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Author’s Note – I’m going on the advice of “Mike” and have written another
chapter about Jake. Jake incidentally is a real character and we did row
together in high school (although sadly that sexual experience, as well as the
events of this story, did not occur). He was one hot fucker and I’d love to do
it with him. Anyway, thanks to Mike for the reviews – it’s great when someone
tells me they get horny over my writing – it gets me horny myself!!
At the time of my last memoir, I was a skinny, slender boy, not even sixteen
years old, yet still entranced by the beauty of males. I considered myself
incredibly lucky to have had sex with another man at such a young age, and my
private thoughts were comprised of nothing else but wonderings on when the next
experience would happen. However, at seventeen, when I had finished high school
and was moving through into university, I still hadn’t had that second fuck. It
is almost impossible to describe how badly I wanted it. To compensate, I had to
make my masturbation fantasies wilder and wilder. I downloaded porno after
porno, and made each wank last as long as possible, pretending I was penetrating
some hot fucker’s ass. Yet no porno aroused me more than the thought of Jake,
and our incredible fuck in the bathroom at rowing camp. I had barely come into
contact with Jake since the rowing season ended, and I had no doubt that he had
forgotten all about me. But I cherished his underwear, wearing them every wank,
and kept dreaming secretly that one day, someone as good as him would come
along, someone who wanted to make love as passionately and rampantly as I did.
Anyway, I was seventeen, and having completed my secondary education to a very
high level, I had received a place to study arts and law at a prestigious
university. I was naturally ecstatic at this result, but even more fantastic was
that I now had my own freedom. I could go out wherever I wanted, whenever I
wanted; I had no nosy parents living with me. I was able to buy whatever clothes
I wished, visit whatever nightclub I desired, and take home any boy that was
willing. This new life filled me with enthusiasm and optimism, and I soon forgot
all about masturbation, deciding to “save my load” for a hot fucker at a gay
club. I used the internet to find the best club in the city, and I had soon
decided on a hot, sexy place where the partying boys looked as good as any I’d
ever seen. I decided to go on a Saturday night, the first Saturday after moving
in to my new university home.
The morning before, I went out to a department store to buy a sexy boxer brief.
Having been deprived of boxer briefs as a teenager (the only one I had was
Jake’s) and due to the fact that around 90% of schoolboys wore them, I found
boxer briefs incredibly arousing. I bought a pair of black Calvin Kleins that
were almost lycra – yet the material was lighter and softer than bike shorts. I
tried them on in the store straight after I’d bought them; they felt sensational
and I had an instant boner once I felt the beautiful material against my cock.
The boner reminded me of what I was going to do tonight and I resisted the urge
to wank, which was getting stronger and stronger and almost uncontrollable, as I
hadn’t blown in over six weeks. I left the fitting room, feeling sexy and
wanting to fast forward the hours to tonight. I walked through the men’s
clothing department quickly before leaving, and had a glance at a few things.
Nothing was particularly exciting for me, and I was about to leave; then all of
a sudden, who did I see, but Jake!
He had sunglasses on inside, which I thought was very provocative of him, and I
smiled as I saw that his body had not changed – in fact, his upper body looked
even more muscly and sumptuous than it had back at school. He had his hair styled
in that trendy way with it sticking up in the middle, a light-sort of mohawk. My
cock, which had slowly decreased in size since putting on my new purchase, was
growing again; the memory of him riding atop me was flooding back and it was
getting me very horny.
I went over to him and introduced myself. I think he was just as shocked to see
me as I was – I was surprised to note he remembered my name. He was smiling and
seemed very happy to see me. He was holding up two T-shirts. “Which do you like
best, Will?” he asked. I pointed to a pale green, which was definitely the
better. Jake agreed.
We started chatting about rowing and what we were doing now, and all that stuff
and I was unusually relaxed and comfortable. “What are you doing tonight, Will?
Wanna come to a party I’m going to?” he asked eventually.
I declined – as much as I would have loved to have gone, I wanted nothing to get
in the way of my night tonight. “Do you drink coffee?” he tried again. “We can
go get some now, if you want.” To this I agreed, and we set off for a nearby
café, Jake having purchased his T-shirt.
Jake was now at university too and he seemed to have lost none of his old
carefree attitude. He sat in his chair at the café very relaxedly, almost
spread-eagled, showing quite a monstrous bulge from his pants. We were chatting
away and I thought it was all very amiable, but my mind just couldn’t get away
from tonight. Until, that is, Jake casually dropped into the conversation “Hey,
Will, I fucked you, didn’t I?”
“Ummm…yeah, we did it, yeah,” I replied, trying not to look too embarrassed.
Again, I was somewhat surprised he had remembered it; such was his status as a
sex god. I could name about twenty girls from our high school he’d slept with.
“Yeah…I remember that,” Jake said casually. “It was pretty damn good too, if I
remember. You’re probably the best guy I ever fucked. Listen, I’m feeling kinda
horny - I wouldn’t mind another round with you, Will. You’re not doing anything
this afternoon, are you?”
My mind lit up – I could hardly believe it. Another fuck with Jake – of course I
was up for it!
“No, I’m free. Wanna go over to your place? Right now?” I said, winking.
“Yeah, yeah,” Jake replied, his hand reaching for his crotch. “I’ll just pay for
these…” He went over to the counter, whilst I began to think of the hot
afternoon ahead – I was sorry I had to sacrifice my load, but I knew it
certainly wasn’t going to waste.
We raced over to his place; he lived in a small apartment off campus, all on his
own. He was a bachelor – and I reckon he will be for quite a long time. “I’ve
just gotta go to the bathroom, Will – wait in my room,” he said sexily, and he
rushed off to the toilet.
