The Gigolo Chronicles V Cherrie
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Fired! A Few Loads Of Cum In Her free porn video
Work is work, this isn't a career, it's a dead end job. Not the typical dead end job but I'm going nowhere with this. Boring office monotony every day. The ONLY bright spot is my supervisor and the office manager. My supervisor is 38 year old Janet. The office manager is 47 year old Pamela. Janet is a fantastic supervisor, really courteous, pleasant, responsible, empathetic and very understanding. And Janet is super hot. I'd bet she was only 28 years old, at the oldest, never imagined she'd be 38. Pamela is just fucking hot. At 47 she is a bombshell, a MILF, the hot boss that all the guys wanna fuck. And at that age anyone could cum in her with little fear of pregnancy!
My job performance is slipping, Janet can tell. It's no surprise that this is not my career. Even though it pays well this isn't what I really want. So with my heart not fully into this job my performance isn't quite up to par. Janet can motivate me sometimes, she can cheer up the team, rally the troops, help us. But lately it's just been a drag. My numbers are not good and like so many businesses we are trying to cut back and save money, which is not good for me.
Janet comes by to inform me that I need to pick things up or I may not be around much longer. I just don't really care that much anymore. I'm more distracted by Janet's really short skirt, her tight light blue blouse and those sexy panty hose. Today Janet's natural red hair is pulled up into a very tight bun. I don't get to interact much with Pamela, I'll see her around once a week maybe as she doesn't visit my corner much. Today she calls my phone personally and requests a meeting in her office.
Pamela is hot but she doesn't flaunt it. She wears an expensive pants suit with a classy blouse. She wears very sexy glasses though and today her wavy, natural dark blonde hair is down. She's already sitting in her seat. She watches me like a hawk as I sit.
"Pete, we are struggling right now. Unfortunately you're one of the lower performing employees right now which means you're job is in jeopardy. We're gonna be forced to make some cuts if things don't turn around and you have made the list."
"I understand."
I'm trying to listen but my mind is drifting further into a pornographic mode wondering what Pamela's body looks like without those clothes on, imagining her on her back with her feet near her head, those long legs spread wide open.
"How badly do you want this job?"
"I love working for you and for Janet. You both have been excellent bosses for me. I'm just not feeling it where I am right now. I've been wondering if there's another position better suited for me here."
"Unfortunately we don't have any openings anywhere. The entire company is trying to bounce back and before any additions can be made in any department, we have to make cuts. So if you're not fully invested in this job, then there's no point in us keeping you."
I'm torn, because I'm not thrilled with this job but to have to find another one will be an even bigger pain. And how could I ever get a better boss than Janet. She let's me dress casually on Fridays, she buys me lunch sometimes. She's taken me to the movies twice, with my coworkers, but she just treats us so well and provides a great environment. I can't lose this.
"Give me one last chance, I can pick it up and prove myself."
"I'm sorry Pete, but we have to let you go."
"Just like that?"
"Afraid so."
"There's gotta be something I can do. Anything. I can be your personal assistant, I'll do everything to you...I mean anything for you."
I think I caught myself quickly enough, she doesn't react much to that slip.
"You've got to the end of the day to pack up and leave."
"Just one chance, I'll show you my performance is better. You've got needs, I can fulfill them. I can show you how good I really am."
"That is all Pete, you are excused."
Back at my desk I hang my head. Can't believe I tried coming on to Pamela while she was firing me. Janet walks over and sits on the corner of my desk. Her legs are so perfect, the shape, the skin, the length.
"Hey big guy, just heard from Pamela."
"Heard I got sacked or the other thing."
"What other thing?"
"I accidentally said something, the wrong thing, while pleading my case."
"What did you say?"
Usually I wouldn't tell her but Janet and I are kinda close, so I don't feel so ashamed to tell her. She brings me to her office so I can elaborate cause now that I've teased her about it, she won't let it go.
In her office I confess to coming on to Pamela.
"You told her she has needs you can fulfill? Oh my gosh."
"I'm surprised she didn't tell you."
"Me too. So what are you gonna do? I'd be more than happy to be a reference for you. I'd give you a glowing recommendation."
"Thanks. I'll have to move cause I won't be able to afford living there."
"Move? You aren't gonna look for something similar?"
"No. I won't be able to make as much anywhere else as I did here."
Janet shakes her head and walks out. I remain in the room cause I don't have to get back to work and I'd rather not be out there by my desk or around my other coworkers right now. Ten minutes later Janet comes back a little teary eyed. She briefly explains that tried convincing Pamela but to no avail.
