This is a hot past story told to me by Kate, an ex-girlfriend, about an affair she had with one of her bosses while she was married. As usual I have changed the names of those involved and, for this post, have changed some places and times. It is accurate to the best of my memory.
Recap: At the time this affair Kate was in her late 30s, stood 5’8, weighed about 130 lbs and was married with two children. Kate was slender except for her luscious round ass. She had shoulder length red wavy hair, green eyes, an upturned nose and pale freckled skin. She had almost nothing in the boob area. She was very classy looking and dressed very nicely. She was very well educated.
Kate and I liked to swap stories about our sex escapades. One Saturday afternoon we watched a porn video in which the protagonist, a young business man, had sex with his gorgeous female staff. After we had post video sex and were laying in bed, Kate told me she had fucked one her bosses for the entire time she worked for him. And on and off after she got a different job.
**Summer, late 1970s**
Kate and her family moved to a Philadelphia suburb when her husband Al took a teaching position at a well known university. She took a temporary job with Hanford who was involved in real estate services. He was a smooth talker, confident and quite a ladies man. He was older than Kate (about 50?), married and had a wife who was a cold shrew. I think that ‘cold shrew’ bit was Kate trying to justify their affair.
Kate told me that from the start of her job interview he flirted with her and she flirted back. Hanford hired her immediately and their flirtation continued from her first day in the office. The flirting escalated to discreet touching and then to opportunistic kissing and touching. Within a few weeks, after a late lunch at a pricey Philly restaurant, they went to a hotel.
Hanford wasted no time. As soon as they got in the room he pressed her against the wall, began kissing her while running a hand up a leg to her pussy. He walked her to the bed, undid the back of her dress and together they lifted it over her head. He guided her down and moved her to the center of the bed and pulled off her panty hose.
He kissed his way down her body until he reached his goal – her beautiful red muff. According to Kate, Hanford was a good pussy eater and he got her off two times. They cuddled for a while and then Kate tried to give him a blow job. But he wanted to get to the main event. He had her climb on top of him and ride his cock. She rode him for only a few minutes before he blasted his cum into her. (They used no condoms as she had had her tubes tied after the birth of her second child.)
Kate told me it was OK sex but it was better than the sex she was getting from Al. Which was no sex at all. They cleaned up and he drove back to their office building. He dropped Kate off at the office and went home to his wife. Kate finished up her work and went home to her husband and children. All in all her story about her and Hanford was sort of sexy but I didn’t find it as arousing as those of her other affairs.
**Her next story: On her knees**
A few weeks later we went to an event related to her work. She had a few drinks and was feeling good. She had been flirting with me and several other men at the event. (She actually disappeared with the event’s guest of honor for a while. That may be another post in the future.)
As I drove us back to her home she pulled up her dress and put a hand down her panties. She rubbed quietly and then suddenly erupted with a strong orgasm. When she recovered she gave a big sigh, straightened her clothes and said “Sorry, I couldn’t wait”. As I pulled up to her home she asked me if I wanted to hear another story about her and Hanford. I told her I did. When we finally got into bed she told me this as she sucked my cock:
Hanford actually liked blow jobs in spite what happened their first time together. And Kate liked sucking cocks. And swallowing cum. When work was slow he would sometimes call her into his office and have her lock the door. That was a tip off that Hanford expected a BJ. She would pick up a pair of pillows from his leather couch and slowly walk to him keeping her eyes locked on his. Kate loved to tease.
When she was next to him he would swivel his chair toward her, spread his legs and start rubbing his dick and balls over his pants. That excited Kate as it was so blatantly sexual. Taking her time she would bend down in front of him and arrange the pillows. She would squat down and then lean forward to put her knees on the pillows and look up at Hanford as she pulled down his zipper and wrangled Hanford’s cock out of his pants.
She said the usual routine was her jacking his shaft while licking and sucking the head of his cock as he gripped her hair. After a few minutes he would begin talking to her, telling her she was beautiful and how good it felt. He would also bad mouth Al calling him a drunken loser. This fed Kate’s general disdain for Al and made her feel good about cheating with a handsome and successful man like Hanford.
