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Ashley's Holiday Bonus

"Young attractive woman has hot affair with her boss."

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Today, I found out I am pregnant and not by my boyfriend.  Let me tell you the story of how my life changed last December.  I had started a new job as a receptionist for an accounting firm a couple of months prior. I was hired by Thomas Dolan, one of the CPA firm partners. He is a fifty-two-year-old gentleman and about six feet tall.  He has a handsome face with gray hair around the temples and a fit body, he looks younger than his age would indicate.  

My name is Ashley.  I am twenty-two years old, five-foot-five-inches tall with Auburn hair and 36dd-23-37 body.  I live with my boyfriend who is my high school sweetheart and he was the only guy have ever had sex with up until last December.  My boyfriend and I fucked on a regular basis with a condom as our preferred method of birth control.  The few times he did not use a condom I was fortunate I did not get pregnant.

Now back to my story.  Two months before I started work for Mr. Dolan, my boyfriend took a construction job that required him to be away from home days at a time and our sex life had become almost non-existent.  The pay was very good, but he was away so often that when he was home he was usually too tired.  I then began to suspect that he was having an affair while he was away.  

Well, about a week after I started work, Mr. Dolan asked if I wanted to join him for lunch one day and I agreed.  We began to have lunch "dates" once a week.  I did not tell my boyfriend about these lunch "dates" as I did not want to start trouble.  During these lunch "dates" Mr. Dolan and I started to talk about my career path at the firm and about our personal lives.  We got to know each other pretty well over the past two months. 

I learned that he had been married for twenty-five years and had three grown children.  A nineteen-year-old son who is attending college out of state and a twenty-five-year-old daughter who is married with two children.  To be honest Mr. Dolan does not look old enough to be a grandfather.  Also. he has a twenty-eight-year-old son from a previous relationship prior to his marriage.  His wife was killed in a car crash about two years ago and I felt bad for him since he seemed like a very nice guy.  I told him about my boyfriend.

Now, last December Mr. Dolan had a Holiday party for the office at his house.  I thought about not going, since my boyfriend and I just had a huge argument before he left to go out of town for work as he would be gone a week. But then I began to think that I should since I was invited by Mr. Dolan and that he has been so nice to me.

So I decided to go and to dress sexy.  So I wore my black lace bra and thong set with jeans that hugged my hips nicely and a purple blouse. I then I slipped into my pair of sexy black leather high heels and walked out the door.

I arrived at the party around 6:00 pm and was greeted by Mr. Dolan.

"Wow, you look amazing tonight.  I am glad you made it, I think you will have a great time," Mr. Dolan said as he looked me up and down.

"Thank you, you look rather handsome yourself," I replied.

"Where is your boyfriend?"  Mr. Dolan asked.

"He could not make it," I replied, not to give out any details.

"Ok, you can be my date tonight," Mr. Dolan jokingly said as he laughed.

"Sure," I replied with a smile.

Then we made small talk.  Mr. Dolan dressed the part of a successful CPA and he is a very attractive older gentleman.  We continued to talk until he greeted another guest while I went to get a drink.  While getting a drink, a man walked up to me and we begin to talk.  I learned his name was James, he was Mr. Dolan's nineteen-year-old son, home from college on Christmas break.  We made small talk, then Mr. Dolan returned.

"I see you met my son James," he said.

"Yes, he a very nice young man," I replied.

James then walked away as Mr. Dolan began to flirt heavily with me.  I kind of liked the attention since I was not getting much attention at home as of late and I could tell he already had a few drinks.  He asked if I wanted another drink and I said yes. 

We continued our conversation and he continued to flirt.  I could tell he was really into me so I started to return some flirts his way to play along while we had a few more drinks.  About an hour later I was getting pretty drunk and aroused as Mr. Dolan rubbed my inner thigh as we sat on the living room couch.  I thought to myself that I should stop this as I looked around the room to see if anyone noticed that Mr. Dolan had his hand on my inner thigh, but the alcohol had lowered my inhibitions and he was pretty persistent.

Then he asked if I wanted to go see the rest of his house.  I agreed as he then took my hand and gave me a tour of his house.  The last room he showed me was the master bedroom.  Once inside Mr. Dolan's bedroom, he closed the door and I don't know how it happened, but somehow his lips found their way to mine.  It was like I was in a daze as he slowly worked his hands around my young body.    

"Oh, Mr. Dolan, I like you very much, but we should not do this," I nervously moaned as I broke the kiss.

"Please, call me Thomas," he asked.

He ignored my half-hearted plea and began to kiss me again. The electricity that ran all through my body was amazing as we kissed.  While we kissed he began to unbutton my blouse and let it slide off my shoulders to the floor.  He then squeezed my bra covered breasts as my nipples ached.  A moment later my knees got weak as he took his hand off my breast and brought it down between my legs.  I thought I going to pass out as he rubbed my wet pussy through my jeans and thong. 

I finally had him stop and told him this was crazy as I reminded him that I had a boyfriend and that he was my boss and old enough to be my father.

"I don't mind, besides that's what makes it so fun and exciting," Thomas whispered in my ear.

