There was a period in 2006 when internet dating was becoming more of a job than a hobby. I was literally fitting my employment around my sex life. Organising my diary was reaching a point whereby I’d need a skilled professional to juggle all the sexual engagements; so I knew where I was going, who I was meeting and what I was expected to do.

Young lads (legal teens) were easy. They tended to have the emotional capacity of a tea spoon and really just wanted to get laid. Whilst there was minimal emotional labour involved, these dates were physically draining. When presented with the opportunity of no-strings fu*king for one night only, sex starved, horny young boys liked to make the most of the time they had. Bought up on a culture of internet porn, not only was I competing with a high level of fitness and stamina, but I was expected to recreate and execute acrobatic pornographic feats ‘just like on the web’. A good pounding was always welcome but nearing thirty I couldn’t maintain the pace or endurance required to satiate these beautiful young men on a regular basis. Thus my schedule offered a degree of sexual freedom as I accepted ‘dates’ from men my own age or older.

My preferences in these situations were to accompany older gentlemen. Men my own age were far more critical in regard of appearance (and I had piled on the pounds), plus they were very ‘modern’ and ‘pc’ – treating women as equals in the one situation where you’d rather not be considered an equivalent. I’d offer to split the bill. They’d accept my invitation. I hope I don’t come across as a bitch here, but I think if a man asks you out, it’s his job to pay on the first date. Might be harsh and feminists round the world may castigate me, but if a man accepted my money to pay for half the check there would be no sex and certainly no second date.

These kinds of incidence were rare with the previous generation. Nearly thirty, if a man in his fifties of sixties was taking me out, I knew I’d be treated like a lady (and guaranteed my credit card balance was kept to a minimum). Plus (again a cruel observation) these wealthier, well educated, middle-aged men appreciated the beauty in youth.

Writing this at thirty-six, let me assure you, only this week I was sitting on a train observing a nineteen year old university student. He was probably a virgin. I doubt he had a girlfriend. I suspect he was shy and inexperienced with women. I imagine girls barely notice him, let alone fancy him enough to take time to get to know him. But he was beautiful. He radiated youth. Spectacles, spots and slimness were irrelevant; it was his youthfulness enticing me to the degree that I found myself staring intensely at him (possibly considered freaky on public transport).

On reflection, many of the more mature men I dated didn’t see a fucked up, fat, twenty-something; instead they saw someone twenty or thirty years their junior still in possession of the ever elusive quality of youth.

Hence I sacrificed a right old ramming for a taste of expensive wine and fine dining.

Enter Mike (shocked I remembered his name, right?).

Mike was in his early sixties. He was head teacher at a prestigious bordering school. Mike had the banter. He wasn’t your average, pompous, stick up the arse Brit; looking down on the lower classes (especially those originating from a colony of convicts). Having adhered to a reasonable ‘just ensuring you aren’t a psycho’ timeframe, participating in successful textual intercourse and engaging online conversation, we agreed it was time to step it up and press the flesh.

I vividly remember this one night for various reasons.

Firstly he was driving his own car to come and collect me from my home. Bonus – private transport and no paying for public transport.

Secondly he was happy to dine in my local area. Bonus – close to home and a short journey whether things went good or bad.

Thirdly he invited me to choose a restaurant. Bonus – there was only my favourite tapas bar La Rueda up the road that my budget didn’t stretch to and I’d spent months dying for a fix of Spanish cuisine.

Waiting outside on the stairs, leading to the terrace house which had been converted into studios and bedsits, I must’ve appeared quite swish because I was complimented by various locals – all offering to keep me company or wanting to exchange numbers. I politely declined because I was going on – a – date!

Unfortunately his car was black and it was winter. Seemed like every car driving up Stockwell Road was dark and I found myself dashing into traffic waving people down only to discover none of them was Mike. In one case, a driver happily wound down the window and opened the door to take me for a ride, but I retreated hastily – Stockwell and Brixton do not possess unblemished reviews in respect of activities and the residents.

