London Student Rent Boy

(With thanks to Mike for his tireless help with proofing and editing - you know who you are!)

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When I was at university in London, I confess that I became a bit of a slut.

Having lost my virginity to a much older man during my gap year (see "Gap Year Experience" stories) I had become much more sexually adventurous and had a number of lovers, female as well as male. I was truly branching out and experimenting.

One day during the summer term I had taken the afternoon off to go swimming at the Highgate Men's Pond on Hampstead Heath in north London.

For readers who don't know London, Hampstead Heath is a large area of wood and grassland to the north of the city, popular with walkers and offering fantastic views over London.

It also has three natural swimming ponds, one for women only, one for men only and a mixed pond. These are extremely popular swimming spots during the summer months and also, amongst a die-hard population, through the winter. I was, and am, not such a die-hard, but did enjoy swimming at the men's pond during the summer.

Lest I frighten-off prospective swimmers, the Ponds are not known as pick-up spots (although the Heath more broadly does have a certain reputation after dark) but on occasion it is possible to meet like-minded men if you know what to look out for.

So, on this early June afternoon I had entered the changing area - which is outdoors - and had stripped off ready for my swim. As I was about to put on my swimming trunks I saw a large, solidly built, bearded man walking around naked, rather ostentatiously in my opinion. In my experience men don't do that without good reason.

I caught his eye and smiled.

Now that I had his attention, rather than put my swimming trunks on immediately, I turned away from him and bent over to rummage in my bag, in the process giving him a good - and private - view of my arse.

Despite my experimentation with lovers my own age, I still had a thing for older lovers, and men in particular.

He obviously noticed what I was doing and called over "Hello. I haven't seen you here before."

"It's my first time!" which wasn't actually true.

"Welcome to the Pond - enjoy your swim".

He looked me up and down - noting that I was also needlessly naked.

Nothing more was said. We both went to the pond, dived in and started to swim laps around the perimeter.

On the other side of the pond, farthest away from the entrance, I stopped to rest on a floating platform. He saw me and swam over to join me, well out of earshot of anyone else.

"Hello again."

"Hello."

"Fancy meeting you here."

"Indeed!"

How are you finding the Pond?"

"Good. Cold!"

"I couldn't help noticing you in the changing rooms" he said.

I was coquettish.

"And what did you notice?!"

"I noticed a fit young man who seemed to be taking a while to get changed and seemed quite happy for a certain older man to be admiring him."

I laughed.

"Am I that obvious?"

He smiled.

"What's your name?"

"Dan. And yours?"

He told me, but as it isn't important for the story and, it subsequently transpired, he was actually quite well known in London's media circles, I will draw a discreet veil over it.

"Does your boyfriend know you are here?"

"Who says I have a boyfriend?" I responded archly.

"Well, girlfriend then?" with a raised eyebrow.

"I actually don't have either, formally, at the moment but, just for the record, last time I did it was a boyfriend, and before that a girlfriend!"

I didn't feel the need to explain my actual situation which was that I was informally fucking both a man and a woman at the time (although not, I hasten to add, at the same time - although the thought had occurred to me!)

My mind briefly wandered to an image of the slim-hipped, amply-cocked, Ghanaian undergraduate with whom I was, very discreetly, spending time, as well as the fifty-something divorcée with the polished home counties vowels and the large, empty, house in Clapham, whom I had, equally discreetly, kept warm at night, on-and-off, for the previous few months.

My sexual tastes were wide ranging, and nothing if not eclectic!

As an aside, I was constantly amazed at how I could find the slim, taught, dreamily chocolate-coloured, buttocks of my young boyfriend just as erotic as the plump, soft, milky white ones of my older lady friend.

The view, and the feel, as I fucked them from behind were poles apart, but each in its own way, hugely erotic to me.

Each knew that they were not exclusive to me - and vice versa - and rigorous rules around use of condoms and regular STI testing were part of our mutual understanding of trust.

I digress, but I suppose the point I am getting to is that my sexuality was, and is, almost independent of the gender, body type, race or other physical attributes of that body. I am much more aroused by the mental construct with that person.

Which explains why I also felt my cock stirring as this large, older man was chatting me up in a cold pond on Hampstead Heath...

