


New Assignment Opens His Eyes

by walterio



Category: Group Sex
Published: 2015-09-18
Updated: 2015-09-18
Packaged: 2017-05-12 03:45:38
Chapters: 1
Publisher: literotica.com
Story URL: https://www.literotica.com/s/new-assignment-opens-his-eyes
Author URL:
https://www.literotica.com/stories/memberpage.php?uid=429765&page=submissions
Summary: Straight photographer hired to film a gay bachelor party.
Erotica Tags: Anal Sex, Curiosity, Filming Gay Sex, Gay Sex, Group Sex, Large
Cocks, Massive Ejaculations, Oral Sex, Tops And Bottoms, Vaginal Sex
Average Rating: 3.92






        New Assignment Opens His Eyes


PRELUDE  
  
Jesse came out of the bathroom naked and walked toward the queen size bed in
his bedroom. Waiting for him equally naked was his live-in girlfriend Andrea.
As he approached the bed he took in her loveliness. As far as Jesse was
concerned there was not a more desirable woman than her. Her long brown hair
was spread across the pillow, her 34B firm breasts pointed toward the ceiling
and her neatly trimmed pussy called out to him.  
  
At 5'7" she had long lovely legs and they were splayed waiting for his mouth
or cock to move between them. Jesse was in no hurry, he never was with Andrea.
They would make love for hours and if she was in the mood he would receive a
special treat. He slowly eased his athletic body onto the bed and leaned in
for a passionate kiss. Their tongues dueled in each other's mouth and she felt
his stiff 7+" inch cock brush against her thighs. Droplets of pre-cum trickled
out of the slit and were deposited on her firm thigh.  
  
Jesse broke the kiss and worked his way down to her breasts taking his time
and making love to each one. He loved kissing her breasts and sucking on the
elongated stiff nipples. Her eyes were closed and she made soft noises
signaling the eroticism of the moment. He continued his descent kissing her
flat firm belly on the way to her honey pot. Andrea had a beautiful pussy and
he loved to play with it. He would finger her vagina and suck on her clitoris
driving her wild.  
  
That night when he reached her treasure he found her to be sopping wet. A few
swipes of his tongue over the sensitive clit and she cried out when a mild
orgasm caught her by surprise. She pulled his head up and without a word being
spoken they both knew what she wanted. He positioned his thick cock at her
opening and eased the rigid shaft into her warm moist pussy.  
  
Andrea wrapped her arms and legs around his 6'2" muscular torso and they moved
together in unison. She had multiple orgasms before he ejaculated deep in her
womb. They continued to move together making love but before he came a second
time, Andrea had to stopped. The sensations were too intense and she needed to
give her clit a break from his cock.  
  
She rolled over onto all fours and raised her beautiful curvy ass. Her head
was on her folded hands with her face turned to one side. She had a dreamy
expression as she awaited him to penetrate her from behind. Jesse moved in and
pushed his throbbing cock back into her pussy. He fucked her slowly as he
loved looking at her ass and fondling her buttocks. For him there was nothing
more erotic than fucking a woman doggy style whether he was in her pussy or
ass.  
  
It didn't take as long as he expected to cum a second time and he shot several
streams into her. He stayed in her pussy and caressed her lovely ass until his
cock softened and slipped out. Andrea lay flat on the bed and he lay next to
her. He continued to caress her shapely bottom. She turned her head toward him
and smiled.  
  
"Let's rest a bit and then I want you to fuck me in the ass. You earned that
tonight."  
  
Those were the words he was hoping to hear. Anal sex was always special with
them but it was Andrea who always called the shots. She had to be in the mood
and usually sexually sated beforehand.  
  
"Tell me about this assignment that you have in Key West."  
  
Jess explained that he would be videoing and photographing a combined bachelor
and bachelorette party. What made the assignment really unique is that is that
it is for a gay wedding. The wedding party of the maid of honor, three
bridesmaids, the best man and three ushers along with the bride and groom
would all participate in the party. It was being held at a gay all-inclusive
Bed and Breakfast in Key West.  
  
"That is going to be some party. Who knows you may get lucky and get a blow
job or fuck a cute ass."  
  
"Funny, the only ass that I am interested in is this one," he replied as he
stroked her bottom.  
  
"Go ahead and get the lube. I'm ready for you."  
  
Jesse got the lube from the nightstand but first he would make oral love to
her incredible ass. They had bathed earlier and she had douched both her pussy
and anus before making love. That night he made love to her ass for over an
hour before he came for the third time that evening and filled her rectum with
his seed. Later they sat in the Jacuzzi tub and relaxed with a glass of wine.  
  