I did a bit of snooping around and found some condoms in a drawer – they were
extra-large, which aroused me incredibly – this guy’s cock was even bigger than
it used to be. I was getting so excited. This was it, I thought, this was it!
The wait was over. The moment had arrived. I was going to have sex, again, with
the same man, who was much hotter than before. My cock was growing and growing
in anticipation. This would be a huge load, and it could not be going to a
better man.
Suddenly, Jake returned, wearing nothing but a boxer brief, which was black and
fishnet, and you could see his dick quite clearly, which was bulging out at a
flaccid 6-inches. Holy fuck, I thought. Holy, holy shit. What a gorgeous
specimen. What an amazing man. I walked over to him and he began to undress me.
I kicked off my shoes first, and then he took off my socks, seductively, licking
my toes. Oh, it was incredible. I had never felt so good. He pulled off my
T-shirt, revealing a much stronger, more muscular and even slightly hairy body
that had matured greatly in two years time. “This is good, Willy, you’re a hot
little stud now. This is going to be good shit,” he said, as he pulled down my
jeans, revealing my newly purchased underwear. “Nice jocks!” he exclaimed. “Can
I have them?”
“I just bought them today,” I said. “They feel so fucking good on my dick.” I
was so horny – my cock was almost at seven and a half inches. I was working so
hard just to hold off my load.
“Just today, eh?” Jake smiled. “Well, what about I christen them for you? Leave
a little present inside them?” In almost an instant, he pulled off his fishnet
jocks, which were now holding an eight-inch hard-on, pushed me onto his bed,
stripped my jocks off and straddled me, holding my underwear up above me. I
wanted to fuck him. Oh, I wanted to fuck him so fucking bad.
“How about I start with a little hump.” He then proceeded to rub his cock up and
down my stomach, which had now developed into a six-pack of abs. It felt
fantastic, his warm body atop me, his magnificent chest in full view. I couldn’t
see my cock but it must have been so big. I know I’m repeating it over and over,
but you cannot comprehend how horny I was. It was insane – it felt like one
touch of my dick and I was gone. I was fighting it back – I wanted to send my
load straight up his ass.
“Jake, Jake, stop,” I said, trying to sit up. “Jake, I’m gonna blow soon, and I
want this to be good. I wanna be top and ride you. Let’s do it now, otherwise
I’m gonna waste the biggest load of cum you’ve ever seen just on a wank.”
He seemed to understand, and he lay crouched, almost tucked up on the bed, his
ass facing me. It was well shaped and defined and completely hairless – in fact
his entire body was like this – he’d even shaved his balls. I asked him about a
condom and he said to use one of his – he handed me a large, which fit
perfectly. I was going to start fingering him when he said no – he was relaxed
enough, he wanted to take me straight away. I was unsure, but he was unmoved. By
the look of him, he was just as horny as me – I reckon he wanted to shoot a nice
big load too.
Thus I entered his tight asshole and the pleasure was unbelievable. He moaned
softly and I moaned back, the groans something I hadn’t done since our last
encounter. I reached underneath him and began fondling his chest – his nipples,
which were big yet badly formed, felt nice to touch and Jake responded with an
even louder groan. I was entering him slowly, which was pleasurable enough, but
Jake asked me to go harder and I obliged, and thus the pleasure intensified. I
massaged his back voluptuously before lying atop him, whispering dirty remarks
in his ear. I glimpsed my new jocks lying on the bed, and grabbed them,
thrusting them in front of Jake’s face. “Put them over your head, you hot
bastard, while I fuck you real hard.” He obeyed and the sight was so sensual to
me. I had worn Jake’s underwear all these years and now he was reciprocating,
albeit over his head.
I continued pumping my cock in and out of his bubble butt, his moans getting
louder and louder, despite coming from inside my jock. “Oh man, I’m coming, I’m
coming” he shrieked, and I quickly grabbed his cock from underneath him and
pumped it a few times, and then felt his hot, horny sex juice cascading out of
his massive dick. I licked the cum of my fingers, its salty yet delicious taste
exciting me further. Jake was moaning and moaning and to have such a sexy,
beautiful man at my disposal was pleasure beyond any intensity I could have
imagined. I could not hold on any longer. I decided to go for it. I spread my
legs out as wide as possible, and fucked Jake as fast as I could, my cock
whipping in and out furiously. With Jake still moaning, and my hands massaging
my pectorals, just as Jake had done to himself all those years ago, I orgasmed,
my fluids filling the condom so much that my cock was encased in my juice. I
took the condom off, but my cock was still spurting out torrents of cum; it was
uncontrollable; it was just pissing out – I didn’t even need to pump it. Jake
had rolled over on the bed and I leapt upon him, kissing him passionately, my
blow still leaking out over his hot body. I wasn’t going out tonight, I decided
– what had happened this afternoon could never be topped.
“Jake, can I ask you something?” I said softly, our bodies naked and entwined.
“Sure, Will” he said, breathing hard. He was one tired fuckboy.
“Are you actually gay? I mean, all those chicks you’ve fucked. I just can’t
imagine someone getting turned on by guys and girls.”
Jake nestled his head further into his pillow. “Yeah, I’m bisexual. I don’t mind
either, really. That was pretty fucking hot, though. You don’t mind staying the
night, do you? I mean, I didn’t get to fuck you up the ass after all.”
We smiled at each other and kissed again. Through a chance meeting one
afternoon, Jake became my boyfriend – he isn’t anymore, but we’re still good
mates, and as far as I know, he’s never fucked a girl since. We swap underwear
from time to time – I eventually gave him those CK boxer briefs, in exchange for
those fishnets he had. I’ve had wonderful sex since then, but Jake will always
remain in my mind as the man who introduced me to sex in the most glorious and
magnificent way.
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