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Babysitting Perks
Babysitting Perks
A Snowstorm leaves the sitter stuck at her client's house.
Based on a post by lily ann.
Listen to the Podcast at Steamy
Stories.
I spent most nights of my senior year in high school
babysitting. It was my parent's fault, really. Apparently having a real job
would affect my grades too much, so I was stuck earning my money by spending my
nights in various houses, feeding Kraft Dinner and hot dogs to hyper-active
kids while their parents took a night off.
It wasn't terrible, by any means. In fact, I took it quite
seriously. I don't mind children, and at most places I had full access to the
fridge while I finished off my homework after putting the kids to bed. The pay
wasn't bad, either. I liked to play games with the kids and most of the time,
the kids asked for me back before their parents did. I had a pretty steady
clientele, most within walking distance of my house. It was convenient for me;
I had procrastinated getting my driver's license so long that I was 18 and
still only had my learner's license.
It was late February when Mr. Riley called the first time. I
gave my cell phone number out to my clients, and he was lucky enough to call me
on one of my nights off. I was in the bathtub when I answered.
"Hello?"
"My name is George Riley. I'm looking for Anna
Marchand," replied the person on the other end. I immediately liked his
voice. It wasn't too deep, but it was soft and smooth. I was almost tempted to
consider it calming, but he sounded slightly stressed.
"You've reached her," I said.
"Oh; hi, Anna. I'm a friend of the Anderson's, and
they recommended you as a babysitter. I've got a few late meetings next Friday,
and my regular sitter isn't available. I was wondering if you'd be available to
watch my son."
I shifted in the tub, hoping he didn't hear the water
splash. "I usually take Friday nights off, but it sounds like you could
use the help."
"I really could," he said. "I'm afraid I
can't offer you more than your regular rate or anything;”
"It's fine," I interrupted. "I don't mind,
sir, really. I'd love to babysit for your son."
"Thank you so much," he said, sounding thoroughly
relieved. "His name is Kyle, and he's three. I would need you from around
five until pretty late."
"Not a problem," I said. I got the rest of the
details from him, and made a note of his address. He lived on the other side of
town, but I was sure my mom would be okay with driving me.
Friday came along and I went home after school. I had worn a
cute skirt to school and debated on wearing it to the Riley's, but decided against
it; three year olds could be really active and I didn't want to deal with the
skirt. Instead I put on my favorite pair of jeans, dark blue and fitting
snugly, with a tight blue scoop neck t-shirt. I never tried to dress
provocatively when I went to babysit, but I did try to look fairly nice. I
rarely got to go out with friends or boys, because I always seemed to be taking
care of someone else's kids. Usually I was alright with it; not dating just
meant I didn't have to deal with all the drama my friends did, and there were
very few guys I knew that I was really interested in, anyway.
I knew there was a reason for it. I would never tell any of
my friends, but I found a lot of the men I babysat for much more appealing than
any guy my age. I babysat for a lot of babies and toddlers, so their parents
tended to be either late twenties or early thirties; not that much older than
me, at any rate. A lot of the men were good-looking, and more than once I found
my mind fixed on one of them while I got off before falling asleep.
I didn't know about Mr. Riley, though. The Anderson's were a
couple in their early forties, and since they had referenced me, I figured Mr.
Riley might be a bit older than the usual men I babysat for. Even still, I put
a little bit of effort into my outfit. The t-shirt clung nicely to my tits,
which were a nice size; 36 C, and fairly firm. I had a push-up bra underneath,
which showed just a hint of cleavage. It fit slightly looser around my stomach.
While I would never consider myself fat, I didn't have the hard, flat tummies
that all my friends seemed to work towards. I didn't mind, though. It was a
small price to pay for having great hips and a round ass. I knew that if I
tried to lose any weight, I'd lose those curves, and that was not something I
was willing to give up to have a flat stomach. After putting on just a bit of
makeup and brushing my long hair off my face, I grabbed my backpack and went to
ask my mom to drive me over.
My mom dropped me off at quarter to five. I walked up the
driveway. The house was in a fairly good neighborhood and looked pretty nice. I
rang the doorbell and waited patiently.
The door was opened a few moments later by a man who, I was
surprised to see, looked to be in his early thirties. He was good looking,
about 6'2'' and fairly toned, with deep brown eyes and dark brown hair. He was
wearing a nice suit, but looking slightly frazzled.
"Mr. Riley?" I asked.
"Yeah, you must be Anna?"
I smiled. "Nice to meet you, sir."
He smiled and opened the door. I turned around and waved at
my mom, who had been waiting to make sure we had the right address. Mr. Riley
led me into the house and offered to take my jacket. I smiled and gave it to
him, looking around the house as he put it away. It was nice, but a little
messy. There were toys everywhere and I could hear a TV playing a kid's show in
the next room.
"Sorry about the mess," Mr. Riley said, returning
without my jacket. "I haven't had time to clean anything up."
"It's fine," I said, smiling.
"No, it's embarrassing." He smiled at me
apologetically. I grinned. He was very attractive, especially when he smiled. I
was glad I had put a bit of effort into my outfit, and briefly let myself
wonder what he was like in bed.
My thoughts were interrupted by a little boy rushing into
the front hall. Mr. Riley turned and lifted the boy.
"This is Kyle," he said. Kyle looked at me shyly,
but he was smiling. He was absolutely adorable, with big brown eyes just like
his father's, and lighter brown hair that fell in his face. He had a smudge of
dirt across his cheek and his father wiped it off tenderly.
"Hi Kyle," I said. "I'm Anna. I'm going to be
here with you tonight."
"Say hi, Kyle," Mr. Riley said, nudging the little
boy.
"Hi," Kyle said quietly.
Mr. Riley put him down and Kyle ran back into the other
room.
"I've got to finish getting ready for my
meetings," he said. "If you wouldn't mind watching Kyle?"
"Of course," I replied, "that's what I'm here
for." I walked into the other room and sat on the couch. Kyle looked up
from the floor, where he was playing with some cars. I smiled at him, and he
stood up, picking his toys up and walking over to the couch.
"Wanna play?" he asked softly.
By the time Mr. Riley poked his head in to tell me he was
leaving, Kyle and I were playing cars. Kyle hardly noticed his father leaving,
making my job easier. Kids always hate it when their parents go.
He was a good kid, and very talkative. We played cars until
I decided it was time for him to eat. Over dinner, Kyle told me about his mom.
I wasn't exceptionally surprised to find out that his parents were divorced,
but I was shocked to find out how much Kyle knew about it; especially how
easily he told me about how his mother just walked out. It's surprising how
much information kids can absorb, and I felt so bad for the poor kid that I
gave him an extra scoop of ice cream for dessert.
It was probably a bad decision on my part; the extra sugar
hyped him up so much that I had trouble getting him to bed. By the time he
finally fell asleep, it was an hour and a half past his bedtime, and I was
exhausted from chasing him around. I felt bad for disobeying what Mr. Riley had
asked, but figured I could explain it when he got home.
After Kyle was asleep, I tidied up the den and kitchen
before settling myself on the couch. I turned the TV on and started studying.
It didn't take me long to finish my homework, so I spent some time channel
surfing and reading some magazines that Mr. Riley had on the coffee table,
checking on Kyle every once in a while. I was so tired that I must have fallen
asleep at some point, because I was startled awake when I heard the front door
open.
I sat up and a magazine fell off my lap just as Mr. Riley
entered the room. He smiled at me. "Did I wake you up?" he asked.
I yawned. "I guess so," I answered, laughing.
"I didn't even realize I had fallen asleep."
He laughed and entered the room, bending down to pick up the
magazine I dropped. "Did Kyle wear you out?"
