This is the story of my amazing girlfriend and me. Names, places, and job descriptions have been changed but the rest is all true.
Sara called to tell me the bad news, the borders had been closed and she would have to be isolated for two weeks in a hotel room with her boss. They had been interstate for a few days trying to land a new client. Covid had been hard on the business and they were taking every chance they could to win new clients. It sounded like they had landed this one so I guess it’s good she will get to keep her job but two weeks in hotel isolation with her boss will be hard.
My girlfriend of the past year and a bit Sara works as an account executive in an Advertising agency. At only 24 years old she holds a relatively high position for someone her age. She loves her job, the long hours aren’t ideal but when she unwinds she knows how to have a good time and is usually the life of the party. She is only short, only 5’3” but what she lacks in height she makes up for in attitude and hers is work hard and play hard.
She Skyped me later that night and seemed a bit down to have to be stuck in the hotel room for 2 weeks with Don, her boss. She panned the camera on her laptop around and gave me a quick tour. Luckily it was a fairly decent hotel room. Reasonably spacious, a couch by the window and balcony, a table with 2 chairs, a bathroom off to the side, a kitchenette and 2 queen sized beds next to each other. She told me she loved me and she’d call tomorrow, I heard Don yell out “night Mike” in the background as she was hanging up.
We skyped the next night and talked about how this lockdown's timing sucked. She was going to be stuck in there for my birthday next week. She said she will “make it up to me” in a suggestive tone. I heard Don yell out “that sounds interesting” as she laughed at him and told him to shut up. He can be a bit of a tease but they both get on fairly good even though he’s in his late 50’s. He seems fairly cool and laid back for an old man when I have gone to office parties and events. Again she said she loved me and she’d call tomorrow night at the same time.
The third night she Skyped me a couple of hours later than expected. I was laying in bed with my laptop when that unmistakable Skype ringtone went off. I answered it and was instantly shocked. There was Sara, completely nude. She was kneeling on her bed with her legs spread playing with her well waxed pussy. Her arms pushing her 32DD tits together making them look amazing as always. She said “We have to be quick, Don is in the shower” as she starts to rub her pussy and moan. Her moans are always so sexy, she knows how to get herself there quickly. “I hope he can’t hear you” I said to which she gave me one of her sexy suggestive looks with a raised eyebrow. “Mmmm” She moaned, “I need to get fucked, I need a cock in me so bad” as she looked down the camera. “Mmmmm, I need a cock” she moaned again with her tits jiggling as she rubbed away.
I set my laptop up on the bed in front of me and got out my average, 4.5”’ cock. She gave me one of her sexy grins at the site of it and moaned “mmmmmm I need Daddy’s cock” which I thought was odd at the time. She had never called me Daddy before but I liked the sound of it and I was instantly hard. I grabbed hold and was about to start jerking back to her and she giggled “Noooo, I need a real daddy’s cock”. She spun the laptop around to reveal a very naked Don. Late 50’s, reasonably hairy and very chubby sitting on the end of her bed jerking his very thick 7” cock. I was in complete shock, I was speechless. Completely overcome with emotions my head was spinning. After about 20 seconds of Don grinning at me he said “I think he likes it”. I hadn’t realized that I was jerking my cock to him. I was as hard as I had ever been and jerking to a nude old man on my screen.
Sara spun the laptop back around and could see me jerking hard, she giggled “I knew you’d like it” in her sexy voice that she does. She picked the laptop up walked over and put it on the table. My screen full of her hypnotic swinging tits as she walked. She bent over and looked into the camera “I love you but I need this okay, sit back, I want you to enjoy this too” as she blew me a kiss and turned around. Her ample bubble butt now filling my screen, I was still speechless and so hard at the thought of what was about to happen. I kept jerking hard as she skipped over to the bed and jumped up on Don’s lap straddling him.
They began to kiss passionately as she wrapped her arms around him holding her old boss tight. Don’s large hands grabbing and squeezing her ass as they kissed. It looked wrong seeing this sexy young woman kissing this old chubby man in the nude but it was so sexy at the same time. She leant back and Don's attention went straight to her tits, sucking and squeezing them. She knows how amazing hers are and how much guys love them. She told me ever since they grew so big every guy she has met stares at them. She says she doesn't like the attention they bring but she sure is proud of them.
