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                 K R I S T E N' S    C O L L E C T I O N
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This work is copyrighted to the author © 2013.  Please
don't remove the author information or make any changes
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My First Gay Experience
by jimmyjfenwick (jimmyjfenwick@gmail.com)

***

A guy helps another guy with his sexual problems. (Mm, 
ped, 1st-gay-expr, mast, oral, anal)

***

Let me start this by telling you I'm not gay. I'm a 
happily married man with two kids. The story starts 
when I first meet my daughter's first steady 
boyfriend. He was a great young lad, 13 years old 
(same as her), intelligent, polite and considerate. My 
wife and I both quickly became quite fond of him and 
he said he regarded me as the father he'd never had.

His relationship with my daughter lasted about 18 
months, but like so many first relationships it 
eventually ran out of steam. However, by this time, he 
and I were firm friends, so it seemed perfectly 
reasonable for us to keep in touch with each other. We 
would text regularly, and occasionally he would ring 
if he needed advice. About three months after he'd 
broken up with my daughter, I found out he was dating 
a girl in school called Sonia. I was pleased to hear 
this, and was glad he was moving on. 

I didn't hear from him for a few weeks, until he rang 
me one afternoon and asked if we could talk. This 
wasn't unusual, so I said go ahead, but he then said 
he couldn't talk on the phone - could we meet up 
somewhere? I could tell by his uneasy manner that 
something was troubling him, so we agreed to meet in 
the local Starbucks the following Saturday.

I arrived before him, and chose a table well away from 
the crowds. He walked in about five minutes later, 
looking very nervous, and headed straight for me.

"Hello, Jimmy," he said, "thanks for meeting me." 

"No problem, Tommy - it's good to see you," I replied, 
"I'll get us a couple of coffees, then we can talk."

I got the drinks and we sat down together, making the 
usual small talk. He seemed to be struggling to get to 
the point, so I thought I should help him out. I 
presumed he wanted to talk about his new girlfriend so 
I asked how the relationship was going. 

"To be honest, not too good," he said, "she wants to 
have sex, but I'm not too keen on the idea."

This astounded me! The idea that a 13 year old boy 
didn't want to fuck a pretty girl was ridiculous!

"The truth is, I just don't fancy her. She's sweet and 
kind, and everyone else tells me she's hot, but she 
just doesn't do it for me - here, what do you think?" 
He pulled out his phone and showed me a photo of her.


'Fuckin' hell, Tommy - she's gorgeous! If you don't 
want to hit that you might have problem!" I joked. 

He looked me straight in the eye. "I know. That's what 
I'm worried about. The thing is... the problem is...  
What if I'm gay?"

You could have knocked me down with a feather. "Just 
because you don't fancy one girl doesn't mean you're 
gay.," I told him, "What about Samantha (my daughter)? 
You were a couple for over a year! You must have had 
some sexual feelings for her, surely?"

He seemed to totally panic stricken at the idea of 
discussing his sexual relationship with Samantha with 
her Dad, so I had to put his mind at rest. "Tommy, I 
may be a dad now, but I was once a teenage boy. I know 
EXACTLY what goes through the minds of ordinary kids, 
boys and girls, regarding sex. You and Sam spent a lot 
of time alone in her room, and I don't doubt things 
went on up there that I'd rather not know about. But 
if you want me to help, you have to be honest with 
me."

He relaxed slightly. "Well, OK, we did fool around a 
little bit, just kissing and wandering hands, but my 
heart was never in it."

"Weren't you turned on?" I asked.

"No."

I was surprised. "Really? No erection?"

'No, never."

Again, this surprised me. She may have been my 
daughter, but I was under no illusions about Sam's sex 
appeal - she was a little hottie!

"OK, so what does turn you on? Do you watch porn?"

Tommy sat for a minute, thinking. "I can't watch porn, 
because the parental controls on my lap-top won't 
allow it. I get kinda horny watching guys get changed 
for gym class, and if a movie has a sex scene, I'm 
looking at the man."

