Date: Fri, 22 Jul 2016 15:02:13 +0000
From: anon_85@hmamail.com
Subject: Joy Chapter 2

Sean and I stayed at Joy's place that night. Sean slept in. That gave Joy
and I a chance to talk about the night before. I asked her about all the
gadgets she had. She admitted that she had some of them, but picked up
quite a few earlier that day. I asked if she used her playroom a lot. She
said it got used some, but not a lot. However, I was only the second
man. She shared it with a few girls in the past and one boyfriend a few
years ago, but never anything as intense as what we shared. How did Sean
get involved? "He called me and asked if he could join it. I explained that
he didn't earn a punishment, so he asked if he could be my assistant. My
pussy got wet the moment he asked. So I gave him some rules and he eagerly
agreed. Did his involvement trouble you?"

"No, and I loved how you introduced him. It was quite a surprise and it
added a lot to the session. Obviously he got here before me. Did you guys
`play' before I arrived?"

"No, but he asked if we could 69. The only reason that I didn't was because
I knew he needed to save his energy and load. It was not an easy decision
to refuse him. I don't think Sean knows just how hot and sexy he is, but I
suppose that is part of his appeal. He has a sincere humility and an
amazing cock. Let me show you something." Joy returned with Sean's cell
phone. She unlocked it (she had his passcode?) and showed me some photos. I
instantly got hard. They were pictures of Dante. He was flexing and showing
off is body. Dante's clothes were removed as I flipped through the
pictures. Eventually he was naked. The photo was from behind with his arms
held up in the classic flexing pose. Sean was right about his ass. It was
perfect in shape, but looked like all muscle. In all my time looking at
porn online, I never saw an ass like that. The definition of his body was
even better than I recalled. I was so engrossed in the photos that I didn't
notice Joy was under the table until she fished out my hard cock as started
to give me an amazing blow job. She paused the sensual blow job to say
"Enjoy, my love." The next picture had Dante in the same pose, but facing
me. His cock was at a 90-degree angle so it pointed straight at the
camera. From that perspective, it was difficult to see how long it was. But
the head looked like a small fist. It was huge. I anxiously swiped to see
the next picture, and it was a side view. This kid was porn star hung! His
cock had a slight, gradual curve down. It gave the appearance that a cock
that long had to bend with a cock head that big. The next picture showed
Dante with both of his hands wrapping the shaft and his cock head extended
past his hands. Wow. That explains what I saw swinging around in his
shorts. I swiped again and saw Sean in the same exact poses that Dante
was. Joy had me ready to blow, but I wasn't done with the pictures. I
pulled back because I didn't want to cum yet. Joy returned to her
seat. When I gave her a curious look she said "If you don't want my mouth,
I'll watch you jerk off. I want to see you masturbate to those amazing
pictures." I wasted no time in stroking my cock. The next picture after
Sean's poses were Sean and Dante on the couch posing in a naked selfie. The
next swipe in the album was a video. I clicked play and it showed Dante
holding the phone while Sean gave him a hand job. Sean had both hands
wrapped around his massive shaft. Sean stroked up and down and twisted his
hands as he did so. Sean was really working that massive tool. I could hear
Dante encouraging him and asking him to stroke his head. Sean switched to
one hand playing with his cock head while his other hand stroked the entire
length. Dante's cock head filled Sean's palm. Dante soon proclaimed "I'm
gonna cum dude!" Sean returned to stroking the shaft with both hands and
Dante erupted. The first few massive ropes of cum shot past the phone. That
triggered me and started shooting. I looked up and Joy was feverishly
fingering herself. Back on the screen the next shot landed on the phone,
obscuring the video with a thick load. I could still see through the blurry
image that he was still shooting. He started shooting before me and was
still shooting when I stopped. Holy shit.

Catching my breath, I looked up and saw Sean standing there watching Joy
and I pleasure ourselves. He was rubbing himself through his boxers. Then
he noticed it was his phone and said "You're going through my phone?" Joy
spoke up and said "I showed him the pictures of you and Dante." He
nodded. I thought it was odd that he was offended that I invaded his
privacy but not Joy. After thinking about it for a few seconds, I shared my
thoughts. He said that we would have been surprised if I did it because I
always respected his privacy, but he has to listen to Joy so it was
different. I asked him if he minded that I saw them. He said not at all and
asked what I thought about them. I gave him my honest review and asked if
Dante was gay. Sean said no, bi but probably prefers cock to pussy. I asked
Sean about his orientation and he said obviously bi, but preferred
women. Sean really handled all of this with maturity. Joy suggested that I
thank Sean. I started to thank him, but Sean understood exactly what she
meant and shoved his cock in my mouth. I felt silly that totally missed
what Joy meant and Sean knew exactly what she meant.