I smiled at him. "Well, it's my fault, really." I
blushed. "I felt kind of bad for him, so I gave him a little extra ice
cream after dinner. He went to bed a little later than you said. I'm
sorry."
"Oh, that's fine," Mr. Riley said. "It's rare
that he likes babysitters, so a little extra ice cream might have been
okay." He frowned for a moment. "Why did you feel bad for him?"
I bit my lip nervously. "Well, he just started talking
about; about his mom; and I just;”
Mr. Riley smiled, holding a hand up to cut me off. "I
understand." I took a good look at Mr. Riley. He had a young-looking face,
but he looked tired and really tense. His tie was loosened slightly and he had
taken off his jacket, rolling the sleeves of his shirt up. He caught me looking
at him and laughed a bit. "I'm a mess, I know," he sighed, sitting on
the couch. "It's been hard since; well; she just left. I love my son but
she was the one who stayed home with him. I'm still trying to figure out how
I'm supposed to balance him and my job."
I smiled, a little unsure of what to say, and he seemed to
notice. "Sorry," he said.
"It's okay," I answered. "Well, you know, if
you need help I can always come over and babysit."
He smiled at me again. "I'll keep it in mind. And
thanks for cleaning up, you didn't have to do that."
I smiled back. "It wasn't a problem."
"Well, thanks. It really helped."
I picked up my bag. "Would you mind if I used your
phone to call my mom?"
"Yeah, go right ahead. It's in the kitchen." He
leaned back against the couch as I walked away.
I walked into the kitchen and picked up the phone, dialing
my mom's cell number. My mom picked up after a few rings.
"I'm ready to come home now," I said.
"Sweetie, I'm so sorry!" she answered.
"Haven't you looked outside? It's a blizzard out there."
I glanced out the window, surprised to see a ton of snow and
the wind howling. "I fell asleep, I hadn't noticed."
"That explains why you didn't answer your cell phone. I
keep telling you not to have it on silent. Hon, the car won't start in this weather
and it's snowed in the driveway."
"It's fine, Mom, I'll call a cab," I told her.
"Okay, well let me know when it picks you up."
I assured her I would, and hung up. I walked back to the
living room, where Mr. Riley was still sitting on the couch.
"Do you have a phone book?" I asked. "My
mom's car won't start, I need to call a taxi."
"Of course," he said, standing up. We walked back
to the kitchen and he grabbed it out of a drawer, leaning against the counter
as I dialed.
The phone rang once before a recorded message picked up.
"Thank you for calling Yellow Cab Company," said a
woman's voice. "Because of the storm in your region this evening, we are
unable to provide taxi service. If you are calling in regards to anything else,
please press zero to speak with an operator."
I hung up slowly, turning to Mr. Riley. "The cab
company shut down," I told him.
He nodded. "I thought they might have. The roads are
awful." He thought for a moment. "If it's alright with you, you're
welcome to spend the night here. We have an extra room. I'd drive you but I
don't want to wake Kyle."
I considered it for a moment. "It really seems like the
only option," I said quietly. "If you don't mind, of course."
He smiled at me. "Not at all. You were so helpful
tonight, it's the least I can do. Call and tell your mother, I'll go get the
guest room ready."
I called my mom back, telling her I would be staying at the
Riley's.
"Well, alright," she said, thought slightly
reluctantly. "Remember to help Mrs. Riley make breakfast tomorrow."
I pursed my lips, thinking it would be best if I didn't tell
her that there was no Mrs. Riley. "Alright, Mom, see you tomorrow."
I hung up the phone and walked down the hallway, where a
light was coming from the room next to Kyle's. Mr. Riley came out as I was
walking towards it.
"There's fresh sheets and everything in there," he
whispered. "But I'm afraid I don't have anything for you to wear."
"That's fine," I replied quietly. "I can just
sleep in this."
He blushed. "Well, my wife left some of her things; I
haven't cleared them out of our room yet. If you'd like you can grab something
of hers."
I blushed in reply, but nodded, seeing as sleeping in my
jeans would be kind of uncomfortable. Mr. Riley quietly moved past me and
motioned for me to follow him down the hall.
We entered a big master suite, and I bit my lip a bit when I
saw it. Not only had Mr. Riley referred to it as "our room," as
though his wife was still there, half the room looked like it hadn't be touched
since she left. His side had clothes on the floor and papers on the wardrobe,
but hers was completely clean. There were even bottles of perfume still sitting
on the vanity.
He turned around and smiled apologetically. "I should
clean up, huh," he said in a bit of a louder voice, obviously trying to
joke a bit.
I laughed softly. "It's fine."
He motioned to the closet. "You can pick whatever you'd
like. I'll grab you a toothbrush." With that, he turned and walked into
the ensuite bathroom.
I opened the closet door. It was all woman's clothes,
organized by what must have been occasion, and then by color. I couldn't help
but laugh a bit when I saw it.
There was a section specifically for pajamas. Mrs. Riley had
a lot of matching lingerie sets, garters and see-through teddies, and I blushed
looking at them. No doubt that she had worn them for Mr. Riley, and I wondered
what kind of things they had done after he had slowly pulled them off her. I
rifled through her clothes looking for something a bit less revealing. They
felt musty, as though she hadn't even moved them around for ages, even before
she left. Dust bounced into the air as I rifled through the clothes. After
looking through everything, I finally decided on a pair of shorts and a pink
tank top. I pulled it out reluctantly, having hoped for at least a t-shirt, but
deciding it would have to do.
"Mommy?"
I whirled around, suddenly hearing a small voice behind me.
Kyle's head was poked through the slightly ajar door, looking at me. I smiled
at him.
"No, Anna. Remember me, Kyle?" I asked softly.
His face welled up immediately, and I looked at him
helplessly for a moment. At that point, Mr. Riley came out of the ensuite.
"Shouldn't you be in bed, buddy?" he asked.
"Want Mommy!" Kyle shouted, then began to wail.
Mr. Riley glanced at me. "Go ahead and change in
there," he said, pointing to the ensuite bathroom. "He doesn't
usually take long for me to calm down, but I'll need to take him to the
washroom."
I watched as Mr. Riley picked Kyle up and began to walk down
the hall. I walked slowly into the ensuite. It was nicely decorated, with a lot
of men's toiletries on the counter. I slowly stripped out of my jeans and
t-shirt and took of my bra before pulling on the pajama set.
I immediately regretted choosing to wear Mrs. Riley's
pajamas. She must have been much skinnier than me, and a lot shorter. I pulled
the tank top over my tits with a lot of effort. The material was stretched
across my chest and the hem ended a few inches above my naval. The shorts were
a little easier to get into, but were still fairly tight, and a lot shorter
than I thought they would be; they were practically briefs. I couldn't do up
the drawstring, so I just left it undone.
I stared in the mirror for a few minutes, nervously
appraising my appearance. I glanced around the bathroom, looking for a robe of
some sort, but found nothing.
"Anna?" I heard Mr. Riley call softly. I opened
the door and poked my head out to see Mr. Riley standing in the center of the
room. He smiled. "You found something, then?"
I blushed. "Umm; sort of." He looked at me,
confused. "I found something, but I didn't realize; well, it's just that; I
guess she was a bit smaller than me?"
He nodded quickly. "I didn't think of that," he
admitted, but then shrugged. "It's just for sleeping, though, it shouldn't
matter."
I glanced in the mirror again. I had a feeling that Mr.
Riley wouldn't think the same thing after he saw his wife's clothes on me, but
I shrugged. "I guess you're right," I said, turning and opening the
door.