"Aha, so you swing both ways!?"

To be honest I thought that was a rather limiting term, but I nevertheless agreed.

"Yes, you could say that."

"And you are single at the moment?"

"Yes, you could also say that."

"What do you do for a living?"

"I am a student."

"A poor student?"

In my experience "poor student" was a bit tautological - I didn't know any students who weren't poor.

I smiled ruefully "You could, once again, say that!"

"Are you interested in a bit of extra cash?

"I am always interested in a bit of extra cash."

"Would you like to come back to my house with me?"

He was nothing if not direct.

"What do you have in mind?"

"What do you think I have in mind?"

"I think it might be more than tea and toast."

"Indeed it is!" he laughed.

"May I propose - and he named a figure - for a couple of hours of your time this afternoon?"

"That's a lot of money, I hope I'm worth it!"

"Well, I always like to get value for money. But let's not be vulgar. Think of it as a gift. If we get on well there may be more."

"Ok. Sounds interesting."

He went on "Good. So let's swim back to the shore. Give me a couple of minutes start. Ignore me in the changing rooms. Then, after about 15 minutes come to this address. He told me the road and house number and described where it was and how to get there. It was very straightforward and about a 5-minute walk away.

From the address he was clearly a wealthy man.

It may seem that I was a bit quick to accept this offer of sex-for-money - for that surely was what he had in mind - so readily.

But this wasn't the first time for me. I had got into the sex-for-money thing by accident, which I may well write about one day, and once the initial idea has been accepted it is not hard to do more - and indeed hard not to do more - as it is so lucrative, as well as pleasurable.

If you have been having sex with strangers on a regular basis for fun, and one of them suddenly offers you money for what you have been doing for free it isn't such a leap. I wasn't doing anything different - just getting paid for it. Anyway, that was the way I justified it to myself.

And in this case, I would quite happily fuck this older man for free, as it scratched my itch for a more mature lover, and if he was going to pay me then that added a certain frisson of degradation and coercion that would enhance the experience. If he is now a paying customer then my submissive side perks-up and thinks I had better do whatever he wants, regardless of how depraved.

I let him swim on ahead and then, as instructed, ignored him in the changing area.

After I had dried and dressed, I left the pond and took a slow, circuitous, route to the address he had given me.

The house was actually quite difficult to see from the road as it was surrounded by a high fence.

I rang the electronic doorbell at the front gate on the road, which incorporated a video camera and, after a pause, during which presumably I had been inspected visually, the gate buzzed open.

As I entered the grounds, I could see that it was a beautiful modern house, with large floor-to-ceiling windows on the second and third stories that would offer fantastic views over Hampstead Heath.

He was waiting for me at the front door, dressed in a silk dressing gown, and he welcomed me in.

"So, you found me alright?"

"Well, I am here!" I smiled. I felt a slightly naughty, bratty, mood coming on.

"Come in."

We went upstairs to the living room which was huge and, as I had suspected, looked out over the Heath. The wall away from the Heath was floor-to-ceiling books, which I always think is a good sign.

I could see, amongst the more usual suspects, several art and photography books by the likes of Robert Mapplethorpe and, whilst I could only see their spines, I had a pretty shrewd idea of what they contained.

He indicated a white envelope lying on the low level coffee table.

"My little gift"

I picked it up and, from a cursory look, could tell he was as good as his word, as it was stuffed with £20 notes. "Thank you" I said, and put the envelope next to my swimming bag.

"Would you like coffee? Tea..?" he asked.

I looked at him archly, and completed the quote "...or me?"

He laughed "Let's go for 'me'! Come here".

I walked across to him and he embraced me, pulling me in close.

To avoid any awkward ambiguity as to whether or not I would kiss, I pulled his head to mine and kissed him deeply, tongue probing his mouth. He sort of moaned and, pulling my head into his, kissed me back.

Finally, we broke and he said:

"Yes, I definitely prefer that to coffee or tea! I suppose we should establish some ground rules. Is there anything you specifically do or don't do?"

"That's sensible. I am pretty open. Obviously no unprotected penetrative sex, which I am happy to give and receive, but I am happy to do oral without and you can cum in my mouth. And if you want to suck me that is fine too."

