Jenny the marketing MILF makes Tom gush with pride

  • 11 days ago
  • 15 min read
  • 12,135 views

My name is Tom, I’m 24 and I’m the marketing assistant for a company that makes and installs replacement windows. I’d only been in the role for a couple of weeks when I was introduced to Jenny. After university my girlfriend, Amy, and I were lucky to get management trainee jobs with the same company, one of the large consultancies. Things were going really well, we found a fantastic flat in a riverside development and set up house. I didn’t see how things could get any better - and they didn’t, they got a lot worse.

The company decided that Amy was a star and she soon got promoted, which while it meant more money, also meant that her working days were longer. And then she started going away on business trips. I felt a bit left behind, whilst I was really happy for me, my confidence was taking a bit of a knock. Then it happened.

Amy’d just returned from another night away on a work trip and she’d hit the shower. I was lounging on our bed when I heard her phone ping. Normally I wouldn’t have responded but on this occasion I did. It was a message alert which started “Phew, you were amaz…”. Frowning, I clicked the link and was shocked to see a video message of Amy and a man I didn’t know lying on a bed together, from what I could see they were naked and had clearly been screwing.

My face was burning as I took the phone into the bathroom and said loudly, you’ve got a message!

Amy’s puzzled face appeared from behind the shower curtain and I handed her the phone. When she saw the message her face changed. She turned the shower off and stepped out of the shower and wrapped a towel around her.

It was her boss. She said he was extremely charming and supportive of her. Over a series of trips they’d chatted over dinner and found they shared similar interests. Then after one particularly boozy dinner he’d suggested they go back to his room for a coffee. No coffee, but they ended up in bed together. Amy said that he was a very generous lover, he was confident, sexually more adventurous than me and whilst he was married, and wasn’t going to leave his wife anytime soon, he wanted their relationship to be deeper.

I was totally distraught. It felt like my world was falling apart. I had to get away to clear my head so I took the car and went to my brother’s place in London. I told him the basics of the situation and his response was clear - ditch her! I agreed, and that was how I came to living in my bedsit having ditched my job at the consultancy and found this new role.

I felt battered. Whilst the new job had lifted my confidence a tad it was still fragile.

So that’s how I felt when I met Jenny. She was the events manager at the hotel my new company used for its corporate events. Richard the sales director took me along to introduce me, to get me started, we had an awards ceremony happening in 6 weeks time. Not long after the meeting started Richard got a call and had to leave, but not before making one of the frequent innuendo references to me being in Jenny’s capable hands! I felt I had to apologise but Jenny dismissed it easily. Apparently Richard had made a pass at Jenny at a previous event. To be honest I wasn’t totally surprised. Jenny was a bit of a stunner. Older than me, in her 30’s with curves in all the right places and a glorious olive complexion.

Over lunch she told me about herself, apparently she was married, no kids, and it seemed from a few comments that she was searching for something more. As to the event planning, I offered a few suggestions to freshen up the event which she seemed to like and we agreed to keep in touch by phone as the event got closer. She said she’d be on hand at the ceremony to make sure everything went smoothly, going the extra mile I think she said. I got up to leave and she stood up and shook my hand, a firm handshake which seemed to go on for a bit longer than normal in business, and I wasn’t sure but I thought she might have been blushing.

As the weeks passed our phone calls seemed to get more relaxed, more chatty. Jenny was great on the phone, her voice had a sultry edge to it, which made me feel a bit warm and fuzzy. I was really looking forward to seeing her again.

The day of the event came, I was veering between nervous panic and fragile control - this was my chance to impress and I really didn’t want to screw it up. I saw Jenny several times during the day, her face lit up each time and her smile was warm and welcoming. It cheered me up no end.

The black tie do was supposed to start at 8pm sharp. I’d showered and changed into my DJ in plenty of time and decided to have cheeky vodka and tonic to settle my nerves. I was sitting at the bar, going through my speech when Jenny came in. I didn’t see her approach, so when she tapped me on the shoulder I was a bit startled and I spun round and dropped some of my papers. She bent down to help me pick them up and I couldn’t help it, her dress was relatively low cut and I got a fantastic view of her magnificent cleavage, and a hint of purple lace, perfectly set off by a simple necklace of pearls. She stood up and handed me the papers, and I adjusted my position to ensure she couldn’t see the reaction her outfit has caused - down boy!

I hastily averted my gaze. She was smiling at me now, those gorgeous brown eyes seemed to be telling me something. Thanks, I said, I’m pretty nervous right now. I really want my part to go well. She asked me what I was drinking and then she got the barman to give us 2

She leant in to me, put both her hands on my shoulders and gave me a peck on the cheek. You’ll be fine, she said, her warm tones washing over me, lifting me. Was there a hidden message here? Am I being stupid, or does she fancy me? I felt another throb, well this was something I hadn’t expected.

We toasted my coming success and she left me to concentrate and walked out of the bar - I watched every step, marvelling at t

Show More
70%
ABOUT
SHARE
Written by Wordsmith Andy
Uploaded November 16, 2020
Notes After Tom finds Amy's been fucking her boss, he finds Jenny the MILF has all the answers to his frustration
AddTo content hare