Deflowering Jeanette
- 3 years ago
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Sam And Jeanette free porn video
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The Convention
----------------------
Jeanette (the woman I met in Vegas a month before) and I timed our
flights to arrive in Kansas at about the same time. We were to meet at
the small baggage claim area. We both loved science fiction and
fantasy, so we thought it would be fun to see eachother again at a
convention. [Jeanette isn't her real name, but she reminds me of pool
player Jeanette Lee, so I'll use Jeanette.]
We picked things up right where we left off in Vegas. She was at the
baggage claim first, and she greeted me with a sensual kiss. She was
wearing a simple animal print dress that reached to just above her
knees. High heels made her already 5' 10" frame a full 6 feet, just
like me. Her straight black hair reached her shoulders and she didn't
need any makeup to accentuate her pacific islander features except her
favorite light purple lipstick.
We caught up a little during the taxi ride to the hotel, checked in,
then we couldn't wait to take off eachothers' clothes.
After sex, she asked me, "So what's your sexual fantasy?"
I answered immediately, "To see two girls use a strap-on."
"Hmmm... I'll see if I can find someone to help us fulfill that..."
We moved on to other topics. I didn't ask her what her fantasy was.
FIRST FANTASY
Jeanette and I went to some events at the convention together, but
sometimes we split up when our interests varied. On the second day of
the convention I returned to the hotel room after splitting up from
Jeanette for the afternoon. She was there with another woman.
"Hi Sam, this is Liv." Liv had long straight black hair, deep red
lipstick and reminded me of Liv Tyler. [Liv isn't her real name, but it
is easier to name her Liv here.] She wore a pair of tight blue jeans
and a black t-shirt. Jeanette happened to be wearing the same
combination.
"I hear you have a fantasy Sam... and Jeanette is so beautiful I
couldn't resist her offer. So why don't you have a seat and enjoy
because we don't want to wait any longer," Liv said.
They kissed as they made their way to the bed, giggling all the way.
Jeanette said to Liv, "Remember, you're getting fucked first," as she
fell onto the bed on top of Liv. Jeanette pulled off Liv's black T-
Shirt and kissed her breasts. Liv was going braless. Jeanette didn't
waste any time: she worked Liv's jeans and black thong off with her
hands as her mouth continued to show Liv's breasts attention. As soon
as the jeans and thong were pulled down, she took her attention off
Liv's breasts and pulled off her jeans and thong while she started
kissing Liv's kitty.
Liv said to me, "Get a good look now and pay attention... you might
learn something."
I studied Jeanette's technique as best I could under the circumstances.
I had to adjust myself a few times.
Jeanette got Liv moaning a little and I could see that Liv was excited.
Jeanette then stood up, pulled off her own shirt, motioned for me to
unfasten her 34C black bra, and pulled off her jeans and black, lacey,
bikini panties. She then reached behind the pillow and pulled out an 8"
beige dildo fastened into a black dildo harness. She slipped the
harness on and tightened it, then reached behind the pillow again and
grabbed some lubricant which she applied to the dildo.
I could see Liv pursing her lips in anticipation.
Jeanette motioned for Liv to spin around into a doggy-style position.
Liv turned around, got on her hands and knees, winked at Jeanette then
at me and dropped her back so it arched a bit more and gave better
access to her kitty.
I made sure to get a good view of this. Jeanette entered Liv slowly,
delicately, and with a loving look at Liv. Liv loved every drawn-out
second of being penetrated by Jeanette. Liv didn't take it all the first
time in. Jeanette eased herself out, then back in a little faster and a
little deeper, in and out again a little faster and deeper, again and
again until on about the 8th or 9th stroke Jeanette's 8" strapon was all
the way in Liv. Jeanette kept this up for a minute then did it more
slowly for a minute. Liv liked that even better. She was constantly
looking back at Jeanette. I was constantly adjusting myself. Jeanette
glanced over at me with an "I'm glad you're enjoying this" look.
Jeanette eased her strapon out of Liv, then Jeanette rolled onto her
back and Liv eased herself onto the dildo. She rode Jeanette for a few
minutes, then they rolled over and Jeanette was on top, strapon still in
Liv. This allowed Jeanette to stay inside Liv, but for them to kiss and
play with their breasts rubbing eachother without worrying about the
dildo falling out.
"I'm ready," Liv finally said.
Jeanette actually slowed down the pace (she later told me she sensed Liv
liked the slow action better) and Jeanette made sure their breasts
rubbed eachother as they kissed. Occasionally they would break the kiss
and Jeanette would kiss a breast, then return to kissing Liv on the
lips. Liv came loudly as Jeanette switched to kissing a breast for
about the tenth time.
"Ahhh... that was great," Liv said.
"OK Sam, now it's your turn to help with my fantasy."
SECOND FANTASY
"Oh, I'd love to." I had a bunch of pre-cum in my pants already.
"Great, we'll help you put these on." She pulled out a glittering black
corset with small cups on top adorned with pink bows and hearts and a
pair of black thigh-high stockings.