When I stepped into the room, Mr. Riley's mouth dropped open
and I blushed immediately. He looked me up and down, staring at my body, and
primarily at my tits.
Normally, I would have been embarrassed and slightly
uncomfortable, being looked at like. I would have been even more uncomfortable
noticing the sudden bulge in his pants. I mean, I wonder sometimes, but
thinking about the men I babysit for and actually have them stare at me are two
very different things. Mr. Riley, however, was a very good-looking man. I guess
my next few actions I blame on that, and the fact that as someone who babysat
nearly all the time, I hardly ever got the opportunity to get laid. I let Mr.
Riley stare at me for a good minute before I giggled a bit.
"So, it's not too small then?" I said, blushing as
he tore his eyes off my body and looked up at me before glancing back at the
floor.
"I'm sorry," he said quietly, his voice breaking a
bit. "No; it's fine;” I couldn't help but grin as his voice cracked
a bit more and he held his hand out. "Your toothbrush?" he offered,
still not looking at me.
I don't know what possessed me to do it, but I walked
towards him, swaying my hips a lot more than I usually would. I grinned as I
stepped closer than I needed to, letting my fingers brush against his as I
gently pulled the toothbrush from his hand. He was staring hard at the carpet,
a muscle in his jaw twitching slightly.
"Thanks," I said softly. "Is Kyle okay?"
He nodded. "Just misses his mom sometimes," he
said, still staring at the floor. "He should sleep through the rest of the
night though. Usually only wakes up the one time."
I smiled, staying quiet. After a moment, Mr. Riley's gaze
shifted. Only slightly, but I knew his eyes were back on my tits.
"You can touch if you want," I whispered.
I nearly expected him to back away from me, the way his eyes
shot up and looked at me. I looked back at him, still smiling.
He reached out tentatively and put his hands on my hips,
looking nervously into my eyes. I bit my lip softly and stepped forward, nearly
pressing against Mr. Riley. I reached up and placed my hands on his shoulders.
"This is wrong;” he muttered, pulling me a bit
closer and pressing me against the hard bulge in his pants.
I grinned at him again. "It's okay if I want to,
too," I whispered.
"You're the babysitter. You; I just met you;”
"We both want it;”
"You're so young;” he continued, nearly pulling
back.
I laughed. "You seem to be enjoying it so far," I
teased, rolling my hips a bit, rubbing against him.
He groaned and roughly pulled my hips, pushing me against
him before he stooped down a bit and kissed me hard. I kissed him back, my
hands resting loosely around his neck. I ran my tongue along his lip and he
groaned again, his hands trailing around from my hips to my ass, rubbing up
along my back and shoulders, and then finally cupping my tits. I moaned softly
against his mouth, biting down softly on his lip.
"I wanted to fuck you the second you walked in the
door," he said gruffly, his lips suddenly on my neck as he fondled my tits.
My nipples hardened under his palms, the cotton of the tank top rubbing against
me. "I thought about you my entire meeting. Jerked off in the bathroom
before I drove home."
I moaned when he said that, my hands trailing down to rub
his hard cock through his pants. He groaned and pressed into my hands. He was
sucking on my neck, one hand on my tit and the other rubbing up and down my hip
and stomach. I tilted my head back, moaning as he touched me.
Without warning, he put his hands on the back of my thighs
and nudged my legs apart. In a single, swift movement, he lifted me off the
ground. I squealed, shocked, and wrapped my legs around his waist. I could feel
his hard cock pressing against me as he turned, carried me over to the bed, and
gently set me down on the edge, his lips pressed against mine the entire time.
He pulled away from me gently, grinning for a moment before
he went to the door, shutting it completely and locking it. I grinned at him as
he turned back to me, leaning back on my arms and spreading my legs a bit.
"Fuck," he said, looking at me. I giggled and he
walked back, sitting next to me on the bed. I leaned forward and kissed him
again. Each time his lips touched mine I felt a tiny shock shoot through my
body, nearly leaving me short of breath. I let one leg rest across his lap, and
he ran his hand up my soft, smooth leg. I shivered as he touched me, his hands
leaving a trail of goose pimples behind them as I felt what seemed like surges
of electricity run through my body.
His hand trailed up my leg and hip, along the bare skin on
the side of my stomach, and finally stopped on my tit, overtop the pink tank
top. My nipples were already hard, and he pinched the left one lightly through
my top. I gasped when he did and he kissed me harder.
My nipples are incredibly sensitive, and each time he rolled
one between his fingers, my clit throbbed. I moaned against his mouth and he
reached up with his other hand, cupping my other tit and pinching that nipple,
too.
I could hardly take it, and I broke the kiss suddenly. He
looked up at me, slightly alarmed, but I just giggle and pushed him back on the
bed. I straddled his lap, leaning down to kiss him against as I started to
unbutton his shirt. He flicked his tongue against my mouth, his hands reaching
up to rest on my ass.
As I finished unbuttoning his shirt, I gently rubbed my
covered slit against the bulge in his pants. He groaned loudly and thrust up,
grinding his hard cock against my clit. I moaned and pushed his shirt off. The
second he shrugged it off his arms, he started to pull on the hem of the tiny
tank top I was wearing.
I let him push it up a bit before I leaned back a bit,
grabbing the hem myself and pulling the tight material over my head. My tits
bounced out of the shirt as I pulled it over them, and I heard Mr. Riley inhale
sharply as I finished pulling it over my head and drop it on the floor. When I
looked at him, his eyes were wide as he stared at my tits.
"Everything okay?" I asked. I looked down at my
body. My nipples were dark pink, medium size, and incredibly hard. My tits
seemed to be swollen from just the little bit of kissing and touching we had
done. I was getting so hot, and I knew my skin was flushed, the pink tone
spreading from my cheeks to the base of my neck. Mr. Riley seemed to be
enjoying it, at any rate, and he stared at me for a long moment before saying
anything.
"Your tits are fucking amazing," he gasped. He
gently pushed me off him so I was lying on my back, then immediately pressed
his mouth to my tits. I moaned as he licked and sucked them. He lavished
attention on one before switching sides, cupping my other tit with his hand as
he rolled his tongue around my nipple.
My legs were spread and he was lying between them, and
before long my cunt was throbbing so much that I had to arch my back and grind
against him, needing some friction on my clit. Without moving his lips from my tit,
he reached down with one hand and gently rubbed my slit through the shorts.
It felt amazing. His fingers were skilled and felt so good
against my throbbing pussy. It still wasn't enough, however, and I gently
pulled his head off my tits, kissing him hard as I reached up to unzip his
pants. I undid them quickly and he let me push them down and throw them to the
floor. He was wearing boxers, and I could see his cock straining against them,
the bulge enticing me. I ran my hands along his chest and stomach, before
sliding one under the waistband and wrapping it around his cock.
He groaned again, leaning down to resume sucking on my tits
as I started to stroke his cock. It was smooth and throbbing in my hand, and
bigger than I expected. I rubbed it gently and he pushed forward in my hand,
his moans stifled by my tits as he pressed his face against them.
I stroked a bit harder and he thrust into my hand again,
moaning. He pulled his head from my tits and kissed me, still rubbing my clit
through the shorts.
"Keep doing that and I'm gonna cum way too fast,"
he gasped. I giggled and he shook his head. "I'm not joking. I haven't
gotten anything near this since Kyle was born."
I raised an eyebrow and he blushed a bit. "My wife;”
he started to say.
I kissed him quickly and giggled again. "You don't need
to explain," I said quietly, stroking his cock lightly. He groaned and
rubbed my clit again.
"So good;” he mumbled, and I moaned as touched
me. I started stroking his cock a bit faster and he groaned.
