


Not in his Wildest Imagination

by walterio



Category: Gay Male
Published: 2016-06-17
Updated: 2016-06-17
Packaged: 2017-05-07 20:43:46
Chapters: 1
Publisher: literotica.com
Story URL: https://www.literotica.com/s/not-in-his-wildest-imagination
Author URL:
https://www.literotica.com/stories/memberpage.php?uid=429765&page=submissions
Summary: A pretty gay temp provides more than administrative support.
Erotica Tags: Anal Sex, Bisexual Behavior, Insatiable, Large Cock, Lovely Ass,
Masturbation, Office Sex, Oral Sex, Seduction, Voluminous Cum Shots.
Average Rating: 4.47






        Not in his Wildest Imagination


PRELUDE  
  
It was a Friday the week before my administrative assistant and part-time
lover left for a three week vacation in Europe. Connie and I have been
carrying on a torrid affair for the past two years and she was the ideal
mistress. We had sex in the office, at hotels, at romantic interludes, in the
car and some risky places. She was the best piece of ass that I ever had as
she loved to do everything. She gave superb head, loved anal especially
foreplay and she was a great fuck.  
  
We did the things together that she didn't get from her husband. We even had a
threesome once with another woman. That time Connie was introduced to dildos
and sex toys. Sometimes we would incorporate the toys when we had sex. A
business day did not go by when I didn't have my cock in her mouth, pussy or
ass. Some days I had it in all three of her orifices. The sex was the best
ever.  
  
Now I was facing a three week period without her and I would miss her
desperately. I still dated and chased pussy on weekends but no one ever held a
candle to Connie. I was sitting at my desk when Connie came in and introduced
me to the temp who would be covering for her while she was on vacation. The
temp had come in that Friday for orientation. I was quite surprised to see it
was a guy.  
  
"Pete this is Michael, he will be filling in for me the next three weeks. I'm
just showing him the ropes."  
  
I stood up and shook his hand which I found to be very soft and somewhat
feminine. "Pleased to meet you Michael, Connie will fill you in."  
  
"I'm looking forward to working with you," he replied in an effeminate tone.  
  
I studied him as Connie walked him through the administrative duties. He was
about the same height as her 5'5" and looked to be not much heavier. His hair
was dark brown and long, covering his neck and ears. When he had his back to
me, he could have passed for another woman. Connie had a great ass but next to
her his also looked as shapely and curvy. In fact in his tight slacks it
looked every bit as appealing as hers.  
  
As they discussed things he would shift the weight to one leg emphasizing his
curvy ass and tilt his head to one side. He acted very much as a woman. He
also had an ass that many girls would die for. His narrow waist further
emphasized the enticing bottom. I laughed at myself for looking at a guy's ass
and returned to my reading. Minutes later Connie stuck her head in to speak to
me.  
  
"So what do you think of the temp?"  
  
"I'm surprised it is a guy. He seems a bit effeminate; do you think he is
gay?"  
  
"He might be but at least he seems very efficient and you have some bimbo
around to distract you. I won't worry about you fucking some temp chick while
I'm gone."  
  
"I will miss you."  
  
"I know but then you will be hungry for this when I return," she teased as she
turned toward me and patted her ass.  
  
"That I will," I agreed.  
  
I looked past Connie and noticed that Michael was standing just outside my
office and witnessed the exchange. Connie excused herself and told me she had
more to do with Michael before she left that day. I returned to reading the
report on my desk. About 3:00 PM, Michael stuck his head in and told me to
have a nice weekend that he would see me Monday. He turned his back and walked
away swishing his curvy ass and I had to admit it caught my eye again.  
  
Connie came back in before she left and hugged me. I told her to have a safe
trip and have fun. She groped my cock through my pants and whispered in my
ear.  
  
"I will miss this. Your cock is so much bigger than Jerry's, I love it."  
  
I grabbed her buttocks in both hands and replied, "I will definitely miss
this."  
  
Connie left my office and I realized that I had a boner. Sitting down at my
desk I arranged my erection in my pants. I knew that I would definitely be
clubbing that night and Saturday hoping to line up some dates for the next
several weeks.  
  
