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Introduction:

The following is entirely a work of fiction, although the character of Amanda is loosely based on a real person. I have a number of stories that revolve around her, both on my computer, as well as rattling around in my head. Unless otherwise specified, none are related to the other in any way.
The Pool Party

It was summer and Amanda was about 7 months pregnant. She, her boyfriend and their 2 year old son were house guests of sorts. She was my step-daughter’s best friend’s older sister, so my wife and I had known her for some time.

About 5 months ago, she had been evicted from her apartment after a dispute with the land lord. About the same time, her boyfriend had lost his job. They had nowhere to go, so my wife and I offered to let them stay in our spare bedroom while they got back on their feet.

We thought it might only be for a month, but 5 months later they were still here. Her boyfriend had gotten another job, but he wasn’t making very much. We weren’t charging them any rent, but they bought their own groceries and really weren’t any trouble.

Amanda was 21 at the time, a pretty girl with medium sized breasts that had now swelled a bit. She also had very pretty legs. Living in our house, I would frequently see her in a nightgown. They weren’t overly provocative, but some were rather old and wore thin so that the circles of her nipples showed through. A few showed off some thigh as well.

These things didn’t escape my attention. While I did my best not to be too obvious when I was looking, I know she caught me a number of times. It never seemed to bother her though and sometimes would even provoke a smile. I was the same age as her father however and figured it simply amused her, rather than aroused her.

Occasionally, my stolen glances and the fantasies they inspired, caused me to get an erection. I never attempted to hide it, so I know she was sometimes aware of this as well although she never offered to take care of it for me.

We lived in the country, and had a good sized above ground pool at one end of our yard. It was about 100 feet from the house, as that was the only place level enough for it. On this particular day Amanda’s sister was visiting.

Her boyfriend was at work. Everyone else, including my wife, was out at, or in the pool except for me. I was in the kitchen getting ready to join them. Through the windows I could see the pool. Though she now had a rather large belly, Amanda still wore a bikini. The top of which, was now struggling to contain her enlarged breasts.

She was the only one not yet in the pool. I was enjoying watching her walk around and especially bend over, when it looked like her tits were about ready to spill out!

I saw her start walking toward the house and resumed what I was supposed to be doing, looking for something under the sink. Thus I was on my knees, rummaging under the sink when she walked in and stepped around the counter.

“Are you coming outside?” she asked.

“Yeah, as soon as I find something.”

“It’s hot. I need some more water.”

She got some ice from the fridge in her glass and then filled it with water. She took a sip, sat the glass down on the counter and was looking at something out the side window. Her back was to me and her bikini clad ass was right at face level, with a nice bit of her chubby cheeks hanging out. I was very much enjoying the view.

She started to move, but stepped on a dog toy with her bare foot and lost her balance, causing her to start to fall backward. I quickly reached up and caught her by grabbing her sides, but her ass wound up smashed against my face for a few seconds. She regained herself and turned around.

“Oh my God! I’m so sorry!” She apologized.

“It’s alright. Don’t worry about it.” I replied. God yes!! I was thinking.

“But my ass was right in your face! I’m so sorry!” she repeated.

“Don’t be. I rather enjoyed it.”

She got a good laugh out of that, then replied, “You don’t mind, having a pregnant woman’s butt in your face?”

“Not in the least! In fact, you can do it again if you want.” We both laughed. I was mainly joking and lightly flirting, so I was quite surprised when she let her giggling kind of trail off and then stop and give me kind of a strange look.

I was still on my knees when she said looking down at me, “Really?”

It took me a second or two to fully comprehend the question. I looked up into her eyes…”Yeah…really.”

She had a sly smile as she continued, “Our secret?”

“Absolutely!” I could feel my heart starting to beat faster.

Amanda glanced outside. “Doesn’t look like anyone is missing me yet. I guess a little fun won’t hurt.”

I was not really believing it as Amanda turned her back to me, laid her right arm on the counter top to brace herself and bent over at the waist. Her ass was inches from my face, as she looked back over her shoulder at me.

I couldn’t believe this was really happening, but I wasn’t going to wait for her to change her mind. I reached up and hooked the first 2 fingers of each hand inside the waistband of her swimsuit bottom and paused for a moment, to gauge her reaction.

“Go ahead,” she said quietly. “but we probably don’t have a lot of time.”

