London Student Works as a Prostitute
When I attended college in London, I must admit that I transformed into a promiscuous individual.
Following my loss of virginity to an older man during my break year (see "Break Year Experiences" accounts), I became much more sexually daring and had various partners, both female and male. I was expanding my horizons and trying out new things.
One day during the summer term, I took a break from classes to swim at the Highgate Men's Pond on Hampstead Heath located in North London.
For those unfamiliar with London, Hampstead Heath is a significant area featuring woods and grasslands, which draws numerous walkers, providing magnificent views over the city. Furthermore, it boasts three natural pools - one for women, one for males, and one mixed. These are extremely well-liked locations during summertime as well as by a select group of individuals in the colder seasons. I only enjoyed the men's pond during the summertime.
It's crucial to mention that the ponds are not renowned for being pick-up spots; however, when one knows where to look, encounters with like-minded individuals can happen.
So on this early June day, I entered the women's changing area - which is outdoors - and began disrobing in preparation for swimming. As I was about to don my swimming briefs, I caught the eye of a massive, strongly-built, bearded man who was walking around exposed and, in my opinion, he was doing so rather ostentatiously. In my experience, men would not go about naked without a justification.
I smiled at him.
Once he gained my attention, instead of putting on my briefs right away, I turned away from him and searched through my bag, deliberately offering him a private view of my bottom.
I've always been drawn to older lovers, particularly men.
He must've spotted what I was doing and called to me, "Hello. Never seen you here before."
"It's my first time!".
"Welcome to the Pond – enjoy your swim."
He observed me while I toyed with his gaze and my bare rear.
No words were exchanged. We both headed to the pond and commenced swimming laps around the perimeter.
Across the pond, quite a distance from the entrance, I stopped to rest on a floating platform. He spotted me and swam over to join me, quite far from anyone else's ears.
"Hello again."
"Hello."
"What a coincidence."
"Indeed!".
"How do you find the Pond?"
"Good. Cold!"
"I couldn't help but notice your behavior in the changing room," he said.
I was flirtatious.
"And what did you observe?!"
"I saw a fit young man taking a lengthy time to finish getting dressed and seemed content with an older guy observing him."
I chuckled.
"Am I that conspicuous?"
He smiled.
"What's your name?"
"Dan. And yours?"
He imparted it, but because it's unimportant for the narrative and he was, eventually, a well-known figure in London's media world; I shall maintain discretion about his name.
"Has your partner been informed of your presence?"
"Well, partner implies a committed relationship, and I don't currently possess one - but just to clarify, my last liaison was, in fact, a boyfriend, and the one before that, a girlfriend!"
I had no need to explain my circumstances, which were that I was simultaneously enjoying the company of both a young man and a middle-aged divorcee, without involving them with each other.
Mentally, I considered the lean, firm, mocha-colored bottom of my younger guy, as well as the soft, full, creamy figure of my older companion. The view, and the feel, engaging them as I did so from behind were vastly different, yet both immensely appealing to me.
They each knew they weren't my exclusive companions - and vice versa - and adherence to condom usage and regular STI tests formed part of our collective trust.
I was often amazed at how the curvaceous, taut, chocolate-toned posterior of my young flame stirred the same level of excitement in me as the rounded, cushioned, milky-hued one of my more mature friend.
As a side note, I was astonished at how the sleek, firm, chocolate-colored hind ends of my young companion were as erotic to me as the plump, padded, white ones of my older friend.
However, the point I'm getting at is that my sexual preferences are nearly detached from the gender, physical build, race, or other physical features of that body. My attraction is predominantly influenced by the individual's mental persona.
I comprehend why I also felt my member aroused as this older, sizable male conversed with me at a chilly pond on Hampstead Heath...
"Wait a moment! Are you bisexual?"
I pondered this label, but I still agreed.
"Well, you could assert that."
"And are you unattached at the moment?"
"Yes, you could suggest that as well."
"What do you engage in as a line of work?"
"I study."
"A pauper student?"
In my perspective, "poor student" is a tad repetitive - I've never encountered a scholar who was well-off.