A TEMPORARYS FILLS IN  
  
The weekend turned out to be a bust in terms of getting laid which was
disappointing because I usually scored with the ladies. I did get a few phone
numbers from some cute girls. There were others that I could have scored with
but I am somewhat selective about with whom I sleep.  
  
I returned to work Monday and found that Michael was very efficient and picked
up on the work quickly. I had a crazy schedule and was in and out of meetings
most of the time the first three days. When I was in my office I could not
help but stare at Michael's curvy ass. Each time I looked at it, I realized
how much I missed Connie's ass.  
  
He caught me checking him out a few times and he smiled at me. I was
embarrassed that I was drawn to his bottom and I wondered what he looked like
naked. He was always wearing silky long sleeve shirts and tight fitting
slacks. I was convinced he was gay and suspected that if I came onto him he
would go for it. I scolded myself for thinking that way and tried to stay
focused on my work. I did make it through the week until Friday.  
  
I hadn't called any of the girls who gave me their numbers as I planned to go
clubbing again on Friday night. If that didn't pan out then I might call on
Saturday.  
  
Friday after lunch Michael came in my office and closed the door. It surprised
me but he definitely had something on his mind.  
  
"What is it Michael?"  
  
"I saw you watching me all week. You're pretty impressed with me aren't you?"  
  
"I'm not impressed with you Michael. I was staring because sometimes you look
like a girl and you make me think of Connie."  
  
"I know that you miss Connie. She has a great ass on I know you must love
fucking it."  
  
"How do you know that?"  
  
"I heard you two talking last Friday when I was right outside your office."  
  
"Okay, busted, yes I do miss her."  
  
"I bet you were thinking about fucking me, weren't you. It's okay everyone
does?"  
  
"I can see that you're humble too. No I wasn't thinking about fucking you, I
was thinking that many a girl would love to have an ass like yours."  
  
"If I was a girl, I bet that you would like to fuck me wouldn't you?"  
  
"I probably would if you were a girl but you're not and I have never had sex
with a gay guy."  
  
"Why not give it a try? I bet that I will surprise you. Does Connie give good
head?"  
  
"Yes she gives great head and she keeps me satisfied."  
  
"But she's not here now and I am. I'm told that I give great head too."  
  
The he locked my office door, dropped to his knees, opened my pants and pulled
them with my underwear down to my ankles. I didn't stop him because I was
actually turned on from the conversation and I hadn't had sex in a week. I was
also intrigued to see if he did give good head as he said..  
  
My rock hard 7+" cock sprang free and bobbed in his face. He began kissing my
cock and running his tongue up and down the full length of it eventually
taking it in his mouth. He gave me the most incredible blow job ever. He would
bring to the edge and then slow down delaying my ejaculation as long as
possible. He tested his gag line deep throating me as he handled my balls
lovingly. He didn't just suck my cock; he made love to it and worshipped it.  
  
I couldn't hold it any longer and I warned him that I was going to cum. He
went right on sucking me as I blasted volley after volley of cum in his mouth.
He kept swallowing rapidly and he did not miss a drop. He continued to suck me
draining and cleaning my cock of any trace of sperm. When he started to nibble
on my dick head my knees got weak and I had to push him off me before I
collapsed. I was drained. I was speechless as I had just let a gay guy suck my
cock in my office.  
  
"That wasn't so bad, was it?"  
  
"No it wasn't. You give great head but you caught me at a weak moment."  
  
"You came pretty quickly. I knew you needed that. Can I come home with you
this evening?"  
  
I was actually still horny and thought about Michael's talented mouth. I
decided that I could handle another blow job. However, I wasn't ready to have
a gay back to my condo so I booked a room at a hotel that Connie and I used
often. I told Michael to meet me there and use the house phone to call me.
After work I drove over to the hotel and checked in. I waited for Michael's
call and when he did, I gave him the room number.  
  
It was odd because all of a sudden I felt nervous about getting another blow
job. Michael entered my room and this time we both undressed. He was lovely
with a virtually hairless and flawless body. His ass was to die for and I
actually thought that I could probably fuck it. His cock looked small and
slender and even fully erect it couldn't have been more than four or five
inches long. He was well tanned except for his buttocks which really
emphasized the shape of his killer ass.  
  
