The Intern ( A Lesbian Story)

It had been one let-down after another for Jessie.
She was in college and dying do an internship
before she graduated, but it didn’t look like it was
ever going to happen.
Most companies were being too picky. She’d been on
a lot of interviews and none had called her back,
which she found insulting considering it was free
labor.
She’d spent a lot of nights crying, but not just
because of that. Her whole life was going straight
to shit.
She’d recently broken up with her boyfriend
because she’d gone on a trip to Las Vegas without
him. He’d been accusing her of cheating since the
day she got back because she didn’t call him while
she was there.
She explained that she was planning to, but every
time she had time to call, something would come
up and she couldn’t do it. He didn’t believe her
and they’d argued about it so much that it
eventually led to their breaking up.
On top of that, her closest friend was moving to
Australia. She and this guy were as close as two
people could be. It was like losing one of her sisters
(he was gay). She was having a hard time getting
used to the thought of him not being around.
It seemed like every possible problem that one
person could have was coming at her all at once.
She spent a lot of time watching comedies to try
and keep her spirits up. She didn’t want to look too
sad on her interview.
The day of the interview arrived. Jessie felt like
shit, but she went anyway and tried to keep a fake
smile throughout their conversation.
It had been going well despite the intense
nervousness she felt inside. It was like all the
mistakes that she had made on her previous
interviews were helping her now. She could speak
more fluently and answer without hesitation
because she’d heard all the questions a dozen
times before.
Nina was the woman doing the interview. She was
the sexiest older lady that Jessie had ever seen.
Nina was blonde, had a distinguished face, and was
confident. She wore a sexy form-fitting outfit that
hugged every curve, and Nina had plenty of them,
especially her big, round ass. Jessie could only hope
to look that good when she was Nina’s age.
At the end of the interview, Nina said, “I like to
keep a nice, warm working relationship with all my
employees.”
Jessie leaned over and picked up her portfolio. She
said, “I’ve got some papers here, actually, if you
want to go over them with—”
“There’ll be plenty of time for that later, ” Nina
interrupted. “I think a little conversation will be
just fine right now.”
Jessie’s heart skipped a beat. Did Nina just say the
word, later?
LATER?
As in, ‘I’m going to hire you, so there’s no need to
talk now because we can talk later?’
Jessie was having a difficult time trying not to
shout for joy as Nina stood and asked if she would
like some coffee. “Yes, please, ” said Jessie.
“How do you take it?”
“Black, two sugars, please.”
Nina excused herself to get the coffee. Jessie took
a deep breath of relief. Her persistence was finally
going to pay off.
She started looking around Nina’s house, which was
where the interview was being held. It looked good.
It was nicely decorated.
A smile surfaced on Jessie’s face as Nina was
handing her the coffee. Maybe one day she would
own something like this. Maybe one day she would
be the sexy older woman welcoming a struggling
younger version of herself into her empire.
There was a brief moment of silence. Jessie took a
sip of coffee. Nina was staring her up and down.
As soon as Jessie removed the cup from her lips,
Nina said, “So, do you have a boyfriend?”
She almost said yes, but then she remembered that
she and her boyfriend weren’t together anymore.
“No, I don’t. Not at the moment, ” she replied.
“A girlfriend perhaps?”
Jessie giggled. “No, I haven’t got a girlfriend.”
Nina let some thoughts run through her mind as
she watched her sipping her coffee.
“Have you ever been with a woman?” Nina asked.
“I haven’t really thought of it, actually, ” Jessie
lied.
The lie was very unconvincing, of course, so Nina’s
next question came as quick as the smirk on her
face.
“Would you like to see my Rumpus Room?”
“Your…rumpus room?”
Nina led her to a room on the same floor in the
rear of the house. It was a large room with white
walls and a king sized bed. The bed was made up in
black and white bedspreads and a zebra-striped
comforter. It was nice-looking room, but Jessie
didn’t understand why she was showing it to her.
It’s very nice, Mrs. Hartley, ” she said.
“Yeah, I’ve had a lot of good times here, ” said
Nina as she took her suit jacket off. “It’s my
favorite place to relax and get rid of the stress of
the day.”
Nina climbed onto the bed, tapped the space on
the other side, and said, “Sit next to me.”
Jessie was dumbfounded, but she obeyed. When she
was in a comfortable sitting position, Nina asked,
“So you’ve never been with a woman?”
That’s when Jessie figured out why she wanted to
show her the room.
Nina wanted to fuck her.
She had leaned in closer and was rubbing Jessie’s
thigh. She looked her up and down like she was a
piece of meat, but she was sensual and made sure
not to move too fast so not to scare Jessie off.
Jessie smiled at her and started blushing. Answering
Nina’s question, she said, “No.”
