My First Time

Kosher Virgins Share A Sabbath Tryst

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Kosher Virgins Share A Sabbath Tryst
A Shy Jewish Teen s Very First Time

By nutmegman -

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Stories.



In 1981, I was a good Jewish lad, living in a little town in

Western Massachusetts. I was still in high school and had just turned 19 in my
senior year.

I was very, very shy while growing up. I didn t really

expand my friends much in high school. I was super quiet and extremely shy. I
barely spoke to any girls, except for Carrie. She was in my Temple USY (Jewish
religious youth group) and a little younger than me at 18.

Carrie helped me overcome my shyness with her when we were

very little, so that we remained close friends and spoke almost daily on the
phone throughout our teen years.

We would talk after school on most days.

She was also dating my best friend. So I d see her over at his house and at USY
activities. Somehow, I was usually squished up next to her in car pools. She d
whisper something in my ear on those moments, and get me smiling, and I d shush
her so her boyfriend, Howie, didn t catch on. She was just 5 foot & a cute
girl with dark shoulder length hair, big eyes, really cute face and body; and
huge boobs, really. I was actually more interested in her older sister who was
a year older than me and was less curvy. Big boobs were okay, But I wasn t
obsessed with huge boobs, but Howie was. Howie was entranced by them. He spoke
about those huge boobs all the time, more than the personality inside. And
Carrie knew that, but she still stayed dating him.

And so it went with Howie telling me he was dying to get to

her tits & twat, and how she was going to be his first. Then, with Carrie
talking to me at other times, she was telling me what Howie wanted to do to
her, and how she wasn t ready, and that he was pressuring her. Then she told me
she went on the pill with her mother s permission to be extra safe even though
a condom was going to be used if & when Carrie did have sex.

Nothing happened between them, yet. Howie had been pushing

for about 2 months and was getting aggravated in his wait. Time was passing.

A bit about Jewish views on fornication: Unlike Christian

teaching that all sex outside a marriage is clearly a serious sin,
Jews are taught to make a reasonable effort to follow the religious
law. Once a Jew believes he s tried to do his best, he doesn t feel shame for
falling short , spiritually. He met his obligation.

A few weeks after the start of our senior year, I told

Carrie that I was going to have the house to myself from Friday afternoon
through Sunday late afternoon on a September weekend. My parents were taking my
sister to a friend s home in Salem for the weekend and they were spending the
weekend in Rockport. The house was mine to relax in. I only told Carrie. See, I
wasn t a partier, which my parents knew, so they weren t worried about that.
They also left me the other car as I had earned my driver s license a few
months prior.

Carrie suddenly loved the idea that I was going to be alone

and she wanted to join me for the weekend. I said; No because Howie would kill
me . But she concocted a plan with a girlfriend of hers who lived just a few
streets away.  Howie evidently thought she was having an all girl
weekend . He figured he wouldn t see her at synagogue, either.

Sabbath Night

 Late Friday afternoon, about 5 minutes after my folks

were gone, & before I knew what was going on, Carrie was ringing the
doorbell with a backpack of clothes in her hand. I let her in and she grabbed
me in a big hug. Okay, this was getting interesting. I was kind of shocked by
the hug, but I gently hugged her back. Having her so close to me, gave me an
instant erection that I hoped she did not detect. Her first words to me were;
I m starving, what s for dinner?

I ordered a pizza and it was delivered. I had been cutting

lawns and doing odd jobs and had money and always paid my own way. Carrie s
family was wealthy (by my standards) and she didn t work other than the odd babysitting
job, and had a nice allowance each week. While we were waiting for the pizza, I
showed her my sister s room and put her bag in it. We made sure she was not
visible when the pizza came, as I knew the delivery person. She went up and
changed into some flannel pj's and came back down. I had to admit,
she looked good and snugly. She told me to go up and change into my pj s,
which I did.

The pizza was consumed and we went and watched TV. 1981 was

before cable TV (as we know it today) and we only had over-the-air TV.

