Date: Sun, 17 Jul 2016 13:08:19 +0000
From: anon_85@hmamail.com
Subject: Joy

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My son (16) had always been a good kid and I considered myself lucky
because as a single father I didn't have time to deal with bullshit. He
played football, basketball and baseball. He wasn't the MVP, but he did
well and it kept him busy and fit. My wife passed away 10 years ago and I
never dated because I thought it would be too difficult for Sean. But now
that he was interested in girls, I figured he'd understand. Not to mention
I was dying to pound a hot pussy. At 36, I was still in good shape from
working out with Sean. We both looked young for our age.

I met a girl named Joy at a bar known for singles pickups. She was a little
young (28), but she seemed older due to her confidence. She didn't have
large breasts, but they are very firm and matched her petite frame
perfectly. Her ass was amazing. I couldn't keep my eyes off her body and
she definitely noticed. We fucked on the first date after we met at the bar
and it was amazing. She was very verbal, telling me to how she wanted to be
fucked. She'd tell me faster, slower, harder. At one point she even told me
to eat her pussy, which I happily did. I was surprised that she assumed
that I would go down on her. But like I said, she was confident. I really
enjoyed spending time with her in and out of the sack. Our sex continued to
be amazing and I loved pleasing her. I would lie between her legs and eat
her until my mouth was sore. Joy also gave me the most amazing hand
jobs. She would edge me for long periods of time and make me beg for
release. Sometimes she would straddle my face while she edged me. When she
did get me off, she would polish my head until I convinced her to stop.

She also hit it off with Sean. I think Sean had a crush on her. As time
went by she would join me at Sean's games. At one of his games, she shocked
me by commenting that one of Sean's teammates was hot. She was right. Dante
was tall, ripped and you could see something swinging between his legs. I
was still surprised she would make such a comment about a 16-year-old. At
one game I could see Joy intently watching Dante and she reached over and
started rubbing my cock. Thankfully we were under a blanket in the
stands. She grabbed my hand and put it at the waist of her yoga pants. I
reached inside and she was wet. She whispered "clit" in my ear and I began
stroking her nub. Her pussy was flowing a steady stream when whispered "get
me off". It was so exciting to be getting her off with people sitting
around us. I knew she was close when Sean picked up a fumble and ran
towards the end zone. I instinctively jumped up in excitement, cheering him
towards the end zone. He scored a touchdown and I turned to hug Joy. During
our hug she gave my cock a very hard squeeze. It was hard enough that I
instinctively pulled my hips back. We sat back down and I reached for her
pussy again, but she lifted the blanket. I quickly pulled my hand away and
was nervous that someone saw that awkward exchange or saw her grip my cock
during the hug.

Sean's team won, and Joy told Sean to sit in the front. It felt awkward to
sit in the back, especially because they spoke to each other and I was left
out. As we walked to the house Joy put her arm around Sean. When they got
to the door she lowered her arm off his shoulder and her hand brushed his
firm ass. It was so subtle that I wouldn't have given it a second thought
if she didn't look over his shoulder as she did it. Sean headed for the
shower and Joy walked straight to my bedroom. She spun me to the bed and
said that I owed her an orgasm. She stripped naked and put one of my
t-shirts on. It served as a short dress. As she climbed on the bed, I
reminded her that the door was open. She replied "you better be quick
then". I was nervous, but proceeded because I could hear the shower
running. I was still dressed, but Joy used her fingernail to trace my cock
through my jeans. It was agonizing, but I was focusing on sucking and
tonguing her clit to try to get her off. I noticed her breathing change as
I noticed the shower stopped running. I continued because I had a little
more time while Sean dried off. I knew she was close, but she lifted
herself off my face to I had to strain to please her. I felt panic as I
heard Sean walk down the hall. Joy hopped off and pulled her t shirt down
right before Sean walked by wearing a towel. He looked in as he walked by
and I think he knew we were fooling around. To add to the awkwardness of
the moment, Joy walked over and closed the door as he stood there. On her
way back she lifted the t shirt off and stood before me completely
naked. Any anger I had for her were instantly gone when I saw her amazing
body. "Undress" she told me. She didn't lower her voice and I hoped Sean
had not stood at the door listening as a horny boy with a crush might do. I
undressed and my cock was rock hard. I lied down and Joy straddled me
reverse cowgirl. She tugged on my nut sack and said "don't cum before I do,
you don't want to disappoint me twice". I almost came when she said it. God
she turned me on.

Joy started to ride me, slowly but firmly. As she began to moan, I again
wondered where Sean was. She began to rub her clit as she rocked her hips
fucking me. "Play with my ass". I began to knead her ass, with my fingers
near her asshole. She dragged her nails across my balls, which were pulled
up tight by now. "That's not what I mean". I hesitated for a moment and
began to rub her rosebud. "That's it, use your thumb." Soon she cried out
"Oh God! Wet your thumb". She wanted me to put my thumb in my mouth after I
played with her ass? She reminded me about disappointing her. I licked the
palm of my other hand and rubbed my thumb in the saliva. "That's not wet
enough". Again, I prayed Sean wasn't within ear shot. I spit in my hand and
scooped a big wad of spit with my thumb. I was right at the point of no
return and inserted my thumb in her ass. That pushed her over the edge and
we both came.

