Since post-Covid I have been working as a consultant to a professional firm in the East Midlands. Most of my time on their account in spent at home in Hampshire but I visit their offices at least one a month, spending two days there with an overnight stop in a local hotel.
My hotel - usually a room at a local village gastro-pub, is arranged by Debbie, a 45 year old petite brunette whose husband left her just before Covid.
Her response to being left for a younger, curvier woman was to have a boob-job which enhanced her seemingly flat chest into a very firm looking C to D cup. Her new figure had the effect of making her always wear very tight dresses which showed off not only her breasts, but also her lovely slim figure, often wearing short dresses or skirts to show off her slender legs.
She had had boyfriends since, but was sort of single now.
Her nipples would often show through the fabric of her top, either because she didn’t appear to have a bra on (because her surgically enhanced breasts didn’t need support) or because she was one of those women with extraordinarily hard nipples.
Whenever I was in the office, we flirted and she was happy to be in the company of bawdy chat and innuendo from others. I had heard rumours from the other chaps that she had given the CEO a blow job in the back of a taxi after a charity black-tie do the firm had attended (and I’d seen pics of her in the black, strappy dress she’d worn that night!!) and it was also rumoured that she went back to a room with two blokes from the Christmas party next to theirs at a hotel in the city.
I masturbated a lot over Debbie and pored over her social media saving pics of her and her new found body confidence.
Then, one week in the summer of 2025, she called me about an upcoming visit and I asked her if she would like to join me for dinner when I stayed at the pub. Nothing fancy, just a bit of company for us both whilst I was around that week. She agreed.
The day in the office was as normal with me mostly in meetings and her dressed in a modest skirt and a top which, on this occasion, didn’t give too much away.
At the end of the office day, she went home and we agreed that she would get an Uber to the pub for 7.30pm so she could have a couple of glasses of wine.
I arrived at the pub, checked in and went to my room, and was tempted to have a wank, but something told me I might need to hold off and see what the night brought.
Debbie duly arrived on time and, fucking hell, ahe had a red satin dress on, tiny straps over her shoulders, quite obviously no bra on, and the hardest nipples I have ever seen. This was completely inapropriate for the pub, but she certainly got the attention of everyone else in the restaurant section.
We had starters, mains, and plenty to drink. She is funny, bawdy, flirty, and I couldn’t take my eyes off her tits. Why the fuck did her husband leave her?
I asked her what she missed the most - if anything - about being in a relationship and her answer sort of laid the foundation for the rest of the evening.
She said that she missed companionship sometimes but was happy to go to bed alone most nights and suit herself.
Then she said she missed evenings like this where she could get dressed up in what she described as a slutty dress, laugh, get tipsy, and then be taken home and ragged around like a fuck doll before having a man’s balls emptied all over her tits.
You can imagine how this felt to hear, but she then just carried on sipping her wine and we talked about other things.
Neither of us fancied dessert so, whilst the conversation had suggested otherwise, she nodded when I suggested getting her an Uber back home.
I walked her outside into the fresher evening air and her already hard nipples stiffened even more. I knew I’d be wanking over this sight within a few minutes
With the Uber a couple of minutes away, we embraced and I dared to kiss her on the lips. Ahe responded passionately and, with my hands inside her coat, it gave me the confidence to explore under her little straps, gently pulling them off her shoulders, and letting the dress fall to reveal her gorgeous, dark, and very hard nipples.
She gasped as she looked down, aware that her breasts were now completely exposed to me. We contined to kiss and was aware that her breathing had changed and she was getting aroused. My hands slowly slid around from her back to her firm breasts and, far from resisting, she pushed my head down to taste her engorged nipples.
Whilst I’d had a few drinks, I was still aware that this was happening in a pub car park so I swiftly readjusted and slowed down the kisses. By now, she was rubbing my hardening dick through my trousers and making the most extraordinary noises, almost begging to be fucked.
Alas, her Uber arrived and she readjusted her dress and coat and drove away. I could feel the wetness of pre cum on my dick and was looking forward to getting to my room and taking care of it, knowing that Debbie and I would likely fo further at some stage in the near future.
Fifteen minutes later, I was lying on my bed, gently stroking my engorged dick. My dick isn’t huge - maybe 7in fully erect - but I’m happy with its girth and I cum a lot, especially after edging and being aroused like I was in the car park.
Then my phone pinged. It was Debbie. She thanked me for a lovely evening and asked why I’d not invited her to my room.
I messaged back, saying it has obviously crossed my mind but, given our roles, I hadn’t wanted to misconstrue anything and cause us an issue.