I loved the feeling his hard cock in my mouth. It was stiff, but also
soft. It sounds like a contradiction, but if you've ever sucked a cock you
know what I mean. I fondled his balls and teased his hole. His balls
started to contract and I knew he was close. Joy instructed him to fuck my
face. Sean grabbed my head and started pumping his hips. His cock was
slamming into the back of my throat and I occasionally gagged. He didn't
care. I felt tears rolling down my cheeks, then cum rolling down my
throat. His humping slowed as he savored fucking my face. When he was
finished he pulled out, but I held his cock and cleaned it so it was ready
to be stuffed back in his boxers.

Joy got up and asked who wants pancakes. Sean hadn't had anything from
breakfast and all I had was a protein shake. We sat down and ate together
and talked about Sean's upcoming opponents. His next game was about a 2.5
to 3-hour drive, depending on traffic. Sean said some of the kids were
staying at a hotel after the game and asked if we could. It sounded like
fun and I said we could. Joy (reading my mind again, damn it) asked if
Dante was staying over. Sean said that he didn't think so because his
parents didn't want to spend the money. Joy asked what I thought about
Dante staying with us. I was concerned about the risk, but Joy said we
would not do anything around Dante. It wasn't worth the risk of getting
exposed. I asked if they both promised not to fool around on the trip, and
they promised. I said he could join us. Joy said we would use the week
ahead as practice for no sex at the hotel. "Joy, an entire week without
sex? If that's the case, I'd rather not stay at the hotel."

"Don't be selfish. It's for Sean. It you really feel the need, ask me for
permission and maybe I'll let you masturbate." Joy always kept me
guessing. Later that afternoon she told me to get in bed. I was really
hoping that she had already changed her mind. I was out of my clothes, hard
and ready when she walked in the room. "I didn't say to undress, but you're
naked now so ok. She reverse straddled my face and I began doing my best to
satisfy her. She took the precum I was leaking and rubbed it around the
head of my cock If felt good, but I soon started bucking my hips to get
more contact. Joy leaned forward and put her hands on my thighs. I eagerly
awaited her mouth on my cock. I could feel her hot breath as she lowered
her head. One flick of her tongue across my head drove me crazy and I
focused all my skills on her clit. Joy archer her back and flooded my mouth
with her nectar. She caught her breath and slipped off me. She told me to
get dressed because we were going out. I gave her a shocked look and
pointed to my cock.

"Honey, its good practice for next weekend. I imagine you'll be hard plenty
at the hotel."

"Can I jerk off?"

"No. Get dressed. If you're having difficulty, I can help you lose your
erection but you won't like it."

I got dressed and joined her in the car. Sean had nothing going on and
joined us for the ride. Joy said she wanted a new suit for the trip in case
we went to the pool. She said she would also pick new suits out for Sean
and myself. I did not like the sound of that. She reminded us that we were
to follow all her instructions, stiff penalties if we didn't. She
emphasized the word stiff. We arrived at the mall, stopped by Starbucks for
some ice coffees and headed to a sporting goods store. Joy was wearing a
casual sundress, and that was it. It was form fitting and she looked
amazing – as usual. The two teens working at the store immediately
noticed her when she walked in. They looked to Sean and I; I think they
were trying to figure out who the lucky guy was. She looked too old for
Sean, but too young to be his mother. Joy walked up to them and simply said
"Bathing suits." They both walker her over to the bathing suit section and
rather awkwardly remained with us. Joy looked them up and down and said "If
I need you, I'll whistle."

Joy grabbed a few suits off the rack, then selected a few for us. She
reached into Sean's shorts (he was wearing Under Armor athletic shorts with
elastic waistband) and got him hard. For good measure she sucked on his
earlobe and told him to go get the key. The poor kid had to walk up to
those two kids while he was sporting major wood. Instead of coming back
with the key, both clerks arrived to unlock the door. Joy said "Such
stellar service.", mocking their obvious interest in her. She then added
"I'll need help with the straps, any volunteers?" We all stood there
dumbfounded. "Sean's a gentleman. He can help me." They both entered the
changing booth. It was the kind with the partial door, so we could see four
legs. That allowed us to see how close they were and if they were facing
each other. Joy's dress hit the floor and Sean bent down to retrieve it. It
didn't take much imagination to tell that when he bent down his face was
right hear her pussy. I was glad they didn't know that she wasn't wearing
any underwear. I couldn't help but smile when Joy casually announced "Oh, I
guess I need underwear to try on the bathing suit. Can one of you be a dear
and get me some?" (Again with the mind reading) The clerks briefly fought
over who would get some. Finally, one took off to get a pair. Sean bent
down so the kid could hand them to him, again with his face near her
pussy. "Don't I need to pay for these first?"