"Do me a favor Pete and call me Michelle instead of Michael."  
  
He sat on the edge of the bed and drew me in toward him. He caressed the back
of my legs and cheeks of my ass as his warm, wet, wonderful mouth began
sucking on my cock. I was so horny that I almost shot my second load right
then and there. He was massaging the head of my cock against the roof of his
mouth. He circled my cock with his tongue and scraped it lightly with his
teeth. I felt the light scraping of his teeth. This blow job was even better
than the first one. My cock felt as hard and long as it ever had been in my
life and I felt I was going to shoot.  
  
Michael took my cock out of his mouth and looked up at me as he stroked the
entire length of it and massaged my bloated balls. He put it back in his mouth
and then took it out again then he gently blew on it as his fingers
continually massaged my balls. He tickled my cock head with his tongue and
teased my pee slit. He was bringing me up and down and I was close to cumming
few times. He seemed to know when I was getting close, and he would do things
making me last longer, torturing me in the process.  
  
"Ready to cum again?"  
  
I just nodded with my eyes closed. Michael then took my cock all the way into
his warm wet mouth. He swirled his tongue around the length of my shaft,
nibbled on my cock head and sucked me hard. He reached under my balls and
rubbed the hardness between my balls and anus. I could feel my cock thickening
and I knew I was going to cum. He grabbed my buttocks with both hands as I
exploded in his mouth. I fired round after round of cum into his mouth and he
sucked and swallowed as fast as he could. The force of shooting my load was so
intense that it weakened my knees. I lost track of time and just held onto his
head as he milked my cock for every drop.  
  
My legs were weak and I had to sit down. I sat on the edge of the bed and
Michael knelt down between my knees keeping my cock in his mouth. He massaged
my balls as he continued to suck my cock clean until it shrank and left his
mouth. He continued to lick and kiss my cock sending chills and shivers
through my body.  
  
"That was incredible, thank you."  
  
"So I guess you liked it."  
  
"What was not to like? I have to take a leak."  
  
Michael lay back on the bed and stroked his cock as I went into the bathroom.
I took a much needed piss and then washed up before returning to the bedroom.
I was embarrassed again and felt awkward that I had a gay in my hotel room. It
would be rude to send him on his way so quickly so I decided to order some
room service. Michael liked wine so I ordered a bottle along with some snacks.
We got dressed and waited for room service. As we did we got better
acquainted.  
  
He wanted to hear about my affair with Connie which I shared with him since he
already knew we were having sex. The room service arrived and then we enjoyed
the wine and snacks. As we ate I asked him about being gay and he told me when
he realized it in high school. He was 18 when he had his first gay encounter.  
  
THE RECOUNT OF MICHAEL'S STORY  
  
It was that fateful day in the city that shaped Michael's future. He was
walking the streets when he came upon a gathering of people listening to an
older man speaking to the crowd. Michael stopped to listen to what the man was
saying. More people gathered around and soon Michael had people standing
behind him as well as in front of him. Bodies were pressed together as the
size of the crowd grew. Michael then felt a hand rub over his crotch but he
dismissed it as accidental. But the hand returned and this time it became more
insistent. No one had ever touched his genitals before and it made him nervous
that someone in public would do so.  
  
Michael moved to the side to avoid the hand but it returned and stroked his
crotch with even more urgency. This time he did not move away. Although he was
confused by the act he found it exciting and his cock hardened in his pants.
Michael had an average size cock about five inches but at that moment it felt
larger. The hand rubbed up and down his stiff shaft through the fabric of his
pants and he stood still as if he were fastened to the ground. Then he felt
his zipper being lowered and the hand reached in to grasp his erect cock.
Michael gasped at the touch as no hand other than his own had ever touched his
cock.  
  