Sara reached down between her legs looking back at the laptop for the first time. Seeing me jerking madly at the site of her young body straddling an old man. She smirked at me as she grabbed his cock and guided it towards her pussy. She slid the trip in then lowered her hips down taking thick inch after inch. She moaned once again in her sexy way and began to rock and bounce her hips. With a few more bounces and another sexy moan, her staring directly into the camera I was cumming as I exclaimed rather loudly. She smiled and turned her head back and started kissing Don passionately once more. I lasted less than a minute blowing a huge load as my balls ached but they were only getting started.
Sara was really starting to ride him hard now. She was taking his full length as she bounced and rocked those curvy hips. Dons hands squeezing her ass once again. She pushed his body down onto the bed and started grinding. She was moaning loudly like I had never heard her before. Don was squeezing her tits and nipples. Her pace increased and she exclaimed "oh fuck oh fuck oh fuck, I'm gonna cum oh fuck" then let out a shriek and her whole body started shaking. I had never seen her do this before. She sat there for a good minute and a half with her legs shaking making whimpering and moaning sounds all mixed in. I had never seen anything like it.
I said out loud "holy fuck". I couldn't believe what I had just watched my girlfriend do. Not only was I watching her fuck her much older boss but she had just experienced her first body shaking orgasm and i was loving every second of it. I heard Don say something like good girl to her but couldn't make it out. He sat up grabbing her ass, lifted her up as he got to his knees. Sara wrapped her legs around him and slowly started to move her hips again as they kissed. I could see Don whispering thing's to her as she started to moan once again but I couldn't make it out.
Don lifted her up off his cock and threw her back onto the bed. Her tits bounced as she landed and settled either side of her chest. She laid back with her head hanging over the edge looking back at me on the laptop. Her smile of ecstasy said it all, she was in heaven and her boss took her there. Don pinned her legs back next to her shoulders and slid his cock back in. Sara let out a loud moan as he slid in inch after inch again. This time Don was in control. He started thrusting hard putting all his weight into her. Her tits wobbled with every thrust as she just lay there looking back into the camera moaning. She was in another place, nobody had never taken her to and I probably never could.
Pinned under her boss and loving every second of it Sara was moaning louder and louder. She started to say the odd words in between Don’s powerful thrusts. " Fuck me" she let out looking into the camea, " I've never been, mmmmffff, fucked like this, mmmmffffffff, before" she followed up with. "Mmfff yes mffff yeesss, make me cum again oh fuck of fuck I'm gonna cum again" she yelled out loud enough for the adjacent rooms to hear. She shrieked and whimpered again as Don gave her a second body shaking orgasm. Don pulled out as she lay there spasming and muttering " it's so good, it's so good, fuck it's so good." She sat up after a minute and sat on the end of the bed looking at me with her legs still shaking. She said "this is so fucking goood Mike, it's amazing" Don sat behind her and groped her tits. " I love this, I want more, I love you Mike, this is so good" she said. She was still in another place. "Keep going, I love you too. You looked so hot cumming on his cock" i replied to which Don let out a small laugh.
Don pulled Sara's hips moving her up onto the bed. She let out a “ohh” as she was on all 4 sideways to the camera. She looked amazing with her tits hanging down, her back arched with her bubble butt up in the air. Don moved into position behind her and gave her ass a good slap making those hanging tits wobble. "Mmmm fuck me Don" she moaned as she pushed her butt back towards his large thick cock. Don pulled back, not letting her receive it. Don said "fuck me who?" Rraching down grabbing her blonde hair, pulling her head back. She paused in a bit of shock for a couple of seconds. "Mmmmmmm, daddy" she moaned softly as she tried to back onto his cock once more but Don pulled back again. Pulling on her hair "louder" he said. "Fuck me daddy" she yelled back loud enough for the surrounding rooms to hear. "Please fuck me" she yelled as Don yanked her hair back pulling her onto his cock "yesssss daddy" she moaned with glee.
Don’s chubby belly resting on top of he ass as he pulled on her hair. Pulling her onto his thick cock then releasing and pulling her back again. "Mmmmm yes, fuck my pussy daddy" she moaned as she turned to look at the laptop. "Hard daddy, mmmmfff, yes hard, fuck me so hard daddy, mmmfff, that's what my pussy needs." "You dirty little slut" replied Don as he let go of her hair and took hold of her hips and started ramming her. "Fuuuuck'' she yelled as her ass started slapping against him, her tits swinging back and forth. It was amazing to see her like this.