As she laid next to me, I thanked her and told her how amazing that was.
Joy told me I was a great partner, but that she wanted more control of our
sex. I thought she was already in control! "Will you do as I say, will you
let me control you?"  She was looking me straight in the eye when she asked
and I didn't hesitate to say yes. "Good" was her reply. Joy got up and
threw me a pair of sweatpants and said I'm hungry. She pulled on my t shirt
and a pair of panties, then leaned against my bureau drawer where I kept my
underwear. I guess she wanted me commando.  I asked her if she was getting
dressed and she said "I am". We walked through the living room to the
kitchen and Sean was not downstairs. As soon as we entered the kitchen I
heard him coming down the stairs. We poked around the kitchen and decided
to order pizza. I looked over at Sean to see if he was acting odd, still
uncomfortable about him possibly hearing us. I didn't pick up on anything
and relaxed a little. As we waited for the pizza, Sean sat down and rubbed
his shoulder. I asked if he was ok, and he said he was just a little sore
from the game. Joy offered to rub it, and he said "ok" a little too
enthusiastically. Joy stood behind him and pulled off his t shirt. By
Sean's expression we were both not expecting that. Joy started rubbing his
sore shoulder and moved on to massaging both. She worked up to his neck and
then started a scalp massage. She picked up his hands and placed them on
the table. She rubbed from his shoulders down his arms. Next she ran her
nails lightly over his back and arms. Sean had goose bumps and a big smile
on his face. His bliss was interrupted by the doorbell. The pizza was
here. Joy asked Sean if he would be a good boy and get the pizza. Sean
hesitated but got up. He quickly turned and walked to the front door. I
briefly saw that Sean was hard. It wasn't until he was at the door that he
realized he didn't have any money. Joy insisted that she pay and walked
away. I heard Sean talk to the delivery guy, it was Dante. I walked to the
door to help carry the pizza and again Joy had her arm on Sean's
shoulder. I stood there almost dazed wondering what Dante thought about
Sean standing there with this hot chick wearing only a t shirt and her hand
on his bare shoulder. I could see by his expression and speech that it was
getting to him. Joy said "pizza guy's cute, tip him." I walked over and
handed him a five, but Joy chastised me "don't be cheap, he's worth more."
I gave Dante a ten and couldn't close the door fast enough. When Sean
turned around from the door it was impossible not to notice his erection.
Great, add that to the scene played out before Dante. Thankfully the rest
of the meal was normal.

Joy asked Sean if he wanted to watch a movie. Sean picked Deadpool, which I
hadn't watched yet. Joy said she saw it, but insisted she didn't mind
seeing it again. Joy and I sat on the couch and Sean sat in the
recliner. Joy grabbed a blanket and settled in for the movie. If you
haven't seen Deadpool, it isn't the typical superhero movie. There are some
very kinky sex scenes with references to anal sex, etc. I wasn't expecting
that and got up to stop the movie. Joy grabbed me by the hand and said
"He's 16, I hope you don't think he hasn't seen worse than this?" She
looked at Sean and said "right Sean?" He turned 3 shades of red, but didn't
answer. I didn't know what to do, but didn't resist when she pulled me back
to the couch. As I sat down she whispered "good boy". I got hard under the
blanket and wasn't sure if it was from the sex in the movie or what Joy
whispered to me.

Sean went to bed when the movie was over and Joy said she was going home. I
reminded her it was Friday begged her to stay, but she insisted. Now that
we were alone she said that she was very happy and thanked me. I thought
about telling her that I loved her, but she broke the silence first by
reminding that I agreed to do what she says. She got between my legs and
pulled my sweats down. She started sucking my cock. She stopped and said "I
really hope that you will do as I say, I'm so happy with our relationship
and don't want to have it ruined" Was she saying that if I didn't listen
she would end the relationship? I did t dare ask that and disturb my blow
job. She stopped before I came and told me to go get her clothes. I went to
get her clothes and literally bumped into Sean as he was leaving the
bathroom. I looked down and noticed we were both hard. He noticed too and
sheepishly said sorry. Was he jerking of in the bathroom? The water wasn't
running from the toilet.

I returned with Joy's clothes and watched her get dressed. I went to pull
my sweats down and was told "I'll tell you when". Finally, she knelt down
and pulled my sweats off, throwing them across the room. I was worried
about Sean coming downstairs, but not enough to stop her. She sucked my
cock and said I'm going to give you a blow job that will make your eyes
roll back in your head. Joy explained this as she bobbed on my cock. "I'm
going to suck you and when you're close I'll only lick the shaft near the
base. After enough close calls, I'm going to stick my finger up your
ass. When I think you're ready, I'm going to work on your cock head, while
I finger fuck you. Does that sound good?" "Yes" I panted. Joy replied
"Good" as she stopped sucking me and pulled my pants up. I looked at her
wide-eyed. She said I would get that if I followed her instructions. She
said all I had to do was text me a picture of my hard on every five minutes
from now until 1am. That would be for 2 hours! I agreed. "One more
thing. You're not allowed to cum. Once you go to your room, I'm going to
put a piece of tape on your bedroom door. I'll be by in the morning to give
you your treat if I get the texts. If the tape is broken, you'll be
sorry. If I inspect the room and find any cum stains, you'll be sorry. Got
it?" "Yes" I replied with a trembling voice. This was so exciting.