After a moment he reached down and grabbed my wrist gently,
stopping my movements. He kissed me hard, on the lips and then along my jawbone
before trailing his lips down my neck, sucking gently. He pulled my hand out of
his boxers as he kissed my neck. He licked down my chest and gently ran his
teeth on my nipples, making me gasp. I felt his lips trail down my tits and
onto my stomach, where he licked and kissed down to the waistband of the
shorts. He then started to pull on them, sliding them down my hips, his lips
trailing along behind them and gently kissing my pussy as he slipped the shorts
off.
He sat up and just looked at me for a moment. I blushed a
bit when he didn't say anything, and he noticed, laughing a bit.
"You're fucking gorgeous," he whispered, leaning
forward to kiss my inner thigh. "My wife was nowhere near as sexy as you.
She had no tits, no hips." He kissed up my thigh, spreading my legs a bit
more and kissing my pussy lips. "You have such a hot body." He
reached up and cupped one of my tits as he kissed my pussy, touching everything
but my clit. "Big, firm tits." He reached under me with his other
hand, cupping my ass. "Nice, round ass." He finally kissed my clit,
sucking on it gently. I cried out, arching my back against him. "Sweet,
tight pussy." He plunged his tongue into my cunt and I moaned loudly,
reaching down to press his head harder against me.
He licked my pussy and then moved his mouth to my clit,
sucking on it as he pushed two fingers into my cunt. I moaned and couldn't keep
myself from grinding against his mouth and fingers, panting as I wound my
fingers in his hair. He licked eagerly, biting gently on my clit as he thrust
his fingers inside me.
"Muh, Mr. Riley?" I panted a few moments later.
"I'm gonna; oh God gonna cum;”
He responded simply by sucking harder on my clit and pushing
his fingers faster. I came hard, moaning loudly as I felt my orgasm crash
through my body. My toes curled and I arched my back. I wasn't sure if I had shut
my eyes or just temporarily blinded myself from the amount of pleasure I felt.
When I came down a bit, I could feel Mr. Riley still licking
my pussy, lapping up my juices. I was panting as he did so, and he finally
moved his head away and crawled up, laying down beside me. I looked over at him
and he grinned. I couldn't help but laugh.
"My wife hated that," he said.
"What was wrong with her?" I gasped.
He laughed and leaned over, kissing me hard. I kissed him
back, tasting myself on his lips.
"You're so fucking young," he murmured as he
kissed me, gently rubbing my tits. "This is so wrong."
I laughed. "I don't see you complaining."
"I'm not," he replied, rubbing my nipples lightly.
"Just can't believe how hot this is."
"Can't believe you're fucking a young little high
school babysitter?" I asked teasingly. He groaned and kissed me, flicking
his tongue against mine. I reached down and pulled his boxers off, sliding them
down and pulling his cock out.
He was uncut, his cock a bit longer than usual, and very
thick. I licked my lips as I looked at it, and he laughed.
"I'd ask you to suck it," he said, "but I
want to fuck you. I can't wait any longer."
He rolled onto his back and pulled me on top of him so I was
straddling his lap. I slowly lowered myself onto his cock, moaning as I felt
him enter me. His cock felt huge inside my cunt. I hadn't had anything but my
fingers in there recently, and the only guy I'd been with previously had a much
smaller cock than Mr. Riley's.
I let it enter me slowly, allowing myself adjust to his
thick meat. He moaned as my tight pussy inched down on his cock, until he was
finally buried hilt-deep in my cunt. I stopped for a moment, letting myself get
used to the foreign feeling in my pussy. Mr. Riley reached around me and put
his hands on my ass, pushing me down even harder on it. I moaned when he did,
and slowly started moving myself on top of his cock. The feeling was amazing,
and I moaned as I let his cock slide in and out of my pussy.
"Fuck;” he groaned, and his hands slide to my
hips, guiding my movements on top of him. I started to ride him a bit faster,
panting as he thrust up into me. My tits started to bounce as I moved faster,
and he reached up with one hand to cup them as I rode his cock. I moaned as he
pinched my nipples, moving faster and harder on top of him, and moaned even
louder as he used his other hand to rub my clit. I loved the feeling of his
cock moving in and out of my tight, stretched hole, and before long I could
feel myself nearly ready to cum. My hips bucked and he pressed on my clit and
pinched my nipple at the same time, and I came again with a loud moan, tilting
my head back as he thrust himself up into me. I rode my orgasm out, before
nearly collapsing on top of him. He pulled out for a second and pushed me
gently onto my stomach.
"Get on your hands and knees," he said softly. I
obeyed immediately and he moved behind me. He reached one hand under me and
gently stroked my dripping pussy, and with his other he reached over to the
bedside table. He grabbed something; I didn't know what until I felt a hand
spreading my ass cheeks and a gentle, slippery finger probing at my hole.
"Mr. Riley?" I asked nervously.
He pressed a soft kiss on my back. "It'll be
okay," he whispered. "Please, Anna. I love doing this and my wife
never let me." He kissed me again, reassuringly. "It might hurt a
little, I'm not going to lie, but it feels really good after a bit."
I hesitated at first. "Okay," I finally said.
He slipped a finger into my hole, and the feeling wasn't
bad. He wriggled it around a bit and I even moaned softly. After a moment he
took it out and when he put his finger back, it felt even better. This time, he
slowly added a second finger. I moaned and pressed back against him as he repeated
his movements from before.
He laughed softly and I could hear him using a lot of the
lube. His tip pressed against my hole. He pushed with a bit of force and I felt
his tip slide into me. My asshole stretched around it and I started to breathe
a bit harder. He pushed his cock into my ass slowly, letting me adjust to the
size. It was uncomfortable at first, but before I knew it his entire cock was
buried in my ass. He pulled out slowly and pushed back in. It didn't hurt as
much that time, and the next time he did it, I moaned.
He was moaning as he started to thrust a bit harder into my
ass, though nowhere near as hard as if he had been fucking my pussy. It still
felt amazing, and by the sounds he was making, I was guessing he thought so,
too. He reached around me and gently stroked my clit with one hand. The other
was braced on my hip as he pushed his cock inside me.
"Fuck, Anna," he groaned, "this is; fucking
amazing; you don't know how fucking good this is;” He moved a bit faster,
not too quickly, and I moaned as I felt his balls slap against me as he fucked
my ass.
He kept talking, though I couldn't really understand what he
was saying. Mostly things like "so good" and "so tight" and
"fuck, fuck, fuck." But I did understand when he cried out
"Fuck, Anna, I'm gonna cum!"
His body shuddered against me and I felt his hot load
shooting into my ass. He was leaning against my body, supporting himself as he
moaned and came hard. Panting, he finished, holding his cock inside my ass for
a few moments before he gently pulled out.
I practically collapsed on the bed, and he fell right next
to me. We lay there, and I listened to him pant for a minute or two before he
said anything.
"I haven't cum like that in years," he finally
murmured, sitting up. I watched him move off the bed and walk, naked, across
the room. He flicked the light off and walked back, pulling the covers up. I
pulled myself under them and he lay down beside me, reaching over and wrapping
his arms around me.
"So it was good?" I asked, giggling.
He laughed. "Good? It was fantastic. Amazing. Fucking; wonderful."
He held me close to him and I could hear his heart pounding. "Just what I
needed." I sighed contently. "I can't thank you enough for this,
Anna. For everything."
"I enjoyed it too, Mr. Riley," I replied.
He laughed again. "You don't have to call me Mr.
Riley," he said, yawning at the end of his sentence. I agreed silently,
starting to fall asleep as our warm, naked bodies pressed together.
Based on a post by lily ann,
for Literotica.
