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Grapefruit, Judy Fruit [mf, anal, ws]
All stories on this web site are purely FICTIONAL. The people depicted within these stories only exist in someone's IMAGINATION. Any resemblence between anyone depicted in these stories and any real person, living or dead, is an incredible COINCIDENCE too bizarre to be believed. If you think that you or someone you know is depicted in one of these stories it's only because you're a twisted perverted little fucker who sees conspiracies and plots where none exist. You probably suspect that your own MOTHER had sex with ALIENS and COWS and stuff. Well, she didn't. It's all in your head. Now take your tranquilizers and RELAX.
I'd wanted to post something for a long time; I thought this group was
the best place. It contains some kinky analingus and goldenshowers.
The story is autobiographical, except the name was changed. If you
like it, email is welcome.
I met Judy when I was a grad assistant at a big northern school. She
was a returning student in her late twenties, and I thought she spent
a lot of time around after class; I guessed she felt a little more
comfortable with the grad students than the other undergrads, since we
were closer to her age. Halfway through the semester, I realized we
had developed an attraction for each other; it was just a question of
waiting until the end of the semester so I could give in to what I was
I feeling and ask her out, without it seeming so unethical. She was a
short brunette, moderately pretty, but with a lot of personality, and
fun to be around.
Late in the semester, I was teaching a review session at night, and
she made a point of dropping by my office for help and staying until
everyone else had left. I forget what we talked about; something
related to the material, but there was a lot of sexual tension between
the lines. She had left a couple buttons on her blouse undone, and I
could see some cleavage; my weak spot. She had really nice breasts.
I offered to walk her to car in the parking deck. I was saying good
night to her; she looked up at me, grabbed the back of my neck, and
pulled me to her, kissing me on the mouth. So much for my academic
integrity. I melted immediately. Well, "melted" isn't really the
right word. "Sprang to life" is a little more descriptive. Within
five minutes she was down on her knees in the parking deck, sucking on
my cock. It was one of those sort of blowjobs where there's not even
a question of asking if I could come in her mouth; she sucked the
whole time as if she was desperate for my come, which I gave her
willingly, in big hot spurts. She said she was having her period; I'm
not sure if she wanted to hold back a bit, or if she really was. We
said goodnight, but not before I'd asked her out. So much for good
intentions.
We went out for an Indian dinner and a movie the next week. She was
fondling my cock though my pants in the restaurant; I had to pay the
check all bent over. I took her home (I'm not even sure we bothered
to close the door to her apartment) and practically sprinted for the
bedroom. We were naked in a flash. "Let me return the favor from
Thursday" I said, and plunged my tongue into her steaming pussy. She
moaned with pleasure. I licked, sucked and rubbed my face into her
pussy until she came once. I kept going. I pushed her knees up, and
slipped my tongue up the crack of her ass, passing it briefly over her
asshole. Those of you who enjoy this little quirk know how it is;
you're really dying to do it, but that first time in bed, you want to
slowly feel out the other person to see if they like it, or they're
weirded out by it. The effect on Judy was electric; she moaned even
louder than when she came, and immediately twisted around and put her
head between my legs. Where I had gently licked, she sucked and
pushed. We lay in a sixty nine position, probing each other's
assholes with our tongues. That night led to much more fucking and
sucking; I think I came three times, once in her pussy, once in her
mouth, and once, all over her tits, rubbing the come into her big
brown nipples with the head of my cock.
I've never had a lover who so matched me in anal desires. The next
date we went a bit further. Almost before we had our clothes off we
had our tongues on each other's assholes. "I bet I can get my tongue
in further than you" I said. "You're so RUDE!" she responded and
chuckled, but she immediately spread my cheeks with her fingers and
pushed her tongue an inch or two up my ass. I fingered her clitoris
while we continued. One thing I really like about analingus is that
when you're being licked, your cock fits so conveniently between her
tits. We continued like this until she came in long shuddering pants,
and I spurted all over her tits. We cuddled for a long time, until I
got hard again. I massaged her until I was solidly hard, and then I
started licking her asshole. We both had the same thing in mind. I
put my cock against her asshole and pushed a bit, but it didn't quite
work. She reached into a bedside drawer and produced a jar of
vaseline. I covered her asshole with it, my cock with it, and slowly
worked it in. Unlike in usenet stories, getting it up the back door
requires a bit of patience and a lot of lubrication. Judy was
incredibly rewarding; her asshole was always tight at first, but after
some gentle probing she was riding my cock, thrusting back at me, as
if I'd been fucking her pussy.
We kept dating that spring, and every week, we'd add something to it.