"No ma'am." The incredibly nervous clerk stuttered. Joy put the pair on,
opened the door and walked out wearing the panties (holding her dress to
cover her boobs). I gave her a shocked look and she replied "They cover
more than the bathing suit.". She looked to the clerks and asked "Am I
being inappropriate? Please tell me if I am."

The clerks said in unison, "No ma'am." I heard some voices and looked to
see a family with a younger child at the sneaker section. I turned to the
clerks and said "Looks like you have another customer." The boys looked at
each other, finally one said that's your department so you have to go. I
chuckled out loud. Joy said "Won't I look ridiculous wearing these panties
while I try on those suits? The panties are bigger." The boy replied "No
ma'am, you won't look ridiculous. But can try on the suits without them if
you want." "Really, you'd let me do that?" Joy asked. "Yes ma'am, I'm the
assistant store manager and I say it's ok." Is this kid for real? Joy
walked over and gave him a one-handed hug and thanked him for not making
her feel awkward. I hope the irony of her comment was not lost on this kid.

Joy returned to the booth and walked out with a suit that was so small it
only covered just past her nipples and the bottoms were almost a thong and
showed major camel toe. Jesus Christ I thought to myself, she's going to
give this kid a heart attack. "I think I grabbed the wrong size, can you
get me the next size up?" The clerk walked away and I looked at Sean. He
was laughing to himself, but sporting a serious tent in his shorts. Joy
turned to me and asked if I liked it. Instead of answering, I told her that
I loved her. Joy blew me a kiss just as he walked back to the changing
room. As she walked back to the room, she reached under the edge of her
suit and pulled it from the crack of her ass. I looked at the clerk and he
had his hands together in front of his crotch. A feeble attempt to hide his
hard on. We heard the other clerk shout out that he needed to -re-ring the
sneakers and needed his manager. The kid actually swore under his breath
and stormed off. Joy opened the door and pulled me in the room. She told
Sean and to quickly try on the suits. We finished just about when we saw
four feet outside the changing room – the knuckleheads returned. Joy
opened the door and we all walked out in our new suits. Me and Sean in
speedos and Joy in the next size bikini. One kid was unconsciously bit his
lip. The other kid's eyes darted between the three of us. Joy broke the
silence "How do we look?" The kid biting his lip said "Incredible." The
other kid elbowed him and he snapped to and said "I, I mean good. They look
fine." The speedos did a good job of containing our bulges, but there was
no doubt we were aroused. Joy told us to take a step forward. Sean and I
did (we were now only a little over a foot from the two store morons). I
could feel her eyes burning a hole in my ass. "Turn around boys." We both
did a 180 giving them a close up look at asses. Joy walked up to us and
pulled on the waistband and asked "Do you think this material will keep
everything in place?" Joy squatted in front of us and moved our packages
around to test the theory. "I think they'll do. My boys look so cute
wearing matching suits. What about my suit? Does it flatter my breasts? How
about my ass."

Sean summed it up with one word "Amazing." I added "You are stunning no
matter what you are wearing." Joy said "How sweet. You might have earned a
treat for yourselves. Ok. We better change." We all returned to the same
room and took the suits off. Joy handed them to the kid from under the door
before we dressed. She said we were in a hurry and asked him to ring them
up. Once he was gone Joy said that our treat was she would help us with our
erections so we weren't so uncomfortable. I couldn't believe that she was
going to get us off in this changing room. Joy told us to turn around, put
our hands on our knees and remain very quiet. Sean and I looked at each
other in anticipation. Joy grabbed my cock and pulled it back between my
legs. I smiled briefly, then Sean noticed my expression dramatically
change. He had no idea that Joy took an ice cube from her iced coffee and
inserted it in my ass. But I knew Sean got the same treatment once I saw
his brief smile turn to a grimace. As we got dressed I learned that the
cold went from discomfort to pain. Man it hurt. I couldn't wait for it to
melt, which fortunately didn't take too long. After the store, Sean and I
headed for the bathroom. I'll say this, the ice cube did help with the hard
on. We each headed to a stall and cleaned the water out of our asses. Sean
said "Dad, Joy is so awesome. I can't believe how lucky you are to have
found such an amazing woman. I hope I find someone so amazing." I told him
"You will son. Just be patient and make sure you find the right woman
before you get serious or have a family. You are lucky to learn what you
want in a woman at such a young age." Sean replied "No, I'm lucky to have
such a special father. I want you to know how much I love you and that I
know how fortunate I am." We both exited our stall and gave each other a
hug. I added "That's enough of that or we'll need another ice cube."

