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Diary Of A Babysitter
By Anonymous (address withheld)
Originally published by THC Archives

***

To make a long story short, yesterday I went to a luau 
and lost my top and that led to an interesting night of 
babysitting. Well, I guess that doesn't make a lot of 
sense as a short story, but the longer version should 
be pretty good. (MF, breast-feeding, exh)

***

Dear Diary,

The Nu Delta Phi fraternity had a big luau out at a 
park yesterday, and they invited us (my sorority) as 
THE sorority that got to go. It was pretty cool; they 
had a barbecue, softball games, booze, and a big, long 
sheet of plastic to use as a waterslide. Oh, boy, the 
waterslide sure got me into some trouble.

Now I have to admit that I wore a bikini because I 
wanted to show off my breasts. When you look like me 
(I'm fairly thin and I wear a D-cup bra, after all), 
and you get a chance to parade around in front of a 
bunch of cute guys, you do it. I don't really think 
that's so wrong. If you've got it, flaunt it, right? So 
I was hoping, I'll admit, that I would get stared at a 
little. (In fact, the bikini top I wore is closer to 
size C than D, which makes it pretty revealing.)

So why am I bothering to make this confession? Because 
I was a victim of my own vanity. I didn't know about 
the slip-and-slide waterslide, or I wouldn't have worn 
a bikini. Then again, I shouldn't have tried to go on 
it at all.

But there I was, with a couple glasses of punch in me, 
and I was just buzzed enough so I didn't think about 
it. I just got in line, and when my turn came, I ran, 
jumped, and slid. What fun.

When I got up at the end of the slide, I didn't realize 
anything was amiss. I started walking somewhere before 
I noticed all these people staring and pointing and 
stuff. I still didn't get it -- it took me a second to 
look down and see I didn't have a top on anymore.

Well, no one came to my rescue! You can't do a lot to 
help yourself when your arms are busy covering your 
chest. I was thinking, "Well, I came to show off, but 
not this much!" Then this guy Craig whom I'd met a 
couple times finally came over with his jersey. By this 
time, I was so grateful, I made sure he "accidentally" 
got a look at my boobs while I put his jersey on.

We started talking (after some of my friends came over 
to say stuff like "Ohmygod, Kelly"), and eventually, 
Craig and I took a walk. It's a big park, and we didn't 
have too much trouble getting out of sight of the 
crowd. That's good, since this guy was cute, and I 
wanted to kiss him. It must have been mutual, because 
we leaned up against a tree and started making out. 

I felt good and turned on, but I wasn't about to do 
anything with this guy in the middle of a park. He 
started to rub my boobs while we kissed, and I let him 
for a little while before I stopped him. I said "It 
feels good, but I don't want to get caught." He 
understood.

That led to him asking me how he might get his jersey 
back (I never found my bikini top!). He implied we 
might get together and do something that night, too. I 
had to tell him I was babysitting. But, I said, if he 
wanted to, he could come over and hang out with me. "It 
not be as exciting as going out and partying," I told 
him, "so I'll understand if you don't want to."

"Don't be ridiculous," he said. "I'm sure it'll be 
fun." He was a little relieved to hear I was 
babysitting an infant, not some nosy toddler. Marie, 
the sorority alum I was sitting for, wouldn't care if I 
had a guy over, but you wouldn't want to be making out 
in front of a four-year-old.

Later, when I got to Marie's house to babysit, I even 
mentioned what had happened and how this guy was coming 
over. (She wondered why I was wearing a bikini bottom 
and a jersey, even though I'd been home to change.) 
Marie thought the little story was cute. She was even 
concerned that my boobs were okay after jumping on a 
slide like that. 

"Larger breasts are sensitive to blows like that," she 
said like a worried mother. "You should be careful 
about jumps like that, especially since you're active 
with your breasts." Marie was trying to sound adult. 
But she's actually pretty cool.

Marie and Don left for the show, and at about 8 
o'clock, Craig showed up. After thinking about it, I 
had decided to tell him that the baby was fussing, and 
that I'd have to hold her for a while. We sat and 
watched TV, and I waited. (We didn't try to kiss with 
the baby there in my arms; I think it turned him off.)

After a while, it happened like I knew it would: the 
baby got hungry and started whining. "Sounds like a 
'hungry' cry to me," I told Craig.

"Should I go get the bottle, or something?" he offered.

"Not necessary," I said. I laid the baby on my lap.

I can't imagine what was going on Craig's mind during 
the next few moments. First I pulled the jersey up to 
my neck. Then I undid a hook on my left bra cup, and it 
came open. I paused for a second to watch my nipple 
wrinkle and then swell to the thickness of a pinky-
finger in the cool air. Then I brought the baby up to 
me. I pinched my breast a bit and tickled her mouth 
with the nipple until she opened up and started 
sucking. Her lips felt wet and tingly on my breast. I 
let my breast go as I watched her mouth suck in almost 
all of my areola.

Finally, I looked back up at Craig and smiled. I'd only 
done this in front of one other guy before, so I had no 
idea what he would do.

He seemed awkwardly thoughtful. "So, um, I take it 
you're, uh, practicing for the future?"

"No," I said smiled matter-of-factly. "I'm feeding 
her."

"You're breastfeeding her?!"

"Yup," I grinned slightly.

"You haven't had a baby or anything...?"

