fuck she was tight. She moaned again as I pushed deep inside her. Fuck she was wet. I pulled my fingers out and sucked her juice from them. Unbelievably sweet and delicious, my cock hardened even more but I had to taste her properly.
I pushed her over even harder and held her there as I brought my mouth to her bum, quivering with a slight downy covering and my fingers entered her again. Then ran my tongue down, over her arsehole and down to her pussy as I pulled my fingers out and on to her clit as my tongue entered her hole. She was mewing and pushing at me, she tasted fucking fantastic but the angles weren’t easy. She just needed cock at this point and I wasn’t big on messing around either. I stood, licked my fingers clean and planted the head of my cock at the entrance to her pussy.
As my tip opened her folds I realized she hadn’t even seen my cock, let alone touch or suck it, that’s how fast we were moving. The whole thing was so fucking erotic my cock was like an iron bar and as big as it’d ever been. I grinned. I’ve always been proud of my girth and I knew from my fingers just how tight this woman was. She was going to get a bit of a shock here.
I took one last, long look at my friend’s arse, squirming around as she tried to push herself back on to me, framed with her suspenders and stockings, almost as if I was trying to take a picture with my mind. Then I rammed my cock half way in. She squealed
“Ahhhhh!”, she cried, “go slow, go slow.”
I gave her inch after inch, forcing her open. I’d never felt a cunt so tight and wet. With each thrust forward she gasped, with each pull back her lips grasped at my shaft. Finally I bottomed out in her and held myself deep in my best friend’s wet hole.
“Fuck that’s thick”, she gasped, “Fucking hell. So good.”
I just stayed buried in her, not moving, revelling in the feeling of her hot pussy firmly grasping my shaft, revelling in the sight of my friend’s, my colleague’s arse splayed wide with my cock buried deep in her. She was squirming her hips trying to feel me as deep as she could.
“Fuck yourself on to me,” I ordered
Bracing her hands on the desk she pulled forward. The visuals of her lips pulling at my cock were incredible. Then pushed back on to me hard, giving out an ‘ooff’ as her arse hit my body. Then again, pulling forward further this time and rotating her hips to feel my cock opening her up before shoving back and impaling herself. She started fucking me, using me like a live dildo, with every hard shove back knocking the air from herself. For me this was amazing, her pussy was running with juice and her tight hole was like a hot soaking wet glove gripping my hand. After one really hard shove back she stopped, her head laid sideways on the desk, lips parted, gasping for air.
“More,” I commanded, “Keep fucking yourself, use my cock.”
“Nnnnnnnn,” she moaned, “can’t. Close already.”
I couldn’t believe she was close to coming already but OK, my turn I guess. I put my hands on her hips and pushed them forward to open her wide, pulled back and then rammed back in, thrusting so hard her foot came off the floor. She yelled out loud.
“Fuck me, Rob. Please fuck me. Fuck I need this. Just don’t cum in me,” she gasped
I battered her. I can’t find another word for it, I was fucking her so hard. Her desk was shaking and moving, her hands scrabbling at the top for purchase as I rammed into her again and again. I picked up her right leg and pushed it on to the desk so she was opened even wider for my assault. The sight of her shoe on the desk, her stockings pulling around all over the place, her arse rippling and shoving back on to me to meet my thrusts drove me on ever harder and that pushed her over the edge.
She yelled, made one last attempt to grab the desk and push herself back on to me as her cunt pulsed and clenched round my shaft, a squirt of juices soaking my balls as she shuddered through a huge cum, pushing herself back on to me in time with the pulsations in her pussy.
Her legs practically collapsed from her orgasm and there was no way we could keep going in this position, the position was tough enough as it was with her being a short girl. I pulled out, picked her up and spun her round, hoisting her with hands under her arse like a rag doll and dropped her behind on to her desk as she flopped back on to it.
This was better. Her lack of height wasn’t an issue like this. I pushed her legs high and wide and re-entered her. Again she was deliciously tight and wet, her eyes widened as I the fat head of my cock forced her open and then sank deep into her hot, wet folds. She pushed herself up and looked down to where we were coupled and her eyes went wide. I realized this was the first time she’d even seen the cock that had just made her cum so hard.
“So big!” she cried ,“fuck me fuck me fuck me!”
After she’d cum that first time she was wet, open, gaping and I ploughed her relentlessly. Her juices squirted round my shaft with every powerful thrust, running down on to my balls as they smashed into her arse. The feeling of nylon moving around under my hands as I held her thighs just above the knee as I pounded her was intoxicating. My eyes travelling along her legs to her arched feet and crazy heels pointing at the ceiling and quivering, driving me on to fuck her ever harder.