This seemed fairly conclusive. I looked him in the eye 
and said, "Hmm... you might be right. You might be 
gay. But it's no big deal - this is 2013, after all. 
We'll work out how to get you through this, and you 
can get on with your life. The first thing you have to 
do is break up with Sonia. It would be unfair on both 
of you to carry on like this."

"Yes, I suppose you're right. It's a pity, because 
she's a nice girl."

"I know, but it's for the best." I told him. "Then you 
need to explore your feelings, and learn to accept how 
you feel."

He looked puzzled. "But how?"

"Easy." I told him, "I'll lend you my IPad, go on-line 
and do some research. Visit gay forums and chatrooms, 
and find some gay porn and see how it makes you feel. 
How does that sound?"

"I guess that would be good. Geez, what a mess!"

"Relax, Tom, it'll be fine. Come on, we'll go get my 
IPad, then I'll run you home."

***

It was a couple of weeks before I heard from him 
again. He rang saying he was nearby, and could he call 
in and drop my IPad off. I said that would be fine and 
he arrived a little while later. I was alone in the 
house, so I invited him in to talk

He came straight out with it. "I did what you said. 
Forums, chatrooms and porn. There's no doubt about it 
- I'm as queer as fuck. The porn got me horny as hell. 
I couldn't get enough!"

"Did you jerk off?" I asked. This obviously shocked 
him, so I carried on. "Come on, Tom. We're all boys 
together, and every guy does it. Nothing o be ashamed 
of."

"Err, um... well... the thing is... I can't."

"Eh? What do you mean? Of course you can!"

"No," he said, "I can't. I've tried, but something 
about it freaks me out!"

I didn't know whether to laugh or cry. The poor boy! I 
had to know more!

"So you've never had a wank. Ever had an orgasm?"

"I've had some wet dreams, but that's not the same. Am 
I a freak?" he asked.

"No, son, you're not a freak. A little unusual, but 
not a freak. You're going to have to get someone to 
help you ease the tension, though. If you've been 
watching porn for weeks your balls must be fit to 
burst! The obvious thing would be to get the local 
school slut to give you a 'helping hand', but that's 
not appropriate in this case. Do you know any gay boys 
in school?"

"No way! I don't want anybody to find out about this 
yet!"

"OK, fair enough.," I told him, "but that means you're 
stuck. You can't go drinking in gay bars at your age, 
nor can you hang about in the local cruising areas."

I could see tears welling up in his eyes, he was 
struggling to control his emotions. The confusion and 
confliction within him were taking hold and he started 
weeping and shaking. "Oh, God, why me? What have I 
done to deserve this?"

This was getting a bit heavy but I knew I was the only 
one that could help him. As I said, he was a good kid 
and I really liked him and now he felt alone and 
helpless. I've never been one of these tough guys that 
think male contact should never go farther than a 
handshake and I've always been comfortable with my 
emotions, so a hug seemed like the right thing to do.

He's a tall boy, six foot - the same as me - so I went 
over and put my arms around him. He hurried his head 
in my shoulder, and cried like a baby. In between sobs 
he said "I'm so sorry about this, but the pressure has 
been unbearable. I feel so desperate - what can I 
do?!"

I felt for him so much, and it seemed like there was 
only one option left. "How would you feel about me 
helping you out?" I said.

This confused him. "W-what do you mean? You are 
helping. Just talking about this helps."

I could see he didn't understand. 'I know, but I'm 
talking about something else. An orgasm is the best 
way to let off steam, but you say you can't do that. I 
think it would really help you, so I'm prepared to 
'assist'."

Still bewilderment. "What are you saying?"

We were getting nowhere. "For fuck's sake Tommy - this 
isn't rocket science! I'll jerk you off - just once - 
but if you tell anyone, I'll kick the shit out of 
you!"

"B-but you're not gay!"

"No," I sighed, "I'm not gay, but I am kind. I'll do 
this for you, but you had better make up your mind 
because I won't offer again."