THE ASSIGNMENT  
  
Jesse Terrell was a successful freelance photographer in Miami. His reputation
for quality was well known and most of his business was repeat business or
referrals. He was just 25 years old but lived in an exclusive neighborhood
along the Intracoastal Waterway. The house was a nice setup with a swimming
pool, Jacuzzi and exercise room. He was religious about working out as was his
girlfriend Andrea and they were both in great shape.  
  
On his drive from Miami to Key West he was thinking about his latest booking.
He was still a bit leery about it but he could not turn down the money. It was
actually absurd how much he was getting paid for the upcoming shoot. He
thought back to the day that he signed on to do this when he had met with the
gay bride and groom.  
  
He was in the room talking with the groom Tony and he had a difficult time
believing that Tony was gay. He would learn later that the groom was actually
bi-sexual. Tony was pure Italian descent with olive skin and greasy curly
hair. He stood at 5'10" and was in great shape with a very muscular body. They
were discussing the arrangements when the gay bride Leslie entered the room.
At first Jesse thought it was a young woman but he soon learned that Leslie
was a young man. He stood at 5'6" and could not have weighed more than 140
pounds. He was very effeminate with shapely legs and a round curvy bottom. His
hair was blonde and long covering his neck and ears.  
  
"So I see that you have met my Italian stallion," he said in a sweet feminine
voice.  
  
"Yes, Tony and I were just going over the details."  
  
"So you will be comfortable with the nude photography and videoing us having
sex?" Tony confirmed.  
  
"Yes, I've done nudity and sex acts before but this will be my first gay
shoot."  
  
"You will get to see Tony naked and then you will know why he is called my
Italian stallion."  
  
Jesse had looked over at Tony who simply shrugged at the comment. Jesse
learned that the entire wedding party would be at the bachelor / bachelorette
party. A total of ten naked gays and bisexuals would be video recorded.  
  
His thoughts were interrupted when he pulled into the all-inclusive gay
B&amp;B parking lot. He showed his credentials to a gate attendant and then
parked his car in the secluded parking lot. Jesse was gathering up his
equipment when Tony greeted him and told him to leave his gear in the car. He
told Jesse that they had their own cameras for the shoot. Jess shrugged his
shoulders and thought well here goes nothing!  
  
He followed Tony into the B&amp;B gathering room where nine others were
gathered having cocktails and appetizers. Jesse checked out the wedding party
quickly and they were like matching pairs. Four of the guys were built like
Tony ranging from 5'10" to 6' and they were all fit and muscular. The other
four were slender and effeminate like Leslie. Some were blonde and some had
brown hair. All the pretty gays had long hair that covered their necks and
ears. If Jesse didn't know better he would have guessed that they were all
flat chested girls. He guessed them all to be around his age and younger
between 21 and 25.  
  
Tony and Leslie introduced Jesse to the others. Tristan a very cute brunette
was the maid of honor and he was with Brad the best man. Justin a pretty
little blonde was with Sam. Stefan an alluring shapely gay with light brown
hair was coupled with Jack a strapping hunk of six feet. Finally there was
Colin another cute brunette who was with Kirk.  
  
Everyone was dressed casually in Key West attire. Light weight panama pants
with snug fitting short sleeve shirts. All the cute gays had nice asses
outlined in the snug fitting slacks. The macho guys showed off their muscles
in the short sleeve shirts. Tony showed Jesse the photography equipment and it
was adequate. He was to take candid still photos during the cocktail session
and then switch to the video camera when the party really got underway. Jesse
was invited to drink with them and have something to eat.  
  
The cocktail session lasted just over an hour as no one wanted to drink too
much. Most of the time was spent snacking and talking anyway. Jesse looked
over at Leslie and Tony. The blonde had cuddled up to his Italian stallion and
Tony was squeezing the sweet ass with one of his meaty hands. Leslie began
rubbing Tony's crotch and Jesse could see the outline of the huge cock in the
pants. In didn't take long before Leslie had lowered the zipper and fished the
big dick out through the fly.  
  
Jesse grabbed the video camera just before Leslie dropped to his knees and
took the Italian sausage in his mouth. He could only get about five inches of
the thick cock in his mouth but he used one hand to stroke the remaining part
which looked like another five inches. Tony ran his huge hand through the
blonde's silky hair and encouraged him to suck his cock. Looking around Jesse
saw that the others were getting into it too. Each of the cute gays were now
on their knees sucking on their partners well-endowed peckers. After about
five minutes of cock sucking, Tony made an announcement.  
  
"Okay girls, it's time to get those sweet asses fucked. Off with your clothes
and assume the position."  
  