I lied in bed naked and hard. I heard the front door close and Joy drive
off. Thinking about the reward kept me hard, for the first half hour
anyway. The next 90 minutes would require some work. When Joy got home she
Skyped me and asked how it was going. I told her that her timing was
perfect because my hard on was just starting to fade. She asked if I needed
help, "yes please!" Joy started to lift her shirt over her head, but
stopped and said "I'll trade this for 5 spanks on your ass. Deal?" I agreed
and she took her shirt off. Her nipples were hard and I wanted to taste
them so badly I almost licked my phone. Again, as if she read my mind, she
lifted her breast and circled her nipple with her tongue. That kept me hard
for another 20 minutes. Only half way there. Joy put her shirt back on and
said to text her if I needed anything. With that she ended the skype. I
spit on my cock and stroked for a while. I wish I had lube. Eventually the
boredom of sitting in an empty room started to get to me, so I texted
Joy. She answered my saying "Need more help?" "Yes" I replied. She called
me on skype.

"10 more spanks and you're gonna need to ask nicer than that"

"Ok. Please help me stay hard?"

"Not too convincing. Tell me why"

"I need you to help me stay hard because I want a blow job"

"And..."

"And I want you to finger my ass"

With that Joy undressed and reached for a dildo. She started fucking
herself. I wanted to run out of my room, drive there and fuck her
senseless, but knew I couldn't.

"Want to watch me cum?"

"YES"

"Will you rim my ass? Take your tongue and pleasure my ass?"

"...yes". I'd do anything at this point. I've never been this horny my
entire life.

"Say it boy"

"I'll eat your ass, lick both your holes if you'll suck me and finger my
ass"

"Good boy. You have half an hour left. Don't skype me, just send me pics
every 5 minutes. Sleep tight." Joy continued to screw herself with her
dildo until she cried out in ecstasy. That scene helped for the final
stretch.

After I sent my last text I got up to shut the light so I can try to
sleep. When I was near the door, I thought I heard something. Damn it, I
couldn't open the door because of the tape. "Sean", I called. No answer,
but I swore I heard another sound. After a few moments of silence, I
returned to bed with a sore hard on and blue balls. I had a hard time
falling asleep, but eventually slept sometime after 2am. The bed moving
woke me up. I looked at the clock and it was 8:03. As I came to, I noticed
Joy naked on the bed. We exchanged warm greetings and she pulled the covers
back and engulfed my flaccid cock. It took a matter of seconds to get to
full mast. She sucked me to the edge and stopped telling me to turn over. I
did as told and felt the sharp pain of my first swat. I forgot about the
spanking I owed her. She continued, delivering 4 more. My ass stung, but it
wasn't too bad. I turned over and round 2 began. Again, when I was close to
cumming, she stopped for a spanking session. These hurt a little
more. After my third close call, I received my final spanking. These really
hurt and were loud. The blow job resumed. Every time I was close, she would
lick the shaft only – just as she promised. After a very close call with
an orgasm she said she had something to show me. Her edging was driving me
insane. She grabbed her phone and played a video. The video was edited so
only my voice and image could be heard and seen.

Basically the video showed me begging to have my ass finger-fucked while
begging to be spanked and to lick someone's asshole. "I doubt you want me
to post that on my wall" she added. "No, please don't".

Joy straddled my face and lowered her ass. The sooner you please me, the
sooner I please you. I took both hands, spread her cheeks and started
eating her ass as if my life depended on it. I was pleased when she replied
"Oh, so eager. "I couldn't help but think that yesterday I was hesitant to
play with Joy's ass, now I was devouring it. Joy attacked my cock head and
shoved her middle finger up my ass. She found my prostrate and started
jabbing and rubbing it. I lasted another 5 seconds and came like never
before. The sensation started at my ass and slowly traveled up my cock. It
was the most amazing feeling I ever experienced up to that point. I
screamed out loud, uncontrollably. A few seconds later I heard Sean ask if
I was ok. A frantic yes was all I could muster. After a few seconds pause
he asked if Joy was here. Damn, busted. In a more composed reply I said
"Yes Sean. She is."

Joy snaked up the bed to kiss me and forced my cum into my mouth. She asked
me to describe my orgasm, and I did in great detail. She told me I was
lucky to have anal orgasms. I asked if that was a real thing, she replied
"You tell me." Joy laid next to me and I felt like the happiest man on
earth. Joy continued to shock me by calmly announcing "I have a strap on
dildo and I'm going to fuck you, and when I'm through you'll beg me to do
it again. I could tell from our first time that you'd be my plaything. You
followed all my commands without hesitation. I want to take our
relationship to the next level, both sexually and emotionally. I hope you
want the same thing."

I replied that I did, on both counts – finally admitting "I'm falling in
love with you." Joy said, that if at any point what she wanted wasn't
compatible with what I wanted that we would end our relationship honestly
and without drama. If I got nasty during a breakup, she always had the
video. I told her I wasn't worried about breaking up or doing so badly. Joy
replied "Good. Now you've rested long enough, fuck me". What followed was
the most passionate love making I've ever had. When we finished we stayed
in bed all morning. I reflected on the past 24 hours. I had firsts of ass
play, rimming, cum control, spanking was soon to lose my anal cherry.