Eventually a four-wheel drive pulled up. The door was flung open for me to observe Mike’s arrival. I’m told it was a 4×4 Range Rover an expensive automobile. Struggling to haul myself in, I was less than impressed with the car irrespective of its price tag.

Not unexpectedly, Mike raved about my looks – a spell we now know which was conjured by the thirty plus age gap as opposed to me genuinely being blessed as extremely attractive (oh my false modesty!). It Thursday night and Clapham was bustling and busy. By the time we found a parking spot, I could’ve walked from home. We then had to contend with a packed restaurant, but the time passed speedily as we enjoyed umpteen sangrias.

Over the course of the night I learnt a few facts about Mike.

He’d never married nor had children, preferring a bachelor lifestyle – which allowed him a very nice residence in his very posh school.

Each Christmas he held an exclusive party, which he couldn’t wait for me to join him as his date this year, whereby he would supply the most delicious food (including a pig on a spit) and a wealth of delectable and tantalizing alcoholic beverages. BUT, it was a Christmas party and people were expected to bring gifts.

Turns out Mike was a connoisseur of wine, with (yawn) an extensive and pricey cellar stocked with the stuff. Although unspoken, it was implied attending guests would present Mike with a suitable and appropriate vintage. The party amounted to almost £100 a head per person, so Mike felt this wasn’t an unreasonable expectation.

Two years previous, a new member of staff was invited to the party and bought with him a £5 bottle of Sainsbury’s Own red wine. Suffice to say the following morning, Mike returned the bottle to the teacher’s pigeonhole with a post-it saying ‘Keep it. Your palette will enjoy it far more than mine’. I need not wrap up this tale with the inevitable conclusion enlightening you as to which of the teaching staff never received a return invitation to the annual party.

Whilst I was discovering these insights into Mike, we wolfed out way through at least ten plates of tapas and two bottles of red wine.

Settling on a third bottle of wine for dessert (I actually would’ve preferred the mudcake with fresh strawberries if you’re reading this Mike), Mike disclosed he was a rugby fan (no surprise to the middle and upper classes) and played a lot in his youth. In fact, he carried on coaching the school team throughout his prolonged career. However all that impact on his joints had taken a toll. He proceeded to drop the bombshell that he’d recently had a hip replacement.

I suddenly became aware of how dark and soft the candle lit restaurant was. The lighting prevented me from examining his looks with a degree of scrutiny. He sounded bright and funny and charming, but hip replacement smacks of ‘granddad’.

I was thrilled when we left the hazy, fuzzy ambience of La Rueda. Not solely because it permitted me the opportunity to study Mike properly, but because the rich food and wine was having a funny effect on my tummy.

I advised Mike to hail a cab, but he was confident he could drive. The car was a monster so in all likelihood if there was an accident we’d be safe. However as a civic minded person and having lost people to drink driving, the trip was an endless white-knuckle rollercoaster. My eyes clenched shut as I prayed to a God. In a bid to ensure everyone returned safely, I barely uttered a word for fear of distracting the driver

Obtaining a parking spot near my house was infinitely easier than in popular Clapham. I can’t deny (for his age) Mike was handsome. He did have a rugby players build. He was very personable. I certainly wasn’t deterred from having sex with him.

Neither was he.

As soon as we were through the door, he was lifting my black dress up and hooking his fingers into my one-size-too-small control knickers to drag them off. Lust can bring out the beast in anyone. The aged sixty-something yanked my knickers down, tearing my tights in the process.

That he was bedazzled by my pussy, I let myself follow his lead. He was desperate to bury his face in there and who was I to deprive him? I was irresponsible. Dress hitched up, I sat on the edge of the bed, spreading my legs wide to reveal the shaven haven. Bare, soft plump lips he was frantic to part and taste. Too keen in hindsight. To let his tongue wander he needed to get on his knees. His firm hands were gripping and spreading my thighs further apart, but he was kneeling and rocking noisily as he performed oral sex on me.