We walked out and joined Joy. She took each of us by the hand and walked
through the mall. We turned a few a heads, but really didn't care. We were
happy and weren't bothering anybody. Joy bought a pair of sandals. In her
usual way she teased the poor guy, letting her dress ride up her thigh and
asking him to buckle the straps for her. His hands trembled, but he had no
idea how easy she was taking it on him. She we got to the car Joy held her
hands behind her back and asked us to pick a number between 1 and 10. Sean
picked 7 (why does everybody pick seven). I picked 3 and Joy held up 2
fingers on one hand and 1 on the other. I was really beginning to think
that we did have a psychic connection. Joy said "Sean you drive." And she
pulled me in the back with her. She sat behind the passenger's seat kiddy
corner and had me kneel behind the driver's seat. "Boy buying those suits
made me horny. Make me cum lover." I knew it was a 20 to 25-minute ride
home and I was going to try and edge her for the whole ride.

I started licking her pussy lips as lightly as possible. It made her
shiver. "Sean, I know you can't join us, so I'm going to give you a play by
play. It's the best you can do and you might learn something. Right now,
he's gently licking my pussy. It's like he's trying to tickle me with his
tongue. He switches sides, but I never know when or which side he'll
pleasure. Now he's spreading my pussy and tickling the inside and my
lips. I can feel my juices starting to run. He has his tongue at the bottom
of my hole, letting my juices run onto his tongue. Oh, now his tongue is
circling around my pussy with just a little more pressure. Round and round
his tongue goes. Now he's pinching both my nipples and lapping from my ass
to just below my clit. Up and down while he rolls my nipples. Oh fuck baby,
that's sooo good. Sean learn from this man. Now his thumbs are stroking my
pussy lips and he's teasing my asshole with his tongue. Ohhhh. Now he's
massaging the area around my clit, but being careful not to touch it. I
just looked down and my clit is huge. Sean, take your cock out and adjust
the mirror so I can see it. That's good, leave the mirror there. Oh, oh,
he's sucking my clit. Sucking it in his mouth and tickling the tip with his
tongue." The car stopped and Sean shut the engine so I knew we were home. I
worked her clit as best I could. I added a finger to her G spot and another
in her ass. "Sean he's fingering both holes. I'm gonna cum." Joy had
another explosive, squirting orgasm. My face a chest was covered with her
juices and she screamed so loudly that the neighbors had to hear. Sean
tucked his cock away and we went into her house.

Joy continued "training" us during the week. She wore sexy bras and panties
around the house. Seeing that beautiful ass barely covered by sexy panties
kept Sean and I hard almost constantly. We both had wet spots from all the
precum we were leaking. Every night, Joy would put porn on the TV as we
fell asleep. The videos showed barely legal teens and often involved forced
masturbation, with some hung dude getting repeatedly milked. I would lie
there in complete envy. Joy would suck my nipples and masturbate next to me
in bed. Sometimes I'd have to get her off. We'd lay in a 69 position and
I'd eat her to orgasm while she tickled my cock with her fingernails. I
came home one day and Joy was riding Sean's face and was tickling his cock
with a feather. He discharged so much precum that his trimmed pubes were
soaked in his slick syrup. When I walked in, she asked Sean if he wanted me
to blow him. Just the thought triggered him and he came (talk about being
on the edge). He shot straight into the air with such a large rope of cum
that it landed on his abs with an audible splat (man those abs are
solid). She told him he might as well get his money's worth now. With that
both of his hands flew to his cock and pleasured his shaft and head,
extending his orgasm. Joy told me to clean him up. I savored every ounce of
his sweet cream.

"Sean, why did you do that? Now I have to punish you. Go downstairs and
have your father tie you to the table." I secured Sean to the table. Sean
spoke first "What do you think she has in mind for tomorrow and the next
day when we are with Dante?"

"I'm sure she has something I mind, but I trust her not to risk anything
with Dante there. But I'm sure it will be interesting." Joy entered the
room with a wool sock that looked like it could have been her grandfathers
and a bottle of oil. "Sean if you came that easy, you must have too much
cum in those balls." Joy have them a firm squeeze to prove her point. "I
want to correct that, but can't make it a reward either. So what I'm going
to do his stroke your cock, but I'm going to use this oil and this sock. I
bought the socks at an old Army-Navy store and it is the itchiest wool I
can find. The oil is normal lube with a little hot pepper oil and
cinnamon. It delivers an agonizing blend of heat and itch. But don't worry
because I'll scratch your itch with his sock." After her explanation, Joy
poured a liberal amount of the oil on his cock. She donned a rubber glove
and spread the oil all over his cock. Next she slid the wool sock on. She
held the toe of the sock and lifted it up and down. The wool was barely
contacting his skin. "Tell me how it feels. I want to hear your entire
experience so I can evaluate my formula."