I chuckled sarcastically "You could remark that once more."
"Would you be open to some additional income?"
"I'm always receptive to additional income."
"Would you like to accompany me to my residence?"
He was distinctively frank.
"What are your intentions?"
"What do you believe my intentions are?"
"I perceive it could be more than tea and toast."
"Quite correct!" he chuckled.
"Propose - and he specified a specific amount - for a couple of hours of your time this afternoon?"
"That's a sizable amount of money. I certainly hope I'm worth it."
"Well, I naturally seek value for money. But let's not delve into vulgarity. Consider it a gift. If we click, there may be more."
"Alright. That intrigues me."
He continued "Fantastic. So, let's return to the beach. Allow a short interval for that. Then, in roughly fifteen minutes, head to this address. Detailed him the thoroughfare and dwelling number, as well as how to reach it. It was quite uncomplicated and no more than a five-minute stroll.
The property was actually tricky to locate from the street, given the high fence around it.
I pressed the digital doorbell at the external gate on the road, which featured a camera and, after a brief delay, the gate buzzed open.
As I entered the grounds, I noted that it was a stunning contemporary house, with large floor-to-ceiling windows on the second and third levels that provided breathtaking panoramas of Hampstead Heath.
He awaited me at the front door, dressed in a silky kimono, and he greeted me warmly.
"So, did you get here difficulty-free?"
"Indeed, I'm present in the flesh!"
"Enter in."
We proceeded upstairs to the lounge area, which was enormous and, as I had anticipated, provided splendid views of the Heath through the floor-to-ceiling windows. The wall facing away from the Heath featured a bustling bookcase, which I deem a favorable sign.
I noticed, amidst the more stock-standard books, several art and photography books by the kind of Robert Mapplethorpe. Although I could only see the spines, I could sensibly deduce their content.
He pointed to a white envelope resting on the low-level coffee table.
"My modest present."
I got it and discerned he was a man of his word, as it was brimming with £20 notes. "Thank you" I stated and placed it alongside my swimming bag.
"Perhaps you long for a latte? A cup of tea..?" he inquired.
I scrutinized him conspiratorially, and completed the phrase "...or we?"
He let out a guffaw "Allow's opt for 'we'! Come here".
I stepped toward him and he enveloped me in his arms, drawing me in close.
To prevent any uncertain ambiguity regarding a kiss, I pulled his head to mine and shared a deep, passionate kiss with him. He reacted somewhat sonorously and, while I drew him nearer, he reciprocated the kiss.
We finally ended the kiss and he said: Untitled
I strolled over to him and he hugged me, drawing me tight.
To bypass any uncomfortable ambiguity about a kiss, I leant in and embraced him ardently, fusing our tongues. He reacted with a sigh and, pulling my head nearer, we traded another warm, deep kiss.
We eventually concluded the kiss and he reiterated: "Let's move on to the appreciation phase."
Definitely, I'd go for that over coffee or tea! Seems like we need some guidelines. Is there anything specific you do or don't do?
I'm open to almost anything, but there are a few boundaries. No unprotected anal sex, as I enjoy giving and receiving it. However, I'm fine with oral sex with or without protection, and if you want to cum in my mouth, that's also acceptable. I'm cool with sucking you as well.
It appears we should set some rules to avoid any awkward situations later.
He agreed. "It makes sense."
I added, "I'm quite open, but it has to be safe and not cause any permanent damage or health risks. Also, no kids or animals."
He responded, "Sounds reasonable."
I smirked, "I've done this before..."
His eyes widened in curiosity, "...and so have you?"
I couldn't help but smile. "Well, I contribute to the local economy and provide employment opportunities to the youth."
He chuckled, "Indeed!"
"Now, let's talk about you. If I think you're naughty and you deserve a spanking, will you agree?"
"I believe I'll have to be a naughty boy for you to find that necessary."
"And would you submit to a good spanking and caning?"
"Absolutely."
"Can I tie you up?"
"Not just yet. I'd rather wait until we've known each other better before giving up control like that."
"Okay."