View all episodes
By Steamy Stories
3.6
2525 ratings
Babysitting Perks
A Snowstorm leaves the sitter stuck at her client's house.
Based on a post by lily ann.
Listen to the Podcast at Steamy
Stories.
I spent most nights of my senior year in high school
babysitting. It was my parent's fault, really. Apparently having a real job
would affect my grades too much, so I was stuck earning my money by spending my
nights in various houses, feeding Kraft Dinner and hot dogs to hyper-active
kids while their parents took a night off.
It wasn't terrible, by any means. In fact, I took it quite
seriously. I don't mind children, and at most places I had full access to the
fridge while I finished off my homework after putting the kids to bed. The pay
wasn't bad, either. I liked to play games with the kids and most of the time,
the kids asked for me back before their parents did. I had a pretty steady
clientele, most within walking distance of my house. It was convenient for me;
I had procrastinated getting my driver's license so long that I was 18 and
still only had my learner's license.
It was late February when Mr. Riley called the first time. I
gave my cell phone number out to my clients, and he was lucky enough to call me
on one of my nights off. I was in the bathtub when I answered.
"Hello?"
"My name is George Riley. I'm looking for Anna
Marchand," replied the person on the other end. I immediately liked his
voice. It wasn't too deep, but it was soft and smooth. I was almost tempted to
consider it calming, but he sounded slightly stressed.
"You've reached her," I said.
"Oh; hi, Anna. I'm a friend of the Anderson's, and
they recommended you as a babysitter. I've got a few late meetings next Friday,
and my regular sitter isn't available. I was wondering if you'd be available to
watch my son."
I shifted in the tub, hoping he didn't hear the water
splash. "I usually take Friday nights off, but it sounds like you could
use the help."
"I really could," he said. "I'm afraid I
can't offer you more than your regular rate or anything;”
"It's fine," I interrupted. "I don't mind,
sir, really. I'd love to babysit for your son."
"Thank you so much," he said, sounding thoroughly
relieved. "His name is Kyle, and he's three. I would need you from around
five until pretty late."
"Not a problem," I said. I got the rest of the
details from him, and made a note of his address. He lived on the other side of
town, but I was sure my mom would be okay with driving me.
Friday came along and I went home after school. I had worn a
cute skirt to school and debated on wearing it to the Riley's, but decided against
it; three year olds could be really active and I didn't want to deal with the
skirt. Instead I put on my favorite pair of jeans, dark blue and fitting
snugly, with a tight blue scoop neck t-shirt. I never tried to dress
provocatively when I went to babysit, but I did try to look fairly nice. I
rarely got to go out with friends or boys, because I always seemed to be taking
care of someone else's kids. Usually I was alright with it; not dating just
meant I didn't have to deal with all the drama my friends did, and there were
very few guys I knew that I was really interested in, anyway.
I knew there was a reason for it. I would never tell any of
my friends, but I found a lot of the men I babysat for much more appealing than
any guy my age. I babysat for a lot of babies and toddlers, so their parents
tended to be either late twenties or early thirties; not that much older than
me, at any rate. A lot of the men were good-looking, and more than once I found
my mind fixed on one of them while I got off before falling asleep.
I didn't know about Mr. Riley, though. The Anderson's were a
couple in their early forties, and since they had referenced me, I figured Mr.
Riley might be a bit older than the usual men I babysat for. Even still, I put
a little bit of effort into my outfit. The t-shirt clung nicely to my tits,
which were a nice size; 36 C, and fairly firm. I had a push-up bra underneath,
which showed just a hint of cleavage. It fit slightly looser around my stomach.
While I would never consider myself fat, I didn't have the hard, flat tummies
that all my friends seemed to work towards. I didn't mind, though. It was a
small price to pay for having great hips and a round ass. I knew that if I
tried to lose any weight, I'd lose those curves, and that was not something I
was willing to give up to have a flat stomach. After putting on just a bit of
makeup and brushing my long hair off my face, I grabbed my backpack and went to
ask my mom to drive me over.
My mom dropped me off at quarter to five. I walked up the
driveway. The house was in a fairly good neighborhood and looked pretty nice. I
rang the doorbell and waited patiently.
The door was opened a few moments later by a man who, I was
surprised to see, looked to be in his early thirties. He was good looking,
about 6'2'' and fairly toned, with deep brown eyes and dark brown hair. He was
wearing a nice suit, but looking slightly frazzled.
"Mr. Riley?" I asked.
"Yeah, you must be Anna?"
I smiled. "Nice to meet you, sir."
He smiled and opened the door. I turned around and waved at
my mom, who had been waiting to make sure we had the right address. Mr. Riley
led me into the house and offered to take my jacket. I smiled and gave it to
him, looking around the house as he put it away. It was nice, but a little
messy. There were toys everywhere and I could hear a TV playing a kid's show in
the next room.
"Sorry about the mess," Mr. Riley said, returning
without my jacket. "I haven't had time to clean anything up."
"It's fine," I said, smiling.
"No, it's embarrassing." He smiled at me
apologetically. I grinned. He was very attractive, especially when he smiled. I
was glad I had put a bit of effort into my outfit, and briefly let myself
wonder what he was like in bed.
My thoughts were interrupted by a little boy rushing into
the front hall. Mr. Riley turned and lifted the boy.
"This is Kyle," he said. Kyle looked at me shyly,
but he was smiling. He was absolutely adorable, with big brown eyes just like
his father's, and lighter brown hair that fell in his face. He had a smudge of
dirt across his cheek and his father wiped it off tenderly.
"Hi Kyle," I said. "I'm Anna. I'm going to be
here with you tonight."
"Say hi, Kyle," Mr. Riley said, nudging the little
boy.
"Hi," Kyle said quietly.
Mr. Riley put him down and Kyle ran back into the other
room.
"I've got to finish getting ready for my
meetings," he said. "If you wouldn't mind watching Kyle?"
"Of course," I replied, "that's what I'm here
for." I walked into the other room and sat on the couch. Kyle looked up
from the floor, where he was playing with some cars. I smiled at him, and he
stood up, picking his toys up and walking over to the couch.
"Wanna play?" he asked softly.
By the time Mr. Riley poked his head in to tell me he was
leaving, Kyle and I were playing cars. Kyle hardly noticed his father leaving,
making my job easier. Kids always hate it when their parents go.
He was a good kid, and very talkative. We played cars until
I decided it was time for him to eat. Over dinner, Kyle told me about his mom.
I wasn't exceptionally surprised to find out that his parents were divorced,
but I was shocked to find out how much Kyle knew about it; especially how
easily he told me about how his mother just walked out. It's surprising how
much information kids can absorb, and I felt so bad for the poor kid that I
gave him an extra scoop of ice cream for dessert.
It was probably a bad decision on my part; the extra sugar
hyped him up so much that I had trouble getting him to bed. By the time he
finally fell asleep, it was an hour and a half past his bedtime, and I was
exhausted from chasing him around. I felt bad for disobeying what Mr. Riley had
asked, but figured I could explain it when he got home.
After Kyle was asleep, I tidied up the den and kitchen
before settling myself on the couch. I turned the TV on and started studying.
It didn't take me long to finish my homework, so I spent some time channel
surfing and reading some magazines that Mr. Riley had on the coffee table,
checking on Kyle every once in a while. I was so tired that I must have fallen
asleep at some point, because I was startled awake when I heard the front door
open.
I sat up and a magazine fell off my lap just as Mr. Riley
entered the room. He smiled at me. "Did I wake you up?" he asked.
I yawned. "I guess so," I answered, laughing.
"I didn't even realize I had fallen asleep."