"Right now it feels warm with a little tingle. The oil that dripped on my
balls feels warmer." Joy used her gloved finder to scoop some oil off his
balls. She then rubbed it on his ass. Joy applied a loose grip to the
sock/cock and began stroking. "Joy, it itches. Can you squeeze a little
harder?" He moaned and pumped his hips slightly. Joy had this grin on her
face that told me Sean was in trouble. Right on cue Sean said "Stop
squeezing it burns." Joy let go and Sean caught his breath. Then he told
Joy that his ass burned, badly. I was instructed to clean the oil off his
ass...with my tongue. I could taste the pepper and cinnamon. My tongue felt
like I held a 9V battery on it too long. After his short rest, Sean
complained that it itched again. Joy used the sock to scratch his itch, but
he soon complained about the burn. Now I see why Joy had a devious
smile. Sean was forced to decide if he wanted the burn or the itch; all
while he needed to cum for her. I think Sean figured it out too when he
said, "I'm sorry for cumming Joy. It's just that you had me hard all week
with your amazing body on display, then you let me taste your sweet
pussy. No man could resist that. Then the feather, then the thought of a
blow job. I couldn't help it. I'm sorry." While he whimpered his story, Joy
kept stroking him on and off. "Sean, I was only doing all this for your own
good. I can't have you constantly boned in the room with Sean there. I
thought I'd get it out of your systems, but it isn't working. I'll get you
off without the sock, but you know there is a price to pay."

Sean blurted out "I'll pay it." Joy pulled the sock off and the poor kids
cock was really red. Joy said "I really wanted to make you cum in that
sock. So to get out of something I want so bad, you'll really have to
pay. So..." Sean interrupted her mid-sentence and said "Use the sock. If
you want it so badly, I'll do it for you." I think Joy was generally
touched, but she started stroking him. She used a grip that was lighter
than before. I think she was trying to apply the right amount of pressure
to help him cum. Finally, Sean started chanting "Oh fuck, oh fuck." Joy
pulled the sock off and finished him with her gloved hand. Sean still shot
a decent amount of cum. Joy told me to fetch a cold facecloth and wash him
thoroughly. While I was carefully and thoroughly cleaning Sean, Joy spoke
"I think I made a mistake. Instead of training you for our time with Dante
by keeping you hard, I should have milked you mercilessly. That way the
thought of sex with me would make your cock hurt. I wonder if there is
still time for that?" Sean and I gave each other a nervous look while Joy
thought. "You two have been through enough. I will find a reason for
another trip with Dante so I can see if this or multiple milkings per day
work better than constant erections." We all went upstairs and packed. It
was amazing how we could transition from kinky sex to everyday activities
so seamlessly.

There was tension all afternoon the day we were leaving. Finally, we were
off and picked up Dante. He hopped in wearing a tank top and sport
shorts. The tank had big cutouts and was loose. You could see most of his
fucking amazing body. He had just a slight hint of BO, and catching a wiff
of that got me hard. As we drove off, Joy gave my cock a squeeze and shook
her head. Joy leaned over and kissed my cheek.

I would glance in the mirror every now and then and a few times I noticed
Sean and Dante whispering to each other with wry smiles. Other than that
the drive was uneventful with the exception of an accident that put us
behind schedule. When we got to the hotel, everybody had their game face on
and the boys really had to hustle to get changed. Joy waited in the lobby
and we went to the room. Sean and Dante started undressing and I started
fishing out their equipment. I turned around and both boys stood there in
their birthdays suits. Good Lord, was Dante hung. The pictures were one
thing, seeing it in person is another. His cock was pretty thick and hung a
few inches below a beautiful set of low hanging balls. I never really found
a dude's sack to be a turn on, but his were amazing. I handed them their
socks and am pretty sure he caught me gawking. After a brief awkward pause,
I returned to digging through their bags for more uniform pieces. I was
willing myself not to get hard. I thought back to Joy's `training', which
didn't help. Next I figured they needed their jock straps. I turned around
with their jocks in hand as they were sitting, finishing pulling up their
socks. When Dante walked over his hard on was bouncing before him. I don't
know how I had the self-control to not drop to my knees and suck him off. I
handed them the jocks and watched them put them on, or in Dante's case try
to put it on. He had zero chance of getting that weapon of his into that
pouch. I watched him try a few times and it wasn't going to
happen. Finally, I said "You're going to have to take care of that or we're
going to be late for the game." He looked at me like a deer in the
headlights. I motioned my head towards the bathroom. Dante entered and
closed the door. Ten minutes go by and he's still in there. Finally, Dante
asks "Can Sean come in?" Sean didn't wait for my answer, he walked in the
bathroom. Man his ass looked good framed in his jock. After a few minutes,
I heard some moaning and shortly after that Sean walked out with a
smile. He faced me and opened his mouth to show me a huge load of cum. He
quickly walked to me and fed me Dante's cum. Dante walked out with a fully
packed pouch. I had the remaining uniform pieces laid out on the bed. Dante
was giving me a strange look. I think he felt guilty or embarrassed. I put
my hand on his muscular shoulder, looked him in the eye and said "Dante,
there's nothing to be ashamed of. You're a healthy teen who got boned and
needed a hand. It has happened to me more times than I can count. You
should be glad that everything is working so well down there." That put a
smirk on his face and Sean chimed in "if I didn't have this jock on, I be
fully boned right now."

