Summer s Fantasies
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Summer Fantasies free porn video
Summer Fantasies
By Tiffany Anne
© 2006
It was the summer between Anthony's junior and senior year at college. He
reasoned that he deserved an eight week vacation, given that he would
shortly be entering the corporate world. The prospect of 50 hour work
weeks and three weeks of vacation didn't exactly put a smile on his face.
Anthony spent the first two weeks of his last summer vacation hanging out
with Barbara, the love of his life for the past six years. Anthony and
Barbara were planning to get married as soon as he landed that first job
at a prestigious bank somewhere in New York's financial district.
After two weeks hanging out in a small town in upstate New York, Anthony
began to get restless. He enjoyed spending time with Barbara and her
family but soon found the night life in suburban Elmira was really
boring. The sidewalks were rolled up precisely at 6 p.m. and the only
action in town was eating at a mediocre restaurant or going to the movie
theatre that ran two-month-old films.
On a Friday night, while sharing a lukewarm pepperoni pizza, Anthony
kissed Barbara goodbye and said that he would return to Elmira shortly
before began again in September. The only problem was that Anthony didn't
know exactly where he wanted to go.
It was Barbara's suggestion that he should first go to Boston to see her
friends Charlotte and Denise. He could then travel to Baltimore and hang
out with Elizabeth and Francine for a little while.
Anthony arrived in Boston just prior to the Fourth of July. He always
wanted to visit Beantown during the holiday, having read about the
Independence Day festivities in a magazine several years ago.
The fireworks display and the partying was impressive. Charlotte, Denise,
and Anthony decided that they go bar hopping down by the harbor. All
three proceeded to get drunk. After a couple of hours of drinking, the
lively trio hailed a taxi and went back to the brownstone.
Anthony was the first one to pass out. He fell asleep on the couch while
Charlotte and Denise toasted to another year together, having met each
other at a neighborhood bar some four years ago. The two women then went
to bed.
Anthony awoke about 11 a.m. the following morning. A note was left on the
kitchen table indicating that Charlotte and Denise were over at a
neighbor's house for lunch and that they would be back around dinner time
after a day filled with going to the mall, the liquor store, and grocery
shopping. There were great bargains on clothing at two of the local
department stores, they added.
Now was his opportunity, Anthony thought. After a sandwich and a diet
cola, the future New York banker traveled circular staircase upstairs and
ventured into Charlotte's bedroom. He opened one of the drawers to her
armoire and found exactly what he was looking for, panties. The lacy,
silk kind that felt so nice and comforting against his body. He rubbed
the panties across his nipples and his small buds immediately began to
harden. He often wondered why men's underwear never felt this soft or
looked so sexy.
Anthony removed all of his clothes and stepped into the pink panties. He
began to feel the blood rush to his dick. He opened another drawer and
found a matching bra. The band width was a little too tight. So he went
next door to Denise's room and found another pink bra that was a better
fit. The student made a mental note where to return the clothes before
his new friends returned from shopping.
Going back and forth between the two rooms, Anthony managed to put
together a sexy looking outfit. He found a cache of pantyhose in
Charlotte's room. He rolled a pair onto his blonde colored legs and
stuffed at least six, a dozen total, into each of cup of his pink bra. He
found a floral pink dress?that even had a long waist-high slit on its
left side?fitted him perfectly in Denise's closet. The dress, which
probably went down to Denise's thighs, only hung about three inches above
his knees. Anthony's dick got harder as he donned Charlotte's strawberry
blonde wig. High-heeled shoes that matched his dress were found in
Denise's closet. He went to the vanity and applied make-up to match.
He decided to hang out the entire day wearing his new wardrobe; doing
girly stuff until Barbara's friends got home. He planned on disrobing
around four, long before Charlotte and Denise would get home. They
wouldn't be the wiser, he thought; only if he would remember to place the
pieces of his outfit exactly where he originally found them.