"Of course, we can revisit that later if we develop something more long-term." I leaned in for another kiss.
"For picking up older men like me, you seem quite naughty. Shouldn't be having sex with them at your age. How do you justify it?"
"I believe I'm right in judgment."
He ordered, "Take off your shirt and shorts."
Since I wasn't wearing underwear with them, I was naked after following his instructions.
He scanned me. "Nice body! Very nice indeed."
He ran his fingers across my buttocks as he observed. "Perfection!" He sat in a chair nearby and pulled me closer.
He kissed my chest and nipples, then my belly. He massaged each cheek of my buttocks, teasing my anus while he kissed me downwards to my cock. My erection now stood proud.
I noticed his gaze and added cheekily, "I can tell you're over there getting a good look at it."
He smirked and went for my shaft. "Magnificent." Then he took my cock into his mouth, deep-throating me.
Once he pulled out, he laced his teeth lightly along the shaft. Feeling vulnerable, I enjoyed the thought of him using those teeth in a more aggressive way at any moment.
He smiled, admiring the view. "You've definitely made an impression."
He took my entire length back into his mouth. While holding me in place, he massaged my shaft, licking and teasing with his tongue.
Before reaching climax, he pulled me out of his mouth. "Let's not get too excited now. Didn't want to rush things."
With a devious grin, "Perhaps you want to return the favor?"
"My pleasure," I knelt down in front of him. Admiring his semi-erect cock, I discovered my attraction towards unconventional attractive figures.
I find myself aroused by a variety of body shapes, both male and female. My attraction is heightened by submission to someone strong and dominant. I love their dominance, their desire to use me for their pleasure. They can penetrate me, fill my mouth with their cum and force me to swallow.
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So, there I was, faced with this big, older guy, and all I could think about was his belly. I got down on my knees and couldn't resist the urge to kiss and lick it. After that, I moved lower, to his cock, which was proudly peeking out from beneath. I gave it the attention it deserved, using my lips, tongue, teeth, and fingers to arouse it.
His cock wasn't fully hard, but I knew what I was good at, and soon enough, I had it standing erect. It was a nice one - not overly long but pretty thick and with a lovely curve. I knew it would make me feel stretched out and fulfilled.
But I also knew he wanted to punish me, and I was ready for that, too.
"Sir," I said in a submissive voice, "If I've been very bad, what do you want to do to me?"
He responded, "I think you need a good spanking. Come here and lie across my lap."
We managed to position ourselves so that his cock was wedged between my hip and his belly, and mine was pressed against his thighs.
He'd wisely opened up his dressing gown, revealing his naked body.
As soon as his hand landed on my ass, I felt this sense of peace, knowing that for the next few minutes, all other stresses would be pushed aside. I braced myself for the pain, knowing there was nothing I could do to stop it.
His spanks alternated between gentle situations and hard slaps. He had spread my legs so that my buttocks were parted, and I could feel the cool air on my anus. I knew he had a clear view. Between his spanks, he touched the top of my thighs and explored my anus, sliding a finger in a bit.
I moaned and spread my legs wider, feeling his cock against my hip and mine pressed between his.
"How many times have you had cocks up here?" he asked, a little playfully. "It must be quite a few, I'd imagine. Do you prefer older men or younger students?"
"I like older men, sir. I like older men who treat me badly and use me," I replied, answering his question partially. The truth is, my sexual preferences changed constantly - it was all about the mental connection and the situation. Right now, being dominated and abused by this wealthy older gentleman, preparing to spend an hour or so beating and fucking me, was driving me wild.
He started spanking me harder and faster, but soon enough, we had to have sex.
He made me stand up and got down on the floor. I knelt in front of him and nuzzled his now rock-hard member.
"Know what I'm going to do with this?" he asked.
"Put it in my bottom, sir?" I responded in a girlish voice.
He pulled a condom out of his dressing gown pocket and handed it to me, "Put this on me."
I did as he asked, carefully and lovingly rolling the condom down his shaft.
"Turn around. Get on the floor in front of me. Keep your bottom high," he instructed.