I said no, and told him that any girl can make milk in 
her breasts once she starts puberty. You have to try 
hard, and it takes a while to get a lot of milk, but 
you can do it, I said. Craig was amazed to hear I'd 
been doing this since I was 15, and I had to explain to 
him about Mom having twins and not having enough milk 
for both of them, and how she started me nursing them 
too. I told him about Mom babysitting toddlers and how 
I'd help nurse them as well. 

"I just pull off my top and take one kid at each boob, 
and between me and Mom, we've got the whole batch taken 
care of," I smiled.

By this time, the baby was asleep. So I got up and put 
her in the nursery. I was feeling brave, having just 
nursed in front of Craig, so while I was still in the 
nursery, I took off the jersey, and took off my nursing 
bra too. I walked back into the room bare-chested and 
quietly said, "Here's your jersey back, Craig."

"Oh," he grinned. "I was wondering how I was going to 
get that back, since you were wearing it and all."

"Well," I said, walking over and dropping the jersey 
next to him, "are you feeling hungry?" Nervously, I 
stuck my chest out a little.

Craig was nervous, too. But definitely interested. 
"Oh," he whispered. "Yeah, I guess I am."

Without another word, I settled next to him and guided 
his mouth to my right breast. With a little coaching, 
he learned to suck the right way, and I felt my milk 
flowing into his mouth. I was so aroused that I almost 
came right there. His tongue did a numbingly 
pleasurable dance on my areola as he sucked.

After a few minutes of this, I pulled Craig's chin up 
with a finger.

"Hey," I whispered, "I have something else you might 
like to taste."

I slid my hands down to my bikini bottom and pulled it 
down and off.

I spread my legs for him.

Craig opened my slit and ran the length of my pussy 
with his tongue, sending shivers through me, before 
settling down on my clit. I could feel him tease and 
prod it, but soon the sensation became the blur it 
always does before I start coming. My first orgasm came 
with little warning: it felt like it was going to be 
this little burst, and then it swept through me with 
sudden power. Craig picked that moment to suck on my 
clit for a bit, and so my first orgasm was followed 
almost immediately by a second one.

By the time I came for the third time, I could feel 
myself start to moan, maybe even loudly (Craig says it 
was). "Oh, pull your pants off," I whined as I sat up. 
His pants were off in a jiffy, and I practically threw 
him on the floor. I jumped on top of him, grabbed his 
dick, and guided it into my vagina. His was pretty big 
-- bigger than average -- so I was sort of surprised 
when I found I was able to take the whole salami.

Good thing: almost involuntarily, my hips began 
pounding hard onto his. I fucked him harder than I've 
ever fucked anybody, I was so turned on. Pretty soon, 
my body was producing orgasms again -- two or three 
more happened before I knew. They were getting longer 
and longer, and I knew a "deep" orgasm might be on its 
way.

So I rolled onto my back and let him take over. Craig 
seemed anxious to show off, and thrust into me faster 
than ever. Geez, he's long-winded; he never seemed to 
come close to pre-mature orgasm.

I was a different story: I was coming practically out 
of reflex by this point. I didn't seem to have any 
control. That's what always happens before I have deep 
orgasms, and I had one about then.

They always start differently, sort of a low "rumble" 
from between my legs. I got nervous, as if I was about 
to take off in a roller coaster. (I once passed out 
during a deep orgasm.) Just as this one was starting to 
grow, Craig saw fit to lean down and suck my breast. As 
I felt milk passing from me into Craig's mouth, the 
orgasm caught fire. I lost all sense of time and space, 
so intense was the pleasure.

Craig says I was screaming. And, he says, my eyes were 
shut and my mouth was open for two, maybe three 
minutes. It's amazing I didn't pass out from delirium.

After I came down, Craig slowed down his thrusting a 
little. He was fondling my hair, and saying "You're 
beautiful" (blush) and "You feel wonderful inside" 
(little does he know). We kissed a little. I was almost 
exhausted. And I wanted him to come.

So I pulled the trick I always do to make a guy come: I 
started moaning and whining and saying stuff to him.

"Ooo-fuck-my-pussy..." I repeated anxiously to the 
rhythm of his thrusting.

Then I sped up slightly, hoping he'd keep up. He did.

Soon, he was pounding away, and I got into freeform 
chatter.

"Gawd, I love your dick," I told him. "Oh, I love you 
inside me." (Pause for an orgasm.) "Oh, I've never come 
so hard. I love your dick in my cunt."

It was all intentional, but it was genuine. My hands 
were caressing my boobs, stroking the nipples lightly 
as traces of milk leaked out.

About 20-seconds into the orgasm I was having, Craig 
announced he was going to cum soon. I felt the hot 
wetness of his load inside me and our orgasms rose and 
subsided together.

*

As we lay there, he told me he'd never been with a girl 
like me (I'll bet). And he asked me out -- still a 
little shy.

And after all that, he forgot his jersey again. I slept 
in it. And if he wants it back, he's just going to have 
to come and get it. 

END

* * * * * * * * * * * * * * * * * * * * * * * * * * * *
It's okay to *READ* stories about unprotected sex with
others outside a monogamous relationship. But it isn't
okay to *HAVE* unprotected sex with people other than
a trusted partner. 4-million people around the world 
contract HIV every year. You only have one body per 
lifetime, so take good care of it!
* * * * * * * * * * * * * * * * * * * * * * * * * * * *
Kristen's collection - Directory 66