She moved her legs even wider open and her feet down, using them to pull on my hips and pull me into her relentlessly, the cool leather of her shoes felt amazing on my arse as my cock started swelling and I got close to the point of no return.
She could see in my face and feel in the urgency of my thrusts I was getting close. I wanted this fuck to last for ever but its passion and power was a large part of why it was so damn good so I wasn’t holding back.
“Go on,” she gasped at me with a husky voice, “your turn, your turn, cum for me, cum with me.”
I could feel the sap rising in my balls and couldn’t hold back. Remembering what she’d said earlier I half-heartedly tried to pull out but she shook her head violently, grabbed for me and pulled me deep into her, and locked her heels on to my arse pulling me deep into her
‘NO!’ she shouted, but she meant yes, she couldn’t help herself, nodding urgently at me.
Fuck. I buried myself balls deep and exploded. She locked eyes with me with a joyous look as she felt my powerful spurts as I emptied my balls in her, 7 or 8 huge gouts of cum smashing into her womb. Her heels were pulling my hips into her as hard as I was shoving myself in to the absolute hilt, and my spurting sperm sent her over the top again and I felt her cunt clenching and unclenching on my shaft, milking me dry.
We both came down, shuddering, eventually. We looked at each other and with the lust sated, knew we had crossed a massive line.
“A one off” she gasped. “We can’t – ever – do this again.”
I just nodded. I felt guilty but elated at the same time. I didn’t want to uncouple, if my cock was only going to be in this woman once I didn’t want it to end. But I knew she was right. Eventually nature made its own move and my softening cock slipped out of her and my cum gushed from her open pussy and fell on to her desk
“Fuck,” she said, “what a mess.”
I knew she meant it in more than one way. And she was right with that too. We cleaned ourselves and each other up and sorted our dress out
That was last week. I’ve already wanked myself stupid on at least 5 occasions since, remembering the absolute urgent lust and incredible feelings of finally fucking my mate. I know it’s wrong but I still can’t stop.
We’d never acted on it either, despite plenty of opportunity on business trips. Both of us were happily married and we knew each others’ spouses too, socializing on semi regular occasions.
I left the company we both worked for and set up on my own. At some point I had every intention of bringing her in as a partner and even chose a name that would work if that happened, but she needed to take a brave pill to make the jump. We still caught up regularly, having lunch every 3-4 months and her & hubs would come to our annual summer garden party.
These lunches……very quickly they became equal parts business chat and flirting sessions. We were both – again without anything being said, it didn’t need to be – engaged in an arms race of dressing up to impress our erstwhile ‘partner’. With every meeting we’d both be trying harder to look our most attractive. I knew this was a dangerous game but we still hadn’t even said anything to each other, let alone touched each other. It almost became a source of pride that we hadn’t.
Until this week, that is.
We’d arranged to meet outside the metro station near her office and go somewhere from there. I’d put on my best, most flattering shirt and best suit and liberally doused myself in my most bedroom aftershave. I spotted her as soon as I reached the top of the escalator and grinned. The arms race was continuing. She had one a snugly fitting skirt suit and silky blouse, the most ridiculous heels ever – she’s only 5’1” and these were at least 4” high – and, as I got closer, I could see quicky from the telltale slight slackness at ankle and knee she had non hold-up stockings on her legs, not tights. Her jacket obscured her hips but I knew if it didn’t, the suspender straps would be obvious too. My cock instantly twitched and I laughed to myself.
We kissed and hugged our hellos and picked a restaurant. Lunch was great – the usual chat and connection, with heavy flirting. So far, so normal, we’ve done this lots of times. She looked great – she’s mostly Greek, her brown skin looked wonderful and we were doing our usual laughing, smiling and banter.
As we left she said ‘I’ve got a new proper office, want to come and say Hi to people and see it?”
“Sure, sounds great,” I replied
There wasn’t anything in this – totally innocent at this stage, just with the usual underlying buzz. We walked into her office building and hit the lift button for the 17th floor.
I honestly hadn’t planned anything, but as the lift door closed my hand touched hers purely by accident. It was like an electric shock. She audibly gasped and I looked at her. The mutual lust was instantly there, irresistible. Another intake of breath and I saw her boobs visibly *shiver*. I looked down and saw past the gape of her jacket her right tit quivering, with a very obvious, very erect nipple – and no bra. At that point I was gone. My eyes flicked up to hers and locked, her lips parted, and I could not hold back. I reached for her and kissed her hard, mashing my lips into hers as she melted into my arms. Bloody hell. Our tongues tangled as we kissed each other passionately, urgently, with wet, open mouths.
As the lift slowed we pulled ourselves apart and just looked at each other deep in lust, both breathing heavily. We swept in to the floor and it was quiet. A decision was made, by both of us. She looked around, saw no one around, looked at me and flicked her head towards a door.