Well I decided I wasn’t going to waste what little time we did have and quickly pulled her swimsuit bottom off of her somewhat plump ass and down her legs. She stepped her left foot out of them, and slid it away from her right, thus her legs were nicely spread. The view was outstanding. Her pussy hair had been nicely trimmed so it didn’t spill from the leg openings of her swimsuit, but soft blonde curls still surrounded her pussy and ass.

I put my thumbs on each side of her pussy and spread it wide. It was so pink…and so wet! I moved my hands up and spread her ass cheeks. Her little nut-brown butt hole looked so nice. I moved my face closer, and started swirling my tongue all around her tight little back door.

“Oh Tom! That feels sooo fucking nice! Lick it, baby! Eat my ass!”

Then, she reached her left hand back, grabbed the back of my head and pulled it tight against her. Her young asshole tasted so good and I tried to press my tongue into it.

Without slowing the action I moved my right hand between her legs, rubbed my first two fingers up and down her wet slit and slipped them inside.

“Oh fuck!”, was her reaction.

My fingertips quickly found her g-spot and I began to vigorously rub it.

“Oh fuck Tom! Oh that feels so fucking good! God! Eat my asshole baby! Finger my pussy!”

I was doing just that. Her juices were starting to ooze out of her and coat my hand. She still held my head firmly, and kept thrusting her ass backward. I didn’t know when she might call out that someone was walking toward the house, so I was enthusiastic with my tongue and my fingers.

I could feel her young cunt squeezing my fingers tightly, so I moved my thumb so that it was on her clit. Now I really had her going. I just kept it up, I’m not sure how long. I could’ve kept going forever. Then…

“Oh my God Tom! I’m going to fucking cum! Don’t you fucking stop!”

She suddenly released my head and clamped her left hand over her mouth. Muffled cries were heard, as her pussy convulsed around my fingers and copious amounts of fluid flowed from within her, as she squirted on my chin and the floor. After a bit more, I slowed my tongue and fingers then gradually stopped, letting my fingers slip from within her and moved my mouth from her ass.

I slowly rose to my feet. As I did, she straightened up and turned to face me. Her face was flushed and her eyes were wide. Her back was now to the outside window. I briefly looked toward the pool. Everyone was still swimming.

“Doesn’t look like you’re missed yet.”

She ran her fingertips across my face and my goatee. “Oh my God! Looks like I really drenched you.” Then she looked down at the small puddle on the floor. “Fuck! I didn’t think I could still squirt. I haven’t done it in so long.”

Amanda then put her right hand around the back of my neck and slowly pulled my face toward hers as she said, “I wanna see what my ass tastes like.” She kissed me hard and her tongue sought out mine. As we kissed, my hands closed around her breasts.

She pulled her mouth from mine and advised, “My ass tastes pretty good.”

“I thought it did.” I replied.

Amanda quickly glanced over her shoulder at the pool, then turned back to me. She looked into my eyes, as her left hand moved to my crotch and squeezed my hard cock through my shorts.

“Tom?”

“Yes?”

“I want you to fuck me. You want to fuck me, don’t you Tom?”

My cock throbbed in her hand as I answered, “Oh God yes, Amanda!”

“Well then…” She let go of my cock and pushed me back, as she stepped her right foot out of her bikini bottom and kicked it away. Then turned her back to me facing the counter. She bent all the way over at the waist, put her elbows and forearms on the counter and moved her feet apart.

I guess my brain was in a bit of a fog because I paused for a moment and looked at this beautiful young girl, waiting for me to fuck her. With her legs spread, her sweet pussy was gaped open slightly . So wet…and so ready.

She was looking back over her shoulder, as I pushed my shorts and briefs off my hips together. Freed from it’s imprisonment, my cock sprang forward.

“Mmmm. I want that in me.”

I gave a quick glance out toward the pool. No change. I took my cock in my hand, and slowly stroked it. “I’m gonna give it to you baby! I’ve wanted to give it to you for so long! I’ve dreamed about fucking that young, pregnant pussy, but never thought I would.”

I moved forward and pressed the tip of my cock between her soft, wet labia. I slowly rubbed it up and down, until I felt it nestle into her entrance. I pressed a bit more, and the head slid into her.. She was tight, but so slick and wet it was easily admitted. I paused like that for just a moment.

Still looking over her shoulder, she smiled coyly and said, “You should know Tom, I’m not on any birth control. Are you worried?”