I obeyed, spreading my legs wide on the carpet, presenting my ass for him. He clicked open the lube caps, followed by a cooling splash on my not-so-innocent opening, then his fingers massaged it around and inside.
He grasped my hips, pulled me back toward him, and spread my buttocks so that the head of his condom-covered cock was positioned perfectly, nudging at my entrance.
I wasn't a virgin in this department, and after the initial resistance, my sphincter relaxed, allowing him to slide his massive cock into my lubricated anus.
I sighed with contentment, enjoying the feeling of surrender and the sheer force of his member.
I love this moment when penetration starts, as the sphincter surrenders, and his cock glides smoothly in.
Through the large windows, I could witness our reflections as this plump old man pushed himself into my slender physique. His ample tummy rested on my back, and he started to push in and out with some force.
I loosened up, allowing him to use me.
To begin with, he was gentle, experimenting and establishing a rhythm, but soon enough, he gripped my hips and forced me onto his length with more intensity.
He wasn't particularly keen on my gratification, which was understandable since he was paying me, but he just kept tucking into me.
Strangely enough, this lack of concern for my satisfaction turned me on. I yearned to be abused, and I arched my back, spread my legs wider, giving him full access to my insides.
He smacked my buttocks and hauled my hair. He penetrated me fiercely, pounding into my delicate flesh. He held my hands together at the back, giving me a taste of the bondage I wasn't entirely prepared for. With his free hand, he reached in between my legs to stroke my erection and testicles. He alternated between stroking and squeezing my genitals.
He raked my spine with his nails and then did the same to my legs. He pressed me down to the ground so that I was flat on the carpet, his hefty body sitting on top of me. He twisted my erection around until the sensitive head was rubbing against the rough surface of the carpet.
Faster and harder, he plunged into me, overusing me. I was just a tool. A body meant for his exploitation. He varied the tempo, first going slow and then thrusting deep into me.
Though I was enthralled by the humiliation, I was surprised at myself, wondering how much longer this wrestling match would last.
At last, he slowed down a bit, and then he pulled away, exhausted. He wasn't completely finished, but he seemed to require additional reinforcement to maintain his status.
"Stay there. Don't move."
I capitulated, feeling less squished against the rough carpet.
He left and returned bearing a broad black leather belt, about an inch and a half thick, and a thin, flexible cane.
"I believe you require a bit more punishment. Don't you?"
"Yes, sir." I quivered.
"Get back on your knees, face down. Bottom up."
He held the belt to my lips. I detected the potent leather scent, a stimulator associated with submission and punishment.
"Kiss it!" he barked.
I clasped my lips to the black leather and kissed it, maintaining eye contact.
"See that stain?"
I saw it, a dark patch on the leather.
"Yes."
"That was created by one of the previous slaves."
I stared at him, mystified.
"I tied him to the bed, whipped him, and strapped this belt around his erect member to maintain it while I rode him. He had an orgasm all over it. A handsome chap. But rather messy. I might introduce you at some point. Perhaps we could have a menage a trois."
I let out an audible gasp, entwined by the wickedness of the scenario.
"To start, however, we should get to business!"
He twisted the belt, allowing two feet of middle to hang. He struck the end against his left palm, producing a sharp crack.
"What am I going to use this for?"
"You're going to whip me, sir?"
"Correct. On your bottom, sir?"
"Yes, sir."
"That's how it's going to be!"
Pressing my face down to the floor once more, he hovered over me with the belt in hand.
Beating me with the belt was genuinely painful, but, as usual, I relaxed into the pain and stuck out my rump, craving more roughhousing.
The sensation of the stiff leather slamming into my flesh thrilled me. The experience was made additionally exciting by the fact that his cock was hardening, standing erect beside us.
He abandoned the belt and, grabbing my hair, yanked me to a kneeling position.
"Open your mouth!" he directed, breathing heavily.
I obeyed, and he thrust his penis back into my mouth. No further gyrations were necessary as he quickly reached climax and discharged his heated semen into the back of my throat.