I stand up and thank Janet for trying. She gives me a long hug, a tight, friendly, more than a boss-employee type of hug. She really feels my back, squeezes my ass a little. Surprised by that move my body naturally jerks from the squeeze, and I jerk my crotch into her body. One major dry hump. I apologize but she waves it off and wipes some tears from her eyes. She kisses my chest. I'm stunned and turned on. I lower my hands and feel her ass, and as I grab each cheek I feel her wiggle her hips around into mine. She lifts up one leg and wraps it around mine.
I smell her hair and my body receives a mini orgasm. It is a beautiful scent that always turns me on. I'm getting really hard now. We gaze into each others' eyes and then kiss. Her door is shut, we've got privacy. I run my hands up and down her back and ass, then slide my fingers inside her skirt to feel her silk thong. We're grinding up against each other in a synchronized motion while our tongues swim in our mouths together. I reach as far as I can go down her skirt and touch her ass hole and massage her cheeks. We make out for a few minutes until she undresses me. She kisses my pecs, licks my abs, sucks on my nipples which doesn't do anything for me but she likes it.
She takes off my pants struggling a bit to get them over my enormous cock. I accidentally slap her in the face with my cock but she likes it. We don't speak at all, we just lose ourselves in the moment. She quickly puts some music on, playing a Pandora radio station, contemporary rock appropriate for the office. She sucks me for a while, deep throating. I push my giant pencil into her sharpener and let her polish it off. She stuffs my tie into her mouth and then rolls her panties down. She bends over her very clean and tidy desk and I lift up her skirt. That cute tight pussy I've dreamed about is finally opening up to me and saying hi. I lift up her left leg and place it on the desk, then insert my tool into her tool box. She gags on my tie while moaning and shouting.
I pound her hard like a stapler not wanting to staple. I single punch her hole repeatedly just to make sure I'm getting through. I stamp her pussy over and over again making sure the ink goes on right and the image is clear.
We fuck like this for a while, I'm kinda keeping track on her clock. Maybe 6 minutes now. We change positions, now I'm laying on her desk and she climbs on top, rides me, grinds me, bounces and pogos on me. I'm her mechanical bull, she's gonna see how long she can last on me. I buck and jerk, thrust and pound her tight watering hole. We're making noises now but we don't care, I'm fired. She loses her balance several times but I catch her and keep her on top. She lifts off me and fans her face, catches her breath by spitting out the tie. She climbs off me and pulls me off her desk. She has me sit down leaning against her desk, then she sits on me, plugs her hole with my shaft. We have more romantic intercourse now, something less noisy and gives her a chance to catch her breath. Her back presses against my chest, I lick her neck and stroke her hair.
She whispers, "I haven't been fucked this hard in a while. I just have boring, tame sex with my boyfriend."
I kiss her neck and back, wrapping my arms around her stomach. She grinds on me for a little bit, then pivots around to face me. She presses her tits in my face as she sensuously rides me more.
After a few minutes of this relaxing sex, I put her on her back and lift her waist and legs up. On my knees, I penetrate her and fuck her senseless, she bites her fist to keep from screaming out loud. I pump her quickly, thrusting rapidly, she cums a couple times before I finally cum inside her.
She tries standing up but loses her balance twice.
"Fuck I'm so sore, you went too hard on me."
"That's just how I roll."
She's not amused by the cheesy line.
"Seriously, I still have to work."
"Thanks for rubbing it in."
We re-clothe and walk out.
As I gather my belongings from my desk I receive another call from Pamela. She wants me to stop by her office before I leave.
I carry my big box of office garbage out and stop by Pamela's office.
"Janet said you're gonna have to move. Here's my address, you can stay in my guest bedroom until you find your own place."
Pamela hands me her business card with a hand written address on the back of it.
"Seriously? That's really nice of you. Thanks."
A month later I move out of my apartment and drive over to Pamela's house. She lives in a very exclusive neighborhood, extremely wealthy and arrogant area. I park on the street and walk up to the front door. Pamela's car rests in the driveway.
Ring the doorbell, wait a few seconds, then Pamela opens the door letting me in. I thank her repeatedly to the point of annoying her. She shows me to my room and then gives a quick tour. She mentions that people at the office miss my presence. Finishing the tour in the kitchen Pamela grabs a glass of wine and offers me a drink. I take it and we sip on some white wine.
"The day you got fired Janet came to my office twice. The first time to plead to keep you. She really wanted you to stay. The second time she came she was a little disheveled and messy. She was walking really funny too. I thought she had just worked out. Turns out she had a hell of a work out with you in her office."
"She told you about that?"
"She went into detail."
"Oh. I'm surprised she did."
"She came in the next day still walking a little funny. But the look on her face was indescribable."
I try concealing my smile but I think it slips through my defenses. Pamela sets her glass down and kneels in front of me.
"You were right, I have needs. And you may be the one to satisfy them."