He then kissed me full on the lips before he laid me on the bed.  It was a soft kiss as I felt a flash of warmth cross my body.  He then got on the bed and pulled me tight against his body as I could feel his bulge in his pants while he began to kiss me some more before he pulled himself from my lips. He then drew in a deep breath.

"You are a very attractive young woman and I think you find me handsome," he said as he looked me in the eyes.

"But Thomas..." I managed to say before he silenced me with another kiss.

Then his hand went to the button on my jeans and he unbuttoned my jeans.  Then he unzipped them and slid his hand down my pants to my pussy.  He then rubbed my thong covered pussy as he continued to kiss me.  His persistence and the alcohol I consumed lowered my resolve as I was very aroused.  Soon I relaxed as Thomas slowly scooted down on me. He stopped and helped me sit up as I looked him in the eyes.  

"Oh Thomas, do you have a condom?" I managed to ask while he reached behind to remove my bra.

"No, I will be careful," Thomas replied.

My breasts were now exposed to him while my heart pounded and I began to feel lightheaded.  I began to breathe hard while he laid me back down on the bed.  Then he began to kiss my breasts and suck on my nipples while I succumbed to his advances.  While he sucked my nipples he would run his tongue over the tip of them as this sensation sent an electric charge through my body.  He then kissed both of my breasts before he worked his way down to my belly button.  He then twirled his tongue around the inside of my belly button.

"Oh, my God,"  I moaned aloud.

I drew in a deep breath as he got up and began to remove my jeans and thong while I lifted my ass off the bed.  I twitched as he started to kiss the inside of my thighs. He then pushed my legs really wide while he kissed my womanhood.

"Oh, ooh, ooh," I moaned as my pussy throbbed with anticipation.

I let out another loud moan as he began to suck my clit.  Then he swept his tongue up and down my wet slit as a chill went up and down my body with the intimate contact. I have been brought to an orgasm before by my boyfriend, but what Thomas did to me was a whole new universe of sexual pleasure that I'd never experienced before. 

Maybe because it was just different from my boyfriend.  Thomas then put his hands on my legs and pushed them apart as I gasped for air.  He then pushed his amazing tongue into my wet vagina. I thought I was going to pass out as he unleashed his amazing sexual abilities on my young body.  Then he sucked on my clit again, but this time he inserted a finger inside me.

"Ummmmm, oh... Uhm, ngh, yes..."  I groaned as Thomas manipulated my young body.

Before long I came all over his face and finger.  He then got off the bed and began to undress while he smiled and looked at me with lust in his eyes.

"Ashley, you are an amazing young woman, your boyfriend is one lucky guy," Thomas stammered while he licked my juices off his lips.

First, he removed his shirt and exposed his abs, before he unbuckled his belt. Then he unzipped his pants and pulled them down along with his boxers. I was in shock as I looked at his huge penis as it stood semi-erect.  He was much larger than my boyfriend in girth and length.  He then got back on the bed and moved between my legs while he spread them apart.  I was too far aroused to care that he was about to fuck without a condom. 

He looked me in the eyes as he began to tease me while he rubbed his cock up and down my wet slit as I leaned my head back against a pillow. I then felt his huge sex organ between my pussy lips and very gently he slipped it into me.  It felt fantastic as my head began to spin as he slowly pushed inside me.  He would stop to let my pussy get accustomed to the size of his cock then he would continue.  Once he got it all the way in, he just held his cock deep inside me.  

"Oh, God, you feel so good deep inside me," I moaned as I looked him in the eyes while he began to slowly fuck me.

"Holy shit, you pussy is tight," Thomas stammered as he moved his large sex tool back and forth.

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"You are so much larger than my boyfriend and feel so good," I confessed with a smile while he had his wonderful cock buried in my stretched pussy.

He smiled as he began to pick up the pace of his thrusts while my pussy became very wet.  My concentration was suddenly drawn to my pussy as I could feel my pussy lips being pulled back and forth as he fucked me.  I have to admit that it was terribly erotic to have his bare cock deep inside my pussy with each thrust.  Soon an intense orgasm came over me as my pussy clamped down on his huge sex tool as he slowed his thrusts.  

"Oh my God," I moaned aloud as my orgasm took hold of me.  

"Yes, cum all over my cock," Thomas groaned with a smile.

He had amazing control and stamina as then he began to pick up the pace again as he fucked me harder.  About ten minutes later I could tell he was close to his climax as his thrusts became shorter, then he finally slammed his cock inside me and came.  I felt every ripple of his cock as it shot its load deep inside me. 

I lay there beneath him as he emptied his balls inside my unprotected pussy before he collapsed on top of me with his spent sex tool still inside me.  I could feel his cock twitch until it began to soften and fell out of my cum filled love hole.  He rolled off me and we lay next to each other while we gathered our breath.

"Holy shit, that was amazing.  I am sorry, I got caught up in the moment,"  Thomas stammered.

"Oh Thomas, yes that was amazing, but I can't believe you came inside me," I stammered.

"Consider it your Holiday Bonus," he replied as I smiled back at him.