Then Michael felt the hand move up and down his shaft but his cock was still
in his pants. He moaned softly as the hand stroked him and he was sure that he
would cum any moment. Then the hand left him and Michael was confused. He
wanted the hand back on his cock. He wanted the hand to jerk him off and
finish what it started. He looked around and he spotted a man walking away
from the crowd looking over his shoulder. Their eyes met and Michael somehow
knew that he should follow that man. He walked behind the man who he was
convinced was the one who had stroked him. The man walked down an alley and
Michael followed. When he turned the corner he ran into the man who apparently
was waiting for him.  
  
"What's your name?" the stranger asked  
  
"Michael," Michael answered.  
  
"I'm James. Did you like what I was doing to you?" the stranger asked.  
  
A confused and bewildered Michael could only answer, "Yes."  
  
"Good then follow me," the man said.  
  
He followed the man for a few more blocks and then the man stopped at an
apartment building. He opened the door and invited Michael in. As if in a
trance and not knowing what may happen next, he entered the stranger's
apartment. The man took off his coat and turned toward him. Then the man
dropped to his knees and unfastened Michael's belt and pants. He got hard
again as the man fondled him and then the man lowered Michael's pants and
underwear to his knees. Michael gasped aloud when his erect cock caught in the
waistband of his underwear and bobbed in front of the stranger's face.  
  
He thought that the man would stroke his cock some more and was he not
prepared when James took the cock in his mouth. Michael was so turned on that
he came in James's mouth almost immediately. James sucked down every drop of
Michael's cum and he drained the cock dry. Michael couldn't believe that he
had just cum in another man's mouth. James then stood up and kissed Michael
allowing him to taste his own cum. James then dropped his trousers and
underwear baring his own erection. He pushed gently on Michael's shoulders and
Michael realized what was expected of him.  
  
"Suck it," James ordered.  
  
"I've never done this," Michael whispered.  
  
"No problem, just do what I did to you," James replied as he pressed down on
Michael's shoulders.  
  
Michael sank to his knees and his face became level with James's cock. Michael
had never seen another hard cock until today. James pulled Michael's head
toward the erect cock and Michael instinctively took it in his mouth. Michael
actually liked the feel of the hard shaft in his mouth and he sucked on it
tenderly. James's cock was longer than Michael's in length about 6" and a
girth of more than 4" around. James guided Michael's head back and forth until
he got the hang of it. Michael then bobbed his head up and down on the cock
until James stiffened and fired a barrage of cum into his mouth. Michael
instinctively swallowed the first jet of cum that hit the back of his throat
and then he continued to swallow each additional volley. He surprised himself
with his reaction to James cumming in his mouth. Michael thought that he would
have been repulsed by it but he had just the opposite reaction. He actually
liked the taste of the semen and that he had a strange sense of power over
James making him cum.  
  
Michael was hard again and he hoped that James would suck him off once more.
But James surprised him when he turned Michael around to face away from him.
James then reached under Michael and cupped his balls and stroked his cock.
Michael groaned as his scrotum was fondled. He felt James's tongue slide over
his perineum and up between his ass cheeks. He flipped out when James licked
his ass and rimmed his asshole. Michael didn't know that people did that to
each other but the feeling was sensational.  
  
James worked his tongue back and forth over Michael balls to his asshole. He
thought that he would cum again at any second if James didn't stop tongue
probing his ass. Then he felt a cool liquid enter his asshole and it almost
seemed to numb his anus. James then stood up and coated his cock with the same
lubricant unbeknown to Michael. James bent him over slightly as he lined his
cock up with Michael's asshole. When Michael felt the cock at the entrance to
his ass he panicked briefly but he was afraid to protest.  
  
James pushed his cock into the virgin ass and Michael almost screamed out in
pain. He muffled his cries with his arm. James worked his cock into Michael's
ass and the pain eventually subsided. He felt bloated for a while and then he
just felt full. James began to saw his cock in and out of the curvy ass.
Michael's ass was extremely tight and James did not last long even though it
was his second orgasm. Michael felt James stiffen and hold onto his hips.
James plunged his cock all the way into shapely ass and then he unleashed a
torrent of cum into the boy's virgin asshole. Michael felt the seed flood his
ass and he instinctively used his anal muscles to milk James's cock dry.
Michael at that moment decided that he liked the feeling of cum filling his
asshole.  
  