"Oh yeah? Janet convinced you of that?"
"I've never had trouble walking after fucking. Let me see what we've got going down here. Do to me what you did to Janet and you won't have to pay rent here."
Pamela rips my pants off exposing my hardening cock. She licks her lips with lust, grabs my cock, strokes it several times before consuming it all at once...
My job performance is slipping, Janet can tell. It's no surprise that this is not my career. Even though it pays well this isn't what I really want. So with my heart not fully into this job my performance isn't quite up to par. Janet can motivate me sometimes, she can cheer up the team, rally the troops, help us. But lately it's just been a drag. My numbers are not good and like so many businesses we are trying to cut back and save money, which is not good for me.
Janet comes by to inform me that I need to pick things up or I may not be around much longer. I just don't really care that much anymore. I'm more distracted by Janet's really short skirt, her tight light blue blouse and those sexy panty hose. Today Janet's natural red hair is pulled up into a very tight bun. I don't get to interact much with Pamela, I'll see her around once a week maybe as she doesn't visit my corner much. Today she calls my phone personally and requests a meeting in her office.
Pamela is hot but she doesn't flaunt it. She wears an expensive pants suit with a classy blouse. She wears very sexy glasses though and today her wavy, natural dark blonde hair is down. She's already sitting in her seat. She watches me like a hawk as I sit.
"Pete, we are struggling right now. Unfortunately you're one of the lower performing employees right now which means you're job is in jeopardy. We're gonna be forced to make some cuts if things don't turn around and you have made the list."
"I understand."
I'm trying to listen but my mind is drifting further into a pornographic mode wondering what Pamela's body looks like without those clothes on, imagining her on her back with her feet near her head, those long legs spread wide open.
"How badly do you want this job?"
"I love working for you and for Janet. You both have been excellent bosses for me. I'm just not feeling it where I am right now. I've been wondering if there's another position better suited for me here."
"Unfortunately we don't have any openings anywhere. The entire company is trying to bounce back and before any additions can be made in any department, we have to make cuts. So if you're not fully invested in this job, then there's no point in us keeping you."
I'm torn, because I'm not thrilled with this job but to have to find another one will be an even bigger pain. And how could I ever get a better boss than Janet. She let's me dress casually on Fridays, she buys me lunch sometimes. She's taken me to the movies twice, with my coworkers, but she just treats us so well and provides a great environment. I can't lose this.
"Give me one last chance, I can pick it up and prove myself."
"I'm sorry Pete, but we have to let you go."
"Just like that?"
"Afraid so."
"There's gotta be something I can do. Anything. I can be your personal assistant, I'll do everything to you...I mean anything for you."
I think I caught myself quickly enough, she doesn't react much to that slip.
"You've got to the end of the day to pack up and leave."
"Just one chance, I'll show you my performance is better. You've got needs, I can fulfill them. I can show you how good I really am."
"That is all Pete, you are excused."
Back at my desk I hang my head. Can't believe I tried coming on to Pamela while she was firing me. Janet walks over and sits on the corner of my desk. Her legs are so perfect, the shape, the skin, the length.
"Hey big guy, just heard from Pamela."
"Heard I got sacked or the other thing."
"What other thing?"
"I accidentally said something, the wrong thing, while pleading my case."
"What did you say?"
Usually I wouldn't tell her but Janet and I are kinda close, so I don't feel so ashamed to tell her. She brings me to her office so I can elaborate cause now that I've teased her about it, she won't let it go.
In her office I confess to coming on to Pamela.
"You told her she has needs you can fulfill? Oh my gosh."
"I'm surprised she didn't tell you."
"Me too. So what are you gonna do? I'd be more than happy to be a reference for you. I'd give you a glowing recommendation."
"Thanks. I'll have to move cause I won't be able to afford living there."
"Move? You aren't gonna look for something similar?"
"No. I won't be able to make as much anywhere else as I did here."
Janet shakes her head and walks out. I remain in the room cause I don't have to get back to work and I'd rather not be out there by my desk or around my other coworkers right now. Ten minutes later Janet comes back a little teary eyed. She briefly explains that tried convincing Pamela but to no avail.
I stand up and thank Janet for trying. She gives me a long hug, a tight, friendly, more than a boss-employee type of hug. She really feels my back, squeezes my ass a little. Surprised by that move my body naturally jerks from the squeeze, and I jerk my crotch into her body. One major dry hump. I apologize but she waves it off and wipes some tears from her eyes. She kisses my chest. I'm stunned and turned on. I lower my hands and feel her ass, and as I grab each cheek I feel her wiggle her hips around into mine. She lifts up one leg and wraps it around mine.