The boys finished getting dressed. I sat back and enjoyed the show. The
physique on Dante was amazing, he was so ripped that he had muscles I
places that I didn't think had muscles. He wasn't bulky with huge muscles,
just defined and proportioned. I was hard and he probably noticed. We
joined Joy in the lobby and I kissed her to share the after taste of
Dante's cum. Her eyes grew wide once she picked up on it. I told her it was
ok and I'd explain later. Once the boys jogged off to join the team I
explained what happened in the room. Joy asked me to describe Dante's
manhood in great detail. I did my best to describe it in such a way that
would get her wet. I couldn't wait for the game to start so I could get my
mind off his perfect 10 body.

It was a close game and Sean played well, but it was an interception by
Date that he returned for a TD that was the play of the game and sealed the
win. Dante was carried off the field. The few families that were staying
agreed to meet at the hotel for dinner, the remaining families made a bee
line to the highway for the long drive home. I was glad we ate at the hotel
because I was pretty buzzed from the `celebration' of the win. Once dinner
ended, Joy asked who wanted to go swimming. The boys all did, but no other
parents spoke up. We headed to the room to get changed. Joy suggested she
use the bathroom and we could change in the room. As I undressed, I began
to get hard (damn it!). But when I looked at the boys they were too. Nobody
paid it any attention. Dante was digging through his bag and couldn't find
his suit. Sean suggested he wear his shorts and boxers. Dante said he could
but only had one clean pair of boxers left. Dante said "fuck it." and
pulled on his Under Armor shorts as a suit. Joy asked if we were decent and
entered the room before we answered. Luckily we were. We walked to the
pool. I let the boys walk ahead to I could check them out from behind. When
we arrived at the pool none of the players were there yet, but there was a
family and a couple. The family had a boy of about 10.

The boy gawked as Sean walked by (maybe he never saw a speedo) and then
again as Joy sauntered by. The mother was checking out the boys and the
father had his eyes glued to Joy. The couple elbowed each other to make
sure their partner saw the hotties that entered the area. Their show was
interrupted when the remaining players barged in and cannonballed everybody
in the pool. Things were too rowdy for the family, so they left. Their son
was practically being dragged out of the area as he pulled on his pud. The
couple really seemed to enjoy watching the boys frolic, throwing each other
around and playing grab ass. Dante got out of the pool to use the bathroom
and the way his shorts clung to him, he might as well have been naked. I
think the woman in the hot tub was fingering herself. Joy must have noticed
too because she took me by the hand and we joined them in the hot
tub. After casual small talk, the women asked how we stayed looking so
great. Joy replied "Staying fit makes sex better in terms of strength and
stamina." The woman (Claire) said "you know, I think you're right. I'm
going to have to train him more. Won't I Tim?" When he replied "yes ma'am"
I nearly shit. Joy added, my toy requires little training, he's a
natural. This conversation escalated quickly. The woman said "He's good at
some things. Tim, stand up and show them your cock." He stood, lowered his
trunks and showed us his 5" semi-firm pecker. Above his trimmed pubes was
the word "Sissy" I spun around and by some miracle none of the boys were
paying any attention to us. As I turned to face Tim, Dante entered returned
from the bathroom. He looked over and smiled. Claire flicked the tip of
Tim's cock before telling him to sit down. Tim pulled up his trunks and sat
down. "What am I going to do with you? I said sit down, I didn't mention
your trunks. Joy, how do you suggest I correct Tim's action." Joy paused
for a moment to think. As she was doing so, a pair of swim trunks landed on
the pool deck. Looks like the boys are getting frisky. One of the other
kids stood by the edge and tried to reach for them, but he was a few feet
short. After thinking about it, he got the nerve to hop out and retrieve
them. He covered his junk with his hands so I really couldn't see what he
was packing. I did notice his cute ass as he ran back to the pool. I was
afraid that if I didn't speak up it might get back to the other parents
that I didn't talk to them. I got up with a bulging pouch in my speedo and
reminded them that there were two ladies present and they needed to cool
it.