“My new office,” she said, “Come on.”
As we stepped towards it she put her hand in mine, shaking slightly, then pulled at my hand urgently, into her office and I kicked the door shut without letting go of her.
I pulled her to me, turned her round and kissed her again, we had hands everywhere, in each others hair, on each others’ backsides, holding each others faces. I tried to push my leg between hers but her skirt was too tight, she wriggled against my pants feeling my need for her as she rubbed against my cock. I shrugged my jacket off and tossed it on the floor and kissed her neck, making her gasp as I snaked my hand inside her jacket too.
I ripped her jacket open not caring for the button, which flew off into the corner, and tugged her jacket down and off. She pushed her chest at me, nipples now clearly straining at the blouse which was – the arms race again – a size too small. So this is where it had got us. She’d come out braless to get herself hot while we flirted.
I’d had no thought as to what she was like in ‘bed’ but her response so far was screaming sub, of wanting to be pushed around. I could do that. I spun her round and kissed the nape of her neck as I snaked my hands up under her blouse and on to her ripe, quivering tits. She shivered and the hairs on the back of her neck stood on end as I nuzzled it.
With my left hand still mauling her boobs I moved my right hand outside her blouse and slipped the buttons open for better access. I kissed and sucked her earlobe as I moved my right hand back to her right tit and squeezed and twisted her hard nipple, eliciting a gasp. She was showing all the signs of a woman who liked it a bit rough and wanted to be nailed, hard. We were both well past the point of no return. She didn’t need much in the way of foreplay, I just needed to be inside her.
With a hand on the back of her neck I pushed her down over her desk and pulled madly at her skirt trying to ruck it up over her hips. As I pulled it over her arse I got my next surprise – no panties. She’d come out for lunch deliberately without underwear. No wonder she was horny. I growled my approval.
“You little fucking tart. You came out naked under your clothes to turn yourself on.”
She didn’t say anything but was gasping and wriggling her arse backwards, pushing it up and out as, released from the confines of her skirt, she parted her legs. Her pussy lips were visibly wet and gaping, peeking out at me from a nest of dark hair. I raised my hand over her arse and bright it down sharply, smacking her just lightly this first time. She groaned and wriggled, pushing her arse further out towards me, an open invitation. I smacked her again, harder this time, leaving a red mark on her brown mediterranean skin.
The charge of the situation demanded action, not words. I unzipped and pulled my pants down and got my cock ready for action. She was literally wriggling her bum at me and opening her legs even wider. Planting one hand on the small of her back I ran one finger down from her arsehole and over her pussy lips, feeling how soaking she was, then back up and pushed it in roughly. She moaned. Withdrawing my finger I made it two and pushed back in. Fuck she was tight. She moaned again as I pushed deep inside her. Fuck she was wet. I pulled my fingers out and sucked her juice from them. Unbelievably sweet and delicious, my cock hardened even more but I had to taste her properly.
I pushed her over even harder and held her there as I brought my mouth to her bum, quivering with a slight downy covering and my fingers entered her again. Then ran my tongue down, over her arsehole and down to her pussy as I pulled my fingers out and on to her clit as my tongue entered her hole. She was mewing and pushing at me, she tasted fucking fantastic but the angles weren’t easy. She just needed cock at this point and I wasn’t big on messing around either. I stood, licked my fingers clean and planted the head of my cock at the entrance to her pussy.
As my tip opened her folds I realized she hadn’t even seen my cock, let alone touch or suck it, that’s how fast we were moving. The whole thing was so fucking erotic my cock was like an iron bar and as big as it’d ever been. I grinned. I’ve always been proud of my girth and I knew from my fingers just how tight this woman was. She was going to get a bit of a shock here.
I took one last, long look at my friend’s arse, squirming around as she tried to push herself back on to me, framed with her suspenders and stockings, almost as if I was trying to take a picture with my mind. Then I rammed my cock half way in. She squealed
“Ahhhhh!”, she cried, “go slow, go slow.”
I gave her inch after inch, forcing her open. I’d never felt a cunt so tight and wet. With each thrust forward she gasped, with each pull back her lips grasped at my shaft. Finally I bottomed out in her and held myself deep in my best friend’s wet hole.
“Fuck that’s thick”, she gasped, “Fucking hell. So good.”
I just stayed buried in her, not moving, revelling in the feeling of her hot pussy firmly grasping my shaft, revelling in the sight of my friend’s, my colleague’s arse splayed wide with my cock buried deep in her. She was squirming her hips trying to feel me as deep as she could.