He thought for a moment, then said, "OK, if you think 
it would help."

"Right, let's get it over with. Go and get some tissue 
from the bathroom."

He was back in a few seconds, looking pretty excited. 
He stood in front of me, so I told him to close his 
eyes and think of someone else. I knelt in front of 
him and started to undo his belt, surprised at how 
comfortable I felt with this. I pulled down his pants 
and it was obvious, even through his shorts, that he 
was packing something a bit special. It was still 
limp, but the head of his cock was hanging down and 
out through the leg of his boxers.


Oh, well - here goes, I thought. I pulled down his 
shorts and took his huge cock in my hand. Almost at 
once I could feel it starting to grow, throbbing, 
until it was 10-inches long and as hard as iron, 
sticking out at a right angle from his body. I'm no 
expert, but this was magnificent penis - smooth, un-
cut and perfectly shaped - so I went to work on it. 
This was the point I realised how hard my cock was, 
and it dawned on me that I was enjoying myself.

Young Tommy seemed to be enjoying it too, and started 
to moan softly. "Fuck, that feels SO good... oh god... 
yes!" I looked up and saw he had his head thrown back 
and his eyes screwed shut, a look of pure ecstasy on 
his face. I quickened my pace and the moaning got 
louder. "FUCKIN' HELL! OOOOHHH YESSS! DON'T STOP! 
JEEESUUS... YEAH!"

I could tell he was close to cumming and I grabbed the 
tissue just in time. His huge cock started to twitch, 
and his thick, creamy spunk came shooting out, missing 
the tissue and hitting my chest. 

"Shit! Look at the mess!" I shouted, and went to t a 
clean T-shirt. When I returned, he'd put on his pants 
and was there standing with a huge grin on his face. 
"That was fuckin' AWESOME! I didn't think anything 
could feel that good! Thanks, Jimmy, I needed that!"

"No problem," I replied, "now go home and forget this 
ever happened."

***

The problem was I couldn't forget it. I couldn't shake 
the memory of how good it felt holding his massive 
dick in my hand. I wanted to contact him, but didn't 
know if things were awkward between us, so I sent a 
text just asking how he was. He said he was OK and 
asked if he could come over, and I told him to come 
the next day

This was the first time is noticed just how handsome 
he was. Six feet tall, with brown eyes and jet-black 
hair. I knew he played basketball and was on the 
running team, and he looked as though he worked out 
too. As soon as he arrived I started to feel aroused. 
I invited him in and asked how things were.

"No better. I've tried jacking off, but I just can't 
do it. I need more training."

I was just about to offer when he said, "Do you think 
I could practice on you?"

My heart leapt! I made a point of pretending to object 
but really I couldn't wait. I led him to the bathroom.

"OK," I said, "you know what to do. Be firm but 
gentle." He sat in front of me and took out my cock, 
which was already hard, and started to masturbate me. 
It felt good and so wrong, but there was no way I 
wanted him to stop. After a few minutes a puzzled look 
clouded his face, and I could tell what was on his 
mind. He'd come in a matter of minutes, and he was 
wondering what was taking me so long, so I decided to 
take a chance on something.

"You know, I'm not a big fan of hand jobs," I said.

"Really? Why not?"

Here goes, I thought. "They don't really do it for me 
- I find oral relief more effective."

"Yeah? I'd never really thought of that."

He kept on tugging and I thought he hadn't taken the 
hint, then he suddenly leaned forward and licked a 
drop of pre-cum from the tip if my dick. The effect 
was electric! I'd had plenty of blowjobs in the past, 
but the thrill of this sexy young boy licking my cock 
was something else! He seemed to sense my excitement 
and wrapped his lips around the end and took it into 
his mouth. 

He was a little clumsy, and caught me a few times with 
his teeth, but I didn't care. I grabbed his head and 
started to fuck his face, forcing my shaft down his 
throat as he sucked me greedily towards a climax. It 
didn't take long until I started to tremble and 
shouted "I'M GONNA CUM!" To my surprise and joy he 
didn't pull away, just kept on going as I shot my load 
down his throat and he swallowed every last drop.