"I'm your dirty little slut aren't I daddy, you love me being your dirty little slut don't you, ohhh yes fuck me hard, fuck that slutty pussy hard, fuck me daddy" she went on… "that's my little slut, taking daddy’s cock" Don replied as he kept pounding her. "Fffffuuuck" she kept moaning "it's yours" she exclaimed, "it's your pussy now, mmmfff, i don't want his cock, i only want yours" she said looking right down the camera. "Just keep, mmmfff, fffffuuuckiiingg, mmfff, meeeee, mmfffff, like you, ohhhmmfff, paid for it, mmmm" she yelled nice and loud. "Yes my little whore" Don stammered, you could tell he was getting close.
"Don, I need you to cum in me" she said. "It's your pussy now, i want you to cum in me" "you sexy little bitch" he replied as he pushed her head down onto the bed facing the laptop. He was pounding her with all his weight and the sound of her ass slapping against him was something else. "Cum in me daddy" she said and with that Don started cumming. He stopped his hard thrusting and started jolting into her with short sharp spasms. He groaned with each ejaculation “Mmmm yes cum in me daddy” she said once more and then he fell on top of her, "you're amazing" he panted to her as she looked at me with a satisfied grin. She tilted her head around to him and they kissed once more. "I meant what i said" she told him "it's yours now, just keep fucking me like that and it’s all yours" and they kissed some more.
“Gooood” he moaned as he pulled out and got off her. Sara lay there for a couple of minutes taking it all in. She then sat up on the end of the bed with a guilty smirk on her face. "You're amazing" i said as she slowly spread her legs showing me her red well fuck pussy. She didn't say anything, she just smiled and let me take in the sight of her sexy used body.
Sara stood up and walked over to the laptop. "I love you so much" i told her "i love you too" she replied as she picked the laptop up and put it on the floor angling the camera up. "Do you love what we just did" she said smiling down at me, "fuck yes" i replied. She slowly squatted down towards the camera, her legs opening up exposing her slutty raw pussy to me, Dons cum starting to drip out. She spread open her pussy with her fingers, "how much do you like seeing my pussy full of my bosses cum" as a large drop fell onto her camera. "It's so fucking sexy" i said. "Lick the screen" she told me and I did to her giggling “Lick it all up you dirty boy”. She scooped up his cum off her camera with her finger and sucked it off. 'Mmmm" she moaned and then shut her laptop and my screen went black.
Sara called to tell me the bad news, the borders had been closed and she would have to be isolated for two weeks in a hotel room with her boss. They had been interstate for a few days trying to land a new client. Covid had been hard on the business and they were taking every chance they could to win new clients. It sounded like they had landed this one so I guess it’s good she will get to keep her job but two weeks in hotel isolation with her boss will be hard.
My girlfriend of the past year and a bit Sara works as an account executive in an Advertising agency. At only 24 years old she holds a relatively high position for someone her age. She loves her job, the long hours aren’t ideal but when she unwinds she knows how to have a good time and is usually the life of the party. She is only short, only 5’3” but what she lacks in height she makes up for in attitude and hers is work hard and play hard.
She Skyped me later that night and seemed a bit down to have to be stuck in the hotel room for 2 weeks with Don, her boss. She panned the camera on her laptop around and gave me a quick tour. Luckily it was a fairly decent hotel room. Reasonably spacious, a couch by the window and balcony, a table with 2 chairs, a bathroom off to the side, a kitchenette and 2 queen sized beds next to each other. She told me she loved me and she’d call tomorrow, I heard Don yell out “night Mike” in the background as she was hanging up.
We skyped the next night and talked about how this lockdown's timing sucked. She was going to be stuck in there for my birthday next week. She said she will “make it up to me” in a suggestive tone. I heard Don yell out “that sounds interesting” as she laughed at him and told him to shut up. He can be a bit of a tease but they both get on fairly good even though he’s in his late 50’s. He seems fairly cool and laid back for an old man when I have gone to office parties and events. Again she said she loved me and she’d call tomorrow night at the same time.
The third night she Skyped me a couple of hours later than expected. I was laying in bed with my laptop when that unmistakable Skype ringtone went off. I answered it and was instantly shocked. There was Sara, completely nude. She was kneeling on her bed with her legs spread playing with her well waxed pussy. Her arms pushing her 32DD tits together making them look amazing as always. She said “We have to be quick, Don is in the shower” as she starts to rub her pussy and moan. Her moans are always so sexy, she knows how to get herself there quickly. “I hope he can’t hear you” I said to which she gave me one of her sexy suggestive looks with a raised eyebrow. “Mmmm” She moaned, “I need to get fucked, I need a cock in me so bad” as she looked down the camera. “Mmmmm, I need a cock” she moaned again with her tits jiggling as she rubbed away.