Ultimately it was Sean asking if we were coming out that roused us from
bed. We left the room, me in boxers and Joy in my boxers and one of my t
shirts. Joy stopped me at the door and said "Do you think we should talk to
Sean?"Again, she read my mind.

We all sat down (in our boxers, lol) at the kitchen table. I explained to
Sean that Joy and I were developing feelings for each other and that we
would be spending more time together. Sean said that was awesome and got up
and hugged Joy. They embraced for a long hug and when Sean returned to his
seat, the tip of his erection was poking out through his fly. I found the
tip of his cock to be much bigger than I expected. I was also surprised
that seeing his cock head made me want to see more. As I looked away I
noticed that Joy was watching me check out Sean's cock. She had perverse
grin on her face. Sean got up to get some juice and Joy took the
opportunity to reach over and feel my semi-erect cock and said aloud "Oh my
God". I looked over to see Sean's reaction to her comment. Thankfully he
didn't appear to hear her. As he reached for a glass I really noticed how
toned his calves, legs, back and arms are. The tuft of hair under his arms
reminded me he isn't a little boy anymore, he's a young man. He turned
around with his juice and caught us both looking at him. "What?" he
asked. "Nothing" I replied, but Joy in her typical matter of fact way said
"Just admiring". Sean blushed and I swear his cock grew in the few steps it
took for him to walk back to his chair.

Joy asked Sean for some juice. He slid from the table and turned quickly to
hide his erection. Joy asked me for some toast. When I went to get the
butter, Sean and I faced each other. We stood there looking at the tent in
the other person's boxers. The silence was deafening. Joy got up and put an
arm around each of us. She gave each of us a kiss on the cheek and pulled
us in to a group hug. In doing so I felt Sean's hard cock against my
thigh. Sean had his head on her breast, with only my thin shirt separating
his head from her tit. Joy's nipples were rock hard as was my cock pressing
against her. I was afraid to separate because my cock was raging. Joy's
hand slid down my back to my ass. I didn't see her hand on Sean's shoulder
so I assumed her hand was on Sean's ass too. I closed my eyes struggling
between my desires and morals. A soft moan brought me back and I saw Sean
sucking Joy's nipple through my shirt. I looked up at Joy and her response
was to slide her hand in my boxers and rub my asshole. Joy was getting what
she wanted and so was Sean, but what should I do? Again on cue, Joy
whispered to me "Do this for me...please."

I wanted to please her so badly that I told myself we'll take it one step
at a time and I could stop it at any moment. I nodded and was rewarded with
a passionate French kiss. Joy removed her shirt and Sean resumed suckling
her breast. It didn't seem to matter to him that I was there. I joined in
pleasuring her other nipple. Sean finally recognized my presence my rubbing
my back. Joy pushed both our heads back and simply said "Bedroom boys"

Joy followed us to the room, we stood there with neither of us knowing what
to do. Joy broke the silence, "Let's get to know each other a little
better. Sean, are you a virgin?"

"Sort of"

"What does that mean"

"I've messed around with Dante, ya know jerked each other off"

"Good choice, he's hot. You know you can't tell him or anybody else about
this"

"Yes I know"

"Are you sure you want to do this?"

"More than anything Joy."

"What do you want to do more than anything?"

"Whatever you want me to do"

"Did you listen to me and your father? See anything?"

"Yes, I heard stuff and saw you on the couch Friday night"

"Did you watch?"

"Yes, I jerked off too. It made me cum very hard. I wanted this ever
since."

"So you know that your dad does what I tell him?"

"Yes... I heard." Little bastard had a smirk on his face.

Joy turned to me "Take Sean's underwear off". I knelt down and pulled his
boxers down. His cock sprang free and hit me in the face. I felt a small
wet spot on my cheek from his precum. His cock was almost as big as mine,
but looked huge on his smaller frame. For the first time in my life I
wanted to suck a cock. "Sean you know you have a beautiful cock". Sean
thanked her for the complement. "I bet you want to see my pussy."

"Yes ma'am "

"Such a polite boy. Remove my boxers for him." I pulled her boxers down and
noticed Sean had a long strand of precum hanging off his cock. "Sean, I
think your father wants that precum. Feed it to him." Sean took the strand
of cum and put his finger in my mouth. I sucked it more than I needed
to. Joy climbed on the bed and spread her legs. "Time for you to eat your
first pussy. Sean, first smell it. Savor the aroma. Now take a taste. Sean,
it's so hot to be the first pussy you ever tasted. Stick your tongue in,
move it around. That's it. Now suck in my juices. Never let it go to
waste. Stop now. Look at my pussy lips, see how they are swollen? They
filled with blood and above my lips you can see my swollen clit. That's how
you can tell a woman is excited. That is the most sensitive part of a her
body. Gently lick it...Oh, that's it. Your son is a natural. Now suck it,
make me cum." With that Joy screamed out and clamped her legs around his
head. She came very quickly. This hot scene must have her on edge. "Your
first time getting a woman off and you were wonderful. Now you need to get
off and your father and I both want to suck that magnificent cock. Lie down
Sean." We both joined him on the bed and gave him two-mouth blow job. It
was his first and I can't imagine a better experience. I sucked his head,
while Joy worked his balls and taint. I was told to switch, so Joy took his
cock and deep throated him all the way. Then we each took one side of his
cock and coordinated our blow job. Sean announced he was going to cum. I
sucked his cock head as hard as I could, cherishing every drop of his
load. And man did he cum. I felt like I was chugging a beer he came so
much.

