Date: Tue, 30 Apr 2013 20:20:21 -0400
From: Max Roberts <maxroberts@usa.com>
Subject: Max's Older Bears - Part 5 - Staying Overnight

This story is purely a work of fiction.  Any resemblance to persons living
or dead, or to events that may have occurred, is purely coincidental. This
story is for adults only. If you are under 18, please exit this page
immediately. The author claims all copyrights to this story and no
duplication or publication of this story is allowed, except by the web
sites to which it has been posted, without the consent of the author. The
author welcomes comments or suggestions at MaxRoberts@usa.com.


Max Roberts


I'd been working at Mr. Berman's shoe store for a few weeks now, and even
though I had a very interesting interview that included me shooting a load
up Mr. Berman's ass and another one down his throat, it was starting to
look like that wouldn't happen again. At least I had his underwear from
that day as a nice souvenir. Spring was in full swing and I was extra
horny, so I jacked off with that souvenir many times.

It had been a long Monday at school and I still had to work a few
hours. When I got to the store, Mr.  Berman greeted me. "Hi, Max. Hope you
had a good day off. Before you get started, will you come back to my
office? I'd like to talk to you."

Mr. Berman's office was where I had my interview. I was hoping he had
something else in mind besides talking. When we got there, Mr. Berman just
looked at me. He's a tall man, so I was looking up at him and decided to
break the silence. "What do you want to talk to me about?"

Mr. Berman sighed. "Max, you're doing a great job here and I don't want to
jeopardize our working relationship or cause any problems for you or me,
but I think about your 'interview' a lot." He paused for a long time like
he didn't know what else to say. Finally he continued. "I don't want to
risk doing anything more here in the store, but my wife is going out of
town for a few days to visit her sister.  She'll be gone all weekend. Well,
she's leaving Thursday and not coming home until Monday. I was thinking you
might want to come home with me after work Friday. I could drive you and
we'd go into the house through the garage so no one would see. I could
drive you home after. We'd have to be careful, but like I said, I think
about you that way a lot."

"Oh, Mr. Berman. I'd love to do that and I'll be sure to keep it secret.
And I know I can get away Friday because my parents are going away on
Friday for a cruise. They'll be gone ten days, but decided I could stay
home on my own. If they check up on me, they'll call my cell phone so I can
tell them I'm at home and they won't know."

"That's great, Max. I'm glad you want to be with me again. You're such a
beautiful boy."

"And you're a handsome man," I said. "I think about you a lot and jack off
with your underwear just about every day."

"I'm glad you think so, Max, but I'm not sure what you see in me. Now let's
get to work and we'll play on Friday."

"Mr. Berman, do you think I could stay with you Friday night? I've never
spent a night with anyone and I really want to - and I'll be on my own."

"Well ... I suppose it's okay. I'll have the house to myself and nobody
will know. Now ... time to work."

So I went to work. And every day at work that week all I could think about
was having sex with Mr.  Berman again. I'd steal glances at him. He had a
handsome clean-shaven face and a full head of brown hair. He was a tall man
with a firm, but substantial belly and a nice butt. And I knew once I got
his clothes off, I'd find a nice sized cock, maybe 7 inches and not too
thick over a big set of hairy balls.  Every night, I put on the bikini
briefs he gave me at my interview so I could feel close to him, knowing my
cock and balls were right where his had been. Finally Friday came.

When I got ready for school, I packed a change of clothes and my toothbrush
into my backpack. I went downstairs and got a full set of instructions from
my parents about what to do while they were gone.  I'm glad they trusted me
to stay alone. They told me they'd be gone when I got back from work that
evening, but that I should call when I got home.