I set my laptop up on the bed in front of me and got out my average, 4.5”’ cock. She gave me one of her sexy grins at the site of it and moaned “mmmmmm I need Daddy’s cock” which I thought was odd at the time. She had never called me Daddy before but I liked the sound of it and I was instantly hard. I grabbed hold and was about to start jerking back to her and she giggled “Noooo, I need a real daddy’s cock”. She spun the laptop around to reveal a very naked Don. Late 50’s, reasonably hairy and very chubby sitting on the end of her bed jerking his very thick 7” cock. I was in complete shock, I was speechless. Completely overcome with emotions my head was spinning. After about 20 seconds of Don grinning at me he said “I think he likes it”. I hadn’t realized that I was jerking my cock to him. I was as hard as I had ever been and jerking to a nude old man on my screen.
Sara spun the laptop back around and could see me jerking hard, she giggled “I knew you’d like it” in her sexy voice that she does. She picked the laptop up walked over and put it on the table. My screen full of her hypnotic swinging tits as she walked. She bent over and looked into the camera “I love you but I need this okay, sit back, I want you to enjoy this too” as she blew me a kiss and turned around. Her ample bubble butt now filling my screen, I was still speechless and so hard at the thought of what was about to happen. I kept jerking hard as she skipped over to the bed and jumped up on Don’s lap straddling him.
They began to kiss passionately as she wrapped her arms around him holding her old boss tight. Don’s large hands grabbing and squeezing her ass as they kissed. It looked wrong seeing this sexy young woman kissing this old chubby man in the nude but it was so sexy at the same time. She leant back and Don's attention went straight to her tits, sucking and squeezing them. She knows how amazing hers are and how much guys love them. She told me ever since they grew so big every guy she has met stares at them. She says she doesn't like the attention they bring but she sure is proud of them.
Sara reached down between her legs looking back at the laptop for the first time. Seeing me jerking madly at the site of her young body straddling an old man. She smirked at me as she grabbed his cock and guided it towards her pussy. She slid the trip in then lowered her hips down taking thick inch after inch. She moaned once again in her sexy way and began to rock and bounce her hips. With a few more bounces and another sexy moan, her staring directly into the camera I was cumming as I exclaimed rather loudly. She smiled and turned her head back and started kissing Don passionately once more. I lasted less than a minute blowing a huge load as my balls ached but they were only getting started.
Sara was really starting to ride him hard now. She was taking his full length as she bounced and rocked those curvy hips. Dons hands squeezing her ass once again. She pushed his body down onto the bed and started grinding. She was moaning loudly like I had never heard her before. Don was squeezing her tits and nipples. Her pace increased and she exclaimed "oh fuck oh fuck oh fuck, I'm gonna cum oh fuck" then let out a shriek and her whole body started shaking. I had never seen her do this before. She sat there for a good minute and a half with her legs shaking making whimpering and moaning sounds all mixed in. I had never seen anything like it.
I said out loud "holy fuck". I couldn't believe what I had just watched my girlfriend do. Not only was I watching her fuck her much older boss but she had just experienced her first body shaking orgasm and i was loving every second of it. I heard Don say something like good girl to her but couldn't make it out. He sat up grabbing her ass, lifted her up as he got to his knees. Sara wrapped her legs around him and slowly started to move her hips again as they kissed. I could see Don whispering thing's to her as she started to moan once again but I couldn't make it out.
Don lifted her up off his cock and threw her back onto the bed. Her tits bounced as she landed and settled either side of her chest. She laid back with her head hanging over the edge looking back at me on the laptop. Her smile of ecstasy said it all, she was in heaven and her boss took her there. Don pinned her legs back next to her shoulders and slid his cock back in. Sara let out a loud moan as he slid in inch after inch again. This time Don was in control. He started thrusting hard putting all his weight into her. Her tits wobbled with every thrust as she just lay there looking back into the camera moaning. She was in another place, nobody had never taken her to and I probably never could.