"Give me some." I kissed Joy and shared Sean's sweet cream. She then kissed
Sean, sharing it back to him. When she was done, he started to giggle. I
asked what was so funny and he asked if swallowing his own cum counted as
recycling for his school service project. Joy told Sean to stand so we
could get a good look at his ass. We both felt and admired it. It was
smooth, firm and perfectly round. There wasn't a thing I would change. I
wanted to eat his ass right then and there. We complimented him on a fine
ass and said Dante's was even better.

Joy said it was my turn, and I could get off any way I wanted. I really
wanted to fuck Sean, but knew he needed to be opened first. So instead I
said I wanted Sean to blow me. Joy laid down and told me to straddle her
face so she could rim me, she told Sean to fuck her. I was back far enough
and Sean was flexible enough that with Joy's legs on top of his, he could
suck me as he banged Joy. He couldn't take my cock too deep for his first
time, but seeing Sean's lips wrapped around my cock while Joy ate my ass
had me ready to blow in record time. Joy announced that the first person to
cum would be punished. I called no fair because Sean already came. My nut
sack was bitten and I was told to stop complaining. Shortly after that I
shot my load down Sean's throat. Some cum dribbled out of the corners of
his mouth, but he licked it all in. I went behind Sean and played with his
hole while he fucked Joy for another 15 minutes before cumming. Joy told me
to eat the cream pie, which I readily did.

Sean headed for the shower while Joy and I cuddled. Joy said "I'm so glad
Sean joined us. We are going to be very close and have the most amazing
sex. I'll never do anything to hurt Sean, I care too much for him and
you. However, he is one of my toys now and I'll use him whenever I like. If
this is too much for you, I understand and we can part ways as we've
discussed. It will break my heart, but this is something that you must
support."

"I went into tonight with the mindset of taking this one step at a time,
knowing I could pull the plug. I'll take the same approach as we move this
forward. Tell me more about this punishment you mentioned."

"Well, you are going to experience an amazing mixture of pleasure and
pain. I have kinky tendencies beyond what I've shared so far and I want to
explore them with you. Start thinking of a safe word."

Joy and I shared shower with passionate sex before heading to bed. Sean saw
us enter the bathroom and had to know what was happening. I was proud he
showed the maturity to give us our time. I was a little worried that he
would assume that he would join us every time we were together.

We had breakfast the next morning as a normal family would. Sean said he
was going to hang out with Dante. I reminded him of the importance of
absolute silence on this. He assured me that he did, and rode off on his
bike. Joy left and told me to be at her place by 6pm – sharp. We both
had errands and chores to do so that worked well.

I arrived at Joy's place around 6 and was greeted by a note on the
door. "Come in and undress. Leave your clothes upstairs and join me in the
basement. When you arrive downstairs you will refer to me as ma'am or
mistress. The first word you speak will be your safe word. After that you
are only to speak when spoken to."

I was trembling with excitement was I walked down the stairs. By the time I
reached the bottom, I was hard. Only half the basement was lit and there
was a small table at the foot of the stairs. From the unlit part of the
basement I heard, "Put the wrist and ankle cuffs on, firmly but not too
tight. When you are done, stand in the center of the room." I did as I was
told and waited. A blindfold was placed on me from behind by Joy (I
assume). My arms were lifted and attached to a hook of some sort. My legs
were spread and a bar was connected to them. "You have earned yourself 3
punishments."

"Why, what did I do?"

"That makes 4. I'll count them for you. The first one is for cumming first
yesterday. The second is for being a few minutes late. The third is for not
saying your safe word and the last one is for speaking without
permission. Now, what is your safe word?"

Joy removed the blindfold and I couldn't believe how hot she looked. She
had long leather boots with about a 3" heel and a leather corset. Her
breasts, pussy and ass were bare. She wore her hair up. She never styled it
like that before, and I really liked it. Finally, I spoke "Strawberry."

"Very well. Use it whenever you want me to stop. I'll begin with your first
punishment." Joy lifted the bar between my feet and hooked to the
ceiling. I was hanging from the ceiling in a U shape. Joy wheeled over a
table from the dark side of the room. I could smell a candle burning. I
felt something hot being applied to my ass, then felt something added to
that. After a few minutes of Joy working on my ass she told me that she was
waxing my ass crack. Shortly after that, I heard a ripping sound and it
felt like she peeled my skin off. It hurt so much that I didn't scream
because it took my breath away. Before I could catch my breath, Joy pulled
off the other patch. I spasmed on my restraints. Joy washed the area with a
cool cloth and that provided some relief but it the area was still very
tender. She inspected her work and used tweezers to pull a few remaining
hairs. Even that was painful enough to produce some yelps from me. Joy
lowered my legs and said "Oh my, you're still hard. Are you a plain slut?
Maybe I should see how much pain it takes for you to lose your erection?
Maybe another day?" I really hated not being able to speak, to communicate
with Joy.