He laughed and entered the room, bending down to pick up the
magazine I dropped. "Did Kyle wear you out?"
I smiled at him. "Well, it's my fault, really." I
blushed. "I felt kind of bad for him, so I gave him a little extra ice
cream after dinner. He went to bed a little later than you said. I'm
sorry."
"Oh, that's fine," Mr. Riley said. "It's rare
that he likes babysitters, so a little extra ice cream might have been
okay." He frowned for a moment. "Why did you feel bad for him?"
I bit my lip nervously. "Well, he just started talking
about; about his mom; and I just;”
Mr. Riley smiled, holding a hand up to cut me off. "I
understand." I took a good look at Mr. Riley. He had a young-looking face,
but he looked tired and really tense. His tie was loosened slightly and he had
taken off his jacket, rolling the sleeves of his shirt up. He caught me looking
at him and laughed a bit. "I'm a mess, I know," he sighed, sitting on
the couch. "It's been hard since; well; she just left. I love my son but
she was the one who stayed home with him. I'm still trying to figure out how
I'm supposed to balance him and my job."
I smiled, a little unsure of what to say, and he seemed to
notice. "Sorry," he said.
"It's okay," I answered. "Well, you know, if
you need help I can always come over and babysit."
He smiled at me again. "I'll keep it in mind. And
thanks for cleaning up, you didn't have to do that."
I smiled back. "It wasn't a problem."
"Well, thanks. It really helped."
I picked up my bag. "Would you mind if I used your
phone to call my mom?"
"Yeah, go right ahead. It's in the kitchen." He
leaned back against the couch as I walked away.
I walked into the kitchen and picked up the phone, dialing
my mom's cell number. My mom picked up after a few rings.
"I'm ready to come home now," I said.
"Sweetie, I'm so sorry!" she answered.
"Haven't you looked outside? It's a blizzard out there."
I glanced out the window, surprised to see a ton of snow and
the wind howling. "I fell asleep, I hadn't noticed."
"That explains why you didn't answer your cell phone. I
keep telling you not to have it on silent. Hon, the car won't start in this weather
and it's snowed in the driveway."
"It's fine, Mom, I'll call a cab," I told her.
"Okay, well let me know when it picks you up."
I assured her I would, and hung up. I walked back to the
living room, where Mr. Riley was still sitting on the couch.
"Do you have a phone book?" I asked. "My
mom's car won't start, I need to call a taxi."
"Of course," he said, standing up. We walked back
to the kitchen and he grabbed it out of a drawer, leaning against the counter
as I dialed.
The phone rang once before a recorded message picked up.
"Thank you for calling Yellow Cab Company," said a
woman's voice. "Because of the storm in your region this evening, we are
unable to provide taxi service. If you are calling in regards to anything else,
please press zero to speak with an operator."
I hung up slowly, turning to Mr. Riley. "The cab
company shut down," I told him.
He nodded. "I thought they might have. The roads are
awful." He thought for a moment. "If it's alright with you, you're
welcome to spend the night here. We have an extra room. I'd drive you but I
don't want to wake Kyle."
I considered it for a moment. "It really seems like the
only option," I said quietly. "If you don't mind, of course."
He smiled at me. "Not at all. You were so helpful
tonight, it's the least I can do. Call and tell your mother, I'll go get the
guest room ready."
I called my mom back, telling her I would be staying at the
Riley's.
"Well, alright," she said, thought slightly
reluctantly. "Remember to help Mrs. Riley make breakfast tomorrow."
I pursed my lips, thinking it would be best if I didn't tell
her that there was no Mrs. Riley. "Alright, Mom, see you tomorrow."
I hung up the phone and walked down the hallway, where a
light was coming from the room next to Kyle's. Mr. Riley came out as I was
walking towards it.
"There's fresh sheets and everything in there," he
whispered. "But I'm afraid I don't have anything for you to wear."
"That's fine," I replied quietly. "I can just
sleep in this."
He blushed. "Well, my wife left some of her things; I
haven't cleared them out of our room yet. If you'd like you can grab something
of hers."
I blushed in reply, but nodded, seeing as sleeping in my
jeans would be kind of uncomfortable. Mr. Riley quietly moved past me and
motioned for me to follow him down the hall.
We entered a big master suite, and I bit my lip a bit when I
saw it. Not only had Mr. Riley referred to it as "our room," as
though his wife was still there, half the room looked like it hadn't be touched
since she left. His side had clothes on the floor and papers on the wardrobe,
but hers was completely clean. There were even bottles of perfume still sitting
on the vanity.
He turned around and smiled apologetically. "I should
clean up, huh," he said in a bit of a louder voice, obviously trying to
joke a bit.
I laughed softly. "It's fine."
He motioned to the closet. "You can pick whatever you'd
like. I'll grab you a toothbrush." With that, he turned and walked into
the ensuite bathroom.
I opened the closet door. It was all woman's clothes,
organized by what must have been occasion, and then by color. I couldn't help
but laugh a bit when I saw it.
There was a section specifically for pajamas. Mrs. Riley had
a lot of matching lingerie sets, garters and see-through teddies, and I blushed
looking at them. No doubt that she had worn them for Mr. Riley, and I wondered
what kind of things they had done after he had slowly pulled them off her. I
rifled through her clothes looking for something a bit less revealing. They
felt musty, as though she hadn't even moved them around for ages, even before
she left. Dust bounced into the air as I rifled through the clothes. After
looking through everything, I finally decided on a pair of shorts and a pink
tank top. I pulled it out reluctantly, having hoped for at least a t-shirt, but
deciding it would have to do.
"Mommy?"
I whirled around, suddenly hearing a small voice behind me.
Kyle's head was poked through the slightly ajar door, looking at me. I smiled
at him.
"No, Anna. Remember me, Kyle?" I asked softly.
His face welled up immediately, and I looked at him
helplessly for a moment. At that point, Mr. Riley came out of the ensuite.
"Shouldn't you be in bed, buddy?" he asked.
"Want Mommy!" Kyle shouted, then began to wail.
Mr. Riley glanced at me. "Go ahead and change in
there," he said, pointing to the ensuite bathroom. "He doesn't
usually take long for me to calm down, but I'll need to take him to the
washroom."
I watched as Mr. Riley picked Kyle up and began to walk down
the hall. I walked slowly into the ensuite. It was nicely decorated, with a lot
of men's toiletries on the counter. I slowly stripped out of my jeans and
t-shirt and took of my bra before pulling on the pajama set.
I immediately regretted choosing to wear Mrs. Riley's
pajamas. She must have been much skinnier than me, and a lot shorter. I pulled
the tank top over my tits with a lot of effort. The material was stretched
across my chest and the hem ended a few inches above my naval. The shorts were
a little easier to get into, but were still fairly tight, and a lot shorter
than I thought they would be; they were practically briefs. I couldn't do up
the drawstring, so I just left it undone.
I stared in the mirror for a few minutes, nervously
appraising my appearance. I glanced around the bathroom, looking for a robe of
some sort, but found nothing.
"Anna?" I heard Mr. Riley call softly. I opened
the door and poked my head out to see Mr. Riley standing in the center of the
room. He smiled. "You found something, then?"
I blushed. "Umm; sort of." He looked at me,
confused. "I found something, but I didn't realize; well, it's just that; I
guess she was a bit smaller than me?"
He nodded quickly. "I didn't think of that," he
admitted, but then shrugged. "It's just for sleeping, though, it shouldn't
matter."
I glanced in the mirror again. I had a feeling that Mr.
Riley wouldn't think the same thing after he saw his wife's clothes on me, but
I shrugged. "I guess you're right," I said, turning and opening the
door.
