Jenny the marketing MILF makes Tom gush with pride
- 8 days ago
- 15 min read
- 10,537 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 he way her dress flowed over her hips with no obvious panty line either!
The ceremony went better than I could have imagined. I’d done my research on the winners and made my section more than just, this year’s winner is… This approach went down a storm, my boss bought me a drink and said well done and I got loads of slaps on the back and a few more vodkas as well. Even the head of the firm was happy, so happy that after he’d congratulated me and told me I was an excellent addition to the company, he gave me the key to the executive suite. We’re not staying tonight, he said, my wife isn’t feeling too hot, so feel free to enjoy it. I was on cloud nine!
I was in that weird state when you’re both elated and knackered at the same time. I needed to sit down somewhere and gather my thoughts. I found a comfy sofa in the hotel reception and slumped into it. It could have been a couple of minutes before I saw Jenny walking towards me, that dress, those hips, mmmm. Right, she said grabbing my hand, we’ve got to celebrate your success!
It was past 11 o’clock but it was a warm evening and Jenny frogmarched me out of the front door of the hotel and onto a patio that ran around the side of the hotel. In one corner I spotted a table with what looked like a champagne bucket and a candle in a large glass container, already alight. Jenny took one seat, I took the other. She popped the champagne and poured us each a glass. You were fantastic, she said, well done Tom! She drank half of her glass in one go. This was amazing, this gorgeous woman is telling me I’m great, tell me I’m not drunk, tell me this is happening.
It made me do something I normally wouldn’t do, no confidence you see. I reached across the table and took her hand. No, I said, this is down to you. I couldn’t have done that without your help. How can I ever thank you? She smiled back at me, the light of the candle reflected in her eyes. Dance with me, she said.
It was late but the DJ was still playing good dancing music so we threw some shapes around the dancefloor, I was really getting into the music and it appeared that Jenny was too, boy those hips moved in wondrous ways. Then the tempo changed, slow dancing time. My heart was beating faster. I moved closer and put my arms around her, resting then in the small of her back, at hips level. She responded by snuggling closer, I could feel her breasts against my chest, her hips against mine. We swayed gently from side to side in time with the music. Her face tilted up towards mine, mine down towards her and our lips brushed against each other. We kissed, at first just gently then our tongues became intertwined, our bodies were rubbing against each other, I’m pretty sure she could feel my cock growing harder.
Let’s take this somewhere private. I remembered that I had the key to the executive suite, perfect I thought.
I couldn’t get the key in the lock quick enough. I was desperate to see her, to see her naked. Once inside the room the passion levels reached fever point. We kissed, our hands exploring our bodies urgently. I stopped kissing her to take a moment to drink her. Don’t stop, she said. I’m not planning to, I said. I want you, all of you - now!
Her response was to grind her body against mine, I could feel her hips working their magic on my cock. I reached up and found the zip at the back of her dress, I gently pulled it down, she shivered against me. I reached up and slid the dress straps off her shoulders, she took a step back and the dress fell to the floor revealing her underwear, she kicked her heels off. Flimsy lace, they were more wine coloured than purple, they complimented her figure perfectly. She had curves, but they looked perfect to me and I wanted to explore them.
I knelt down and my mouth was at the same level as her breasts, I kissed them, the lace barely troubling my tongue. I could feel her nipples hardening, I wanted to suck them, to chew them. My fingers found the clasp of her bra and pinged it. Her bra tipped forward and I slowly revealed her breasts in all their glory. Full, but firm, I cupped them with my hands, they were warm but covered in goosebumps, I felt her shiver as I buried my face in her cleavage. I took one of her chocolate brown nipples in my mouth, rolling my tongue around it, nipping it between my teeth.