I stood there looking at him, neither of us knowing 
what to say. Eventually he looked at me and said "how 
did I do?"

"Jesus Christ, Tommy. That was just fuckin' AMAZING! 
But that has to be it - I'm happily married and I 
can't keep doing this! Now go and find yourself a guy 
your own age."

***

I didn't hear from him after that and I was starting 
to worry. Then one day Samantha came in from school 
with the air of someone with big news. 

"You're not gonna believe this," she said, "remember 
Tommy, my ex? He's only turned out to be gay, and when 
he told his parents, his stepdad threw him out of the 
house!"

Christine, my wife, was visibly shocked. "Oh, that 
poor boy, that's terrible. Where is he living now?"

Sam said she didn't know, but had heard he that he was 
sleeping rough.

"Oh, I'm not having that. Do you still have his 
cellphone number, Sam?" Sam nodded. "OK, I want you to 
ring him and tell him he can come and stay with us."

"Hang on a minute, Chris," I said, "don't you think we 
should talk about this?"

I don't see why," she replied, "he's a good kid and we 
all like him, and now he needs our help. Make the 
call, Sam."

I knew she was right, but I was worried about having 
that much temptation in my house.

Sam came back as few minutes later and told us he was 
in a town nearby at the bus depot, so Chris and Sam 
set off to get him. It was late by the time they got 
back, and I didn't get a chance to talk to him alone 
before we all headed off to bed. Once we were in our 
room, Christine asked me, "Did you have any idea Tommy 
was gay?"

"No," I lied.

"It must be hard for him with nobody to talk to him. I 
know he trusts you - go and see if he needs to talk," 
she suggested.

"There's no need for that, he's a big boy now and I'm 
sure he will find me if he needs me."

"No, he won't. You know how shy he is. Go and see him 
now."

"Now? But he'll be fast asleep!"

She looked at me like I was an idiot. "Don't be silly. 
He's a teenage boy with a TV in his room - he'll never 
go to sleep. Off you go."

So off I went. Our guest room is downstairs at the 
back of the house and she was right, he was watching 
TV - I could see the flickering silvery light under 
his door. I knocked gently, but no response. I knocked 
again - still nothing, so I tried the door.

Tommy was on the bed. His breathing was heavy and 
slow, so I figured he must have fallen asleep while 
watching something. I could see him clearly by the 
light of the TV, flat on his back with his arms flung 
out to the side. It was a hot night, and this room had 
no air conditioning, so he was sleeping under a light 
sheet that covered him from the waist down. Under the 
thin sheet I could see the outline of his massive 
dick. I stood there for a few minutes, fighting the 
urge that was rising in me... and losing. 

I cautiously came to the edge of the bed and knelt 
beside it, knowing what I was about to do was wrong, 
but unable to stop myself. I reached out and gently 
pulled down the sheet. He was naked, his body 
glistening with a little sweat from the hot, sticky 
atmosphere in the room. I softly ran a finger over his 
long, fat cock and over his stomach, feeling the firm 
muscles, then took his penis in my hand and slowly 
rubbed it up and down. 

At this point his breathing changed and he stirred 
slightly and I knew he had woken up, but he just lay 
there pretending to be asleep. His beautiful cock grew 
and grew, and very soon he started to moan and writhe 
as I played with him, carefully bringing him to the 
edge of an orgasm, then letting him relax again. 

I knew I had to repay him for the amazing blowjob he 
gave me so I leaned over and started licking him, up 
and down the shaft, all around the rim and his balls 
too. I took the head in my mouth and started sucking, 
building a steady rhythm, while flicking the tip with 
my tongue. Needless to say, I had a raging hard-on, 
and my heart was beating faster from the excitement, 
as I sucked on this gorgeous boy's spectacular cock.