Anthony could feel his member getting even harder. He rubbed himself
through the clothes. He felt he could cum any minute. But he couldn't or
rather not dare wouldn't because his cum might soak through the panties,
the pantyhose and onto the dress. The stain would certainly leave
telltale sign to what he had been doing all afternoon.
He opened the fridge and helped himself to a beer. He looked for
something to eat and found nothing enticing. He decided he would risk
going out "enFemme" to the corner deli for a sandwich. No one knew him in
Boston so he would remain anonymous?although someone was surely to remark
to himself or herself there goes "one ugly chick."
Anthony laughed to himself and went outside. Nobody seem to notice or
care about the way he was dressed. He ordered a Ruben sandwich and some
chips and ate there while watching the highlights of the previous
evening's celebrations on the television in the corner of the deli. He
ordered another beer.
He finished the sandwich along with the beer, left a tip on the table and
headed back toward the brownstone. Anthony had this mild inkling that he
was being watched. He turned around several times; looking for someone
but recognized no one.
He reached for the brownstone's door knob and found it unlocked. He
remembered locking the door and placing the key inside his bra for safe
keeping. How could the door be unlocked? Anthony's rock hard dick melted.
Both Charlotte and Denise were standing in the living; waiting for him.
They grinned slightly but said nothing. The two women grabbed the hands
of the fake woman and proceeded to the guest bedroom; Anthony's temporary
abode in Boston.
After entering the guest bedroom, it was Charlotte who spoke first.
"Twirl around. I want to get a good look at you. You look absolutely
gorgeous. I couldn't have done better myself."
Charlotte and Denise then offered a slight grin.
"Barbara had warned us about you. She had a suspicion that you had been
trying on her clothes but could never prove it. Now she will know for
sure; that her fianc?e was a crossdresser and a cute one at that. You
have nice tits, nice buns. Great job on the make-up I might add," Denise
exclaimed. "I think you are perfect for a fucking."
"I'll grab the strap on," said Charlotte.
"I already have mind," replied Denise.
Anthony looked puzzled. "What were they talking about?"
Charlotte returned with her strap-on in hand. She stripped down to her
bra and panties. Her left leg and then her right one slipped into the
harness. She leaned over to grab the jelly from Anthony's nightstand
drawer. "We always keep a tube handy for such occasions."
Charlotte lubed the dildo while Denise fingered Toni's ass. The jelly
oozed into Toni's hole along with Denise's finger. Toni could feel
Denise's finger against his prostate. It felt great. It had been a long
time, Toni said to Denise.
Charlotte entered Toni's ass with the dildo, after dropping his panties
to his knees and ordering him to get down on all fours. Denise's finger
was in no comparison to the flesh colored, heavily veined dildo. The
dildo's thickness made him squirm a little but the firm pressure on his
prostate made his dick hard again.
Noticing the bulge in Toni's panties, Denise began caressing and kissing
the throbbing member through the satin material. Toni's hard-on was
getting larger! He had never seen his penis grow to this hard?even when
it was resting nicely in Barbara's wet mouth.
Toni's felt the dildo's pounding inside his butt getting even harder.
"More lube," demanded Toni. The dildo was beginning to hurt a little, he
said. Then he remembered about Denise's remark about her strap on. He
didn't see it anywhere. He was wondering if it was a little smaller
therefore a little less painful on his sensitive prostate.
Denise removed Toni's panties and bra. She scooted underneath Toni, still
erect on all fours. She began teasing him by licking his nipples, down
his belly and inside his thighs. What seemed like an eternity, Denise was
finally down to his cock and balls. Denise was about to make him cum but
Charlotte said "No, stop."
"Toni is a bad little girl and shouldn't be allowed to cum. He must be
punished for wearing Barbara's clothes and for going into our rooms
without permission. Although he looks too good not to fuck, Toni must not
cum until later, if he is to cum at all. We have to think of an
appropriate way to make an impression on Toni for his bad behavior,"
added Denise.