"What?" I asked.
"Well, my fantasy is to dress you up as a girl and make you mine." She
stroked the dildo as she said the last part of the sentence.
Jeanette could see me hesitating. "Oh come on, you got your fantasy.
And you only have to do this once. Who knows, you might like it."
"Fine. After what you two did, I'll try it. But if I tell you to stop
part way, you stop ok?!"
"OK."
So the girls undressed me (t-shirt, blue jeans and boxer-briefs) and
then they put the corset on me and tightened it up. This took over 5
minutes. Then they put the stockings on and fastened them to the
corset. Jeanette explained there was no need to put the panties or a g-
string on. They led me into the bathroom and pulled out a blond, above-
the-shoulders, straight hair wig and applied some makeup.
In no way did I look like a woman, but after 20 minutes of adjustments,
Jeanette declared that she was happy with the look, all things
considered. I was still excited because the girls were still naked
except for Jeanette's strap-on and harness.
Jeanette led me to the bed, kissing me all the way. "Try to do things
just like Liv did, starting from doggy style," she said to me giggling.
I broke off the kiss as we got to the bed and knelt down on the bed. I
put my hands down and arched my back. I threw the hair back so I could
look back at Jeanette. Liv was putting some more lubricant on the
dildo.
Jeanette moved closer and I felt the head of the dildo on my hole.
"Relax Samantha," Jeanette giggled. I tried to follow the instruction.
She slid a little bit of it in me, then paused, then a bit more, then
paused, then a bit more.
Liv was running her fingers on Jeanette's pussy because Jeanette was
easing into me slowly.
After a minute, between her own pants, Jeanette said, "I'm halfway into
you, Samantha honey, that's a good start." Jeanette then slid out some,
then back in, then in and out again a little faster. She was now up to
the "slow" pace she had been using with Liv.
Jeanette slipped it all the way out of me. "Now I want you inside me,
but don't cum," as she got herself ready for a missionary position and
slipped the dildo off. I entered her quickly. She was already very wet
and ready to cum. It only took a minute for me to feel her kitty
contract in an orgasm. That was lucky, because I wasn't sure how much
longer I was going to hold out. I was enjoying all of it.
Jeanette motioned for us to switch positions. She put the harness back
on and entered me again. It was easier the second time.
Liv asked, "What are you doing now?"
Jeanette reached for my cock and started stroking it, "Taking him home,
naturally." She added, to me, "let me know when you're almost there."
So Jeanette used the same pace that she had used before on me with the
dildo, and Liv stroked me as well. Of course it didn't take more than
another minute for me to cum--I was loving all of it--the clothes, the
name Samantha, Jeanette, Liv helping. As soon as I told Jeanette, she
bent over further and put her mouth around me. I came in her mouth.
She swirled it in her mouth, pulled out of me and motioned for all three
of us to kiss. We did, exchanging the cum.
We laid together, purring, without talking, justing enjoying eachother's
touch for about 20 minutes. Finally, Jeanette said, "That was great."
Liv purred some more.
"I loved it. I love the fit of the clothes, the way they felt, tossing
my long hair over my shoulder, being called Samantha, kissing you both
with lipstick on all our lips..." I was rambling.
SHOPPING
"So would you like to wear more of this more often?" Liv asked.
"Yeah, when I'm in private or no one would know."
"OK, we'll see what we have that we can give you for now, and I live
locally so I'll look over what I have that might fit or at least stretch
out a bit and then we'll also go to the store and I'll restock and we'll
work on what you might need," Liv replied with Jeanette nodding in
agreement and smiling.
"Thank you, that sounds wonderful."
So they went through their suitcases for me. In the end, we decided I'd
keep the corset on, wear a stretchy pair of Jeanette's black boy-shorts,
keep the stockings on, and wear Jeanette's animal print dress while we
were in the room. It was loose on her, and only a little tight on me.
Then we decided to make a shopping trip to the mall. They helped me
take off the makeup and wig and dress, but I kept the corset, boy-shorts
and stockings on. The boy-shorts especially made me feel very sexy
because the bottoms rode up and revealed the very bottom of my cheeks.
The way they fit there was wonderful. I put my jeans and t-shirt back
on. The jeans were long enough that as long as I kept my sneakers on no
one would see the stockings. I put a light jacket on so no one would
notice the straps or slight bulges from the corset.
Jeanette and Liv put their jeans and shirts back on.
The girls helped me pick out a white keyhole front sweater and black and
aqua blue lace camisoles to wear under it. We picked up a pair of dark
blue jeans and a short jean skirt to wear with either combination.
At the next store we bought a white dress shirt that was tailored to be
tucked in and a black knee length skirt that came with a red belt
attached to it.
Then we picked up more lingerie from another store. We picked up a few
pairs of boy shorts and high cut panties in different colors, because
they would all give me some support for my special parts.