I put both hands on her hips and thrust forward…hard, while I pulled her back at the same time. My cock slid into her all the way, and my pubic bone, hit hard against her tail bone!

“Oh fuck!”, she said. “I guess not.”

I’m one that enjoys nice slow fucking, but this was so raw, so hot, so dangerous and even, so taboo, that I immediately started fucking her hard and fast! As I did, I could see my wife, step-daughter and Amanda’s younger sister out in the pool. That made it even hotter still.

Amanda was no longer looking over her shoulder, her head was forward and hanging down, as I pounded her hot 21 year old pussy!

“Oh God yes, Tom! God your cock feels so good! I sooo needed to be fucked! Ronnie hasn’t touched me, since my belly got big. Oh shit! Mmmmm.”

“Ronnie’s a fool.” I replied, without breaking my stride. “Your young, pregnant pussy feels so good baby.”

“Oh fuck! Your balls are slapping my clit. Oh shit!”

I was watching my cock, slide in and out of her. As I withdrew, her lovely lips would hug it so nicely and it would glisten with her juices. I was also eyeing her sweet little butt hole too, still wet, from my tongue.

I tightened my grip on her hips and slammed into her a little extra hard and held it there.

“Ohhhh!” Amanda tossed her head back “Oh Tom…..” Her voice trailed off.

I held my cock still for a moment, buried all the way in her and very slowly ran my open palms up her back, over her shoulders and down the outside of her arms to her elbows, braced on the counter.

I leaned forward slightly and slid my hands over her breasts and squeezed momentarily, before I grabbed the top of each cup of her bikini top and pulled it down over her tits. They eagerly spilled out into my waiting hands.

“I want those tits out Amanda.” She said nothing, but shook her head yes. I started fucking her slowly, as I squeezed them and plucked at her nipples. A quick glance outside revealed no change, as she moaned approvingly.

I leaned all the way forward, so that my chest, was against her back. I released those wonderful breasts that I had taken so many stolen glances of and slipped my left arm around her ribcage, and held it firmly. Then I placed my right hand gently on her pregnant belly and held it lightly, as I continued to slowly fuck her.

How stupid, her boyfriend was…to loose interest in this beautiful creature! Holding her so, I kept working my cock in and out of her hot, wet, tight, 21 year old pussy. I softly kissed her right shoulder blade, then from her shoulder, to her tender neck. Here my mouth lingered, as she voiced her approval. Almost in a whisper.

“Oh Tom….”

She moved her right arm from the counter, leaving only her left to brace herself, and placed her right hand over mine, on her belly. My mouth moved to her ear and I softly spoke.

“Oh Amanda…you’re so beautiful baby. Your pussy feels sooo good! It’s so soft and wet and tight…..and hot!”

Her right hand, lightly grasped mine, and moved it in slow circles on her pregnant belly. Again, almost in a whisper, “Oh Tom….I so needed this cock. I so needed to feel pretty, to be desired. And I so needed a man to make me cum.”

I kissed the back of her neck again and then straightened back up. My hands moved back to her hips and I resumed fucking her slowly. As I did, I found myself again eyeing her sweet little butt hole, still wet with my saliva.

I brought my right hand to my mouth and spit on my thumb. Then I rubbed it all around that tight little hole…and pressed!

“Oh Tom!”, spilled from her lips, as it slid inside. “Mmmm….That feels so good in my ass!”

I was slowly fucking her pussy with my cock, as I was slowly fucking her tight ass with my thumb. Suddenly, she straightened her head up and began glancing around the kitchen, as if looking for something.

“Yeah…that’ll work.”, she said, as she looked to her right.

“Tom?”

“Yes baby?”

“I want you to fuck my ass Tom. I want you to cum in my ass, before anybody comes looking for me.” She pointed to the bottle of olive oil sitting on the counter. “Use that for lube. That is, if you wanna butt fuck me.”

I wasted no time affirming my desire to do just that. “Fuck yes, Amanda!”

I pulled my thumb from her ass and let my cock slide from her pussy. It throbbed up and down, as I reached for the bottle of oil and took off the cap.

I tipped the bottle up a bit, and let some run out on my right middle finger. I rubbed it around her little hole, then pressed it inside…all the way. I worked it in and out a few times, then brought the bottle right over her butt hole. I let a little dribble out over my first 2 fingers and her little hole as well. Some trickled down her pussy.

