The London train was quiet as I headed in on a day trip for a meeting. Unlike most trips, I had company part way. My daughter Helen and her friend Kim were also on board, staying overnight with some erotic purpose in mind.
At least, that was my assumption from their whispering and giggling. I tried to concentrate on work but couldn't help glancing up from my laptop at Kim, who looked gorgeous. The girls got off at Finsbury Park, giggling together, dragging their wheelies behind them.
"For the shopping, silly," I'd been informed by my daughter when I questioned why they needed such oversized cases for an overnight stop.
I watched Kim's lovely bum wiggle as she headed towards the stairs to the Underground, astonished she regularly and enthusiastically fucked me.
I left the train at St. Pancras International, navigated through the confusing station, and out onto the square.
Thirty minutes later, I was ready after the usual nonsense of setting up laptops, connecting to screens, and, most importantly, getting coffee.
Half a dozen people from a Hong Kong-based startup crowded into the room with us, noisily setting up, gabbling away in Cantonese.
Finally, the hubbub in the crowded conference room died down. I sat quietly at the back with a couple of our engineers as they made their financial pitch. When our visitors arrived earlier, I had been immersed in laptop issues. I quickly scanned them. One of the six presented slides in a plummy accent, gesticulating enthusiastically. I smiled. Startups always felt the need for a slick front. The other five were sat in a row at the table. One other was a Westerner; the other four were Chinese and obviously Hong Kong from their informality.
Of the Chinese, a gorgeous young woman wearing a business suit caught my eye, looking familiar. I stared at her momentarily, trying to place where I'd seen the buxom woman before. I grinned to myself. Buxom didn't adequately describe her enormous boobs. Her business dress confused me for a moment until the memories flooded back.
A long time ago, during my divorce, I had felt frustrated and powerless and did something I had never done before or since: I hired an escort, the woman now sitting nearby.
As usual, I had stayed at the Langham in Kowloon. That particular evening, I wandered to a hotel on Nathan Road, where I had booked an additional, cheap room for the night, not wanting to chance it in my posh hotel. After checking in, I headed to the hotel bar, which was a notorious pick-up joint. I ordered a beer, and sure enough, I was approached by a young Chinese woman after a few minutes.
She was a pretty young thing with long black hair and dark eyes, wearing high heels and a low-cut grey and white striped dress that showed off her massive boobs.
"Hi, I'm Louise," she said.
She sounded bored, and I knew it wasn't her real name. "Brian," I replied, lying. "Pleased to meet you."
Her approach was stereotypical, "Are you looking for a good time?"
I grinned. That was my entire purpose. "Of course." I got straight to the point. "How much for the whole night?"
The girl looked surprised. She looked me up and down, her gaze lingering on my crotch, and we quickly agreed on a price.
We made a pretence at small talk, but I was impatient, even though we had the whole night ahead.
"Let's go upstairs," I suggested.
"Louise" quickly agreed. We were alone in the lift to the twelfth floor, so I pulled the girl close and groped her, roughly feeling her boobs and fingering her pussy.
The lift chimed, and the doors opened. Once inside my room, I cracked open some fizz and made more desultory small talk. The hooker fidgeted, obviously bored.
"Okay, what do you want to do?" she demanded. "How kinky are you?"
That was it, I snapped. The frustrations of the divorce were too much; I needed to be in control.
"Strip, then suck me," I ordered.
Without a word, Louise stood, reached behind herself and unzipped her dress, which fell around her ankles, leaving her standing in high heels, stockings, white panties, and no bra. I almost came right then.
She knelt in front of me, undid my trousers, and pulled them and my underpants down. My dick sprang out, almost hitting her face.
"Aren't you a big boy?" she said, suddenly more interested. She leaned forward and wrapped her massive boobs around my knob, her hands pressing them together. I started slowly fucking her tits. The end of my knob protruded from her cleavage on each upstroke.
"Come on, suck it," I ordered. Obligingly, Louise looked down. Her tongue just reached and licked off the glistening drops of pre-cum. I continued tit-fucking her for a few strokes.
"Suck me properly. Take all of it in your mouth," I ordered.
Again, Louise obeyed me, looking up at me with wide, dark eyes as she slowly swallowed my cock. I loved that she followed my every whim. When I felt myself about to come, my hands clasped her head, stopping her from pulling back. My dick shot gallons of hot spunk into her mouth. When I released her head, she looked up at me, opened her mouth so my cum dribbled out, then swallowed.
"Yummy," she said before licking my jizz from around her mouth and then sucking me clean. My colossal dick was still rock hard.
"Turn around," I ordered.
When she obeyed, I pushed her roughly to her knees. Still fully dressed, with my trousers around my ankles, I pulled her knickers aside and thrust my cock into her wet pussy. She was tight, but my rigid member still slid home easily. I pounded her hard from behind, pulling her back onto my cock. Louise was moaning, but I doubted it was real. I didn't care; that night was all about control.
Her cunt was tight enough, but I knew what would be tighter. I spat on my fingers and stuck one into her arse.