They apologized and blamed Dante. He said he did it for the ladies. I
chuckled and repeated my statement. When I returned Joy slide over and told
me where to sit. Tim then got moved over, pulled his trunks down (under the
water) and turned to the side of the tub. He supported himself with his
arms and looked like a sea lion. Joy spoke "Tim's going to let the water
inlet suck on his sissy cock. I put my fingers in the hole and the suction
is strong enough that I know he won't enjoy it." Claire commented that was
a creative punishment, but a little too easy. Tim would be getting the
disciplined more later. Joy said she had to behave herself tonight because
she had boys in the room. Claire asked which ones and she said the boy in
the matching speedo and the tall boy in the shorts. Claire commented that
they can't be her kids, Joy said "no but they are too young to play with."
Claire replied "If you say so...How's it going Tim?"

"It hurts ma'am. My cock is getting numb from the strong suction." She
asked Time if he was hard, and he said no.

"You may sit. Joy would you like to watch me punish Tim? You and your toy
are welcome to join us in room 2237."

"Ok, we'll be there in 20. Get the boys it's time to leave."

I told the boys it was time to go, the pool closed in 10 minutes any
way. They asked to stay another 10 and I said ok. Joy told me to
hurry. When we entered the room and Joy ripped her suit off, bent over the
end of the bed and said you have 10 minutes to fuck me." I closed the
inside lock, gave my cock a few tugs and started fucking her fast and
furious. I held her hips firmly and banged her for all I was worth. It was
loud, but if I finished in time it wouldn't matter. I kept glancing at the
clock and we both came at the 8-minute mark. Just as we were catching our
breath, the door slammed open against the inside lock that I closed. I
couldn't help myself and shouted "Coming." Joy laughed out loud. We pulled
on some clothes and opened the door. They came I and looked around as if
they were looking for evidence of wrong doing. They knew, lol. Not that
there's anything wrong with Joy and I having sex. Ya know, with each
other. We didn't want to keep Claire and Tim waiting, so we left for their
room.

We knocked on the door and Claire let us in. When we entered the room we
saw Tim naked with his feet handcuffed to the feet of the bed in a bright
red ball gag in his mouth. Claire had an assortment of crops, paddles and
canes laid out on the bed and said she was just getting Tim ready and that
we could help. She reached into her duffel bag and pulled out this oddly
shaped device. She and Joy proceeded to clamp the curved bar around Tim's
upper thighs. The bar was shaped such that it pushed his cock and balls
back behind him. Claire told Joy it was called a humbler. Next Claire
cuffed Tim's hands to his sides by attaching them to the humbler. He was
exposed with no way to protect himself. Claire did not appear to be fucking
around. Claire explained that normally for minor infractions she lets Tim
pick his poison, but today is special because they have company. So Tim
will get five from each. Tim looked back in horror. Claire asked "Joy can
you be a dear and have your boy get him hard?"

I did not want to suck this stranger. "You heard her, stroke him." Thank
God Joy could read my mind. I did my best to get him hard. His cock was
certainly not the biggest, but he looked hot in all that gear. Claire
explained her process. "Joy, start with the wide paddle. Give him five on
the ass and five on the balls. I like to start with the wide paddle because
it gets the whole area red before I move on to more focused implements."
Tim didn't react to the first five, but the five to his nuts had him
testing his bonds. "I like the crop next. Hurts like a bitch, but leaves
room to ratchet the pain." Joy really laid into him with the crop,
immediately causing five angry welts. When Joy hit his nuts, he pulled so
hard on his restraints that I thought he would dislocate his
wrists. "Excellent Joy, you've don't this before."

Joy replied "Not exactly, I think your coaching is the key. I think the
other paddle would be good now. It's wide enough to make sure I hit at
least one welt with each swat." Claire praised her for figuring it out so
quickly. She delivered the ten blows with the other paddle. Time was
breathing heavy now. All that left was the cane. When Joy swished it
warming up, some pee came out of Tim's cock. Claire shouted "How dare you!
And with guests here." Claire grabbed a glass from the sink and told him to
finish. Tim filled the cup and needed the other glass. Claire removed his
gag and told him to drink up. He hesitated when she handed him the glass
and she flicked a lighter. When Tim saw the flame, he gulped down his pee
and reached out for the other glass. Claire put the gag back in and said,
five for the ass, five for the balls and five on his cock. Joy handed
Claire the cane and sat down to watch. Claire was a master with the
cane. Even with the ball gag, Tim made gut wrenching sounds. I can see why,
she broke the skin on his ass and attacked his balls with the same
ferocity. He collapsed forward on the bed. I actually wasn't sure if he
blacked out. He roused him, removed his gag, and told him to count the
final five out load. Tim's ass looked like hamburger. This was over the top
for me. Her first blow struck his cock right on the glans. Tim had a hard
time counting because the pain took his breath away. She distributed the
remaining four across his cock. Finally, Tim relaxed. His back was soaked
with sweat and he was heaving. But out of his view, Claire was lining up
the cane for one final blow. She announced "and one for good luck" and hit
his cock head with a wicked blow that left a welt on his cock! Joy stood
and thanked Claire for the show and said we had to be on our way. Clearly
Claire was disappointed we had to leave so soon. She said she had a lot of
other interesting toys with her. They exchanged numbers and we left. Joy
asked me what I thought. I told her it started hot, but went too far for my
taste. She kissed my cheek and said she agreed, adding that she will be
shopping for a humbler though. That made my cock twitch.