Pinned under her boss and loving every second of it Sara was moaning louder and louder. She started to say the odd words in between Don’s powerful thrusts. " Fuck me" she let out looking into the camea, " I've never been, mmmmffff, fucked like this, mmmmffffffff, before" she followed up with. "Mmfff yes mffff yeesss, make me cum again oh fuck of fuck I'm gonna cum again" she yelled out loud enough for the adjacent rooms to hear. She shrieked and whimpered again as Don gave her a second body shaking orgasm. Don pulled out as she lay there spasming and muttering " it's so good, it's so good, fuck it's so good." She sat up after a minute and sat on the end of the bed looking at me with her legs still shaking. She said "this is so fucking goood Mike, it's amazing" Don sat behind her and groped her tits. " I love this, I want more, I love you Mike, this is so good" she said. She was still in another place. "Keep going, I love you too. You looked so hot cumming on his cock" i replied to which Don let out a small laugh.
Don pulled Sara's hips moving her up onto the bed. She let out a “ohh” as she was on all 4 sideways to the camera. She looked amazing with her tits hanging down, her back arched with her bubble butt up in the air. Don moved into position behind her and gave her ass a good slap making those hanging tits wobble. "Mmmm fuck me Don" she moaned as she pushed her butt back towards his large thick cock. Don pulled back, not letting her receive it. Don said "fuck me who?" Rraching down grabbing her blonde hair, pulling her head back. She paused in a bit of shock for a couple of seconds. "Mmmmmmm, daddy" she moaned softly as she tried to back onto his cock once more but Don pulled back again. Pulling on her hair "louder" he said. "Fuck me daddy" she yelled back loud enough for the surrounding rooms to hear. "Please fuck me" she yelled as Don yanked her hair back pulling her onto his cock "yesssss daddy" she moaned with glee.
Don’s chubby belly resting on top of he ass as he pulled on her hair. Pulling her onto his thick cock then releasing and pulling her back again. "Mmmmm yes, fuck my pussy daddy" she moaned as she turned to look at the laptop. "Hard daddy, mmmmfff, yes hard, fuck me so hard daddy, mmmfff, that's what my pussy needs." "You dirty little slut" replied Don as he let go of her hair and took hold of her hips and started ramming her. "Fuuuuck'' she yelled as her ass started slapping against him, her tits swinging back and forth. It was amazing to see her like this.
"I'm your dirty little slut aren't I daddy, you love me being your dirty little slut don't you, ohhh yes fuck me hard, fuck that slutty pussy hard, fuck me daddy" she went on… "that's my little slut, taking daddy’s cock" Don replied as he kept pounding her. "Fffffuuuck" she kept moaning "it's yours" she exclaimed, "it's your pussy now, mmmfff, i don't want his cock, i only want yours" she said looking right down the camera. "Just keep, mmmfff, fffffuuuckiiingg, mmfff, meeeee, mmfffff, like you, ohhhmmfff, paid for it, mmmm" she yelled nice and loud. "Yes my little whore" Don stammered, you could tell he was getting close.
"Don, I need you to cum in me" she said. "It's your pussy now, i want you to cum in me" "you sexy little bitch" he replied as he pushed her head down onto the bed facing the laptop. He was pounding her with all his weight and the sound of her ass slapping against him was something else. "Cum in me daddy" she said and with that Don started cumming. He stopped his hard thrusting and started jolting into her with short sharp spasms. He groaned with each ejaculation “Mmmm yes cum in me daddy” she said once more and then he fell on top of her, "you're amazing" he panted to her as she looked at me with a satisfied grin. She tilted her head around to him and they kissed once more. "I meant what i said" she told him "it's yours now, just keep fucking me like that and it’s all yours" and they kissed some more.
“Gooood” he moaned as he pulled out and got off her. Sara lay there for a couple of minutes taking it all in. She then sat up on the end of the bed with a guilty smirk on her face. "You're amazing" i said as she slowly spread her legs showing me her red well fuck pussy. She didn't say anything, she just smiled and let me take in the sight of her sexy used body.
Sara stood up and walked over to the laptop. "I love you so much" i told her "i love you too" she replied as she picked the laptop up and put it on the floor angling the camera up. "Do you love what we just did" she said smiling down at me, "fuck yes" i replied. She slowly squatted down towards the camera, her legs opening up exposing her slutty raw pussy to me, Dons cum starting to drip out. She spread open her pussy with her fingers, "how much do you like seeing my pussy full of my bosses cum" as a large drop fell onto her camera. "It's so fucking sexy" i said. "Lick the screen" she told me and I did to her giggling “Lick it all up you dirty boy”. She scooped up his cum off her camera with her finger and sucked it off. 'Mmmm" she moaned and then shut her laptop and my screen went black.
- Next: Sara and her boss part 2