“Fuck yourself on to me,” I ordered
Bracing her hands on the desk she pulled forward. The visuals of her lips pulling at my cock were incredible. Then pushed back on to me hard, giving out an ‘ooff’ as her arse hit my body. Then again, pulling forward further this time and rotating her hips to feel my cock opening her up before shoving back and impaling herself. She started fucking me, using me like a live dildo, with every hard shove back knocking the air from herself. For me this was amazing, her pussy was running with juice and her tight hole was like a hot soaking wet glove gripping my hand. After one really hard shove back she stopped, her head laid sideways on the desk, lips parted, gasping for air.
“More,” I commanded, “Keep fucking yourself, use my cock.”
“Nnnnnnnn,” she moaned, “can’t. Close already.”
I couldn’t believe she was close to coming already but OK, my turn I guess. I put my hands on her hips and pushed them forward to open her wide, pulled back and then rammed back in, thrusting so hard her foot came off the floor. She yelled out loud.
“Fuck me, Rob. Please fuck me. Fuck I need this. Just don’t cum in me,” she gasped
I battered her. I can’t find another word for it, I was fucking her so hard. Her desk was shaking and moving, her hands scrabbling at the top for purchase as I rammed into her again and again. I picked up her right leg and pushed it on to the desk so she was opened even wider for my assault. The sight of her shoe on the desk, her stockings pulling around all over the place, her arse rippling and shoving back on to me to meet my thrusts drove me on ever harder and that pushed her over the edge.
She yelled, made one last attempt to grab the desk and push herself back on to me as her cunt pulsed and clenched round my shaft, a squirt of juices soaking my balls as she shuddered through a huge cum, pushing herself back on to me in time with the pulsations in her pussy.
Her legs practically collapsed from her orgasm and there was no way we could keep going in this position, the position was tough enough as it was with her being a short girl. I pulled out, picked her up and spun her round, hoisting her with hands under her arse like a rag doll and dropped her behind on to her desk as she flopped back on to it.
This was better. Her lack of height wasn’t an issue like this. I pushed her legs high and wide and re-entered her. Again she was deliciously tight and wet, her eyes widened as I the fat head of my cock forced her open and then sank deep into her hot, wet folds. She pushed herself up and looked down to where we were coupled and her eyes went wide. I realized this was the first time she’d even seen the cock that had just made her cum so hard.
“So big!” she cried ,“fuck me fuck me fuck me!”
After she’d cum that first time she was wet, open, gaping and I ploughed her relentlessly. Her juices squirted round my shaft with every powerful thrust, running down on to my balls as they smashed into her arse. The feeling of nylon moving around under my hands as I held her thighs just above the knee as I pounded her was intoxicating. My eyes travelling along her legs to her arched feet and crazy heels pointing at the ceiling and quivering, driving me on to fuck her ever harder.
She moved her legs even wider open and her feet down, using them to pull on my hips and pull me into her relentlessly, the cool leather of her shoes felt amazing on my arse as my cock started swelling and I got close to the point of no return.
She could see in my face and feel in the urgency of my thrusts I was getting close. I wanted this fuck to last for ever but its passion and power was a large part of why it was so damn good so I wasn’t holding back.
“Go on,” she gasped at me with a husky voice, “your turn, your turn, cum for me, cum with me.”
I could feel the sap rising in my balls and couldn’t hold back. Remembering what she’d said earlier I half-heartedly tried to pull out but she shook her head violently, grabbed for me and pulled me deep into her, and locked her heels on to my arse pulling me deep into her
‘NO!’ she shouted, but she meant yes, she couldn’t help herself, nodding urgently at me.
Fuck. I buried myself balls deep and exploded. She locked eyes with me with a joyous look as she felt my powerful spurts as I emptied my balls in her, 7 or 8 huge gouts of cum smashing into her womb. Her heels were pulling my hips into her as hard as I was shoving myself in to the absolute hilt, and my spurting sperm sent her over the top again and I felt her cunt clenching and unclenching on my shaft, milking me dry.
We both came down, shuddering, eventually. We looked at each other and with the lust sated, knew we had crossed a massive line.
“A one off” she gasped. “We can’t – ever – do this again.”
I just nodded. I felt guilty but elated at the same time. I didn’t want to uncouple, if my cock was only going to be in this woman once I didn’t want it to end. But I knew she was right. Eventually nature made its own move and my softening cock slipped out of her and my cum gushed from her open pussy and fell on to her desk
“Fuck,” she said, “what a mess.”
I knew she meant it in more than one way. And she was right with that too. We cleaned ourselves and each other up and sorted our dress out
That was last week. I’ve already wanked myself stupid on at least 5 occasions since, remembering the absolute urgent lust and incredible feelings of finally fucking my mate. I know it’s wrong but I still can’t stop.
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