When I stepped into the room, Mr. Riley's mouth dropped open
and I blushed immediately. He looked me up and down, staring at my body, and
primarily at my tits.
Normally, I would have been embarrassed and slightly
uncomfortable, being looked at like. I would have been even more uncomfortable
noticing the sudden bulge in his pants. I mean, I wonder sometimes, but
thinking about the men I babysit for and actually have them stare at me are two
very different things. Mr. Riley, however, was a very good-looking man. I guess
my next few actions I blame on that, and the fact that as someone who babysat
nearly all the time, I hardly ever got the opportunity to get laid. I let Mr.
Riley stare at me for a good minute before I giggled a bit.
"So, it's not too small then?" I said, blushing as
he tore his eyes off my body and looked up at me before glancing back at the
floor.
"I'm sorry," he said quietly, his voice breaking a
bit. "No; it's fine;” I couldn't help but grin as his voice cracked
a bit more and he held his hand out. "Your toothbrush?" he offered,
still not looking at me.
I don't know what possessed me to do it, but I walked
towards him, swaying my hips a lot more than I usually would. I grinned as I
stepped closer than I needed to, letting my fingers brush against his as I
gently pulled the toothbrush from his hand. He was staring hard at the carpet,
a muscle in his jaw twitching slightly.
"Thanks," I said softly. "Is Kyle okay?"
He nodded. "Just misses his mom sometimes," he
said, still staring at the floor. "He should sleep through the rest of the
night though. Usually only wakes up the one time."
I smiled, staying quiet. After a moment, Mr. Riley's gaze
shifted. Only slightly, but I knew his eyes were back on my tits.
"You can touch if you want," I whispered.
I nearly expected him to back away from me, the way his eyes
shot up and looked at me. I looked back at him, still smiling.
He reached out tentatively and put his hands on my hips,
looking nervously into my eyes. I bit my lip softly and stepped forward, nearly
pressing against Mr. Riley. I reached up and placed my hands on his shoulders.
"This is wrong;” he muttered, pulling me a bit
closer and pressing me against the hard bulge in his pants.
I grinned at him again. "It's okay if I want to,
too," I whispered.
"You're the babysitter. You; I just met you;”
"We both want it;”
"You're so young;” he continued, nearly pulling
back.
I laughed. "You seem to be enjoying it so far," I
teased, rolling my hips a bit, rubbing against him.
He groaned and roughly pulled my hips, pushing me against
him before he stooped down a bit and kissed me hard. I kissed him back, my
hands resting loosely around his neck. I ran my tongue along his lip and he
groaned again, his hands trailing around from my hips to my ass, rubbing up
along my back and shoulders, and then finally cupping my tits. I moaned softly
against his mouth, biting down softly on his lip.
"I wanted to fuck you the second you walked in the
door," he said gruffly, his lips suddenly on my neck as he fondled my tits.
My nipples hardened under his palms, the cotton of the tank top rubbing against
me. "I thought about you my entire meeting. Jerked off in the bathroom
before I drove home."
I moaned when he said that, my hands trailing down to rub
his hard cock through his pants. He groaned and pressed into my hands. He was
sucking on my neck, one hand on my tit and the other rubbing up and down my hip
and stomach. I tilted my head back, moaning as he touched me.
Without warning, he put his hands on the back of my thighs
and nudged my legs apart. In a single, swift movement, he lifted me off the
ground. I squealed, shocked, and wrapped my legs around his waist. I could feel
his hard cock pressing against me as he turned, carried me over to the bed, and
gently set me down on the edge, his lips pressed against mine the entire time.
He pulled away from me gently, grinning for a moment before
he went to the door, shutting it completely and locking it. I grinned at him as
he turned back to me, leaning back on my arms and spreading my legs a bit.
"Fuck," he said, looking at me. I giggled and he
walked back, sitting next to me on the bed. I leaned forward and kissed him
again. Each time his lips touched mine I felt a tiny shock shoot through my
body, nearly leaving me short of breath. I let one leg rest across his lap, and
he ran his hand up my soft, smooth leg. I shivered as he touched me, his hands
leaving a trail of goose pimples behind them as I felt what seemed like surges
of electricity run through my body.
His hand trailed up my leg and hip, along the bare skin on
the side of my stomach, and finally stopped on my tit, overtop the pink tank
top. My nipples were already hard, and he pinched the left one lightly through
my top. I gasped when he did and he kissed me harder.
My nipples are incredibly sensitive, and each time he rolled
one between his fingers, my clit throbbed. I moaned against his mouth and he
reached up with his other hand, cupping my other tit and pinching that nipple,
too.
I could hardly take it, and I broke the kiss suddenly. He
looked up at me, slightly alarmed, but I just giggle and pushed him back on the
bed. I straddled his lap, leaning down to kiss him against as I started to
unbutton his shirt. He flicked his tongue against my mouth, his hands reaching
up to rest on my ass.
As I finished unbuttoning his shirt, I gently rubbed my
covered slit against the bulge in his pants. He groaned loudly and thrust up,
grinding his hard cock against my clit. I moaned and pushed his shirt off. The
second he shrugged it off his arms, he started to pull on the hem of the tiny
tank top I was wearing.
I let him push it up a bit before I leaned back a bit,
grabbing the hem myself and pulling the tight material over my head. My tits
bounced out of the shirt as I pulled it over them, and I heard Mr. Riley inhale
sharply as I finished pulling it over my head and drop it on the floor. When I
looked at him, his eyes were wide as he stared at my tits.
"Everything okay?" I asked. I looked down at my
body. My nipples were dark pink, medium size, and incredibly hard. My tits
seemed to be swollen from just the little bit of kissing and touching we had
done. I was getting so hot, and I knew my skin was flushed, the pink tone
spreading from my cheeks to the base of my neck. Mr. Riley seemed to be
enjoying it, at any rate, and he stared at me for a long moment before saying
anything.
"Your tits are fucking amazing," he gasped. He
gently pushed me off him so I was lying on my back, then immediately pressed
his mouth to my tits. I moaned as he licked and sucked them. He lavished
attention on one before switching sides, cupping my other tit with his hand as
he rolled his tongue around my nipple.
My legs were spread and he was lying between them, and
before long my cunt was throbbing so much that I had to arch my back and grind
against him, needing some friction on my clit. Without moving his lips from my tit,
he reached down with one hand and gently rubbed my slit through the shorts.
It felt amazing. His fingers were skilled and felt so good
against my throbbing pussy. It still wasn't enough, however, and I gently
pulled his head off my tits, kissing him hard as I reached up to unzip his
pants. I undid them quickly and he let me push them down and throw them to the
floor. He was wearing boxers, and I could see his cock straining against them,
the bulge enticing me. I ran my hands along his chest and stomach, before
sliding one under the waistband and wrapping it around his cock.
He groaned again, leaning down to resume sucking on my tits
as I started to stroke his cock. It was smooth and throbbing in my hand, and
bigger than I expected. I rubbed it gently and he pushed forward in my hand,
his moans stifled by my tits as he pressed his face against them.
I stroked a bit harder and he thrust into my hand again,
moaning. He pulled his head from my tits and kissed me, still rubbing my clit
through the shorts.
"Keep doing that and I'm gonna cum way too fast,"
he gasped. I giggled and he shook his head. "I'm not joking. I haven't
gotten anything near this since Kyle was born."
I raised an eyebrow and he blushed a bit. "My wife;”
he started to say.
I kissed him quickly and giggled again. "You don't need
to explain," I said quietly, stroking his cock lightly. He groaned and
rubbed my clit again.
"So good;” he mumbled, and I moaned as touched
me. I started stroking his cock a bit faster and he groaned.