As quickly as it happened it was over. James sent a confused Michael on his
way with his ass full of cum. Michael wished that he could have stayed longer
as his cock was hard again and he desperately wanted to cum again. Michael
raced home and went straight to his room and jerked off. He got naked on his
bed and stroked his cock as he thought about his afternoon encounter. Michael
came quickly and cum shot from his cock and covered his body from his neck to
his pubes. Then he jerked off two more times shooting on his body as he
fingered his asshole.  
  
AN ENCORE  
  
I was amazed by the story and my cock was rock hard again. Michael smiled at
me and stood up to remove his clothes. I also removed mine in anticipation of
another blow job. To my surprise Michael got in bed on all fours with his
curvy bubble butt stuck up in the air. I could feel a tingling in my loins as
I looked at his hot ass. Michael's body was delicate, hairless and flawless.
He really did look like a girl in this position. He was tanned except for his
ass and the contrast in skin color really emphasized the shape of his curvy
ass.  
  
"Pete, I would like you to fuck me. Do you think that you can do that, fuck
me?"  
  
In those years there was no known threat of aids and sex without a condom was
commonplace. My cock was hardening and I approached the bed. I knelt behind
Michael and I begin to caress his beautiful ass. He handed me some lubricant
that he had brought with him and asked me to get his ass ready for my cock. I
put an ample amount of lube in my hands and rubbed it all around his anus. I
inserted first one finger then two fingers preparing him for my cock. I was no
stranger to preparing Connie for my cock but this was the first time I was
preparing a man's bottom. However as I sawed my fingers in and out of his anus
I was getting turned on by the thought of burying my cock in his shapely ass.
I moved closer to Michael and lined up the head of my cock with his anal
opening and began to ease it into to him.  

"Take it slow at first, then deeper."  
  
My cock head cleared his sphincter and I fed it to Michael a little at a time.
His ass chute was warm and tight as I went deeper and deeper into him. Soon I
was all the way in his ass and I started a slow fucking motion. I continued to
pump his ass with deep, long, deliberate thrusts as I caressed his smooth
round buttocks. He asked me to fuck him harder and quicker. So I picked up the
pace and I started pounding his ass faster and faster. He was moaning with
each thrust of my cock. I could feel my climax building and I knew that any
moment I would shoot my seed into his ass. I tried to make it last as long as
possible but once he started to contract and grip my shaft, it was too much.  
  
I fired a barrage of cum in his ass filling it to overflowing. As I continued
to fuck him, my juice backed up in his rectum and began to ooze out flowing
over his balls. He used his talented ass to milk my cock and drain my cock of
all my seed. I didn't think that I would ever be soft again as I remained hard
in his tight sheath despite cumming so many times. The milking action weakened
me and I collapsed on top of his body.  
  
Michael flattened out on the bed with me on top withmy cock still in his ass.
We eventually moved to our sides and lay next to each other exhausted. I could
see the bed sheets where he had shot his load sometime during our fuck
session. We both relaxed and sometime during our rest my cock softened and
finally slipped from his asshole.  
  
"Pete, can I stay her tonight?"  
  
There were two double beds in the room and at that point it didn't seem right
to send him on his way, "Yeah, you can stay but you sleep in this bed."  
  
He smiled at me and nodded as he knew that I was not going to sleep in the bed
he came in. We both cleaned up in the bathroom and then turned in for the
night. I had clearly crossed the line but I had to admit it was great sex. He
gave great head and I loved fucking his curvy bottom just as I liked fucking
Connie's ass.  
  
SATURDAY  
  
When I woke up the next morning I eased my naked body out of bed and looked at
Michael still sleeping. His shapely ass looked poised for another good butt
fuck and I felt that familiar tingling in my loins. I still couldn't believe
that I had hooked up with him and that I was able to cum multiple times so
easily with him. I decided to take a shower and let him sleep. I was lathering
myself with soap when he pulled back the shower curtain and entered the shower
to join me.  
  
We soaped each other up with Michael focusing on my cock and me on his ass. I
enjoyed fingering his asshole as he stroked my soapy cock. He then held my
cock in one hand and then ran the flat part of his other hand over the head.
It sent chills through my body and I told him I would shoot if he didn't stop.
No one had ever done that to me and it left me rock hard.  
  