At school I was so horny thinking about spending the night with
Mr. Berman. And it didn't help that I ran into my sexy guidance counselor
Mr. Wilson who I'd had sex with twice. To top it off, my old math teacher,
Mr. Edwards was substituting for one of my classes. I always had a crush on
him. He was a big guy - average height with a nice round belly and a butt
that always pushed the limits of his pants. He wore polo shirts that were
tight enough to show his rounded belly and chest and his nipples were
always hard under it. All through that class, I fantasized about
Mr. Edwards and didn't get any of my work done. Ever since I started having
sex with older men, I noticed them all the time - especially big guys who
seemed confident about being big.

After school I went to work. Time seemed to drag as I anticipated my night
with Mr. Berman. About a half hour before closing time, Mr. Berman told the
other folks they could go home early and enjoy the evening. "Max will help
me close up. Go ahead. You deserve an early night," he said.

I knew the truth. He didn't want them to see me leave with him. As we
closed up, Mr. Berman asked me, "Are you sure you want to do this, Max. I
don't want you to feel like you have to because I'm your boss."

"Oh, no, Mr. Berman," I said, "I don't want to back out. It's practically
all I've thought about all week. I went over to him behind the counter and
put his hand on my crotch. As he felt my hard cock in my pants I said,
"See."

"Not here, Max," he said sternly. "We need to be careful."

So I backed off. We closed the store up and got into Mr. Berman's car. I
ducked down so no one would see me. "Good idea," he said.

Mr. Berman pulled into his garage and closed the door. "We're here, Max,"
he said.

I popped up. We were safely behind the closed garage door and still in the
car, but I couldn't wait. I leaned over and gave Mr. Berman's crotch a
quick feel. His soft cock and big balls felt great through his dress
pants. Mr. Berman pulled me toward him and gave me a deep passionate
kiss. When he pulled back I said, "Mr. Berman, I'm so glad you invited me
over. You're so hot and I can't believe you want to be with me.

"I'm the one who can't believe you want to be with me," he said.

"Really? You're a great looking man. Who wouldn't want to be with you?"

"Well, lots of people, but I'm glad you want me. Now let's go inside."

We walked into a big kitchen and Mr. Berman walked me through the rooms of
his house. When we were upstairs, the last room he showed me was the
bedroom. I couldn't believe it. I was in my big, sexy boss's bedroom and I
was going to spend the night. Just then I remembered I had to call my
parents.

"Mr. Berman, I have to call me parents."

"I've leave you to it and I'll go downstairs and call my wife. Once we've
made our calls, we'll have the night to ourselves. I'll be back up in a few
minutes."

So he went downstairs and I called my parents. I lied and said I was home
and everything was fine.  When Mr. Berman came back upstairs, I was trying
to wrap up my call, but my mom kept saying how worried she was and I had to
keep assuring her I was okay. Mr. Berman sat on the edge of the bed.  When
I finally got off the phone, I walked over to him. He put his arms around
my waist, and hugged me from his sitting position while I was standing. I
boned up immediately and he felt it.

He pulled back, gave my hard dick a squeeze through my pants and said,
"Plenty of time for that. I'm going to get a quick shower and then we'll
get some dinner and relax. OK?"

"Sure," I said, kind of disappointed that we weren't getting right to sex.

Mr. Berman turned on the TV for me and then started to undress for his
shower. I was watching him, not the TV. He took of his tie first. He kicked
off his shoes, and then he undid his belt and opened his pants letting them
drop to the floor and stepping out of them. Next he unbuttoned his shirt
and took it off, tossing in on a chair where he'd already put his tie. What
an image! My boss in his white briefs, dark blue over the calf dress socks,
and v-neck undershirt. I could see some chest hair in the vee and his balls
made a nice bulge in the briefs. I wish I had a picture of him like
that. He turned and bent down to take off his socks giving me a wonderful
view of his ample butt in those briefs. The socks wound up on the chair
with the shirt. He walked over to the bathroom door. Once he was inside I
saw his arm reach out and toss the briefs and undershirt on the chair. I
heard the shower start.