We walked back to the room hand in hand. Joy put her key card in the lock
and opened the door. We walked in and were treated to Sean and Dante in an
intense 69. Sean was on his back and had his finger in Dante's ass. They
were so into each other that they both completely ignored us. A few seconds
later they both came. Dante slowly pulled his massive cock out of Sean's
mouth, making Sean look like a sword swallower. They laid in bed heaving
and Joy and I stood unsure what to do. Eventually Dante took note of the
situation and pulled the bed spread to cover himself. Sean followed
suit. Normally he wouldn't have bothered but I think it was for Dante's
benefit. Once Dante caught his breath, he apologized saying he was horny
for the entire trip and it got the best of him. I told him it was ok, but
he needed to be more careful – he might give the cleaning lady a heart
attack (trying to add a little brevity to the situation). Dante said that
it wasn't ok because me, Joy and Sean are who made him horny. He asked if
we knew what it was like to be around someone all day that you thought were
hot. He explained that was why he was boned when he was getting dressed for
the game. I didn't know what to say, but Joy wasn't lost for words. She
added "Yes I do know. Sean's father does that to me...and you also did
today. Dante, you'll be 17 soon so I'll be honest. You have an amazing body
and are a great kid. I was wet all day. That's why as soon as we got to the
room after the hot tub we fucked like wild animals. Of course we locked the
door."

Dante asked, "Are you going to tell my parents? My mom will lose it and my
dad might beat the shit out of me If they know I like boys."

"No Dante, what you do with Sean is between the two of you and nobody
else. I don't think there's anything wrong with what you did. You're both
young, horny." "And smoking hot" adds Joy. "And smoking hot" I
agreed. Dante showed his preference for guys adding "You and Sean have to
be the hottest father and son pair ever. When you both put on the same
speedo I got boned instantly." Dante now removed the covers from his
cock. To my surprise it was soft, and it hung off his hip bone. This kids
cock made my mouth water.

Sean was looking at me for direction. I think even Joy was staying quiet,
waiting for me because it involved Sean and his friend. "Well, I guess it's
time for bed." Dante said ok, but sounded disappointed. Joy asked Dante to
get her some ice. They both tried to talk me into in it when Dante left for
the ice machine. I made the tough call to play it safe. Dante returned with
the ice. I figured I'd give Dante a little show and dropped my suit and
walked over near Dante for a pair of boxer briefs. I made sure he saw my
cock and ass. We all laid in bed and shut the lights. Joy went straight for
my cock. She whispered "What if we don't touch Sean? What if we fuck Dante
and each other, and then Sean and Dante fuck?"

"I don't know Joy."

"You heard him, he's worried we'll tell his parents. No way he talks. I
know you want that big cock and an ass you've only dreamed about. It's only
a few feet away." She really had me thinking. While I contemplated, I heard
covers rustle, the boys must have been screwing around. Then Joy whispered
"I'll let you be in control for a whole weekend if you do this."

I turn to Joy and was about to say "What's your safe word going to be?" But
Joy pulls the covers back. Then I see both her hands and quickly turn to
see who pulled them down and I see an unmistakable cock. Dante pins me down
and shocks me by having Joy handcuff my hands to the bed. Sean cuffed my
left foot to the leg of the bed. Dante goes to the door and gets a bag from
the hall. "I texted Claire and she had Tim meet him at the ice
machine. They gave him a few goodies. Boys, can you give us a minute? Wait
in the hall." Both boys walked out in the hall...bare assed naked. "I went
this far without your blessing so see if I could change your mind. By
having them force you, Dante can't say anything because he's raping
you. Pretend to resist a bit and he'll think he take advantage of you. But
if you don't want to go along, I'll get the key and release you right now."

"I'm still in control for a weekend, time for you to get a little of what
you give. Now, get that God in here and let's play. No safe word, use me."
With that she put a ball gag in my mouth and called the boys in. "He
wouldn't stop asking me to let him go, so I gagged him. Be better this
way." Dante added "His mouth might have said no, but his cock says
yes. Check out is in 12 hours, we better start using him." Dante unsnapped
my gag and told me to shut up when I started my faux protest. He held my
cock with both hands and bent it like he was trying to break a stick. That
shut me up. Dante gave me a viagra and told me to swallow. I explained that
I don't need it, but he said I will. Dante and Sean both took one and Sean
put the ball gag back in me. Shit was about to get real.