Michael turned and faced the shower wall and guided my cock to his ass. My
soapy cock slid easily into to soapy asshole. He braced his body with both
hands on the shower wall and arched his back accentuating his shapely ass. I
ran my hands over his curvy ass as I fucked him methodically with long slow
strokes. I pulled my cock almost out of his ass and then let it slide all the
way back in. He looked so hot with my dick sliding in and out of glistening
wet ass. In a matter of minutes my body stiffened and I filled his ass with my
seed. He groaned as he jerked himself off and shot his wad onto the shower
floor. It was the first time I saw him cum; actually it was the first time I
saw any guy cum.  
  
We got out of the shower and Michael suggested going out for breakfast. He had
this coffee shop that he really liked. We got dressed and he drove us to the
coffee shop which was actually a French bakery and coffee shop. It was a good
choice as I loved the menu items and I ordered a soft boiled egg with French
bread. I also had a latte as did Michael with his order.  
  
I noticed that there were guys sitting with guys and girls sitting with girls.
I guessed it was gay hangout and I was right. As we were eating breakfast an
intriguing looking gay couple arrived. The one guy looked like a professional
athlete as he was about 6'3" and muscular and very fit. His companion was the
opposite at about 5"5" with long blonde hair and very petite. The blonde
actually was stunning for a guy and I would have to say drop dead gorgeous. I
pictured the big stud driving his huge cock into the pretty blonde every
night.  
  
Michael broke my train of thought and whispered, "Those two are inseparable
and Brad the stud is very protective of his blonde lover."  
  
"I wouldn't have guessed that Tom is gay."  
  
"He is and he isn't. He is a top as he doesn't suck cock or take it in the
ass. He loves his blonde lover and fucks him all the time. Terry the blonde
loves getting fucked and I guess he is okay with just getting hand jobs.  
  
I laughed and said, "I never in a million years would have thought I would be
having this kind of conversation over breakfast."  
  
"I'm ready to go. Can I hang out with you today at the hotel?"  
  
"I guess I'm cool with that. I'll get the room for another night and I'll pick
up a change of clothes."  
  
"Can we hang out by the pool today?"  
  
"Sure, I'll pick up my bathing suit too."  
  
We left the restaurant and returned to the hotel. I booked the room for
another night and then we both drove to our homes to get a change of clothes
and swim wear. Michael returned and we changed in the room and then went down
to the pool area. It was a beautiful day to be by the pool and catch some
rays. I put lotion on my chest, face and legs and sat up in a lounge chair.
The hotel was not busy and there were not very many people at the pool.  
  
Michael rolled over on his stomach and asked me to put some lotion on his
back. I applied the lotion to his satin smooth skin and as I did I checked out
his ass again. His swimsuit was snug and hugged his tight ass. His bubble butt
looked very prominent as he lay on his stomach and I was convinced that it
protruded at least 8 inches from the small of his back and his thighs. It was
all I could not to grab it. I would have loved to pull his suit down below his
buttocks and drive my cock deep in his ass on the spot.  
  
I finished putting the lotion on his back and then I sat back in my lounge. I
realized that I had a boner so I shifted my body so as to conceal it the best
I could. Once it started to soften I decided to take a dip in the pool and
cool my jets. As I swam around for a few minutes I brought my body temperature
down and then I returned to my lounge. Michael looked at me when I returned
and I noticed that he had a mischievous grin on his face.  
  
"Feel better?"  
  
"Much better, I need to cool off."  
  
"I could see that."  
  
"Can I get you gentlemen something to drink?" a waiter said interrupting us.  
  
"Sure I'll have some iced tea," I ordered.  
  
"Make it two," Michael added.  
  
The waiter then moved on and took some other orders before returning with our
iced teas. I gave him my room number and then Michael and I sipped on the iced
teas. We spent about four hours pool side, sunning, drinking ice tea, swimming
and people watching. It was nearly 3:00 Pm when we decided to get a late lunch
at the poolside restaurant. Michael ordered a salad and I had a fruit salad.
After lunch we returned to my room and we were both anxious to have sex again.
Staring at his curvy bottom had got my juices flowing and I couldn't wait to
sink my cock into his curvy ass.  
  