Nina kissed her hand and said, “Well, welcome to
the firm.”
“Thank you, Mrs. Hartley.”
Nina grinned as she kissed her hand a second time,
then turned it over and kissed her wrist. She slowly
started kissing her way down Jessie’s arm until her
mouth touched the cotton of her sleeve.
She gently grabbed the back of Jessie’s head and
pulled her in for her first girl-to-girl kiss. Jessie
felt awkward at first and her lips were tense
because of it, so Nina slid her mouth around to
the left side of her neck and started sucking and
gently biting it. Nina heard a low moan come from
Jessie’s mouth, so she bit her again and allowed
her warm breath to pass over the moisture on her
neck.
Jessie’s pussy was almost as wet as Nina’s now. She
was happy about the job. She was flattered that
another woman would take such an interest in her.
She looked at her with genuine desire and
admiration and leaned in for another kiss. This
time it was longer, more passionate, deeper,
hungrier.
Jessie’s legs began to separate as Nina helped her
get her blouse off. Then she took her own blouse
off.
They took their skirts off next, leaving them in
bra, panties, and stockings. In between some
affectionate touching and passionate kissing, they
took everything else off, leaving them naked.
There wasn’t an ounce of fat on Nina’s body.
Nina’s breasts were firm and perky, sitting up right.
Her hips were slender. Her ass was shapely and
toned. It was like Jessie was looking at herself, only
older, but the same body.
Once Jessie was on her back and out of her
panties, Nina lowered her head between her
luscious thighs. Jessie felt a rush of excitement.
She loved having her pussy eaten, but her ex-
boyfriend never wanted to do it. She raised her
legs high and wide. She let out a sigh of relief as
she felt Nina’s long tongue slip between her wet
pussy lips.
She licked the hole for a while just to tease Jessie.
She knew where the most pleasure from licking the
pussy came from, and after a few seconds, her
tongue found its way up to the protruding nub.
Nina got it wet with her tongue and lapped up
pussy juice to spread over it. Once it was soaking
wet, she closed her mouth around the clit and
started sucking it while letting her tongue slither
all around it.
Jessie was quiet so far, but Nina could see her legs
trembling slightly out of the corners of her eyes.
Her young apprentice was enjoying her first lesbian
sex thus far.
Jessie’s mouth was wide open and she was quietly
gasping for breath. She was gently squeezing the
pillow and sometimes fondling her own breasts. She
clenched her teeth from time to time.
This let Nina know that Jessie was the type who
was too insecure to let herself go during sex. She
was intentionally trying to keep quiet.
She wanted to see Jessie really cut loose. She
wanted to bring the wild slut out of her and she
wasn’t going to stop until she did it. Her pussy was
tingling more just from imagining it in her head.
She slipped a finger into Jessie’s wet cunt, then two
more and started masturbating her. Jessie started
playing with her clit. She worked her fingers deeper
until they were buried to the hilt.
“Oh, god, ” whispered Jessie.
Nina smiled on the inside and started working her
pussy a little faster. Jessie’s legs were trembling
more and her breathing was getting faster all the
time.
“Ooh, ” Jessie said, still just a shade above a
whisper.
“Yeah, ” replied Nina.
“Oh…oh…ohhh” whispered Jessie.
Nina stopped fingering her after a couple more
minutes and held her fingers upwards while they
were still in Jessie’s cunt. Jessie was still stroking
her clit, and since Nina was holding it in place
(from the inside), the tingles felt a lot more
intense.
Leg spasms were coming more frequently. Moans
were getting louder.
“Oh, oh!” moaned Jessie. Her vaginal walls
spasmed. Her body convulsed as warm pussy juice
started squeezing through Nina’s fingers.
“Ohhh, god!” continued Jessie when she felt Nina’s
soft lips touch her pussy. Nina licked and tongued
her clit, then came up and started kissing and
sucking her mouth and neck.
Jessie’s body was really alive now. “Oh, it’s so good,
” she said.
She wrapped her arms and legs around Nina and
held her close. She loved the feel of female flesh,
the way her breasts pressed against her own.
Now it was her turn to try eating pussy. They both
sat up. They kissed and gazed into each other’s
eyes like animals in heat.
Their lips separated. Nina moved to the side. She
slowly bent over so far that her head touched the
bedspread. Jessie was left with the sight of Nina’s
round ass sticking up in the air with her puffy pussy
lips poking out in between them.
Jessie touched her ass softly and stared at Nina’s
glowing wet pussy lips. She leaned forward with her
tongue sticking out and placed it directly on her
asshole.
“Oh!” said Nina, partly because it felt good, but
mainly because she wasn’t expecting it.
Jessie wasn’t expecting it either. She was planning
to lick her pussy, but for some reason that she did
not know, she went straight to her asshole and
started licking that.