I had no interest in the TV. I went over and picked up the briefs, put them
to my face and inhaled Mr.  Berman's scent. The socks were there, too, so I
gave them a sniff. The clothes were still warm and smelled great. I
stripped all of my clothes off quickly and put his on - first the briefs
cradling my balls in the soft, warm pouch, then the socks and t-shirt. I
was covered in Mr. Berman's clothes and enveloped in his scent. I walked
over to a standing mirror in the corner of the room and looked at myself
dressed in my boss's socks and underwear. My cock was as hard as it could
get.

I guess I was so into it that I didn't hear the shower stop. When I turned
away from the mirror, Mr.  Berman was there wearing only a towel and
grinning.

"I'm sorry," I started.

He interrupted me. "No need to be sorry, Max, I already knew you were
turned on by my underwear and socks. Those things look a little big on you,
though."

"But they feel so good. And they smell like you."

"Well I was going to suggest you jump in the shower, too, but you certainly
look happy like that. Do you want to wear them while we have some dinner
and then get cleaned up?"

"Oh, yes, daddy," I said. "It's almost as hot as when you're wearing them."

"Daddy?" Mr. Berman asked.

"Oh ... sorry, it just slipped out."

"Do you like thinking about sex with your dad?"

"No," I said, "he's not big and sexy like you. But I wish you were my
dad. And I think about sex with you a lot."

"You can call me Dad tonight, if you'd like, but only in private."

I rushed over to him and gave him a hug. "Thank you, Dad. That feels better
to me than Mr. Berman."

"Those clothes do smell like a day's work is in 'em. But you wear them
while we have dinner if you'd like, Son."

Mr. Berman put on a pair of shorts and a clean t-shirt and we went
downstairs for dinner. He didn't put any underwear on, so I could see his
big balls swinging under the material of the shorts. I was hard all through
dinner watching that and knowing I was in his clothes. When we finished
eating he said, "go on and clean up. I left a towel by the shower for
you. I'll get the dishes cleaned up and then I'll meet you in the bedroom."

"But Dad," I whined, "I don't want to take off your clothes. I love how
they feel and smell on me."

"Well, Son," he said, "if you're a good boy for Daddy, I'll let you take
them with you when you go home. Now go clean up."

"Okay, Dad. Hurry up with those dishes."

When I got out of the shower, Mr. Berman was on the bed. He was lying on
his back, naked, with his hands up behind his head. His eyes were closed
and he didn't notice me come out of the bathroom.  His soft cock was lying
on top of those big balls. I took in the sight - the hairy armpits, the
hairy chest with hard nipples, and that big firm belly. I quietly walked
over to the bed, bent down and took his soft cock in my mouth.

"Mmm ... I was drifting off, but that'll wake me up," Mr. Berman said. He
reached down and put his hand on my head as his cock started to grow in my
mouth.

I ran my tongue around his cock and felt the hefty balls with my hand. I
let it grow and push down my throat feeling so proud that I could make him
get hard so fast. I bobbed my head up and down a few times loving the fact
that I was sucking my boss.

Mr. Berman pulled my head off his cock and said, "Climb up on the bed,
Max. Lay here next to me. We have lots of time to relax and play."

I got on the bed and Mr. Berman pulled me close to him so I was on my side
with his left arm around my head which was lying on his chest. I leaned in
and licked his nipple.

"Oh yeah, Max, suck it. No need to be gentle."

 I started sucking on his nipple, flicking it with my tongue, and gently
biting it. Mr. Berman just moaned.  I reached down with my left hand and
felt his cock. I was hard as steel. He reached down and took my hand and
guided it to his balls, then used his hand to work his other nipple. I let
my hand go a little lower and stroked that sensitive path between his balls
and his hole. He kept working on his nipple and moaning. I noticed his cock
twitching.