After a moment he reached down and grabbed my wrist gently,
stopping my movements. He kissed me hard, on the lips and then along my jawbone
before trailing his lips down my neck, sucking gently. He pulled my hand out of
his boxers as he kissed my neck. He licked down my chest and gently ran his
teeth on my nipples, making me gasp. I felt his lips trail down my tits and
onto my stomach, where he licked and kissed down to the waistband of the
shorts. He then started to pull on them, sliding them down my hips, his lips
trailing along behind them and gently kissing my pussy as he slipped the shorts
off.
He sat up and just looked at me for a moment. I blushed a
bit when he didn't say anything, and he noticed, laughing a bit.
"You're fucking gorgeous," he whispered, leaning
forward to kiss my inner thigh. "My wife was nowhere near as sexy as you.
She had no tits, no hips." He kissed up my thigh, spreading my legs a bit
more and kissing my pussy lips. "You have such a hot body." He
reached up and cupped one of my tits as he kissed my pussy, touching everything
but my clit. "Big, firm tits." He reached under me with his other
hand, cupping my ass. "Nice, round ass." He finally kissed my clit,
sucking on it gently. I cried out, arching my back against him. "Sweet,
tight pussy." He plunged his tongue into my cunt and I moaned loudly,
reaching down to press his head harder against me.
He licked my pussy and then moved his mouth to my clit,
sucking on it as he pushed two fingers into my cunt. I moaned and couldn't keep
myself from grinding against his mouth and fingers, panting as I wound my
fingers in his hair. He licked eagerly, biting gently on my clit as he thrust
his fingers inside me.
"Muh, Mr. Riley?" I panted a few moments later.
"I'm gonna; oh God gonna cum;”
He responded simply by sucking harder on my clit and pushing
his fingers faster. I came hard, moaning loudly as I felt my orgasm crash
through my body. My toes curled and I arched my back. I wasn't sure if I had shut
my eyes or just temporarily blinded myself from the amount of pleasure I felt.
When I came down a bit, I could feel Mr. Riley still licking
my pussy, lapping up my juices. I was panting as he did so, and he finally
moved his head away and crawled up, laying down beside me. I looked over at him
and he grinned. I couldn't help but laugh.
"My wife hated that," he said.
"What was wrong with her?" I gasped.
He laughed and leaned over, kissing me hard. I kissed him
back, tasting myself on his lips.
"You're so fucking young," he murmured as he
kissed me, gently rubbing my tits. "This is so wrong."
I laughed. "I don't see you complaining."
"I'm not," he replied, rubbing my nipples lightly.
"Just can't believe how hot this is."
"Can't believe you're fucking a young little high
school babysitter?" I asked teasingly. He groaned and kissed me, flicking
his tongue against mine. I reached down and pulled his boxers off, sliding them
down and pulling his cock out.
He was uncut, his cock a bit longer than usual, and very
thick. I licked my lips as I looked at it, and he laughed.
"I'd ask you to suck it," he said, "but I
want to fuck you. I can't wait any longer."
He rolled onto his back and pulled me on top of him so I was
straddling his lap. I slowly lowered myself onto his cock, moaning as I felt
him enter me. His cock felt huge inside my cunt. I hadn't had anything but my
fingers in there recently, and the only guy I'd been with previously had a much
smaller cock than Mr. Riley's.
I let it enter me slowly, allowing myself adjust to his
thick meat. He moaned as my tight pussy inched down on his cock, until he was
finally buried hilt-deep in my cunt. I stopped for a moment, letting myself get
used to the foreign feeling in my pussy. Mr. Riley reached around me and put
his hands on my ass, pushing me down even harder on it. I moaned when he did,
and slowly started moving myself on top of his cock. The feeling was amazing,
and I moaned as I let his cock slide in and out of my pussy.
"Fuck;” he groaned, and his hands slide to my
hips, guiding my movements on top of him. I started to ride him a bit faster,
panting as he thrust up into me. My tits started to bounce as I moved faster,
and he reached up with one hand to cup them as I rode his cock. I moaned as he
pinched my nipples, moving faster and harder on top of him, and moaned even
louder as he used his other hand to rub my clit. I loved the feeling of his
cock moving in and out of my tight, stretched hole, and before long I could
feel myself nearly ready to cum. My hips bucked and he pressed on my clit and
pinched my nipple at the same time, and I came again with a loud moan, tilting
my head back as he thrust himself up into me. I rode my orgasm out, before
nearly collapsing on top of him. He pulled out for a second and pushed me
gently onto my stomach.
"Get on your hands and knees," he said softly. I
obeyed immediately and he moved behind me. He reached one hand under me and
gently stroked my dripping pussy, and with his other he reached over to the
bedside table. He grabbed something; I didn't know what until I felt a hand
spreading my ass cheeks and a gentle, slippery finger probing at my hole.
"Mr. Riley?" I asked nervously.
He pressed a soft kiss on my back. "It'll be
okay," he whispered. "Please, Anna. I love doing this and my wife
never let me." He kissed me again, reassuringly. "It might hurt a
little, I'm not going to lie, but it feels really good after a bit."
I hesitated at first. "Okay," I finally said.
He slipped a finger into my hole, and the feeling wasn't
bad. He wriggled it around a bit and I even moaned softly. After a moment he
took it out and when he put his finger back, it felt even better. This time, he
slowly added a second finger. I moaned and pressed back against him as he repeated
his movements from before.
He laughed softly and I could hear him using a lot of the
lube. His tip pressed against my hole. He pushed with a bit of force and I felt
his tip slide into me. My asshole stretched around it and I started to breathe
a bit harder. He pushed his cock into my ass slowly, letting me adjust to the
size. It was uncomfortable at first, but before I knew it his entire cock was
buried in my ass. He pulled out slowly and pushed back in. It didn't hurt as
much that time, and the next time he did it, I moaned.
He was moaning as he started to thrust a bit harder into my
ass, though nowhere near as hard as if he had been fucking my pussy. It still
felt amazing, and by the sounds he was making, I was guessing he thought so,
too. He reached around me and gently stroked my clit with one hand. The other
was braced on my hip as he pushed his cock inside me.
"Fuck, Anna," he groaned, "this is; fucking
amazing; you don't know how fucking good this is;” He moved a bit faster,
not too quickly, and I moaned as I felt his balls slap against me as he fucked
my ass.
He kept talking, though I couldn't really understand what he
was saying. Mostly things like "so good" and "so tight" and
"fuck, fuck, fuck." But I did understand when he cried out
"Fuck, Anna, I'm gonna cum!"
His body shuddered against me and I felt his hot load
shooting into my ass. He was leaning against my body, supporting himself as he
moaned and came hard. Panting, he finished, holding his cock inside my ass for
a few moments before he gently pulled out.
I practically collapsed on the bed, and he fell right next
to me. We lay there, and I listened to him pant for a minute or two before he
said anything.
"I haven't cum like that in years," he finally
murmured, sitting up. I watched him move off the bed and walk, naked, across
the room. He flicked the light off and walked back, pulling the covers up. I
pulled myself under them and he lay down beside me, reaching over and wrapping
his arms around me.
"So it was good?" I asked, giggling.
He laughed. "Good? It was fantastic. Amazing. Fucking; wonderful."
He held me close to him and I could hear his heart pounding. "Just what I
needed." I sighed contently. "I can't thank you enough for this,
Anna. For everything."
"I enjoyed it too, Mr. Riley," I replied.
He laughed again. "You don't have to call me Mr.
Riley," he said, yawning at the end of his sentence. I agreed silently,
starting to fall asleep as our warm, naked bodies pressed together.
Based on a post by lily ann,
for Literotica.
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