
Juvenile Detention
By: 
Rick Masters
(© 2015-2016 by the author)
The author retains all rights. No reproductions are allowed without the author's 
consent. Comments are appreciated at... 

masters@tickiestories.us
Chapter 52
The Lesson 
Simon remained quiet, not quite knowing 
what to say. He knew he wanted Josh to just dive in and relieve the desire in 
his cock, but he didn't know how to say that without sounding too desperate.
"Judging by this mound," Josh began running his hand softly over the tight bulge 
in Simon's school trousers, "we better get this off before it gets soaked and 
stained." Josh undid Simon's belt and fly and then tugged at his waistband to 
get the trousers down and off Simon's body, leaving him in just his socks and 
boxers.
Josh was both surprised and happy to feel his cock hardening in his trousers. He 
still was not sure how it would work out, but he was determined to make it as 
good for Simon as he could. 
Sliding his hands up Simon's legs, Josh ran his hand up the inside of his thighs 
and over his throbbing boxers-covered cock. Carrying on up over Simon's 
respectably flat abs, Josh's hands caressed and excited nerve endings Simon 
never knew he had, until once more his nipples were sending electric sparks to 
the very tip of his leaking cock. Lifting his hands off Simon's body, he began 
to pull his own shirt off and followed that with his trousers and socks, leaving 
himself completely naked. "Not really fair for you to be giving me all the 
sights, is it?" Josh explained as he knelt down in front of Simon and began to 
pull his socks off. Running his hands back up Simon's legs, Josh let his hands 
slide up inside the legs of Simon's boxers to fondle his balls and then slide 
over his rampant boner. Turning his hands outward, Josh took hold of Simon's 
boxers from the inside and began to pull them down. Simon lifted his bum to 
allow the boxers to slide down and was amazed at how his bum cheeks tingled when 
the material of his boxers slid over them. He had never felt anything like this 
before. As his boxers passed over his feet, Simon realised that for the first 
time in his life he was naked in front of another for something other than just 
a shower or to change, and he shuddered in nervous anticipation.
Standing up Josh said, "Time for you to do a bit too." Lying side by side on the 
bed, Josh pulled Simon in close and ran his hands down Simon's back and over 
those cheeks which held a great attraction. Discovering them first by feel, Josh 
knew before they dressed again he would be able to admire them with his eyes 
too. Simon copied Josh's moves, and Josh found it exciting to have a hand 
feeling his butt, knowing it was the first time for Simon to do something like 
this. For Josh there was also the discovery that what he felt the first time Sam 
caressed his body was so much more intense than this. He decided that even 
though he was not aware of it at the time, he had stronger feelings towards Sam 
right from the start, what he could only call love at first sight.
Feeling up Simon's spine Josh lightly tickled each bump, causing Simon to 
shiver, then his hand slid over Simon's shoulder, coming down to one of his 
nipples and on down over his belly button to his cock. Josh found that Simon had 
a foreskin full of pre-cum and a trail of it down over his cock and hip and onto 
the bed covers. Josh wrapped his hand around Simon's cock and began to slowly 
pump it. His grip was tight enough to cause Simon's foreskin to retract and then 
push forward to cover the tip once more with his return stroke. 
Simon was just a few seconds behind Josh. As his hand wrapped around Josh's cock 
he found he could not suppress an involuntary groan. Whether that was because of 
what Josh was doing to his cock or what his own hand was doing to Josh, he 
didn't really know. But as Josh increased the stimulation to his cock, Simon's 
groaning became more intense, and his body began to writhe in response to what 
he was feeling in his cock and what was going on inside his head.
"I'm going to cum soon," Simon warned.
"Just cum when you are ready and we'll worry about cleaning it up afterwards. 
I'm nearly there too. Do you want me to speed up or just go slow and bring it 
on?"
"Go fast, please. I don't think I can cope with much more."
Josh sped up and was pleased when Simon did the same; he too wanted to be 
brought off with some urgency.
Simon's grip on Josh's cock suddenly tightened like a vice and he stopped 
jerking Josh as his body tensed and his toes pointed better than any prima 
ballerina. A split second later Josh felt the thump as Simon's first spurt of 
cum hit his abdomen and began to dribble down his skin towards the bed. Simon 
groaned and moaned as shot after shot followed that first one. As his orgasm 
eased off, Simon began once more to wank Josh. That period of almost 
strangulation had of course set Josh's orgasm back a bit. Simon asked Josh to 
roll onto his back so that he could see better what he was doing and what 
happened. Josh was more than happy, knowing that the wank would feel better and 
he would be more comfortable. 