Now, I slowly pressed both my index and middle finger inside. It took a bit of working them around, but they were eventually admitted and I worked the oil around.

“Oh Amanda! That asshole so tight Baby!”

“Your cock Tom! I want your cock in my ass. Just go slow. I haven’t been butt fucked in a long time. I so want to feel your cum, filling up my ass!”

I slid my fingers, from within her. “As tight as that young little hole of yours is, it might not take very long until you feel me unloading.”

“I don’t care. I just want it in me!”

I cupped my dick in my hand and poured a little oil on it. Then rubbed what pooled in my hand, all over my shaft. I sat the bottle down, wiped my hand on a towel and guided my oily cock, to her oily little 21 year old butt hole.

This was not something I’d done much of. It was very rare, that my wife Julie, let me fuck her ass. She loved feeling my tongue there, and got to like feeling my finger inside enough that she would actually ask for it. “Put your finger in my ass.”

My cock however, was a different matter. She had to have drank considerable alcohol to let me put it in her ass. The last time, was probably 3 years ago. She didn’t mind though if after I’d gave her a few orgasms, laying on her stomach and letting me rub my lubed cock head around on her butt hole until I came. Good, but not like unloading inside.

Now here was Amanda, asking for it…waiting for it. My cock was throbbing in my hand, as I pressed the tip against her little nut brown hole. I held my shaft firmly in my right hand, spread her sweet little hole with my left thumb….and gently pressed my cock forward.

“OH TOM!!” She didn’t say it quietly, as my cock head slid into her ass! I paused like that for a few seconds, withdrew slightly, then pressed my cock in a bit deeper. Again, I paused for just a bit, then pressed in a little more.

“Mmmmm.”, spilled from her lips. My cock was now about a third of the way in her. Encouraged that she was liking it so far, I start to slowly fuck her. Now letting it slide in about halfway. The olive oil was a bit messy, but was doing it’s job rather well. I’m still steadying my cock in my hand though, as her ass was very tight.

“Oh Tom! Oh baby, your cock feels sooo good in my ass!”

“Are you ready for more?” I asked. “That’s about halfway.”

“Yes. Give it all to me Tom. Just go real slow.”

As I pressed forward, I watched intently as my dick slowly disappeared into her. At about the three quarter point, I released the shaft and took her hips firmly in both hands.

I’d been going very slowly, just like she asked, savoring each more millimeter. When I had just a bit to go, I tightened my grip on her ass and thrust the rest of it into her…smartly.

I think her fingernails dug into the countertop, as she tossed her head up and exclaimed, “Oh fuck!” I held my cock buried completely in her ass as she repeated, “Oh fuck! I wasn’t expecting that, but damn it felt good!”

“Amanda….that young butt hole is so tight Baby!”

“Fuck my ass Tom! Your cock fills up my ass so good! Fuck me! Please! I wanna feel your cum, shooting in my ass!”

I needed no further encouragement, as I began to give her what she wanted. I started slow, but soon began to pick up the pace as I felt her ass relax a bit. As I did, her right hand moved under her pregnant belly and between her legs. I knew she was playing with her clit.

“Mmmm…Oh God damn! I’d forgotten how good it feels to get fucked in the ass! Give it to me hard, baby! I wanna feel you cum in my ass! I need it! Give it to me Tom!”

The oil was still working well. I tightened my grip on her ass and began to drive my pubic bone hard against her. The unmistakable sound of flesh, slapping flesh, rang through the air.

My hands gripped her ass tightly, and I’d pull her back hard, as I thrust forward. I knew her hand was working feverously on her clit, pushing her closer to orgasm, as I could feel mine starting to build.

“Oh God yes Tom! Fuck my ass Baby!”

I glanced outside. Everyone was still engaged in pool activities, as I was slamming my cock, in Amanda’s tight young ass and about to unload in it!

“Oh Amanda,” I had to force myself not to scream it, “I’m gonna cum baby!”

“Yes Tom!! Cum in my asshole! I wanna feel it! Oh fuck…I’m going to cum too!”

That was it! I was cumming! My balls were unloading and it felt like gallons of cum were flowing through my dick and into her ass, as my wife, step-daughter, Amanda’s sister and her young son were not that far away out in the pool.