"One down. I was going to remove that hair anyway, I just selected a more
interesting method. I'll enjoy the next punishment it so much that I'll
take photos. Don't worry, no face shots." With that brief clue of what was
next Joy wheeled the waxing table back and returned with another table. She
really has this planned. I know what she did with her day. She attached
some sort of harness to my sack, explaining that it is called a
parachute. She had we lift my legs so they were bent so my shins were
parallel to the floor. She attached chains to the bar so if I straightened
my legs I'd pull on my sack. To make matters worse she added a weight to
each end of the pole. I don't know how much weight she added, but it looked
like the pole should be used for bench presses. Joy set a five-minute
timer. I felt like this would be pretty easy. One minute down and no
fatigue. But when the timer hit the four-minute mark, she added more
weight. After adding the weight, she started feeling and rubbing my
legs. "I love the feeling of your leg muscles. They are so defined and
muscular." She traced a protruding muscle on my thigh and then straddled my
leg and started rubbing her pussy up and down my taut thigh. This caused me
to swing by my arms. This made it even more difficult to hold the weight
up. As the timer counted down, more weight was added. It was a constant
strain to hold the weight from pulling my balls. For the last 30 seconds,
she started giving me a hand job. That immediately started sapping my
strength. I was really stretching by sack now. Even with the pain, I stayed
rock hard. Maybe I was a pain slut. The timer beeped and the hand job
stopped. Joy grabbed her camera and took a number of pictures. She finally
unclipped the parachute from the bar. My legs felt like rubber when I tried
to stand. Joy put the weights away and stood in front of me.

"Have you ever been caned?" I shook my head no. "Don't take your eyes off
me. Understand?" As soon as I nodded, I felt the sting of a cane on my
ass. I desperately wanted to see who was behind me delivering the
blows. "Four more my pet." I wasn't sure if she was talking to me or the
mystery person. Each blow of the cane felt my ass was being torn open. Joy
picked up what looked like a chopstick and approached me and said "And one
for good luck." With that she struck my cock with the mini-cane. It hurt,
but not as bad as I feared. I think she took some mercy on me. My ass on
the other hand was burning. "Apply the salve to his ass" I felt a cool
cream applied to my ass. It helped quite a bit. All the while I never took
my eyes off her, and she off me. I felt the same cream rubbed on my cock
where she struck me, but before it was fully applied, Joy shouted "Stop! I
didn't say to apply it to his cock." Joy approached me and placed the
blindfold on. She called her assistant over and said "You agreed to follow
all my directions very carefully. I didn't want the salve applied to his
cock. What I want you to do is apply the cream to your cock and use it as
lube to make yourself cum. No, add a little more. Good. You look hot
masturbating. I like to see your muscles flex." I could hear someone
jerking off in front of me. It seemed like a lot of time went by and he was
still stroking. I heard whimpers of frustration. Then Joy explained it.

"You see, the salve for his ass works because it numbs the skin. I got this
from a friend of mine who is a pharmacist. It is much stronger than you can
get over the counter. So the longer you stroke, the more you rub the
numbing medicine into your skin. Now you know why I didn't want it on his
cock. If you don't cum for me, I'll lock you into a chastity device for a
month." Joy removes my blindfold and continues "But you'll still
participate in our sex games as best you can." I was amazed to see Sean
standing there stroking his cock as fast as he could. There was sweat on
his brow. Joy was right, you could see every muscle in his arm, shoulder
and chest. I considered using my safe word for Sean's sake, but thought I'd
let this play out a little more – not to mention it looked incredibly
hot. "Sean, you may speak."

"I'm sorry mistress. It was a small mistake. I don't feel like I can
cum. I'm sorry." There was desperation in his voice. Joy stood behind him
and played with his nipple and asked "Do you want me to help you get off?"

"Yes ma'am!"

"Ok, but it'll cost you a little. Want to take the month of chastity or pay
a mystery price?" I was hoping for the mystery right when Sean announced
that he wanted the mystery. Joy stopped playing with his nipples and walked
away. She returned with a long, skinny, wavy wand. It almost looked like a
kid's toy. She walked behind him and started to insert it in ass. It
totally surprised him, he wasn't expecting anything like that. It wasn't
big, but I imagine the wavy design must have opened his ass as she pushed
it in. Once a few inches were in, she hit a switch on the base and it
started to vibrate. Sean moaned out loud. Joy started moving and twisting
the wand. It must have been working because he really was moaning like a
bitch in heat. It was so hot to see Sean's hot body from a side view; him
feverishly stroking his massive cock while Joy manipulated the toy in his
round firm ass. "When you feel like you're close, stop stroking."