Jesse watched in amazement as each of the effeminate gays stripped and got
down on all fours. He could not help admire their shapely bottoms especially
Leslie's as it was near perfection. The five sweeties knelt down side by side
and awaited their lovers. The hunks took off all their clothes putting their
chiseled bodies on display. Each one knelt down behind their designated
partner and played with the lovely ass in front of them.  
  
A jar of lube was passed around and each hunk lubricated his cock and his
lover's asshole. One by one they eased their impressive cocks into the sweet
round asses and began to slowly fuck the cute gays. Jesse was amazed that the
asses so easily received the big thick dicks. He moved around filming the
action from different angles and he decided that with their cocks and balls
hidden from view the sweet gays looked like girls getting butt fucked. It
caused him to wonder if it was really any different fucking a cute gay with a
nice ass than a girl with a nice ass.  
  
It was obvious that none of the hunks were in a hurry to cum as they took
their sweet time fucking the curvy bottoms. Jesse got in close and took some
close ups of the anal penetration and he loved watching the sizeable cocks
piston in and out. He wondered if that was how he looked when he butt fucked
Andrea. Kirk was the first one to cum and he pulled out and ejaculated on
Colin's anus and buttocks. It was sizeable load and semen ran down between the
buttocks. Kirk used his cock to scope up his seed and then re-entered Colin's
ass.  
  
Sam was next to cum and he did the same thing with Justin. Next it was Jack
shooting his load onto Stefan and right behind him it was Brad cumming on
Tristan. In each case they pulled out and then pushed their semen back into
the receptive bottoms. Finally Tony ejaculated onto Leslie and it was by far
the largest discharge. Tony re-entered his lover's ass but most of his seed
trickled down over Leslie's testicles and onto the floor. Jesse was convinced
that pulling out and ejaculating on their partners was for the video. Tony
then made another announcement.  
  
"Well done girls, you've earned the right to pleasure each other now."  
  
The five studs moved away and went to the bar to get another drink. Jesse
watched as the five sweeties moved with grace and flexibility. Leslie lay on
his back as Stefan knelt between his legs and pushed his cock onto the
blonde's ass. Tristan moved to a 69 position over Leslie and sucked his cock
as he fed his to the bride-to-be. Justin moved behind Stefan and began fucking
him. Finally Colin got behind Tristan and began fucking him as well. Every
cock was occupied and for Leslie it was special as he liked nothing better
than a cock in his ass and mouth while he was being sucked off.  
  
Jesse moved around filming the group sex from different angles and he knew it
would make a great porn video. The five of them went at each other with
enthusiasm and before long they were all cumming. There were no cum shots this
time as they all ejaculated in either a mouth or a rectum. They stayed coupled
together until the last person ejaculated. When they separated there was semen
oozing out of rectums and dripping off chins. Jesse captured the erotic scene.  
  
"Let's hit the pool for a while," Tony directed.  
  
All ten naked bodies went outside to the swimming pool. Jesse followed with
the camera and filmed the lovely asses as they walked to the pool. He found
that he was intrigued by the undulating bottoms as they walked in front of
him. He had never ever given sex with another guy a second thought but looking
at those lovely asses gave him pause.  
  
The ten guys chilled out in the pool and then started to play grab ass. It
didn't take long before the hunks were ready for action again. They sat on the
side of the pool with their big erect cocks pointing in the air. Each of their
partners moved to them and began sucking the cocks once again. Jesse continued
to film the action and he discovered that it was turning him on which
surprised him. Tony ordered everybody back on the pool deck for some more butt
fucking.  
  
Cushions were removed from the lounges and placed on the pool deck. Tristan
and Leslie moved into a 69 position on their sides and began sucking each
other's cock. Brad got behind Tristan and Tony behind Leslie and eased their
cocks into the curvy bottoms. Jesse filmed the penetration and continued
videoing the anal sex for several minutes. When he turned his attention back
to the other three couples he saw all of them engaged in a sexual coupling.  
  
Stefan was on his side sucking Colin's cock and Colin in turn was sucking
Justin who in turn was sucking Stefan. Jack was fucking Stefan as Kirk fucked
Colin and Sam fucked Justin. It was a wild scene and Jesse realized that his
cock was erect and throbbing in his pants. He was tempted to take it out and
jerk off but he didn't dare. That's not what he was being handsomely paid to
do so he just kept on filming.  
  
Jesse's next surprise was when the hunks rotated and fucked a new partner.
Tony and Brad switched places fucking the pretty gay asses. Tristan moaned
when Tony's big dick entered his ass but much of the sound was muffled by
Leslie's cock. Next the other hunks switched as well. Jack moved to Colin,
Kirk to Justin and Sam to Stefan. They fucked their new partners for a few
minutes and then moved again. This time Jack entered Justin as Kirk fucked
Stefan and Sam fucked Colin.  
  