I smell her hair and my body receives a mini orgasm. It is a beautiful scent that always turns me on. I'm getting really hard now. We gaze into each others' eyes and then kiss. Her door is shut, we've got privacy. I run my hands up and down her back and ass, then slide my fingers inside her skirt to feel her silk thong. We're grinding up against each other in a synchronized motion while our tongues swim in our mouths together. I reach as far as I can go down her skirt and touch her ass hole and massage her cheeks. We make out for a few minutes until she undresses me. She kisses my pecs, licks my abs, sucks on my nipples which doesn't do anything for me but she likes it.
She takes off my pants struggling a bit to get them over my enormous cock. I accidentally slap her in the face with my cock but she likes it. We don't speak at all, we just lose ourselves in the moment. She quickly puts some music on, playing a Pandora radio station, contemporary rock appropriate for the office. She sucks me for a while, deep throating. I push my giant pencil into her sharpener and let her polish it off. She stuffs my tie into her mouth and then rolls her panties down. She bends over her very clean and tidy desk and I lift up her skirt. That cute tight pussy I've dreamed about is finally opening up to me and saying hi. I lift up her left leg and place it on the desk, then insert my tool into her tool box. She gags on my tie while moaning and shouting.
I pound her hard like a stapler not wanting to staple. I single punch her hole repeatedly just to make sure I'm getting through. I stamp her pussy over and over again making sure the ink goes on right and the image is clear.
We fuck like this for a while, I'm kinda keeping track on her clock. Maybe 6 minutes now. We change positions, now I'm laying on her desk and she climbs on top, rides me, grinds me, bounces and pogos on me. I'm her mechanical bull, she's gonna see how long she can last on me. I buck and jerk, thrust and pound her tight watering hole. We're making noises now but we don't care, I'm fired. She loses her balance several times but I catch her and keep her on top. She lifts off me and fans her face, catches her breath by spitting out the tie. She climbs off me and pulls me off her desk. She has me sit down leaning against her desk, then she sits on me, plugs her hole with my shaft. We have more romantic intercourse now, something less noisy and gives her a chance to catch her breath. Her back presses against my chest, I lick her neck and stroke her hair.
She whispers, "I haven't been fucked this hard in a while. I just have boring, tame sex with my boyfriend."
I kiss her neck and back, wrapping my arms around her stomach. She grinds on me for a little bit, then pivots around to face me. She presses her tits in my face as she sensuously rides me more.
After a few minutes of this relaxing sex, I put her on her back and lift her waist and legs up. On my knees, I penetrate her and fuck her senseless, she bites her fist to keep from screaming out loud. I pump her quickly, thrusting rapidly, she cums a couple times before I finally cum inside her.
She tries standing up but loses her balance twice.
"Fuck I'm so sore, you went too hard on me."
"That's just how I roll."
She's not amused by the cheesy line.
"Seriously, I still have to work."
"Thanks for rubbing it in."
We re-clothe and walk out.
As I gather my belongings from my desk I receive another call from Pamela. She wants me to stop by her office before I leave.
I carry my big box of office garbage out and stop by Pamela's office.
"Janet said you're gonna have to move. Here's my address, you can stay in my guest bedroom until you find your own place."
Pamela hands me her business card with a hand written address on the back of it.
"Seriously? That's really nice of you. Thanks."
A month later I move out of my apartment and drive over to Pamela's house. She lives in a very exclusive neighborhood, extremely wealthy and arrogant area. I park on the street and walk up to the front door. Pamela's car rests in the driveway.
Ring the doorbell, wait a few seconds, then Pamela opens the door letting me in. I thank her repeatedly to the point of annoying her. She shows me to my room and then gives a quick tour. She mentions that people at the office miss my presence. Finishing the tour in the kitchen Pamela grabs a glass of wine and offers me a drink. I take it and we sip on some white wine.
"The day you got fired Janet came to my office twice. The first time to plead to keep you. She really wanted you to stay. The second time she came she was a little disheveled and messy. She was walking really funny too. I thought she had just worked out. Turns out she had a hell of a work out with you in her office."
"She told you about that?"
"She went into detail."
"Oh. I'm surprised she did."
"She came in the next day still walking a little funny. But the look on her face was indescribable."
I try concealing my smile but I think it slips through my defenses. Pamela sets her glass down and kneels in front of me.
"You were right, I have needs. And you may be the one to satisfy them."
"Oh yeah? Janet convinced you of that?"
"I've never had trouble walking after fucking. Let me see what we've got going down here. Do to me what you did to Janet and you won't have to pay rent here."
Pamela rips my pants off exposing my hardening cock. She licks her lips with lust, grabs my cock, strokes it several times before consuming it all at once...
Makenna
- 13.05.2020
- 19
- 0