Jeanette convinced me to keep the bra size small for now, so they were
all 36A. One was an "embroidered lace balconette liquid bra" whatever
that means, another was a "smooth sensation demi bra", and a "satin doll
push up bra." Finally we made sure to get another corset. This was a
"brocade corset" in a pink and black color.
We finally stopped at another store and picked up some more basics: t-
shirts and jeans. We also got a makeup kit and some cream to remove
hair.
SYBIAN
We made it back to the hotel just in time for some evening events we
wanted to see. After those, we decided to have a late dinner in our
room. This was just for Jeanette and I. Liv went back to her house to
look for more clothes for me.
I went to the bathroom and used the hair removal cream on my legs. It
burned a little in places, but it was amazing how well it worked given
five minutes on each area. I took a shower to make sure it and all the
hair was off of me.
After drying off I decided to wear some of the new clothes. Actually, I
couldn't wait. I chose the white keyhole sweater with the black corset
Jeanette got for me showing through. I wore the dark blue jean skirt
with it. Jeanette did the makeup for me (burgundy lipstick, some blush
she thought would match and some fairly dark eyeshadow), and combed out
the same blond, straight, shoulder length wig.
Jeanette put on a purple lace bra and thong, black above the knee skirt
and a long sleeve purple babydoll top.
After we "two girls" had a nice dinner together, Jeanette wanted to try
something new. Liv had left a Sybian machine with us. It is a saddle
like seat but in the center is a dildo that someone can straddle. It
has a control for how much vibration and thrusting the dildo does.
Jeanette and I took off each other's shirts and skirts. She then pulled
down her thong. I knew she wanted me to help with her bra later. We
moved the sybian in front of a full length mirror. She rubbed some
lubricant on the dildo and eased herself onto it. I knelt next to her
with my side facing the mirror. Jeanette was fully facing the mirror.
She handed me the sybian's controls.
I started the controls on a slow setting and admired us in the mirror
for a moment. Jeanette's beautiful 36C-26-34 figure was facing the
mirror. She smiled teasingly with purple lipstick covered lips that
matched her purple bra. I was wearing the black corset and even though
my profile was in the mirror and it didn't have anything to hold up top,
it helped make my figure look more feminine. The black panties helped
keep things in place also.
We kissed as she put her arm around me and I pushed off the bra strap
that was further from me and massaged her breast. This was about her
enjoyment, primarly. I pushed the other bra strap off and started
alternating massaging both breasts. She pulled me closer and started
rubbing the top of my corset where one breast would be.
I moved behind her, and increased the speeds on the controls slightly.
I kissed her neck and ears. I kissed her shoulders and fondled a nipple
in my fingers. She briefly raised her head when the sybian got the right
spot. She smiled at me, "You can't imagine how good this feels. I wish
I could do it for you."
I unfastened her bra and she let it fall to the floor, throwing it to
the side. I continue fondling her nipple and kissing her neck. I switch
to massaging both breaths. She's enjoying it, smiling as it gets the
right spots. She moans.
I kiss her neck again, then give her breasts more attention. She
constantly is half looking back at me, wanting more kisses. We open our
mouths and kiss. She leans back towards me, then straightens again. I
reach down and touch her clit, briefly.
"Turn it up again," she says. I do, a little. She starts to buck a
little and moans as I touch her breast again. We open our mouths and
kiss again, I play with her hair and one of her breasts as we kiss.
I kiss her back from top to bottom and turn the speed up again. She's
in heat. She moans again and closes her eyes. I massage her breasts as
she cums. She smiles and says "OK" as I turn off the machine. She
lifts herself off with a giggle.
"Now I want to thank you by giving my girl's special toy some
attention," Jeanette says with a seductive tone. "Let me milk that boy
clit and get a good taste."
Jeanette kisses me and positions me against a wall sitting on the floor
in my black corset and high-cut panties. She kisses me then pulls my
panties down my hairless legs. She licks the outside of my oversized
clit, up and down, up and down.
"Do you want me to put this in my mouth and give it a good suck?" She
asks.
"Yes, please."
"Mmmm... my Samantha is so cute with her lipstick and makeup and long
hair." She puts me into her mouth and gives me a few tugs. She lets me
drop out of her mouth.
"Oh is my Samantha that close to cumming already?" She teases. She
straddles me, then slides my big clit inside her. "I better take
advantage of some of this quickly then."
With me inside her Jeanette then asks, "Wouldn't it be great if you
could dress up every night--maybe in the evenings when we're alone--and
we 'girls' can have some fun together and I can take advantage of my
'girl's' special equipment? Think about it.
She then lifts herself off of me and starts fondling my balls and she
puts my big clit into her mouth saying, "Can I please taste your sweet
cum now?" She has me in her mouth and is sucking me good.
Simultaneously she is alternating between fondling me and stroking me
vigorously.
I give her what she wants. She purrs as it shoots into her mouth. She
lets me fall out of her mouth. She opens her mouth briefly so I can see
then swallows it and smiles broadly. "Yum" she says.
We get into bed naked and fall asleep, holding eachother tightly.
To be continued...
Trish
- 10.02.2021
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