"I've been thinking about your cock all day."  
  
Michael sat on the bed and had me stand in front of him. Then he slowly peeled
my bathing suit down my legs watching my cock catch in the waistband before it
sprung out in his face. "I love to do that," he said.  
  
Then he covered my cock with his mouth and gave me one of his mind blowing
blow jobs. He ran his hands over my body and up my body to my abs. He scraped
his finger along my perineum causing me to shiver. He caressed my bloated
balls and swirled his tongue around my cock. I gently grabbed his head as I
knew I was close to cumming. Michael picked up the pace and he soon had me
shooting my second load of the day down his throat. Cum shot into his mouth
and he swallowed as quickly as he could so that he did not miss a single drop.
He kept my cock in his mouth and drained every drop from my shaft. Next he
took my cock from his mouth and ran his tongue around the mushroom head and he
caressed my tight ball sac. I was shaking from the tingling sensations and I
had to sit down on the bed as he nibbled gently on the head of my cock sending
shock waves through my body.  
  
Michael pushed his swimsuit down and lay back on the bed. He stroked his cock
as he desired to achieve his own orgasm. I watched as his hand moved rapidly
over his cock and his ball sac tightened just before he ejaculated. I reached
over and ran my hand over his ball sac touching him there for the first time.
He groaned when he felt my hand caress his balls and then I ran my finger
under the sac and scraped his perineum with one finger. I continued to play
with his ball sac and perineum until his body stiffened and cum shot out of
his cock.  
  
I watched as the first four cum shots flew out and hit him on the neck,
shoulders and chest. Some cum even landed on his face and hair. The next three
or four volleys landed on his ribs and abs. Michael moaned and groaned as he
ejaculated and I kept rubbing his balls until he stopped cumming. The
remainder of his release trickled from his cock and puddled on his pubic hair.
Michael lay still for quite some time before he composed himself enough to
move. He slid one hand across my belly wrapping his soft fingers around my
shaft and pressed my cock up against my belly. Then I felt his mouth on my
cock again. He caressed me with his tongue, moving from deep underneath my
balls to the very tip of my cock in one lingering sweep. We both moaned as his
tongue swirled around my swollen cock head, his hands caressed my shaft and
balls. His fingers probed between my legs. He glanced up at me and then back
at my cock before taking me deep into his mouth.  
  
My legs felt like jelly as I felt his hot wet mouth around my cock. He sucked
me hard and drew me in deep. His tongue lashed across my cock head and I felt
his teeth gently slide down my shaft. My cock jerked in his mouth as he sucked
hard. My cock bulged in his mouth as I thrust forward and began to fuck his
mouth. I reached for his head, feeling his silky hair as I plunged my cock
into his mouth. His sucking matched my thrusts. He told me to fuck him again.
I then watched as Michael reached for the lube he had brought with him. I
watched while he smeared some lube over my cock and I moaned as his hands
moved across my cock and balls. Then he lay back on the bed and lifted his
legs like a woman.  
  
"Fuck me, fuck me like a woman," he whispered.  
  
I moved quickly toward him, my cock bobbing and swaying in front of me. I
knelt up, towering over him with my cock reaching out to him. Seconds later,
my cock was buried inside him as I thrust expertly into his waiting body. I
heard him cry out as I drove my cock deep inside him. I could feel the heat in
his ass around my cock. It was strange fucking him in the missionary position
and I missed looking at his curvy ass. Fucking him this way was not a turn on
for me. It was the same with girls. If I fucked their ass I wanted to watch my
cock slide in and out of their sweet asshole between their shapely buns. If I
was fucking them missionary style I was in their pussy. It wasn't exciting to
be fucking an ass in the missionary position.  
  
"Fuck me," he whispered again, his words distorted by his soft moans.  
  