This sounds all a bit matter of fact, but I find it is better to get all this sort of thing clarified at the start and avoid any embarrassing misunderstandings later.

He nodded. "Sounds reasonable"

"Other than that my rules are anything goes as long as it doesn't cause anyone any permanent damage or health risks and doesn't involve children or animals! Does that sound OK?"

"Eminently. You have done this before haven't you?"

I smiled enigmatically (I hoped).

"And I sense that perhaps you have too?"

"Well, I like to do my bit for 'youth employment', 'contribute to the local economy'. You know."

"Indeed I do!" I replied

"Anyway, enough about me. What if you are a naughty boy and I think you need a sound spanking?"

"I think you will find that I can be quite naughty, so it is entirely possible you will feel that need," I grinned, saucily this time "and, yes, I will take a sound spanking and caning."

"Can I tie you up?"

"Hmm, I think not just yet. I'd rather wait to get to know you a bit better before surrendering control to that extent."

"Understood."

"Of course," I smiled coquettishly, "anything is possible if we were to develop a longer-term arrangement" and reached in for another kiss.

"Well, I think you are an extremely naughty boy for picking up strange men more than twice your age at the ponds, and I think you should be thoroughly punished for it. What do you think of that?"

"I think you are probably right sir."

"Before we get to that I want to take a better look at you. Please take off your shirt and shorts."

I wasn't wearing underpants under my shorts (I had assumed everything would be coming off again fairly soon) so, once I had followed his instructions, I was completely naked.

He looked me up and down. "Very nice. Very nice indeed."

Then he reached out and stroked my flanks. "Gorgeous. Just perfect!"

He sat down in a nearby chair and, pulling closer, kissed my chest and belly. He reached round and took one arse cheek in each hand and squeezed them and then pulled them apart, allowing him to extend a finger of each hand into my crack, quickly finding my anus. He continued to massage my buttocks, gently teasing my anal opening with his fingers, while he kissed all over my chest, nipples and belly.

He worked his way down to my stiffening cock. He glanced up at me and then took my cock into his mouth. As he did so he allowed his teeth to drag my foreskin back, exposing my glans, which he circled and caressed with his tongue.

Then, gently pulling me closer towards him via his firm grip on my buttocks, he took my growing length into his throat. He held it there, massaging and caressing with his teeth and tongue, as I rapidly swelled inside his mouth.

He withdrew, allowing his teeth to run gently, but firmly, along the length of my shaft as he did so, tracing the contours and veins of my cock. I had a delicious feeling of vulnerability at the hint that he could use those teeth in a more aggressive manner at any moment.

My cock was now fully at attention as it popped out of his mouth. He smiled up at me again and said "Very impressive" before taking the full length back into his throat. He held it there for a few moments, once more lashing it with his tongue, before releasing me once again.

"I think that's enough of that for the moment. Don't want you getting all overcome just yet, do we?" again with a wicked smile. "Perhaps you would like to return the favour?"

"My pleasure sir" and I sank to my knees in front of him, face-to-face with his cock, that was protruding from beneath his belly. As I mentioned previously, my view of sexual attractiveness does not necessarily follow the classic model.

Of course I like a lean, hard body as much as the next man, or woman. Sculpted pecs, toned abs, pert buttocks, chiseled cheekbones. Smooth, depilated cock, balls and arse crack.

But I am also highly aroused by a wide range of body, shapes and sizes, in both men and women. I love the feeling of subjugation to someone who is not conventionally attractive. Especially a strong, dominant character. One who will use me, take his pleasure from me. Force his cock into me. Fill my mouth with his cum and make me swallow it.

To people who don't feel this urge the idea is simply disgusting. But to those who do, it makes perfect sense. I imagine it is a version of this impulse that sends people to glory holes and the like.

Anyway, as I knelt before this large, older, man I felt an overwhelming desire to kiss and lick his protruding belly, before making my way to his cock that was by now shyly, but proudly, sticking out from beneath it. So, I did!

His cock was not quite fully erect, but I set to work to deploy my - though I say it myself - by now considerable oral skillset. It didn't take long to have the desired effect as I worked lips, tongue, teeth and fingers in unison.