We were both making moaning/groaning and unintelligible noises, as we were both cumming. I hoped it wasn’t loud enough to carry outside, but I was to into the moment to care too much. My fantasy, had just came true!

Eventually I stopped cumming, and I ceased my thrusting. I held her tight against me, with my cock still balls deep in her ass as I tried to push out every last drop of cum that I could. My cock would twitch slightly inside her each time I did.

Amanda’s torso was fairly flat on the counter, braced by her left arm. Her right hand was still between her legs and I felt it move back and gently close around my scrotum. It was wet with the juices that had leaked from her pussy.

Her head was down, so her voice was slightly muffled as she spoke. “Oh fuck, Tom…” she lightly squeezed my balls. “I could feel your cum shooting in my ass! Damn!”

She released my balls, returned her right arm to the counter and propped her self up, as she raised back up her head. As she did, I slowly let my cock slide from within her. I took a step back and looked at her cute little hole. It was slightly gaped from my cock and a little dribble of cum was visible from when I slid out of her.

“Oh Amanda, that’s so pretty.”

She looked back over her shoulder, “My well fucked butt hole, you mean?”

“Yes…with my cum running out of it.”

“You got your phone Tom? Take a picture for me. I wanna see.”

My phone was laying on the counter, so I grabbed it and sank to my knees to snap the pic. After I did I laid the phone down, took an ass cheek in each hand so that my thumbs were right beside her anus, and gently spread it.

The little cum dribble was almost to her pussy. As I watched in amazement, she squeezed a big blob from her ass. I leaned my head in and licked it up.

“Oh Tom!”

Still holding her little hole open, I licked all around it and pressed my tongue inside as much as I could. This was all so perverse, and I so fucking loved it! I pulled my head back and rose to my feet. I gently pulled her upright off the counter and turned her to face me. Her eyes were wide, as if in anticipation of what she thought I was about to do. I opened my mouth, and showed her the cum I‘d licked up and held in my mouth. Then took her face in both hands, pulled her mouth to mine and kissed her.

Her arms went around me and held me to her tight, as our tongues danced and my cum, that had been in her ass, moved between my mouth and hers and back again.

Our lips finally parted. There was cum on both our mouths. She smiled really big and said, “You’re a nasty fucker! God damn! That was so fucking hot!”

She glanced outside…still no change, then looked down at my cock. It was no longer fully hard, but still hanging heavy. A strand of cum sagged from the tip. She looked back up at me and winked.

“One more thing right quick. Lemme clean this up.” And with that she slowly sank to her knees, took my half hard cock that had just been in her ass in her hand, and guided it into her mouth. The fact that it might’ve been a little dirty, didn’t seem to bother her at all.

She pressed her mouth tight against my pubic bone and sucked hard. Then she held the base and bobbed her head a few times, sucking nicely as she did. Content she had accomplished her task, she rose to her feet and slipped a hand behind my neck and pulled my mouth to hers.

As we kissed I had a tit in one hand and an ass cheek in the other. Our mouths lingered and my one hand slid down and around her ass until a finger dipped into her pussy. Eventually our lips parted company. She pulled her mouth free from mine, but kept it close. I felt her warm breath as she spoke.

“Tom…”

“Yes Amanda?”

“We’re going to fuck again, aren’t we?”

“God I hope so!”

“Good. I need it.” Then she gave me a quick peck on the lips and pulled away. I stepped back a bit as she reached for the paper towel roll on the counter and pulled off 2 sheets and then 2 more. She wiped her pussy with the first 2 and dropped it on the counter. With the second, she wiped her ass and then dropped it on the counter as well.

“You’ll take care of those, won’t you Tom?”

“Sure Amanda.”

She bent over and picked up her bikini bottom, stepped back into it and pulled it up. Then pulled the top back over her tits. She pointed to the floor where she had squirted and some cum had dribbled out as well.

“You better clean that up so somebody doesn’t slip in it.” She was smiling big.

“I will.”

“See you out at the pool?”

“Sure. Just as soon as I…finish up” I gave her a wink. She turned and started to walk toward the door but stopped after a few steps, turned her head back toward me and grimaced slightly. “What’s wrong?” I asked.

“My butt’s a little sore.” Then she smiled and added, “Worth it though.”, and then walked on out the door.

I watched her walk on out to the pool through the window. That big ass that I’d just fucked swayed so nicely. “God damn!” I voiced quietly to myself.
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