So I did, I fucked him hard, driving into his body as deep as I could, my
balls slapped against his as he reached for his own cock. I fucked him long
and hard and deep. His body clung to my cock and sent powerful waves of
pleasure through us as we moved together. I drove into him and he pushed back
to meet my thrusts. When he came again it was like a dam bursting. His moans
and groans filled the room as cum gushed onto his body. I still had not cum
and I didn't think that I could in that position so I pulled out of him and
flipped him over on his stomach. I lifted his hips up and caressed his curvy
ass before I slipped my cock back in his asshole. Fucking him in this position
was a turn on as I watched my cock slide in and out of his shapely ass. There
was something about not seeing his cock and balls as I fucked him that made it
seem like fucking a woman in the ass. Within minutes I flooded his rectum and
I felt the warmth of my seed surround my shaft. As soon as the torrent of cum
had subsided, Michael pulled away and then he took me into his mouth, sucking
the last bit of cum from my cock devouring me.  
  
After recovering from the intense sex we showered separately and then lounged
around in the room watching TV. We slept in separate beds again that night at
my request as I was still not comfortable sleeping in the same bed. We were
tired and had no trouble getting to sleep.  
  
SUNDAY  
  
I woke up Sunday morning with my normal piss hard on. Whenever I had a girl
stay overnight, she would be treated to a morning fuck that would have her
begging me to stop. I could fuck for a long time without cumming and that
drove the ladies wild. I looked at Michael sleeping on his stomach and the
shape of his beautiful ass. It was as if his ass said," Come and fuck me."
However I opted to wait until later and let him sleep. I got out of bed and
went into the bathroom to take my morning piss. After I relieved myself I
decided to take a shower.  
  
"Pete, would you do me a big favor and massage my shoulders and back. I am
really tight today?"  
  
I retrieved the body lotion and then straddled Michael's body. I sat on his
legs just below the buttocks and rested my soft cock in the crack of his ass.
This was a position I always used when I gave Connie a massage. I poured the
lotion on his back and shoulders and then began to massage his pretty body.
After several minutes of massaging the upper body I turned my attention to his
ass. I massaged each of the buttocks relishing in the feel of the round firm
globes. I felt my cock begin to harden again and within a few minutes of
rubbing his ass I was erect. My huge hard cock was nestled in the crack of his
ass and I slid my cock within the fold of the lovely round buttocks.  
  
He felt my cock harden again and he said, "You like my ass don't you I?"  
  
"I love your ass. I never expected this but I love fucking you in your
perfectly shaped ass."  
  
I smoothed the body lotion all over my cock and then I poured some of it in
the crack of his ass. I fingered the anus making sure that it was well lubed
for another round of butt fucking. Satisfied that he was sufficiently
lubricated, I eased my cock into his hot ass for the first time that day. He
pushed his buns up to meet my penetration and the cock slid in easily. He
groaned as the thick shaft filled his anal passage again. I fucked him for
what seemed to be hours, cumming in him twice without removing my cock.
Drained and sated, I collapsed on top of him. The two of us remained in the
same position for several minutes before we separated. I rolled off of Michael
and lay on my back beside the pretty young man.  
  
"Pete, that was so good. I love it when you fuck me and cum in my ass. You're
the best top ever."  
  
"Come on let's get cleaned up and then get dressed. I'll check out and then we
can get some breakfast."  
  
I patted his ass playfully and as I did I wished that I had more in the tank
to fuck it again. Michael wiggled his ass seductively in response to the
playful pat and then we showered. We cleaned up quickly, dried off and
dressed. I checked out and then we went out for breakfast. Michael had the
radiant look that girl's usually have after they have been royally fucked. It
was amazing just how feminine he appeared. His mannerisms, his figure and love
making were all feminine like. We went back to the same coffee shop he liked
and spent hours there dining, sipping lattes, reading the Sunday paper and
relaxing.  
  
After breakfast we drove to our respective homes and he reminded me that I
would see him tomorrow at the office. That's when it hit me. Connie would be
gone for two more weeks and It would be Michael that I would be fucking. I
would never had expected this turn of events but I had to admit that he was a
great substitute for Connie when it came to oral and anal sex. I arrived home
picked up my mail and went through it while I watched the golf tournament. It
was a relaxing rest of the day that Sunday but I was already looking forward
to the two weeks ahead.




End file.