In another few minutes, Sean removed his hand from his cock. Joy changed
the angle, aiming the device right at his prostrate. Sean started bucking
his hips, like he was fucking the air. He was babbling something; it was
like he was speaking in tongues. Then the cum started to fly, and I mean
fly. With his hips humping and his cock bouncing ropes of cum flew
everywhere. "Stoke yourself." And did he ever. He was moaning like I've
never heard. Then he had another orgasm. This one more watery, but an
impressive discharge considering he just blew his load all over the
basement. Joy unhooked my hands and told me to lick up all the cum. I
wanted his load, but was also embarrassed to crawl around in front of him
like a dog sniffing for scraps.

Joy returned with a cart containing shaving items. She told Sean to shave
me. My head snapped to her. Joy said I could speak. "Mistress, how will I
change and shower at the gym? I'll be embarrassed."

"That's why it's a punishment. With your hot body, even straight guys will
watch you strutting around the locker room with your shaved cock. Be
thankful I don't write slut above your cock with a sharpie." I looked at
the cart and there was a sharpie. Holy shit. Sean applied the shaving cream
and began. He did a good job, but Joy cleaned up a few spots and announced
only one punishment left and asked if I was ready to fuck her.

"Yes ma'am!" Joy sat in a chair and put her legs up on the arms. When I
approached her, she said to fuck her with the red dildo in the cupboard. I
retrieved the dildo and was a bit confused. Joy again read my mind "You put
that end in your mouth." There I was on my knees, biting on a dildo,
bobbing my head to fuck her. To have her pussy and aroma in my face was
such a turn on and tease. To make matters worse, she called Sean over and
sucked his cock. She didn't bring him off, but still sucked him for a good
while. I guess he was still drained. After a while she finally came and
good thing she did – my neck and jaw were killing me. As I backed away,
I could see her cum running out of her pussy towards her ass. "Sean, be a
dear and clean up my cum. Mmmmm, that's it, but it ran down to my ass. Oh
that's it lick my ass. Look at what a good job he's doing. You haven't been
making him practice on you? Don't stop Sean, try and push your tongue up my
ass. Oh, such a good boy" Then Joy instructed me to get on my knees and
suck her clit. "That's it boys. You two are going to make me cum
again...don't you dare stop." I thought about stopping so I would get
another punishment, but was afraid of the sharpie and already had one more
coming. Joy had such an intense orgasm that her cum squirted out of her
pussy and landed in Sean's hair and back. I saw women squirt online, but
never had a partner squirt. It was beyond hot. Finally, Joy closed her legs
signaling she was done.

Now everybody got off except me, but when Joy rolled out some contraption I
had the feeling that was going to change. It was sort of an elevated
frame. Joy had me climb on to it and she strapped me down. It held me on
all fours, but was made of tubing so everything was exposed. The height had
my ass and face at crotch level. What was she going to do now?

"Your final punishment is for you to cum...3 times. If at any time you want
to opt out of this punishment, I'll get the sharpie. Any questions?"

"No mistress."

As expected Joy controlled the action. "Sean, sit under for father and milk
him. Don't make him cum or you'll replace him, and I'm not sure you have 3
loads in you. No, use a very firm grip with slow strokes...That's
better. You may speak when you are close to orgasm."

It wasn't long before I spoke and Sean immediately stopped, leaving my cock
pulsing in the breeze. "Sean, put your mouth on his cock head. I want your
lips just past the ridge of his cock head. Now quickly rub your tongue side
to side on the bottom of his cock head." It felt sooooo good. Just when I
announced I was close Joy put the same vibrating wand up my ass giving me
permission to cum. "Don't stop Sean". I came and came. The vibrating
stopped, but Joy instructed Sean to use the palm of his hand to rub my cock
head as fast as he could. My cock was so sensitive I'm surprised I didn't
break the frame with my spasms. "How much did he cum Sean?"

"He filled my mouth 3 times mistress." He said as the head polishing
continued.

"I would have thought that he wanted save some. Start stroking him again as
they you did before. Same rules as before for both of you.". My cock was a
little sore and the milking didn't give the same pleasure. After 15 minutes
I could tell Sean was getting tired. And so was I.

Joy could also see this wasn't getting anywhere and said "Sean come back
here and let me try working his cock." She returned with a vibrator, but it
wasn't a sex toy. It was more like a therapeutic massage device. Joy firmly
grasped my cock just below the head and said "Sean, be a dear and eat your
daddy's ass while I torment his very red cock head." Sean wasted no
time. It felt great on my newly hairless crack. I could feel every texture
of his tongue. The pleasure was short and ended in a jolt as Joy applied
the therapeutic massager to the top of my cock head. I couldn't help but
emit a guttural moan. Joy didn't move it around, she just held it in one
place. As the sensation built, I recalled Joy's words of experiencing a mix
of pleasure and pain. She slowly moved the device to the very tip, right on
the piss slit. She continued the very slow movement to sensitive area below
my cock head. It felt good for the first few seconds before the intense
vibration changed the feeling to a powerful numbing effect.