I squirmed out from under his arm and made my way down his body letting my
tongue lick as much as I could. Once I made my way down far enough, I swung
my leg over him and straddled him with his hard cock rubbing up the crack
of my ass. The view was amazing. Mr. Berman was so sexy looking up at me
with those warm brown eyes filled with lust, and his mature, handsome face
with the five o'clock shadow. I loved that he had a big belly and some hair
on his chest so I started rubbing his belly while he played with his own
nipples His hard cock was rubbing against my ass and mine was sticking
straight out toward his belly.

"You're so handsome, Dad," I said. "I'm the luckiest boy in the world
tonight."

"Max, you know how to flatter an old man."

"It's true. You can see how turned on I am. I love every part of you
... your face ... your chest ... your belly, ... your cock ... your balls
... your butt ..."

He stopped me there. "So you like my butt? Do you want me to turn over?"

"Yes," I said quickly.

I hopped off of him and he turned over. He had such a nice big, firm ass I
couldn't resist and I dove in tongue first. Now I was lying between
Mr. Berman's legs with my face buried between two, big, beautiful ass
checks that I pulled apart with my hands to make room for my tongue which
was licking feverishly at his hole. He tasted as good as he looked.

I pushed deeper with my tongue until it was penetrating that tasty
hole. Mr. Berman was moaning and saying, "Max, my boy, you have such a
talented tongue. You're getting me so horny to feel you in me.  Put it in
me, Max. Fill me up with your cock."

When I pulled my head up from my tongue work, Mr. Berman reached over to
his night stand, opened the drawer, pulled out some lube and handed to
me. I quickly rubbed some on my hard cock and into his hole. Then I
positioned myself on top of him. My cock slid in easily and he moaned.

Mr. Berman's ass was so hot and tight I thought I might cum right away so I
just laid down on top of him with my cock buried in to the hilt and didn't
dare move to keep myself from cumming. My face was at his neck and I
started licking it and then his ear. It turns out that this was a hot spot
for him. And licking him helped take my attention from my cock and the urge
to cum right away subsided.

"That's it Son, lick me. It's so hot. I love having your cock in me and
your tongue on me. Please, Son.  Start fucking me."

"Okay, Dad. Here I go."

I started fucking really slowly so I wouldn't cum too fast. And I tried to
concentrate on other things besides my cock. I reached my arms around
Mr. Berman's chest and pushed my hands under him so I could play with his
nipples. My weight was on him, my cock slowing gliding in and out of his
ass, and my hands were playing with his big hairy chest.

"Let me turn over, Son. I want to watch you while you fuck me."

So I pulled out and when he turned over there was a big wet spot on the
sheet.

"Did you cum already, Dad?" I asked.

"No, son. That's all pre-cum." He squeezed his cock so a drop oozed out of
his piss slit. "You want a taste?"

I wanted more than a taste, but I settled for licking that drop off. "Mmm,
Dad, you taste so good."

"Thank you, Max. Now how about getting back to my ass."

He pulled his legs up in the air and I got between his legs and pushed my
cock back in. It felt so good and we both let out a sigh at the same
time. I held his feet up and started pumping my cock in and out of his
tight, warm hole.

"That's it. Much better view. Fuck your daddy. It feels so good."

It was indeed a better view. I also realized I had my sexy boss's big,
wide, feet in my hands so I leaned over and started sucking the toes on one
of them. It felt great to suck something while fucking at the same time. So
there was Mr. Berman, on his back, legs in the air, working his own nipples
while I fucked him and sucked on his toes.

"That's great, Max. But fuck me harder please."

I picked up the pace and really started fucking him hard. The bed was
moving under us and we were both sweating. I was just about to yell that I
was cumming when Mr. Berman started shooting his load without even touching
himself. The first shot landed right on his mouth. The next shots landed on
his chest and belly and then more dribbled out over his cock and balls. It
was a huge load and seeing it triggered my own orgasm.

I shot my load while yelling, "I'm cumming, Dad. I'm filling your ass with
my cum."

"Do it, boy. Fill me up. Breed your Dad."