Then she flicked her tongue on Nina’s pussy and
slid her tongue from clit to asshole. She kept
repeating this process but every now and then she’d
stop at the pussy hole and suck at its nectar as she
listened to Nina screaming and moaning her
approval.
“Oh, that’s very good, ” whispered Nina. “Oh, ooh,
oh, that feels good. Don’t stop.”
For somebody who had never been with a woman,
Jessie could eat pussy really well. Nina was
beginning to wonder if she was being honest about
her sexuality.
She started fingering her cunt so she could focus
more of her tongue action on Nina’s asshole. Nina
was shouting out like crazy and she jerked and
squirmed around as one intense orgasm after
another shot through her.
She lost all the strength in her body and her pelvis
fell to the bed. She was seeing stars. When she
couldn’t handle anymore, she rolled over and kissed
Jessie’s hand. She was happy to see that she was
satisfying her new boss.
Nina giggled loudly, grabbed hold of Jessie’s face,
and gave her a playful kiss. “Ummm, ” moaned
Nina, and the kiss got slower and deeper with every
passing second.
Nina got off the bed and pulled a strap-on from
the closet. She put it on.
Jessie thought it looked odd. There was a pretty
woman with huge breasts and big red cock standing
in front of her making lovey-dovey eyes at her. It
looked kind of silly at first, but it didn’t feel silly
once Nina put it inside of her.
It was long and thick and it felt just like a real
cock but without the heat. Nina fucked her with
long, circular strokes, pulling the cock back so far
that just the head was left inside of her and then
slowly, but forcefully, grinding it back in.
The strap-on had a center strap that fit between
Nina’s pussy lips and rubbed her clit as she moved.
It was just as stimulating for her as it was Jessie.
She started pounding Jessie’s cunt. She had the
whole bed rocking.
“Ooh, oh!” Jessie screamed. It was so good, almost
like having a man in her sweet hole.
Nina pulled her up and lay down so Jessie could
ride her. She noticed the expression on Jessie’s
face had changed. She was really into it now. She
wasn’t as nervous and she wasn’t trying to keep
quiet anymore.
She arched her back started bouncing her sweet
pussy on the strap-on. “Oh, that’s good, ” she
hissed. “Fuck, yeah!”
Jessie got up. Nina asked her to suck it. She tried
but it wasn’t real. She couldn’t get into sucking a
fake cock, so Nina turned her around, licked her
asshole and shoved it in her from behind while she
circled her asshole with her thumb.
There’s no sight so pretty as the back of a woman’s
head while you’re drilling with a strap-on, Nina
thought with a wry smirk.
“You like my finger in your butt?” she asked.
“Uh-huh, ” responded Jessie.
She let it slip half way in. Jessie moaned and
arched her back. Then Nina started fucking her
hard and fast.
This was new to Jessie too. There had never been
anything in her ass. She had seen it in porn movies,
but it didn’t seem like anything she would want to
try.
Having something in her ass and pussy at the same
time was giving her pleasure galore. Cum was
splattering from her cunt all over the strap-on and
Nina’s pelvis.
“Oh, yeah!” hissed Jessie. “Fuck me! Yeah!” Jessie
looked over her shoulder and said, “I’m really
starting to like this job.”
Nina grinned, but didn’t respond. She was too
caught up in her role as the man. She liked fucking
women with the strap-on. It gave her a taste of
what it was like to be her husband when he was
fucking her. The power was a hell of a rush. She
even had her shoulders squared like a man.
“Oh, god, that feels so fucking good, ” screamed
Jessie.
“How good?”
“I’m about to cum.”
Jessie closed her eyes. Her face twisted into a
passionate grimace. The tingles in her cunt were
building with every thrust into her. Her head was
bucking and her breasts were jiggling like mad.
“Yeah!” she screamed. “Ooooohhhhhh!”
Jessie’s body shook. Cum was spilling from her
pussy. Her vaginal walls were spasming. Her legs
were jerking. Her eyes had rolled into her head.
“Oh, fuck. Oh, shit, ” she moaned.
Nina was kissing her back and holding her closely
throughout it all. She waited patiently for Jessie’s
orgasm to subside.
When it did, Jessie said, “It was so hot that you
made me cum twice.”
Nina started licking her ass again. Then she sat up
and said, “Just wait ‘til the Christmas party.” She
kissed her new intern one more time and they got
dressed.
Jessie had needed guidance for her career, a new
lover to take her mind off the old one, a new
friend to replace the one who was moving out of
town. In a matter of 30 minutes, this woman had
managed to give her everything she needed to
make her life happy again.
For the first time in a long while, Jessie felt
something that had been evading her for months.
Joy.
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