Hanford had told Kate his wife never sucked his cock and rarely wanted to fuck. Kate loved this. She hated Hanford’s wife as she had tried to get Kate fired the first time saw Kate in the office. She loved knowing Hanford preferred her over his wife.
When he got close to cumming he would grab the back of her head and push her head down so his entire cock was in her mouth and down her throat and whisper “Kate” over and over. She told me he had a pretty good sized cock and that she always gagged on it when he forced it down her throat. She always swallowed his cum with great joy. Have I mentioned that Kate loved cum?
She finished me off that night by taking my jizz down her throat as I held her head down on my cock whispering “Kate” to her. I do admit that the idea of her sucking his cock like that, on her knees while gagging on his cock was a total turn on for me.
**Her last story: Over his desk**
A few months later Kate and I went to a ocean resort for a spring mini-vacation. On our final evening, after after a nice meal and several drinks, she told me more of her affair with Hanford. She was was riding my cock like a good cowgirl as I pulled and pinched her nipples. Kate liked some pain with her sexual pleasure. It made her feel naughty and sexy and desired and cheap.
As she rode me she said, out of the blue, that Hanford also liked to play roughly with her nipples. I immediately pinched them hard which made her grimace and say “You bastard. You’re just like him”. She pushed my hands away from her small breasts and got off of me and the bed. She walked over to the widow overlooking the ocean, put her hands of the window pane and said “Fuck me”. I went to her, slapped her fine ass a few times, spread her pussy lips and slid my cock into her. I started to fuck her slow and steady while kneading her breasts and pulling her nipples.
As I fucked her Kate told me when things were not going well for Hanford he would call her into his office. He would meet her at the door, usher her in and then lock the door. He would guide her to his desk and say “Take them off”. She would take off her panties (or panty hose) and her shoes while he watched her.
He would start kissing and undressing her, pulling the top of her dress down and removing her bra. He would gently kiss and suck her nipples briefly before turning her around and roughly pushing her down on top of the desk. He would lift up the back of her dress to expose her pussy and put a few fingers into her for a little while to get her somewhat wet.
[As Kate was telling me this I was fucking her steadily. I could tell she was excited as her pauses got between sentences got longer and she began to breath harder and she began calling me a “bastard”, her favorite thing to call me when we had sex.]
She said that being bent over and fingered by Hanford made her heart pound as she felt vulnerable and helpless. Kate knew what was coming and she wanted it desperately – he would pull his fingers out of her, unbuckle his pants, drop them to the floor along with his underwear. Then he would grab her hips and just jam his cock into her. From that point on he would fuck her hard pulling her hair and reaching around to her chest to pinch her nipples as hard as he could as he would whisper “You cheap whore” over and over.
For Kate, part of the excitement of these fucks was that she had to be quiet even as Hanford was pounding her relentlessly, pinching her nipples, pulling her hair and verbally degrading her. She knew the others in the office knew what she and Hanford were doing. They had known since the first time she had walked out of his office with her hair disheveled and her face flushed. She was both embarrassed and proud each time they saw her walk out of Hanford’s office and go to the ladies room to clean up.
Of course this story got me fired up and I started fucking her harder as I pulled her hair and pinched her nipples harder and harder. I started calling her a “cheap whore” and she replied “You dirty bastard”. We could see each other’s faces in the window’s reflection so I knew she was close. When I said “You’re a cheap married whore” I saw her close her eyes and she began to moan. I put a hand over her mouth and told her to be quiet. That did it. She screamed into my hand and her body began shaking. I started cumming in her.
When she finished cumming she started to collapse; I fell out of her and held her up until she could stand. I helped her into the bed and then walked back to open the widow so we could hear the surf. I turned out the lamp and crawled into bed next to her. We kissed and touched for a while until she rolled away so we could spoon in the dark. I lightly touched her breasts and kissed her neck for some time enjoying the sound of the waves and the warmth of her body.
Source: reddit.com/r/gonewildstories/comments/zrbb4f/you_dirty_bastard_kates_affair_with_a_boss_fm
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