Denise decided it was her turn to take off her bra. Out popped two of the
most gorgeous breasts that Toni had ever seen. While not double Ds,
Denise's breasts were indeed perfectly symmetrical orbs that any man, or
woman, would love to nurse upon. Denise then shoved Toni's mouth onto her
harden nipples. Toni's first wish had come true.
His dick was rock and cum was about to explode any minute. As if reading
his mind, Charlotte rolled a cock ring on his groin. "Now Toni wouldn't
be able to cum at all, until of course, we let him," chuckled Charlotte
Denise then slid off her panties and placed them on Toni's head. Toni
definitely could smell Denise's juices and was aroused even further. Then
he saw something he couldn't believe. Now he knew where Denise's strap on
dildo was. It was permanently attached between Denise's legs!
Charlotte rubbed jelly on Denise's seven inch prick until it was very
shiny. Charlotte then did what Denise did earlier, rammed her fingers
inside Toni's ass and began playing with is prostate. Toni's dick ached
from the pressure of the sperm and semen back flowing into his balls.
Denise rolled a condom onto her cock, got behind Toni, and entered him
very gently. "You have experienced pain. And now you are going to
experience the pleasure of being a woman," said Denise.
Softly, Denise rocked inside Toni. He felt warm and flushed. He
temporarily forgot about his aching dick and balls. Denise's momentum got
his butt rocking at the same pace. It felt great. Now Toni knew what it
was like having someone make love to him as if he was a woman.
Denise exploded inside the condom and withdrew from Toni's ass. She then
pulled off the condom and held it above Toni's face. Denise poured the
come all over Toni's face. As it oozed down past Toni's nose, Charlotte
leaned over and licked Denise's cum off of Toni's face.
Charlotte turned Toni over on his back and then went down on Toni's stiff
member. In a minute, Charlotte got off too. Denise then went into the
kitchen and retrieved three beers from the fridge.
"You can't have your beer until we make a phone call," said Denise.
"Forget about the beer. Please let me cum now. Both my balls and dick
hurt so much," replied Anthony.
"No you have to wait," added Charlotte while dialing the phone number to
a home in upstate New York. "Guess who I am calling Toni?"
Barbara looked at the Caller ID and knew immediately who was calling. She
answered the phone on the third ring. With anticipation, Barbara told
Charlotte she couldn't wait to hear all of the sexy details.
"Thanks for warning us," said Charlotte amused. "You were right. Anthony
apparently loves to wear women's clothes. And it is my best guess that
this wasn't the first time. We will record all of his crossdressing
history for you to share with your girlfriends up in Elmira. I will call
Elizabeth and Francine. Wait ?til Toni sees Francine's permanent dildo.
It is so much longer than Denise's cock. Toni will definitely be willing
to confess all the details. Between the four of us, we will get to the
story out of Anthony. Just you wait."
Denise grabbed the phone from Charlotte. "You and your girlfriends will
get real hot and horny just from reading our report. You owe us a case of
12-year-old scotch. Definitely cheap price to pay for a great piece of
erotic literature," added Denise. "Before I hang up the phone, I want to
out Toni on the line. He wants to cum but we said he couldn't until he
talked to you."
Toni placed the receiver to his head. Talking weakly and embarrassed, he
asked, "How long did you know? Why didn't you tell me you knew about my
desire to dress up as a woman?"
Denise and Charlotte couldn't hear the other end of the conversation but
they saw one of Toni's hands pull off the cock ring. Toni began rubbing
himself, at first softly and then very fast as Barbara talked with him on
the phone.
Toni's cum shot out like water coming out a fire hose. Some of it flew
onto Charlotte's breast. More squirted onto Denise's panties. Denise
became mad.
Charlotte and Denise heard Barbara cum soon after Toni released his load.
After Toni hung up the phone's handset, Denise forced Toni to lick his
own cum off of Charlotte's breast and off her own panties.
"That was your lunch. I hoped you enjoyed it," said Charlotte. "And here
is the beer we promised you to wash it down."
TO BE CONTINUED?
Angelica
- 19.03.2020
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