We watched whatever was on. I sat in my usual spot on the

couch and much to my extreme surprise, Carrie came & sat right
next to me. We started chatting, just like we always did on the phone, but in
person. Talking about everything we always did. Only this time she told me how
she; took Howie s thing in her mouth and it exploded . She gave me much more
detail than I ever would have wanted, and was very thankful that it was dark in
the livingroom so she could not see the stiff tent in my pj s.
Or so I hoped at least.

I remember vividly how she told me she was on her knees in

front of Howie, just wearing her bra & shorts; and how she was touching and
feeling him and how hard he was. How she stuck her tongue out and licked him as
his thing was drooling . She said he tasted salty. I kept saying I really do
not want to hear this. But she went on anyways. She really seemed to love
talking about sex, & telling salacious lurid details.

She told me how she licked her lips to make them wet and

soft. I said they were probably always soft. She shushed me and kind of turned
in to me and laid her hands on my thigh, leaning more onto me and was
whispering in my ear. I could feel her hot breath near my ear and I felt like I
was in an immovable trance. Frozen in place. Thinking back, if I
hadn t been so shy and scared, I probably would have attacked her, screwing her
like crazy. But, I was frozen in place, just trying to breathe and glued to her
every word.

So she started her bawdy story again, telling me again how

she got her lips nice and wet and placed them over the tip slowly. Moving her
mouth up and down and using her tongue on the underside of his thing. At that
point I remember laughing & saying, Can t you call it something else?

 She said; What? and I listed off a few suggestions.

She chose dick . And then she started again saying she was slowly going up and
down on his dick. Feeling every part of the underside on her tongue and feeling
it get bigger. Carrie then said she was holding his balls in her other hand and
they were getting tighter. She also said she pulled back until just the head
was in her mouth and she was tonging the top; and then it exploded.

At that point her hand moved and bumped my dick, which was

like a flag pole. I think that surprised her, as her eyes got really big, and
she looked at me, her eyes lit up and she grinned. I was looking at her looking
at me, not knowing what to say or do.

She resumed her tale of the blowjob, saying she pulled him

out and he was spurting on her tits and bra until he finally stopped. She said
he tasted salty again and got soft. She said she held him gently and licked and
cleaned him off. I asked her how she knew what to do? She said; My older
sister had told me, and said she d read it in a magazine . Carrie then shifted
even more against me and the back of her hand was pushing against the side of
my dick. I was afraid to move. She had this horny smile on her face.

Carrie said that Howie got down on the floor with her and

removed her bra and started feeling up and playing with her tits. I now felt
those same luscious tits pushing into my side. She said he was rough with her
tits and hurt her a little bit. She said it took her out of the mood, even
though Howie was hoping to screw her that day, she said no , and ended his fun
right there.

I was there, alone with Carrie & listening. I already

knew some of it, as Howie gave me the broad details. She knew that I knew, and
I m pretty sure she was enjoying the torture she was doing to me. She then
leaned into me a bit more, pushing more against my hard dick and she whispered
in my ear that she doesn t want Howie to be her first.

 This surprised innocent me. And she then leaned more

in to me and planted a small kiss on my lips. I was frozen in place but somehow
breathing. That first kiss turned in to a 2nd and into a 3rd. By the time of
the 3rd kiss, I was starting to kiss her back and she had this big smile
on her face. She put her hand on my chest above my heart and asked why it was
beating so fast. I just raised my eyebrows and looked at her, speechless; and
she laughed.

She scooted up & was quickly sitting in my lap, my boner

under her pussie, but she pushed  her crotch down a bit. We
kissed a few more times and I was getting the hang of it and enjoying it immensely.
She knew she was now the first girl I had ever kissed.

I was overwhelmed by Carrie s sweet and soft lips, the sweet

smell of her hair and body. I commented how she smelled so nice. She liked that
and wiggled her butt on me.

 I was worried that I was going to explode right under

her. She kissed me again, this time exploring with her tongue which met my
tongue and we played like that for a while, and slowly she
just laid against me and whispered in my ear how she liked this so
much. That this is the way it is supposed to be . I think I agreed and
I was loving every minute of it.

The late news came on so we decided to call it a night,

shutting off the TV and going up to the bedrooms. I was looking forward to jerking
off as soon as I got alone, probably a few times before I would be able to get
to sleep (wondering if I even could sleep), while sexy Carrie slept in the next
bedroom.