There was no additional rotation as they all stayed together until they
ejaculated in the sweet bottoms. They did not pull out this time but instead
filled the receptive asses with their seed. One by one the hunks stood up and
went back inside to refresh their drinks. The pretty gay young men continued
to suck each other until they came filling a sensuous mouth with cum. They
separated and the five of them got into the Jacuzzi to cleanse their bodies.
Jesse was sure that they were using the jets to douche their cum-filled
rectums.  
  
As Jesse took a break from filming he realized that the hunks had never
touched their partner's cock. He wondered if they were gay too or just bi-
sexual guys who fucked gays and girls. If they were bi-sexual what was the
deal with the marriage and wedding party? He went inside to join them and get
a drink. The hunks had put their shorts back on and Jesse was grateful that
they had some modesty left.  
  
Tony smiled and greeted him when he entered the reception area. "Has it going
Jesse, getting some good action?"  
  
"I'll say. This would make one hell of a gay porn video."  
  
"Yeah, well, that's why you are using our equipment. We want to keep this
private and not have it go viral."  
  
"I wouldn't do that but I understand the need to be cautious. Are you guys
done for today?"  
  
"Oh no, we are good for at least another round maybe two. We're just taking a
break and giving those hot asses a rest. Would you like to fuck one of them?"  
  
"No thanks, it's not my thing. I have a lovely girlfriend and we are engaged."  
  
"That's cool but if you change your mind let me know."  
  
"Can I ask you guys a stupid question?" Jess requested and took a sip of his
drink.  
  
"Sure, what's on your mind?"  
  
"Well this is a bachelor / bachelorette party and you're going to be marrying
Leslie but you haven't touched his cock. I was wondering why all the sex was
one sided."  
  
"That's because we are tops and they are bottoms. None of us are interested in
cocks. We like getting sucked and we like fucking cute bottoms. I'm going to
marry Leslie but I also have a live in maid who I fuck on a regular basis. In
fact we all fuck girls as well as our cute gay partners."  
  
"That is wild. I never heard of arrangements like that."  
  
"It works for us. The pretty boys satisfy each other and we keep it all in
closed circles. They do not have sex with anyone else. We all like to go
bareback and this way we know that they are clean."  
  
"Wow that is something!"  
  
"The five of us are buying a big house together soon. All then of us will be
living under one roof. We don't know how long it will last but it will be fun
for all of us to be together. We will be able to have our own private orgies
and take turns fucking any of the bottoms we desire."  
  
Just then Jack spoke up, "Tony listening to you two has given me a hard-on.
I'm going outside to fuck someone."  
  
"Yeah, we took a long enough break. Bring the girls inside and we'll fuck them
again."  
  
Jesse finished his drink and went outside to retrieve the videos camera. As
the cute gays walked by him he could not help but check out their lovely
derrieres again. He thought about Tony's offer but quickly dismissed it. He
was not unfaithful to Andrea and he wasn't about to start especially with a
gay, no matter how nice his ass looked.  
  
This time Tony told all the bottoms to get on all fours side by side. Jesse
filmed the action as the hunks moved up and down the line on Tony's command.
They fucked one ass for short time and then moved to the next one in line on
the command to switch. They did this until they all ejaculated for a third
time. Once the tops were done with their bottoms, Tony gave them permission to
pleasure themselves again.  
  
"You don't need to film that action Jesse, that's enough. Come on I'll get
your check for you."  
  
Tony put his shorts back on and went to retrieve the check book. He wrote out
the check to the amount they had agreed to and Jesse thanked him. Tony
reminded him about privacy and Jesse re-affirmed his pledge. He was anxious to
get home to Andre now that the assignment was complete. The long drive home
seemed even longer as he was so anxious to make love to his girlfriend. He
thought about her beautiful ass all the way home and he couldn't wait until
his cock was buried deep in her bottom. The image of Tony fucking the cute
Leslie crept into his mind a few times but he quickly replaced that with the
image of Andrea on all fours. It had been one hell of an erotic day in the
Keys but he was glad to be home.  
  
Andrea was happy to see him and they made love immediately. Afterward she
wanted to hear all about the shoot and by the time Jesse finished telling her,
she was hot. He made love to her again and this time finished in her
incredible ass. He loved anal sex and could never imagine having it with
anyone but his beautiful wife-to-be. However, seeing the five studs fuck five
very cute effeminate gays made him see things differently. In a way he was
sorry that he had not accepted Tony's offer and fucked the pretty Leslie. He
would have liked to know how it felt. Maybe another time he thought and then
cuddled in the spoon position with Andrea.




End file.