She asked if her nipples or her rubbing my dick felt like anything could be misconstrued and, whilst I was reading it, she Facetimed me.
“How wet does a pussy nees to be before it’s obvious I need fucking?” she said. She had changed into a very short, strappy black nightie and was gently fingering herself. She pulled down her straps and was playing with her tits, moaning like she was about to cum.
“Show me that dick” she demanded, and I turned my phone around to show her my hand slowly stroking my dick.
“Why didn’t you want to fuck me?” she asked.
“I did!” I said. “I’ve wanted to for about five years!”
“So order me an Uber back” she said, upping the tempo of her finger fucking and moaning. I could hear how wet her pussy was but couldn’t be sure if she was shaved because her hand was in the way.
Twenty minutes later, I got dressed and met her again in the car park. She was dressed in her long coat. We went up to my room and she revealed only the nightie underneath.
We kissed and my hands went straight to her tits, yanking down the straps and then gorhing myself on her nipples. My hands spread down to her thighs and I started to explore the wetness of her aching cunt. Aroused further that her pussy was completely smooth, I roughly finger fucked her, getting four fingers inside her as she grappled with my belt and zip.
I was soon laying back as she sucked my hard dick slowly, then really fast, then back to slow, rarely breaking eye contact.
“Paul likes this” she said, as she wanked my dick into her nipples. Paul is the CEO and it turn out they’ve done far more than a single blow job in a taxi.
Clothes had become a nuisance and, keen to not take mine home covered in her and my juices, we both stripped off. I lay on the bed and she again sucked me off.
She then slid up my torso for a kiss and positioned her soaking wet fanny near my dick. I slid in easily and the feeling was indescribeable, finally fucking this woman I’d regularly wanked over.
We started with a slow rhythm back and forth and I just lay there letting her fuck me. Then she wanted more and changed position so I could see her cunt impaled on my veiny cock, sliding up and down, lubricated by her considerable juices.
“Am i a good fuck!” she asked, an almost rhetorical question as I am confident she already knew the answer to that.
Over the next two hours, I fucked her in every position possible. Missionary was my highlight; to have such a petite, yet firm-titted, shaved slut under me was just the most satisfying thing I have ever done and, when she started to play with my nipples and talking filthy, telling me to fuck her cunt and come all over her face and tits, I couldn’t hold out any more and duly had the most satisfying cum shot all over her breasts, which she then enthusiastically rubbed into herself, tasting her fingers.
We lay together for a few minutes and talked about how we’d both wished this has happened sooner.
She told me about the CEO and how he regularly fucks her in hotels and in the office - and sometimes at her house when her teenage children are away. She told me he has a huge dick and he likes her to dress up for him. I told her this was my fantasy, too, so she promised to show me some of her outfits at a later stage.
I asked her how long it hd been since she last had sex. She told me it was the weekend before and that ahe’d been at a house party to celebrate a 40th. She said she’d been naughty in the bathroom with a married man (whose wife was downstairs) and, because the wife ended up leaving early, he and one of his friends offered to walk her home. He texted his wife to say that he was off into town to play pool but the three of them spent to next couple of hours filthy fucking and that she’d never had so much spunk all over her.
“Anyway” she said, “I can’t let you go home to your wife with my pussy juices all over your dick, can I?” and she prompty repositioned to suck my wilted dick back to life and, after ten minutes or so, back to full hardness.
I fucked her again on the bed and we finished off in the walk-in shower. This time I came fully in her mouth as she kneeled in front of me.
She left soon after and, as we were both in the office the next day, we went out for coffee at lunchtime to make sure there was no awkwardness and to set boundaries.
She told me ahe wasn’t looking for love or commitment and was happy to fuck me whenever I was around, as long as nobody else in the office got to find out.
Naturally, I agreed to this arrangement and soon started to receive the filthiest photos and videos from her - a few of them taken by other men whose dicks were in the frame. My favourite pics are the ones which start with her looking demure or professional then she gradually undresses and plays with her tits and pussy.
I have fucked her many times since and there’s always a theme. Maybe she’s a schoolgir being told off for not wearing a bra under her tight white shirt or knickers under her very short tartan skirt, or maybe she’s a nurse or just wants to be seen out in the sluttiest tight dress, making other men look at her and want to fuck her, and then getting it from me.
I’m happily married in Hampshire, but my life in the Midlands is like living in a porn studio where (almost) anything goes with a girl who just loves being fucked and loves seeing men emptying their balls all over her.