But it didn t work out that way. I decided to sleep in my

boxers and I crawled into bed. I was thinking about what had just happened,
when Carrie softly walked in and asked if she could join me in my bed. I don t
think I got a word out before she lifted the covers and slid in next to me. I
shifted over to give her more room, then I laid on my side, facing
her. I put my arm out and she laid on it and slid in really close. I think she
had changed out of her full pajama set & just put on a big t-shirt on and I
wasn t sure of what else (if anything).

She snuggled in closer and laid her head on my chest and

made little happy sounds. I laid there wide awake. I LOVED the feeling of her
body on mine but I was wide awake and knew there was no possible way for me to
sleep with her this close. But I didn t care as she felt so nice! I have a sexy
girl in my bed with me! To hell with sleep!

After a few minutes Carrie said it was so nice and comfy,

she thought we could stay in bed all weekend. I agreed. She then adjusted her
body, rolling halfway onto me, leaned up and started kissing me again. I figured
that with her beside me, she wouldn t feel my boner. I was wrong. As she slid
over, completely on top of me and straddled me, there was no way she didn t
feel me and I was wearing loose boxers which did nothing to restrain my
predicament.

There was very little light in the room so I couldn t see

her. She must have been thinking the same thing, so she reached over and
snapped up the shade which let in some moonlight. I said she looked very
beautiful as I held her head in my hands. She bent down and kissed me again.
Then she got this mischievous look on her face.

Carrie then slid down me a little until she was resting her

head briefly on my chest. Then she slid further down and was licking my belly
button (which I found to be extremely stimulating and a little ticklish). She
then slid further down and rested her head at the top of my boxers with my dick
barely below her chin. My legs were splayed as she was between them.

She slid lower and placed her hands on my rock hard dick. I

was watching her with wide eyes, afraid to move. She gave my cock a little
squeeze and I think I moaned. Carrie then hooked her thumbs into the waist band
and pulled down my boxers, Sitting up she pushed my legs together until the
boxers were completely off; and she tossed them off the bed. I was still laying
there wide-eyed, afraid to move. She then pulled my legs apart and climbed back
up me a little bit.

Carrie leaned over and licked the tip of my stiff

flagpole . I was drooling pre-cum quite a bit. She then leaned down and took a
bigger lick and looked up at me with a big smile on her face. I was still
looking at her.

With her eyes locked on mine, she put my dick in her mouth

and slowly licked me up and down. Oh My Gawd, it was indescribable. So
soft and warm and wet. She came up and asked if I liked that; to which I
shook my head, yes . She played with me and said she didn t hear me? I
squeaked out a yes. She asked if she should continue and I think I said; Gawd
yes, please . So down she went and then up and down. Then she stopped and just
very slowly and gently licked me and I groaned and moaned. She licked the tip
and I groaned and then around the head, taking it into her mouth and licking
gently and I groaned louder.

Carrie then lifted her head up and told me to come in her mouth

when I was ready. She then licked the tip again and went down on me much
further. I came.

It felt like gallons. My eyes closed, my back arched, and I

came and came. Finally, I think I stopped. I was sweating and panting. Carrie
produced a towel from somewhere and wiped off her face whatever she had not
swallowed. She came up and rested her head on my chest and told me that was
very nice and that I tasted pretty good. She told me she was honored to be the
first to give me a blow job. She then reached down to my now limp dick and laid
her hand on it. I seemed to have recovered and started to grow again.

Carrie looked at me, eyebrows raised and smiled again. I

said; Sorry, I couldn t help it . She said she was honored and she slid back
down the length of me again. I said wait, but she didn t.

This time she engulfed my cock and bobbed up and down much

more quickly. I was rock hard again. She then started using her tongue on
me again, licking softly then a little more aggressively and I
started moaning again. She was holding my balls and squeezing them a little
bit. And going from bobbing up and down to gently licking me while
watching my face and eyes. She must have felt something as she took much
of me in to her mouth and I came again. It only felt like a little bit, but was
enough. She swallowed. No towel needed this time.