By now he had given up pretending to be asleep and was 
whispering encouragement, "That's it... don't stop... 
ooohh yes, that's so fuckin' good." His legs were 
spread wide and I reached under him and slipped a 
finger in his ass. He let out a gasp and started to 
moan even louder, "Oh, god, yess! That's it, like 
that, deeper... deeper!"

I worked my finger in and out, harder and faster, 
until I could sense he was ready. He came in my mouth 
so hard I nearly choked. His cum was hot and sweet, 
slightly salty too, and I couldn't get enough of it. I 
didn't swallow it though, I moved up and kissed him 
letting it run into his mouth. He mixed it around his 
mouth, then pushed it back into mine for me to 
swallow. 

We kissed again, then he reached down and touched my 
dick. "Fuck me, Jim, fuck me in the ass. I'm ready and 
I want you to be my first."

"Are you sure? I mean, REALLY sure?"

"Yes, I'm sure. Please, do it to me now."

I wasn't sure, but I looked at him for a moment and 
couldn't resist. "OK, I will - but we need some kind 
of lube." I went to the kitchen and got some olive 
oil. "This will do," I thought.

I returned to the bedroom to find Tommy lying on his 
back with his ass at the edge the bed. I stood between 
his legs, spreading them wide, and poured a little oil 
on to his cock. It ran down the crack of his ass and I 
rubbed it around his butt-hole. Then I put some on my 
cock, and rubbed it against his anus. "Are you ready?" 
I asked.

"Yes, I'm ready." I carefully pushed forward, and the 
head of my cock was in his ass. I gently moved back 
and forth, going a little deeper, a little harder, a 
little faster each time. I couldn't believe what I was 
doing! A middle-aged straight guy fucking a sixteen 
year old hunk in the ass and loving every minute! 

Tommy was loving it to, pushing back against every 
thrust and squeezing my dick with his ass. "Fuck me! 
Fuck me harder! C'mon, harder, FASTER!" Sweat was 
dripping from me and my knees were weak, but still I 
kept going, fucking this beautiful boy. On and on, 
faster and faster...

I grabbed his cock and started to jack him off in time 
to my thrusts. This did it for him, and he came again, 
with I loud moan, spunk shooting onto his chest. That 
pushed me over the edge. "I'm cumming!" I gasped. 

"Come inside me! I want to feel your hot cum squirt 
into my ass!"

His ass squeezed me even tighter, and I could feel the 
blood pulsing in my cock. I came, waves of pleasure 
running over me as I pumped my spunk into him. When i 
was done, I slipped forward and lay on top of him, 
neither of us able to speak. We lay there for about 
ten minutes, getting our breath back, recovering our 
strength, before I headed for the shower.

When I got back to our bedroom Christine was still 
awake. "Well? How did it go?"

"Fine. There's no doubt that he's gay and he seems 
perfectly happy about it"

"That's good," she said, "and did you make him feel 
welcome?"

"Yes, of course," I replied, smiling at the memory of 
just how welcome I had made him.

***

Tommy lived with us for about 6 months before leaving 
to live with an uncle on the west coast. We made love 
regularly, always me fucking him. After he left he 
would write occasionally but now it's been over a year 
since we last heard from him, so you can imagine my 
surprise when I got in from work today to find him 
standing in our kitchen drinking a beer!

"Oh, Jim, look who's here!" Christine cried "Tommy had 
to come to town to take care of a few things, so I 
said he could stay in our guest room - is that OK?"

"Of course it is. Hello, Tommy. How are you?"

"I'm fine 'Dad', it's good to see you" and he came 
forward to embrace me.

As we embraced I could feel his huge erection pressing 
against my crotch, and he whispered in my ear, "I 
think I need some advice..."

End


Comments to jimmyjfenwick@gmail.com

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The author does not condone child abuse, this story is 
meant as an erotic fantasy not depicting anything in 
real life. Anyone acting out such scenarios in "real 
life" can look forward to many unproductive years 
getting it up the butt by a fellow convict in their 
local prison system.
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Kristen's collection - Directory 77