We loved all the fucking and sucking, and sometimes we'd set the video
camera up on a tripod and play in front of it. Judy loved it; it
really brought out her "slutty side" as she called it. We'd each only
had one previous lover who enjoyed anal sex, so neither of us were
very experienced. Every pleasure was something new. She introduced
me to the bottom position, lubricating my asshole and fingerfucking
me, starting with her tongue and building up to a finger, then two,
then three, then four fingers. Nothing was really out of bounds. We
were talking over our fantasies in bed; I confessed to her I wanted
her in a threesome with another woman. She told me she wanted me in a
threesome with another man. We agreed if we could find other people
interested, we'd indulge each other, although we were both a little
lukewarm about joining in with a person of our own sex. We started a
little fantasizing, asking the other exactly what we'd want to do in a
threesome. I was a little surprised when she told me that she'd give
anything to watch me being fucked in the ass by the other man,
although the way she enjoyed it when I let her fingerfuck me should
have been a big hint. That week, I thought I'd indulge her as best I
could. I didn't have any bi friends of either sex, but I went to a
sleazy adult bookstore I knew had toys, screwed up my nerve, and
bought a big strap-on dildo. I took it home and giftwrapped it.
The next night, I showed up at her door with the present and told me
I'd tell her when she could unwrap it. She understood immediately it
was something sexual, and immediately pulled me inside, dropped to her
knees, and started sucking my cock. We went into the bedroom, and
began playing. I told her to "Lick my Asshole" (she liked talking
dirty) and she really cleaned me out until I was ready to burst. I
told her to unwrap the present. She did, and shrieked with pleasure.
I got on the bed, kneeling, with my ass up in the air. She took it
out, strapped it on, slathered my ass and the dildo with vaseline, and
slowly slipped it in. It hurt a lot at first. As I got used to it,
it became incredibly pleasurable; I can't believe how much I enjoyed
it, especially because I'd never had any gay fantasies, let alone
experiences. I have to recommend it for the straight man! Judy just
loved fucking me. The dildo vibrated, and she usually came quickly
while buttfucking me. I was right on the edge of coming as soon as
the big rubber cock was inside me. We'd include this almost every
week. Usually, as Judy was coming, she'd grab my cock, pump it a few
times, and I'd come with her. Often, we'd fuck face to face, so I'd
spurt on her face and tits. We'd never waste come, so that would mean
I'd lick it off and share it with her. A few weeks later, I went back
to the bookstore and bought a double-ended dildo. We used to share
it; a great toy. Sometimes we'd both take an end in the ass,
sometimes she'd take the end in her pussy. Particularly when we were
playing with the video camera, one of us would suck on an end. God,
sometimes in the afternoon when I was trying to study I'd pop the tape
in the VCR and jack off to her to her deepthroating the big dildo with
the far end shoved up my ass. My favorite video, though, was one we
took where her bedroom opened out onto the patio. There was a big
sliding glass door, and we sat the camera up out on the patio, almost
on the ground pointing upwards. She sat on the ground facing the
camera, and I backed down onto her "cock." There's a incredible scene
of her fucking me up the ass; she reaches around and jacks me off,
shot after shot of come splashing onto the door right in front of the
camera. When I'm done, she crawls around me, still wearing the big
dildo, and licks all the come off the window while looking into the
camera. I love watching myself shoot off on camera.
Once, we fucked right after we'd finished a dinner, right on the
table; I made her lick my come up off the dining room table. We
relaxed in each others arms for a few minutes. As we were panting on
the table, she said "Let me finish off the dishes." (She was
incredibly fastidious in keeping her apartment neat.) I asked her to
hurry. I said "Do you know what the word 'marinate' means?" She
said "yes", looking puzzled. I said "Good", and took a grape out of
the fruit salad, and shoved it up her pussy. She gave me a look that
would melt brass and dissappeared into the kitchen. I went into her
bedroom and stretched out on the bed. I heard frantic cleaning up
noises from the kitchen, and she came flying into the bed room, and
landed twat-first on my face. I licked and sucked her pussy,
eventually sucking the grape out. I don't know what got into me, but
I then pushed the grape up her ass, and sucked it out. Her reaction
was just indescribable. Eventually I went into the kitchen, got the
whole bunch, and had her bend over the bed, and shoved them
alternatingly into her pussy and her asshole, sucking them out. (I
didn't count; I don't know whether I got them all back.) That night
we had the most incredible sex; I fucked her in the pussy, then she
strapped on and fucked me in the ass; then she sucked me off, then I
ate her pussy and ass, then she fucked me again, then I fucked her in
the ass just before we dropped off to sleep.