 Carrie then crawled back up on me, put her

head on my chest and hand over my dick. It stayed down. She pulled the sheets
up over us. Had my arm around her, and I think I passed out.

Somewhere in the middle of the night, I awoke and wasn t

sure where I was or who was with me. I very quickly remembered and lay on my
left side with my arm on Carrie s butt. She was on her stomach.

I started gently rubbing her back and butt as the shirt had

bunched up near her shoulders. I stroked down her leg up her thighs which were
very soft onto her butt and then her back. Slowly and quietly a gradual moan
came from her. So I continued, but more caressing now. I was amazed at how soft
her thighs were and she spread her legs, giving me access the insides of her
thighs which were even softer. My boner had returned and I ignored it, paying
attention to Carrie.

Gradually I was kneading her butt and thighs and touched

her. She was damp. So I included that area in my touching and her moans let me
know when I was doing something right. Eventually, as I explored more, Carrie
started moaning and moving more and urging me on until she arched her back and
let out a big moan and then slumped down and told me to stop. I waited to say
anything and she snuggled in next to me and kissed me tenderly and said that
was VERY nice, but could we go to sleep now? Sheepishly I said yes and we
curled up against one another and fell asleep again.

Sabbath Morning.

I awoke with the sun streaming in having no idea what time

it was. Carrie was watching me with a smile on her face. I asked what time it
was and she said a little after 11 am. We slept through synagogue. I suddenly
realized I was quite hungry and asked if she was and she was.

I made some bagels and eggs and we both ate heartily. I

decided that I wanted to shower and Carrie said; Hey, that s a good idea . I
said she could go first and she said; Uh uh.

  Why not?  I asked; and she said; Together , to

which I think I blushed and she laughed.

Into the shower we went. Again the kissing started and we

both seemed to love how tender we were, at least at the start. Then we soaped
up and started touching each other all over, washing and touching and looking
at each other. When she washed my dick last and I was hard, she just looked up
at me with raised eyebrows to which I shrugged.

I washed her, bottom to top taking special care at her

boobs. She knows I m not a big boob guy but she said she liked the attention I
gave hers. We dried off and decided to stay in pj's all day and watch
TV.

 My parents called sometime in mid-afternoon; to check

on me. When Carrie figured out who I was talking to, she started playing with
my dick. No fair as I couldn t acknowledge her and it made talking to my
parents difficult (which she found extremely amusing). My parents told me they
were staying thru dinner on Sunday and would probably be home around 8pm.

 When I hung up, I told Carrie and she smiled the

biggest smile. I asked if she needed to call her parents and she said she
would check in with them around dinner time. This was before caller ID, so
calling from my phone was safe from being discovered by her parents.

We spent the afternoon snuggled on the couch, watching TV. I

made burgers on the grill that night and we ended up back on the couch
afterwards, watching TV again.

Around 7:30, Carrie said she was hot and she just took off

her bottoms, giving me the treat of admiring her ass & pussie. Seeing
her legs and thighs gave me another hard on, which was probably her idea. She
asked if there was anything special I d like to do and I asked her if she could
teach me how to eat her pussie. She said; I ve never
eaten pussie myself, but I could guide you to make me feel good,
maybe even set off an orgasm? Would you like to give me an orgasm . I told
her that would be perfect. And she mentioned I was losing more of my shyness
with her.

She positioned herself so her butt was on the edge of the

couch, her legs spread wide, and me on the floor between them on my knees. But
I decided this was a good opportunity to examine every square inch of her body
starting at her toes.

I picked up her foot and started gently rubbing the bottom

and between her toes and the toes themselves. At first she was puzzled; What
are you doing? which quickly became; Wow, that feels so good, don t stop . I
decided to see what licking the toes and bottom of the foot did for her and she
squirmed a bit and said it made her feel horny. I asked how horny and she just
looked at me and pointed to her pussie. Smiling I went back to work on her
other foot and enjoyed that she was squirming a bit.

Slowly I kissed my way up her ankles to calves to under her

knee which she said tickled. Then I moved to those soft and creamy thighs. At first
I tickled her and then licked and nibbled, slowly getting closer to
her pussie, but ignoring it for now. She said; You re making me so hot!
Please dive in. But I didn t. I

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