Joy looked to Sean and said "He's going to need more help. Get some lube
and fuck him. I want you to fuck him hard and fast. You're going to spray
your hot cum on his prostrate and help him give me his second load." Sean
replied "Yes mistress!" with excitement in his voice that I haven't heard
since he was 10 years old on Christmas morning. He came back and lubed my
hole. He took Joy's advice and started with a few fingers. Once those moved
freely, I felt the tip of his cock pressed against my hole. Joy had stopped
working my cock and recorded Sean with her cell phone. "This isn't for
insurance; this is because it's so fucking hot. If you could see his little
ass flexing as he buries his cock in your hairless ass, you'd shoot that
second load. But, you don't have eyes in the back of your head. I'm going
to have to setup a camera down here and record our sessions." After Joy
captured enough, she returned below me. I braced for the vibrator, but felt
her warm mouth instead. She slobbered her saliva all over the head. I
realized I wasn't getting a blow job when I felt the jolt of the vibrator
back on my cock. But this time she ran it up and down the bottom of my
shaft. Oh, that felt much better.

My heart skipped a beat when Joy announced that I had to time my cum to
Sean's or it didn't count. Talk about pressure to perform. "Sean you may
speak freely until you cum. In fact, tell us what you are thinking and
feeling."

"I can't believe I'm fucking my father's hot ass. His ass is better than
most kids in the locker room. It's so tight...I can't wait to fill him with
my jizz. I want to have his ass every day. I'm starting to feel my balls
pulling up. I don't think it'll be too long." Feeling and hearing him was
getting me close. Joy finally gave me permission to speak. I took advantage
saying "Fuck me Sean, fuck me harder." With that he really started to nail
me. The sound of him crashing into my ass filled the room. "Sean, please
tell me you're close". "Not quite dad." Shit, I thought to myself. I
couldn't do four loads; the prospect of the sharpie started to sink in. Joy
whispered in my ear "Don't give up so easy. Make him cum." So I started
encouraging him, begging him "Sean give me your hot cum, I want it so
bad. Shoot for daddy, please Sean." Then I clenched my ass, milking
him. That did the trick.

"Oh Dad, I'm gonna cum – I'm gonna cum!" With that we both exploded. I
felt his cream coat my insides and I came hard. So hard it actually
hurt. My cock was sore and that pain and pleasure mix was a new and
wonderful experience. At the same time, we both thanked Joy for that
amazing experience. "Your welcome boys. I think I'll let you speak for the
time being." Joy unstrapped me from the rig. I was stiff and sore and if
felt good to walk around. While I was walking around, Joy wheeled the rig
out and returned with a table. With the cuffs still on, I was tied to it
spread eagle. Joy straddle my face and Sean stood to the side. They both
went to work in my limp cock. They took turns sucking and stroking my
cock. They got me pretty stiff, but I didn't see any way I would be able to
give Joy a third load. Not that Joy had a problem, as she came violently in
my mouth. I was really losing hope because the more they jacked me, the
sorer I became. Joy could see that I wasn't making any progress and my
discomfort was increasing. "Give up?"

"No." There was no way I wanted to be branded, even temporarily, as a slut
for my friends at the gym to see. Then Joy made me an offer. "I have an
idea, that should help. If you want my help, then I want to share you with
my best friend. Just you, not Sean." I so had to choose between
embarrassment and having a three way? "Deal" Joy and Sean disappeared for a
few minutes. I really couldn't see what was going on because I was still
strapped to the table. Joy returned alone and put the blindfold on. She
unstrapped me and led me by the arm. We stopped and she removed the
blindfold. There is front of me was Sean in the same rig I had just been
in. I was overcome with lust and dropped to my knees and ate his ass like
it was the last supper. "That's it, get him ready."

"Oh God, dad. That's amazing...fuck yeah...Fuck me now. Fuck me." I pulled
his cock back between his legs and began stroking it. With my other hand I
finger-fucked him to loosen him up. Once my fingers easily slid in, I knew
it was time. I stood there for a moment admiring his amazing body, savoring
the moment. My cock was hard without any stimulation. I placed my hands on
his hips and my cock at his pink hole. I slowly pushed in to prolong the
feeling of penetrating him for the first time. Even strapped, he was trying
to push back to get more of my cock. Once I was buried, I rotated my hips
grinding into him. In doing so I felt my cock brush against his
prostrate. Once I worked out the angle, I started pumping his ass. I made
sure I banged his magic button every time. After my third stroke, I felt
the sharp sting of a thin crop on my ass. Now every time I struck his
nugget, I felt a sting. The blows weren't especially hard, but there was a
sting. We had a beat going. Swish, crack, ah (from the sting), ohhh (from
Sean as I hit prostrate). Swish, crack, ah, ohh, swish, crack ah, ohh. It
was spontaneous music that we made together. My cock was sore, but the
sight of the perfect ass before me kept me hard and wanting. Pain and
pleasure. The crop stopped and Joy crawled under the rig, but based on
Sean's groan I could only assume that she was sucking his cock. When Sean
started whining "Oh fuck, oh fuck" it was as if he wanted to call out more
but didn't have the energy. "Dad, please cum in me. I want to know what it
feels like. Please cum while Joy is sucking me." A few more jabs at his
prostrate and his hole constricted and we both had a flood of
pleasure. Once again my orgasm started at my ass and surged to my cock. If
the rig wasn't there I'm sure Sean would have collapsed on the floor. Joy
and I carefully unstrapped him and laid him on the table. He was exhausted
with a look of bliss on his face. I embraced Joy and professed my love to
her. We had a bond that I didn't think was possible and I couldn't imagine
what or who the future held.