The next weekend, I was determined to take it a step further; I was
awash with anticipation for the *kinkiest thing I'd ever done*. Yay!
I went out shopping that Friday for all I'd need. I brought her to my
place, as my housemate was away for the weekend. We fucked on the
couch, and then I brought into bathroom. I ran a nice tub of water
over her, kissing her and massaging her neck. I opened the bathroom
cabinet and pulled out the enema bag. Her eyes got all big. "I have
some special plans for you, and I want you to be all clean for them."
"Okay", she said, "but you too." I nodded. I got the big jar of
vaseline that had become a staple in our sex life, reached into the
water, and lubricated her asshole. I filled the bag with warm water,
added a tiny squirt of baby shampoo, and screwed the nozzle in. I
inserted it a couple inches up her ass. She moaned. I slowly filled
her with the entire quart of water. I backed into the tub. She
licked my asshole for awhile (I enjoyed a freshly washed asshole; she
seemed to enjoy it more if it was a bit dirty) and filled me up with
water. We took turns on the toilet noisily blowing it all out, then
refilled each other with fresh water. This time, we turns on the
edge of the tub going down on each other, coming. We expelled it into
the toilet again.
I took her by the hand, and led her into the dining room for dinner.
I'd set the table, complete with lit candles. On the table was a
bizarre dinner, at least if you didn't know what it was for. There
was a bowl of fruit salad, mostly grapes, strawberries, and peaches.
There was a bowl of olives. A squeeze bottle full of vegetable oil.
An assortment of candy bars. A can of whipped cream. A bottle of
warm champage. Some carrots. A cucumber. Her eyes lit up
immediately. She pulled herself right up onto the table. I
lubricated her ass with the oil, squirting a lot up there. We started
out with a fruit salad, filling each other full. After we started
having trouble getting more in, we fucked it in; me ramming it in with
my cock, and her with the strap-on. If you like anal sex and
analingus, you can't imagine how nice this is. I came hard in her ass
while packing the grapes in, and shoved some more strawberries into
her now gaping asshole. As I pushed the strawberries in, I licked up
the mixture of come and grape juice trickling out her asshole and
shared some with her in a scalding kiss. She filled me with more
grapes. We got into a sixty nine position right there on the table,
and started licking and sucking. It was apparent only the stuff near
the anus could be sucked out. We started fucking with her on top
facing away, and just as she came, she squirted out a corn-hole-ucopia
of fruit all over me. We hunted down the fruit that had the most come
on it and shared it.
I pulled out before I came. I sat on her chest, jacking myself off.
She locked her tongue into my ass, and just as I sprayed come all over
her titties, I squeezed hard, filling her mouth with fruit. She came
as it happened. I can't tell you all the combinations we went through
that night. Maybe you at home, playing with yourself as you read
this, can think up some new ones. We really tried to stretch
ourselves. We killed ourselves laughing as we set up my video camera,
to videotape each other shitting candy bars into each other mouths.
We gave each other a warm champagne enema. This is great for two
reasons; first, you get really drunk, and second, you fart
uncontrollably when all that carbon dioxide starts getting released,
which seems really funny when you're drunk.
She took me by the hand and we stumbled back to the bathroom, giggling
all the way. She thrust me down in the bathtub, squatted over me, and
blasted champagne all over me, laughing hysterically. As the
champagne dwindled off, a jet of pee started and hit me on the chest.
As soon as she realized what was happening, she stopped and got
terribly embarassed. I told her it was fine, and that it felt good.
"Really?" she asked. "Show me!" I pushed her to her knees, stood, and
started pissing on her tits. I sprayed all over her, and as I
finished, she stuck out her tongue, and I finished in her mouth. She
loved it!
At the end of the evening, we'd finished all the food except for the
olives (they didn't go with anything else) and some of the candy bars
(we were getting sick of sugar; besides, who wants to be called
'fudge-packer' when you really ARE one). I'd come five times in the
evening, and I can't tell you how many times Judy came.
I moved away not too long after that, but I still cherish the memory
of all the things we did. I think it was one of those relationships
that was partially driven by sexual exploration, and after that night,
the relationship was a little anticlimatic, if you'll forgive the pun.
There wasn't much else to really do after that. She didn't like the idea of
bondage; we played golden showers a bit more, once drinking all the
other could produce, though neither of us liked the taste much; we'd
usually only swallow it when we'd been drinking a lot and it was watery.
We never did find anybody we wanted to have a threesome with us, which
I still regret, but it was still a great relationship.
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