"Anal is extra," she said.
I didn't care. My wet cock pulled out of Louise's wet pussy and slowly rammed into her tight arse. Several hard thrusts later, I was balls-deep in her rectum. I fucked her tight bottom with slow, deep strokes at first, but I felt the need to punish the hooker for my wife's sins, so I brutally pounded Louise's tight arse.
That I had also sinned never crossed my mind. I didn't last long and quickly came inside the hooker's bum. When I pulled out, my cum dribbled slowly down Louise's thighs from her gaping arsehole.
"Sorry," I muttered. "I'm not usually like this".
Louise laughed. "You weren't that rough. And I loved your mammoth dick."
I got my money's worth. I fucked Louise in every imaginable position and was completely drained when we finally collapsed to sleep.
When I awoke, "Louise" was gone, taking the money I had left beside the bed.
---
My thoughts returned abruptly to the present day, realising I'd been asked a question.
"Sorry, can you repeat that? I was thinking about another problem."
The presenter drew a deep breath, obviously irritated. "Do you think it will work?"
I couldn't help glancing at the young woman - I hadn't caught a name. She was definitely the same person. She was slightly older but unmistakably "Louise."
The young woman smiled back and nodded slightly.
I turned to the presenter. I was familiar with the proposal, having recently reviewed it. The architecture was acceptable and perfectly implementable. I nodded. "Yes, it will work," I started. I outlined a few technical objections and suggested a couple of design improvements.
Memories of our Hong Kong encounter distracted me for the rest of the morning, but the meeting went well; their engineers knew their stuff. The young woman was particularly sharp. As I had recommended the day before, we would proceed with the investment. And I did glean a name: Ms. Leung.
We broke for lunch around one o'clock, the typical gruesome buffet. After browsing for a few sandwiches and a samosa, I sought out Ms. Leung. She smiled broadly when I approached.
"Hi," I said nervously. "Nice to see you again, but I didn't catch your first name." I grinned. "I just know it isn't Louise."
The woman laughed. "No, I'm Jennifer or Jenny. Whichever you prefer." She paused. "And I know you're not Brian."
"Jennifer, I think. I like that name." I shook my head. "I'm sorry I was so awful back then. I was going through a divorce."
Jennifer followed me out of the crowded conference room and into the quieter corridor.
She smiled. "Oh, you weren't that bad. You were one of my nicer ... clients." She looked down. "And I remember your mammoth dick vividly."
Jennifer glanced at my empty ring finger. "Is there a lucky girl?"
Kim and Alison flashed through my mind. I shook my head. "Divorced. My daughter is eighteen now."
The woman beamed. "I wouldn't mind reacquainting myself with that horse cock."
"Would this be a professional transaction?" I asked, unwilling to use an escort again.
She shook her head, grinning. "I rarely do my second job anymore. I needed the money back then; Hong Kong is so expensive. Now, I only do it for the occasional thrill." She smiled lewdly. "This would be purely for pleasure - I never get to play with men as big as you."
I glanced at the time. The bulk of the afternoon was detailed financial nonsense, and we only needed to return for the wrap-up at four. "We have a few hours now?" I suggested. "Where are you staying?"
I was surprised when Jennifer named a posh hotel near Trafalgar Square. It had been on the list my daughter and Kim had considered. That would be awkward!
It was only a few stops away on the Picadilly Line. I grinned. "That's not too far. Shall we?"
Jennifer smiled and nodded. "Yes."
Thirty minutes later, after being crammed pleasantly together on the crowded Underground, we were in her hotel room.
I pulled Jennifer close, wrapped my arms around her and kissed her passionately. Her hand crept into my trousers, massaging my enormous boner.
My hands slid down her back, gently stroking her flanks before grasping her bum.
"Let's not rush," I said when we broke. "I want you to properly enjoy it this time."
Jennifer laughed. "Oh, I loved it well enough last time. Can't beat a rough anal pounding."
She slipped out of her navy jacket and hung it in the wardrobe. When she turned back to me, I slowly unbuttoned her blouse. It fell open at the front, revealing her fabulous cleavage, uplifted by a tight, white corset.
As I unfastened her long navy skirt, Jennifer unbuttoned the sleeves of her blouse and shucked it off her shoulders. The blouse fell untidily to the floor, followed by Jennifer's long skirt, which slithered down until it was bunched around her ankles.
Jennifer quickly stepped out of the skirt, leaving her wearing a corset, tights, and black high heels. She looked stunning, everything I remembered.
My hands slowly unhooked the fastenings on the front of her corset, starting from the top, where the hooks were under severe pressure, restraining her mammoth breasts. Jennifer pulled the straps of her corset off her shoulders and pulled it down, stepping out of it when it reached the floor. She kicked off her black heels as I started to pull her tights down. She sat perched on the armchair behind her, letting me pull the tights off one leg and then the other.
As each leg was freed, I lifted her dainty foot and nibbled at her toes. Soon, she just wore tiny white panties.