Once Josh had rolled onto his back and got comfortable with his hands linked 
under his head, Simon got back into feeling and jerking Josh's cock and balls. 
He once again went slowly and watched closely as Josh's skin slid back and forth 
over the bell end of his cock. Simon used his other hand to feel the smoothness 
around Josh's cock; Josh had kept himself shaved since his return from his visit 
to the Academy. Then Simon felt his own groin and went back to feel Josh again. 
"That smooth feel is so sexy. It makes me feel that you are cleaner than me. I 
am going to have to think about this."
"I like the smooth feel too. I'm probably going to keep it for some time at 
least, although I don't think I want to have my head shaved again." Josh rubbed 
his head against his hands and pulled a face.
"Yeah, it does look strange, and I would like to see you with hair there, but as 
for here, I like this smooth. I hope Sam wants you to stay smooth." Simon knew 
that Josh's heart was owned by another and he was willing to live with that.
"Go faster, please."
Simon sped up and began to concentrate more on what he was doing to Josh's cock, 
watching as Josh stretched his body out and tensed up and then the grunt as his 
hips lifted from the bed and the first spurt cleared his head to pool on the 
pillow above. A trail of cum followed on down his torso until Josh had to put 
his hand onto Simon's and stop him from stroking his cock.
The two boys lay side by side for a while. Simon propping his head up on his 
elbow as he gazed at the body of someone he now admired and definitely had 
feelings for. "Thank you, Josh. That was awesome. I've never had an orgasm like 
that before. Look at all that cum! Do you always shoot that much?"
"It all depends on when I last came and what has brought the cum on. I don't 
ever shoot as much or enjoy it as much when it is just me and my hand. And today 
was good. Have you ever tasted cum?"
"I have tried a bit of my own but never someone else's. Never had a chance 
really to taste another guy's."
"You want to try some? There's enough for two!" Josh scraped up a bit of his cum 
onto two of his fingers and held them out towards Simon. Simon dipped his head 
and sucked Josh's fingers.
Simon pulled his lips off Josh's fingers and smacked his lips. He smiled and 
then scraped up some more of the cum and held it out to Josh who opened his 
mouth and let Simon slip his fingers inside. They took turns feeding the cum to 
each other until there was nothing left. 
"I think we had better get started on cleaning up to make sure there is nothing 
to be seen when your folks get home." Josh started to get up from the bed.
"Let's stay naked while we do it, and then maybe we can shower together?"
Josh laughed. "Okay, but we had best be quick about it, it is already half past 
nine."
The teens began by cleaning the traces of Simon's cum and pre-cum off the covers 
and Josh's first blast off the pillow then they turned the pillow and covers 
over to hide the remaining damp spots. With that done they headed off to the 
shower. They smiled at each other as they squeezed into the alcove together. 
Simon began to wash Josh without it being suggested to him. Before he had 
finished both boys were sporting well engorged boners, which they took to their 
natural conclusions. Leaving the shower, they dried themselves and then went 
each to his own room to get dressed. A few minutes later Josh knocked on Simon's 
door and was invited to enter. He walked in with the clothes he had taken off 
Simon earlier. "Thought it might be easier to explain if these were on the floor 
in your room rather than mine." Josh dumped the pile on the floor which caused 
Simon to laugh as he knew that is exactly where they would have been had he got 
undressed in his room.
"Josh, you're my best mate. Thank you. Tonight has been wonderful and I hope you 
will let us do it again sometime."
"I enjoyed tonight as well, and a part of me is saying 'yes', but I still need 
some time to think about it."
"Okay. Do you want me to ask again, or will you tell me when you have made your 
mind up?"
"I'll let you know. Don't hold your breath, but I will know soon enough."
"Whatever you decide is not going to change how I feel about you. I like you. In 
a way I love you too. You've made me change my life, and it's going to be 
better. "
"That is part of the problem though. I love someone else, and I don't want to 
hurt you or him."
"I don't want to see any of us hurt either. You clearly love Sam, which is my 
loss but I am willing to play second fiddle and be your release until he is out. 
Then I don't know."
"That is only a few months away."
"I know. But we can't change that, and I will have to cope with it. I am not 
going to be the one who comes between you and Sam. No matter how much I have to 
suffer. I mean that!"
"That's very nice. Thank you. We have to do something about finding a boyfriend 
for you. I know he won't be as good as me -- how can you improve on perfection? 
-- but he can still be a good friend with benefits."
"I know you are only joking, but there is often truth spoken in jest. I don't 
know if any other guy will ever measure up to you, but we can't all be so 
lucky."