I gasped, taken aback, but regained composure and began to swallow his semen. I gazed upward, hoping my submissive expression pleased him.
He gazed down, "Good boy. Swallow every last drop. Swallow my sticky cum down your throat, just like the obedient whore you are."
Keeping me captive by my hair, his cock stayed in my mouth, leaving me no choice but to keep swallowing.
At last, I got it all down and, using my tongue, milked his shrinking penis of any remaining cum.
He pressed his groin against my face, moaning as I sucked him dry.
He freed me from his grasp and dropped to his knees, matching my level.
He pulled me toward him, and we shared a passionate kiss, savoring the taste of his own semen on my lips and tongue.
"That was incredible!" he exclaimed. "You are one hot little slut!"
With determination, he led me by the hand, nude, and drew me up a spiral staircase in the corner of the room.
It led to a room that was sparsely furnished. An expansive, lavish bed was the only notable addition.
The lack of "lived in" qualities suggested it wasn't actually his bedroom, but a guest room he possibly kept for quickies with unknown partners. I couldn't help but wonder who his real bedroom belonged to and, in immense presumption, if I'd ever occupy that position.
These thoughts evaporated quickly as he deposited me on the bed.
"This is more comfortable," he smiled.
"What's next?"
"I'm going to make you rim me. Do you know what that is?"
"Yes."
"You've done it with your boyfriends before?"
"Yes."
"Do you enjoy it?"
"Sometimes. When I'm forced to do it."
"Well," he said, gripping my scrotum. "I'm going to make you do it."
I wailed in discomfort as he squeezed and tugged my balls.
"Do you like that?"
"No."
"Would you want me to stop?" He applied more pressure.
"Yes."
"Then you had better do a good job on my arse, don't you think?"
"Yes."
Knowing I would comply, he knelt forward on the bed, thighs spread.
I spread his round, white buttocks apart, revealing his hairy crevice. While this was a repulsive sight, it filled me with sexual excitement because of the degradation of the act.
I positioned myself behind him and moved in closer.
I kissed and licked his buttocks and, with hesitance, examined his anal opening. I licked from his scrotum to his perineum and toward the bud of his anus.
He was clean, having just showered after his swim, but his anus had the taste I always craved - the distinct, alluring scent of a partner's ass.
"Lick me. Shove your tongue all the way inside. Lick my ass clean, you subservient sex worker!" he growled.
I eagerly complied, probing his anus with my rolled-up tongue.
He moaned affirmatively, louder and deeper as I caressed his cock when I reached around to massage it synchronized with my thrusting tongue.
Soon, he began to stiffen and harden under my touch, driven wild by my actions.
The slang he used made him seem wildly aroused, as if derogatory language enraged him only to heighten his desire for me.
Eventually, he said, "Fuck me. Fuck me in the ass. Slide your cock inside me."
This took me by surprise - normally dominants don't want me to penetrate them, but it perhaps indicates someone in denial of his homosexuality by assuming that, while they penetrate me, they're not "truly" gay.
I no longer understood sexuality - it was too complex to decipher. Instead, I embraced it as it came.
Although I was content, my penis felt a bit neglected. I grabbed a condom and became fully erect. I squirted some lubricant into his anus and thrust my finger into his rear entrance. I felt his prostate, causing him to let out a satisfying grunt.
After that, I entered him. He wasn't very tight, implying he'd had anal sex before. I held onto his robust hips and pushed him against my groin, which allowed my member to penetrate him deeply.
I thrust with determination. I wanted to please him. I was proud of my job, and even though I was incredibly aroused, I wanted him to desire me and, frankly, wanted him to ask me out again. I sensed the possibility of a long-term relationship if this went well.
He moaned and gasped as I shoved my d*** deep inside him. Interestingly, when he was having sex with me or when I was rimming him, he would "speak dirty," but while I had his derriere, there were no words coming from his lips. It appeared he was immersed in a personal reverie and talking would have hindered him.
I leaned forward, pressing my chest against his back. Meanwhile, I detected his cock began to rise once more. It wasn't completely firm, but hard enough for me to masturbate him while I continued to penetrate him.