I let my hands slide down to her hips and hooked my fingers under the thin lace strings and gently eased them down, revealing her perfectly trimmed triangle. Even down there, she smelt good, warm musk and standing there in front of me, she was simply magnificent. I felt her hands on my shoulders, she wanted me to pleasure her with my mouth. It was something that Amy and I rarely did, I felt a bit nervous but that didn’t stop me. To begin with I kissed her around her bush, I kissed the tops of her legs, drinking in that wonderful aroma. I let my tongue play over her bush and then between her legs, searching out the edges of her pussy. It was wet, and when I pushed my tongue inside her she moaned softly. Encouraged, I started to slide my tongue along the line of her pusy, eventually delving into the crease at the front and finding her bud like clit. She really liked me licking her clit and within seconds I could feel her beginning to shake. The moans got louder, she pulled my head tight against her groin, it was difficult to keep licking her clit and breathe at the same time. Luckily her orgasm started, I could taste her juices as they flowed. Her body was racked with big spasms, she moaned as each spasm hit. Then her body seemed to pitch forward and I had to catch her from falling over. I swept her up in arms and carried her over to the massive bed and carefully laid her down. She was gasping for breath and I could see she needed to rest and recover. I was so horny, I was desperate to continue but despite my aching balls I wanted this to continue for as long as possible. I saw a bottle of champagne on the coffee table and went over and poured up both a glass.
I was still in my DJ, well that might need to go to the dry cleaners now! I got undressed, folding my clothes and laying on one of the armchairs. While I did this Jenny remained on the bed, her eyes never moving from my body. When I came to take my boxers off there was no hiding my erection.
I lay down on the bed beside her and we drank our champagne. When Jenny finished hers she turned to me and said Just lie back…
She knelt over me and began to kiss my face, then my neck and then my chest. She tweaked my nipples, not something I’d experienced before. It was such a weird feeling, both pain and yet pleasure too. Jenny moved further down the bed and her kisses reached my tummy. Man that made me twitch, especially when her tongue dug its way into my belly button. I was waiting for her to take my cock in her mouth but instead she continued to kiss my tummy, her tongue twirling the line of hair that runs down from my belly button. By the time she had reached my pubes my cock was pulsing against the side of her face.
She grasped my cock, her fingers barely meeting around the throbbing shaft. And then I felt her mouth on me, just the purple end. Her tongue flicked across it and the sensation made me arch my back and a small gasp escaped my lips. Gradually, in fact achingly slowly, Jenny took more of me. Oh god it was amazing. Then she started to bob her head up and down, but slowly. As she took my cock into her mouth she sucked in air, making her lips fluttered against the shaft. It made me want to come there and then, I started to thrust my hips to meet her mouth. I said I can’t take much more of this, my balls are aching.
She stopped sucking me and moved onto my side of the bed and sat astride my hips. She trapped my cock between her legs, against her pussy, and started to slide her hips backwards and forwards. The friction against my cock was making me moan, I wanted to feel my cock inside her pussy, there were already drops of pre-cum on the tip of it. Thankfully when I told her I couldn’t take much more she bent forward to kiss me tenderly, her body moved ever so slightly forward and I felt the tip of my cock press against the entry to her juicy pussy. Slowly she sat back, my cock sliding happily into the juiciest pussy I’d ever come across.
Jenny started to rock back and forth, in a slow but steady rhythm. We were both feeling the heat, I could feel the sweat on my brow and there were beads of sweat erupting across my chest and especially my tummy. I knew that when I came it was going to be loads of cum, this felt better than anything I’d ever experienced. Then she placed her hands on my chest and started to lift her hips rather than just rocking. This doubled the length of the thrusts, it felt like my cock was longer, plunging deeper and deeper inside Jenny’s pussy. I could feel pressure building along my cock. I could feel it growing even fatter, harder. I grabbed the cheeks of her ass and began to use them to pull her onto my cock, her pussy started to grip my cock tighter, adding to the pressure. We were both moaning, she, riding me, and me pushing up to meet her, driving my cock as deep as I could. This was the best sex that I’d ever had but I wasn’t sure how much longer I could last, then she said, I want you to come now.
Oh god, that was it, I just let go, my cock exploded into her pussy, I could feel great globs of cum juices running up the length of the shaft and spurting from it, and not just once, multiple times. Jenny came too. Wow, did she ever come. Her body tensed up almost rigid, I could barely keep on thrusting her grip was so tight. She was shouting, yes, yes, yesss. Her body was shaking, she had what looked like a shocked expression on her face - eyes wide open, mouth too, her orgasm must have lasted for a good 20 seconds, I kept going as my cock was still being held firm by her pussy muscles. When her orgasm subsided Jenny collapsed onto my chest, our sweat mingling, and the pressure on my cock was released. I could hear her sobbing, see her tears, but from the look of sheer bliss on her face I could tell they were tears of joy.
We stayed locked together like that for some time, as if neither of us wanted the moment to end. Eventually she raised herself onto her elbows and said, that was the best thank you ever.