As always, I thrilled at the salty, sweaty, taste of another man's cock.

His was a nice one. Not overly long, but thick and with a lovely curve as it stood hard and erect. I knew it would provide a very satisfying feeling of stretch and fullness when it went, as it surely would, up my arse, very soon.

But I knew he wanted to punish me, and I certainly wanted him to punish me.

I adopted a submissive voice, which has worked well in similar situations in the past and asked him:

"Sir, so if I have been very naughty, what do you want to do to me?"

"I think you need a sound spanking. Come here and lie across my lap."

This was actually slightly awkward as we both had erections at this point, but we arranged it so that his cock was squeezed up between my hip and his belly, and mine protruded down between his thighs as I lay across his lap.

He had taken the precaution of opening his dressing gown, under which he was completely naked.

As the first slap of his hand fell on my buttocks, I felt that deep sense of peace that I always did when I knew I was about to be spanked - or whipped. I knew the pain was coming, I knew I couldn't do anything about it and I knew that, for the next few minutes at least, every other stress in my life was going to be blocked out. I would feel only this.

The initial slap was gentle, but they became increasingly hard. He had positioned my legs somewhat apart so that my cheeks were parted. I could feel the cool air over my anus, and I knew that he had a full view. In between strokes he occasionally caressed the tops of my thighs and allowed his fingers to stray into my arse crack.

I could feel his cock hard against my hip, and he could doubtless feel mine between his thighs.

He spanked harder and harder. I felt both pain and a spreading warmth in my buttocks.

He paused to explore my anus, toying with its opening before sliding his finger in a little way. I moaned gently and opened my legs further. My cock straining between his thighs.

"So how many cocks have you had up here" he asked "Quite a few I'll wager. Do you like getting fucked in the arse by fat old men, or do you prefer, svelte young students?"

"I like older men sir. I like older men who treat me badly and abuse me."

This was perfectly true, although not a direct answer to his question. To be honest I didn't really know the answer myself. What I preferred sexually changed from day to day. Mental connection was key. Scenario, circumstance. Right now, I was uncontrollably aroused by this wealthy older man toying with my body, in the knowledge that he was going to spend the next hour or so beating and fucking me.

He spanked harder and faster, but soon there was an urgency to our lust that couldn't wait. We had to fuck right then.

He made me get up off his lap. I knelt and nuzzled his now fully erect and throbbing member.

"Do you know what I am going to do with this?"

"Put it in my bottom, sir?" I said in a girly voice.

"Precisely. He produced a condom from his dressing gown pocket. He gave it to me. "Put this on me"

I did so, rolling it carefully and lovingly down his velvet shaft, and he then told me to "Turn around. Kneel on the floor in front of me. Bottom up high."

I went down on all fours on the carpet, legs parted, offering my arse to him. I heard the familiar click of the cap of a bottle - which by now in me created an almost Pavlovian reaction of arousal at what was going to happen next - and then felt cold lube dripping onto my anus, and firm fingers massaging it around, and inside, my back passage.

He grasped my hips and pulled me back towards him. Then with one hand I felt him spread my buttocks, and with the other guide his cock so that the tip was positioned perfectly, nuzzling at my hole.

I was certainly no virgin at this point and, after the usual initial resistance, as the sphincter relaxed and stretched, his latex covered cock slid into my lubricated anus easily.

As I felt him fill me up, I sighed a deep sigh of satisfaction. I just love this moment of initial penetration, as the sphincter surrenders, and the shaft slides home. Being taken by a powerful older man.

In the floor-to-ceiling picture windows I could see our reflections as this fat old man thrust himself into my slim body. I could feel his large belly resting on my back as he began to thrust backwards and forwards into me.

I relaxed and opened myself to him.

Initially he was gentle, warming up and developing a rhythm, but soon he grasped my hips and pulled me into onto his cock harder and harder.

He wasn't concerned with my pleasure which, as he was paying me, wasn't unreasonable, he was just rutting into me.

But the very fact that he wasn't concerned about my pleasure was, paradoxically, highly erotic to me. I wanted to be used, and I arched my back, thrusting my arse at him and opened my legs wider to allow him total access.