"You really think that don't you? I think if you look you will find good 
qualities in every person. The trick is how to bring those to the front and push 
the bad things back."
"Yeah, like you did to me."
"I didn't do anything to you. You did that for yourself. Remember, we were 
hardly even talking then. You saw your bad things and you pushed them back. And 
now you are the one who is making the changes. You are the one who has attracted 
the friendship of that guy at your school. He hasn't ever seen me, let alone met 
me. I haven't done anything there. And it is you who is going to continue making 
changes in your life. No one else can do that for you. You have to decide you 
want to do it for yourself and maybe sometimes for someone else. They say that 
the guys at the Academy all changed because of me, but that's not really true. 
Those guys changed because they wanted something different to what they had. 
They wanted to change, because they did not like the way they were going. And 
believe me, when you are inside one of those places there is plenty of time to 
think and consider where your life is going. I know not all of them changed and 
especially ones from other cell blocks. But those that did, to whatever degree 
they did, it was because they saw there was still some hope left for a better 
life and they wanted that. I changed too. I found out that I like being with a 
guy and doing what we have done tonight. Then I found that there was a 
particular guy that I liked being with more than any other guy, and I love him. 
If you had told me that was how it was going to be that night when I got 
arrested and had been out on a double date with my friend I would probably have 
punched you on the nose, and yet just two weeks later I was not only doing it 
but enjoying it, and a couple of months after that I had a boyfriend."
"Wow! It does sound like something else when you put it like that. And yes, 
maybe it was me who changed me, but it took you to show me by example that I 
needed to change."
"I don't think so. I think you already knew you needed to change, you just 
needed something to make you discover you also wanted to change."
"So which of the philosophers have you been training with? How did you get to 
have this insight? This ability to see beyond the façade of a person's 
character?"
"I think I inherited it. My real dad could always tell what I was thinking. It 
was like he was reading my mind, but he also taught me through it. He would take 
me fishing, and we never caught anything. Sometimes we never even took the rods 
out of the car. We just walked or sat beside the river, and he would talk to me 
like I was an equal. He would talk about my friends and would make me look at 
them in a different way. When my mum split from him to chase that shit she has 
married now, he taught me that I needed to forgive or the pain and hatred would 
eat me up from the inside out. Fuck man, I could see the pain he was in. I could 
see how much it hurt him to be away from both my mum and me, but he taught me to 
see past the pain. I'm not doing it too well where mum is concerned at the 
moment, but where these others, the judge and lawyer and the police 
investigators, are concerned I have no problem. Yes, I want to see my name 
cleared, and I know that will bring some shit to those people, but I don't 
really care if they receive a formal punishment for what they have done to me or 
not. I don't want revenge, just justice. And that is what my father taught me."
"I wish I could have met your father. He sounds so cool. He really was someone 
special."
"Yeah, he definitely was someone special, but I didn't realise it at the time. 
And you have two special parents. You may not be able to see it now, but believe 
me, they are two very special people for both you and me. In a few years' time 
you will be able to look back, and if you remember this conversation, you will 
agree with me. I promise you that. But now I must leave you. You have school in 
the morning and will have to get up early." 
As Josh stood up from where he had been sitting on Simon's bed, Simon reached up 
and pulled him back down. "Not so fast." Simon pulled him into a hug. "Thank you 
again for tonight. You too are a special person, just like your dad. Good 
night." Simon was really tempted to risk a kiss but knew that Josh was not yet 
ready for that and held himself back.
"You also are a special person. Thank you for tonight too. Sleep well."
This time Josh was left to leave the room and he went back to his room. He took 
off the clothes he had put on after his shower and climbed into bed. Lying there 
he started trying to put his feelings into perspective. He really liked Simon 
now, but he loved Sam. He enjoyed what he did with Simon, but he loved what he 
did with Sam. Did he feel guilty for doing things with Simon? Things which in a 
heterosexual relationship would be considered unfaithful? But is it being 
unfaithful when the other has given their permission? No, more than that, not 
just permission but actually asked him to do it? A whirlwind of thoughts flooded 
Josh's head and he wished he had his father still to go and talk it over with. 
Even though he was relatively young when he lost his father, he knew that he 
could have talked over anything and everything with his dad. He missed him so 
much. A tear escaped from the corner of his eye and ran down the side of his 
face. Josh decided he would talk it over with his counsellor the next day. He 
had originally planned to talk about the retrial, but this was now more 
important for him. With that settled in his head, Josh drifted off to sleep.
To be continued...
 
Posted: 10/14/16