We were both covered in sweat and breathing hard. I let my softening cock
fall out of Mr. Berman's ass and I leaned over and cleaned up his cock and
those big balls with my tongue. Then I licked the cum off his belly and
chest. Finally, I kissed him, getting the cum that had landed on his
lips. I snuggled up against him loving the feeling of this big man against
me.

"That was hot, Max. I can't remember the last time I came like that."

"Yeah, you shot a lot ... and pretty far. And it tasted so good. This whole
night was awesome."

"That it was, my boy. But we better get ready for bed now. I have to get up
early, get you home, and open the store. Let me up so I can clean up a bit
and have a piss before bed."

I let him up and he went to the bathroom. Remember the night with those
guys from out of town, I was curious to see Mr. Berman piss. So I followed
him .

"You need something, Max?" he asked.

"Uh ... no. I was just curious ... " I stopped, embarrassed about what I
wanted.

"Curious about what? "

"Um ... about seeing you piss," I said meekly.

"Oh? Just seeing me piss?" he said.

"Could I do more?" I replied.

"You can do anything you want with me, Max."

So I got into the shower and knelt down. Mr. Berman must have gotten the
idea because he came into the shower and let out a long, strong piss. He
aimed at my cock at first, then my chest. I wanted even more so I leaned
forward and took his cock in my mouth swallowing the last of it right from
the tap.

"Did you like that?" he asked.

"Oh, yes. I like everything you have for me."

"Hmmm ... you'll have to tell me more about what you like. Let's rinse
off."

So we cleaned up, dried off and went back to bed. As we laid there in the
dark Mr. Berman said to me, "you certainly seem to like sex, Max. The piss
thing surprised me, but I was glad to do it for you. What else do you think
about?"

"What do you mean?" I asked.

"I mean, when you jack off, what do you think about? What do you like so
much that you fantasize about it when you need to get yourself off."

"I dunno."

"Sure you do. And you're safe telling me."

"OK, but it feels weird telling you. I'm happy with what we did."

"It's okay, Max. I want to know."

"Well, when I jack off I imagine myself sucking off a bunch of older guys -
big handsome guys like you or Mr. Wilson or my old math teacher - and
hairy. They're all old enough to be my dad or grandpa. And while I'm
sucking each one off I'm wearing the underwear and socks that they wore all
day. So it's like they're all standing around me dressed in their undies
and socks except the one I'm sucking. He's naked and I have his undies and
socks on. After I suck them all off, I'm laying on the floor in my
underwear and they all piss on my at the same time. Then one of them rips a
hole in the back of my underwear and they all take turns fucking me."

"Wow. That's a hot fantasy. Seems like you know what you like. And I'm glad
you like fat old men like me."

"I've told you, Mr. Berman. You're not fat. You're sexy."

"Thank you, Max."

"So I told you what I fantasize about. What do you think about when you
jack off?"

"Well I guess it's only fair that I tell you, too. I imagine a bunch of
guys all different ages, shapes, and sizes lined up. Each one comes to me
and I suck him til he's hard. Then he goes and fucks my wife and cums in
her. Once they all finish, I clean their cum out of her with my tongue
tasting it all, while one of the guys fucks me. But it's just a fantasy. My
wife is very conservative and wouldn't go for that."

"If I was your wife, I'd do it for you. I let the guys fuck me and let you
clean me out."

"That's sweet of you Max. I'll have to think about how we can make that
happen."

It was getting late and we were both tired and yawning. I fell asleep
spooning with Mr. Berman. He was the big spoon and I felt safe in his
arms. We woke up to late for any long play session, but we sucked each
other's cocks a little and jacked each other off while kissing
passionately. Then we each took a shower. When I got dressed, I put on
Mr. Berman's socks and underwear from the day before since he said I could
have them.

When I got home, I was tired, but satisfied. My first night with a man was
great.


Please send comments, suggestions, or words of encouragement to the author
at MaxRoberts@usa.com.