Ultimately, his body trembled as he ejaculated into my palm, even though he wasn't fully erect. This stimulated me, and I also climaxed inside his intestines.
I exited him and took off the condom. I gave his still gaping anus a quick kiss and then he turned onto his back.
I smiled evilly as I perched over him, rocking his pelvis, and then proceeded to lick his come off my digits, one by one, while looking directly into his eyes.
Next, I took his now-erect penis in my mouth and cleaned it of sticky substances. I pushed his foreskin down, completely exposing his glans, and cleaned them with my tongue.
I dumped the contents of the condom across his torso and lightly rubbed it into him. I even licked my fingertips and offered them to him to suck, which he did greedily.
"What about your penis, as well?" he asked.
I rearranged myself into a 69 position, allowing my semi-erect penis to enter his mouth while he cleaned his. He sucked on it voraciously and stretched his anus to let me in as he did so.
As he licked and sucked, as well as I did the same to him, he moaned, seemingly lost in his own world of ecstasy.
Finally, he took my penis out of his mouth; I did the same, then we just lay there together for a while, sharing the warmth of our bodies as our faces were pressed against each other's groins.
Eventually, we shifted away from the 69 position and lay face-to-face. He drew me close to him, relying on a strong arm around my hips. As he embraced me, I positioned my body on top of his, which allowed his penis to squeeze against mine and his arm to reach around my bottom. With his other hand, he grasped the back of my neck and kissed me. During these kisses, he inquired about my affinity for older men.
His questions weren't demanding, merely intimate inquiries that might be posed by partners once they've reached a tender moment following a sexual encounter.
"Why do you prefer older men?"
I returned his lip-on-lip caress.
"I'm not sure." At this point, my reaction seemed stupefying, considering how recently we'd had sex.
I kissed him again and he squeezed my buttocks.
"I like feeling subservient. I appreciate the power disparity. I like the sensations of being used.
"I also like being chastised. I think I carried on unfulfilled schoolmaster fantasies that I was never able to live out - rather wisely!" He laughed.
"Being with an older guy makes me feel slutty and delinquent. I believe it's taboo to have a significant age gap."
"And what about being paid for intercourse?"
My lips met his again.
"In reality, it simply heightens all of the aforementioned factors, particularly if I'm paid to engage in depraved, scandalous activities."
"How naughty and promiscuous can you be?"
"I can be extremely naughty and promiscuous..." I returned as I placed my fingers in his mouth, then my tongue.
"I should think we should get together again so I can verify that."
"I believe I'd like that quite a lot" and I squeezed his cock.
Ultimately, he retrieved his funds, saying, "I have a dinner engagement; I'll have to kick you out!"
"Bummer, I was hoping we could have another go at it!"
"Unfortunately not! Maybe the future holds more opportunities?"
"Sure thing! I just have time for a brief shower if you'd like to join me?"
"You bet!"
He had a spacious walk-in shower connected to the bedroom.
We jumped in, turned on the water, and began to clean each other. I gently washed his manhood while he meticulously rinsed me. After rinsing, we exited the shower and dried ourselves.
Our goodbyes were accompanied by a passionate french kiss. As he released me, he tucked the thick white envelope into my shorts' waistband as though it were his property.
"Remember your souvenir," he said. "I hope we meet again. Maybe we can discuss some arrangements?"
"That could be enjoyable. Next time, I might allow you to bind me to your bed."
He picked up the unutilized cane and twisted it.
"And perhaps I'll apply this to your flesh?"
The idea of wielding a cane caused chills, and my manhood flinched.
"Maybe!" I responded, grinning.
He grabbed the envelope concealed in my shorts. He carefully wrote something on it.
"Here you go." He returned the envelope with a smile.
I read the words "Call Me," followed by a phone number.
I gazed at him and said, "I will. For sure. Soon."
We shared one last kiss before I left through the front door, sauntering sexily down his walkway and into the street. The notion of his potential acting on me during my subsequent visit made me giddy and aroused, though the semi-erection did hinder my stroll to the bus stop for a downtown ride.
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