I should’ve laid back and enjoyed the sensations, but I was inclined to watch the commotion between my thighs. One of Mike’s legs was sticking out crookedly. As he smothered his face in my juices and tried to tongue fu*k my slit, he was rotating left and right like a remote control robot without full functionality. The odd angle of the leg where his hip had been replaced had me transfixed.

I think mentally he wanted sex, but physically his body was putting up resistance. Like a feral dog with a twisted, bent, broken leg and no veterinary service, the attention to my pussy became ineffective and chorish, as he squirmed to position himself to taste a woman (for the first time in a long time I suspect).

The picture was totally wrong. He was in a suit – bold and brawny. Whilst his top half remained solid and sturdy from his rugby playing days, his lower half was withered and warped as he dragged himself on the floor like a peg-legged pirate.

I didn’t want to emasculate him by audibly suggesting changing positions. The suggestion might be classed as bad mannered, but something had to be done as the oral sex had become a trial to me.

Wriggling back on the bed, I stretched out to encourage him to join me. In my head I had real concerns me on top would shatter the newly replaced hip. As he awkwardly hoisted himself to stand, his face was beet red from the effort and shiny from my lubrication.

‘Would you mind bending over the bed so I can take you that way – it’ll be easier on my hip?’

I was grateful for the instruction. In that moment there was no giggle to suppress but looking back, my relief there was an end to the evening in sight had me as overjoyed as the girl that escaped the house of the Texas Chainsaw Massacre.

Squatting slightly, bending over the bed and supporting my weight with my arms stretched outright on the mattress, his lifting if my dress and caressing of my buttocks was in fact quite sensual. Stroking my thighs, I parted my legs to let his pleasingly hard cock slide into me.

The sensuousness of the moment passed as he reverted from teacher to school boy, fumbling to find the right hole. Repositioning myself, I reached under to guide him in. He groaned so loudly at the initial penetration I was worried the neighbours would complain. Firmly embedded in my slit he began pounding me hard – much harder than any of the other elderly men I bedded. His hands were on my hips so he could slam himself into me (at a comfortable angle given the restrictions of his surgery).

The snag was the force of his fu*king had turned my stomach into a washing machine. As I bounded and rebounded off the bed and he banged hard and deep into me, my dinner became dreadfully unsettled. Unsettled to the point where I thought I was in danger of encountering an accident of the brown variety.

This could not be allowed to happen. The longer and harder he went, the more delicate and unreliable my digestive track became.

I needed to end it fast, so literally crawled onto the bed, spat in my hand and worked that cock quickly and rhythmically till he came.

Pleased at his climax I thought he’d leave (it was a school night after all), but he was attempting to kneel again for some Australian bush.

I’d no real option but to eject him kindly with a sorry, pathetic excuse of an early start at work in the morning. The second he was out the door I had tapas escaping both ends when my arse hit the toilet bowl. It was regurgitated red wine in the bathroom sink, and garlic prawns, chorizo, and patatas bravas in the toilet bowl. It got to the point where was I was forced to leave reading material in the bathroom I shared with three others, my visits were so regular.

Subsequently, Mike was always arranging dates and cancelling them for one reason or another (well he did twice: one was for a school trip the other was to do with…his hip replacement). In the end, despite his promise of an invite to the big Christmas party (to which I’d assumed as his date I wouldn’t be bound to adhere to the ‘bottle of wine’ rule) when he finally secured a time and place, I chose to cancel. Sure the pig on a spit was alluring, as was that cellar full of expensive wine, but the memory of an old man literally grovelling and crawling on his knees for pussy did kill any passion or romance the relationship may have potentially had.

PS – Yes I know it was bad manners on my part not to reciprocate the enthusiastic oral sex I’d received.