Thomas and I laid together as we basked in the afterglow of amazing sex.  Then Thomas got dressed and then kissed me before he left to re-join the party. It took me some time to find all my clothes.  Once I was dressed I exited the bedroom to rejoin the party.  The first person I ran into while I walked down the hall was James. I could tell he had a few drinks.

"Are you having a good time?" he asked.  

"Yes," I replied.  

 I then began to walk away as I turned to look back at James he smiled at me.  I began to wonder if he knew that his father and I just had sex.

I rejoined the party. I saw Thomas talking with some people as a guy in his mid-thirties came up to me.  We made small talk as he offered to get me a drink.  I looked around the room as this guy talked.  I tried to show that I was interested in what he had to say.  A few minutes later James came up to me and asked if I wanted to go out with him and his buddies for a drink.  I politely declined and told him I needed to get home.  We said goodbye and James left with his buddies. 

Then Thomas entered the bar area as other guests began to leave. 

"I should be getting home," I said goodnight and then turned to walk out. 

"You may spend the night rather than risk driving home," Thomas asked.

I agreed since I was in no condition to drive, but to be honest I was pretty drunk and getting horny again.  I did not want to spend the night alone.  While he walked me to his bedroom he squeezed my ass as I let out a girlish giggle. 

"Thomas," I said with a smile. 

When Tom got me inside his bedroom he kissed me and forced his tongue into my mouth.  The passion and sexual desire that ran all through my body were unbelievable while he worked his hands around my body before he began to unbutton my blouse and let it slide off my shoulders to the floor. 

He then reached behind me and undid my bra and let also let that fall to the floor.  Thomas then leaned down and began to lick and suck on my nipples while he squeezed my breasts.  He moved from breast to breast while I moaned in delight and dripped with excitement.  

He then took me in his arms and began to caress me again. Then he began to unbutton my jeans and slid them down as I stepped out of them.  Then he pulled my thong down and inserted two fingers inside my wet pussy as I almost passed out.  A few minutes later he asked me to suck his cock. I then went down to my knees and undid his belt, unbuttoned and unzipped his pants. I pulled down his pants and underwear to reveal his semi-hard cock as I looked up at him.

"Let's move over to the bed," he said as he smiled at me.

We walked over to the bed and he laid down as I moved between his legs.  I knelt on all fours as I began to lick his sex tool.  I first began to run my tongue around the head of his huge cock as it began to grow and get harder.  Then finally I took the head of his cock into my mouth and began to suck on it as he moaned with delight.  I played with his balls while I licked up and down his staff.  

"Oh that feels great,"  Tom moaned as I looked him the eyes with his cock in my mouth.

I continued to suck and lick his amazing stiff cock. 

"Ashley, turn around and straddle my face.  I want to lick your pussy while you suck my cock," Tom stammered. 

I turned my ass towards Tom and straddled his face.  I then turned my attention back to Tom's stiff penis.  A few moments later I felt Tom's tongues run up and down my wet slit.  He licked my pussy as he inserted a finger into my asshole.  I let out a loud moan as I never felt that sensation before.

"You like that? Tom asked.

"Oh yes," I replied with a whimper as he began to move his finger in and out of my asshole while I moaned.

I lost my mind as he finger fucked my ass for a few minutes before he pulled his finger out and kissed my ass cheeks.  He then pushed me off him and had me get on hands and knees.  He then moved behind me and gently separated my legs as the cool air of the room made me very aware of the moisture between my legs.  Then I felt his thighs press up against me as I turned my head to look back at him.  I watched as he stroked his large cock while he pointed it at my waiting pussy.  

Then Tom poked his cock at the entrance of my wet pussy as he reached down to squeeze my breast with one hand while he had the other on the bed to brace himself.  His cock teased my waiting pussy with a diligent urgency. I then swooned when his sex tool slipped inside me.  I have no words to explain it, but when he did, it brought me to another orgasm almost instantly.  I grabbed the sheets on the bed while my orgasm took hold as he pushed his cock deeper inside me.

Then a satisfied fullness came over me as he buried his love stick in my pussy.  Tom then pulled himself almost all the way out as if to make the point he was well endowed, then slid himself all the way back inside me.  Then he began to fuck me with his huge sex tool.  My breasts bounced back and forth in rhythm to his thrusts.  Tom squeezed my hips as his intensity gathered as he drove his cock into me as deep as he could. Then it seemed like I'd been shocked when the wave of another orgasm swept over me while he held his cock inside me. 

"Oh, don't cum yet, fuck me," I moaned aloud as I turned to look Thomas in the eyes.

Then as my orgasm peaked Thomas began to thrust in and out of my extremely wet love hole.  

"Oh God, Ashley, " Thomas stammered as he fucked me.

A few minutes later.  He then pulled his cock from my love hole and lay on the bed while his love stick shone with my juices and pointed to the ceiling.  Then with that, he pulled me onto him and I straddled his waist.  I bent over to kiss him on the cheek while he instinctively grabbed my hips and guided me over his stiff dick.

I reached down between my legs to grab him and guide him into my dripping vagina. I pressed down with all one-hundred-and-twenty-five pounds of myself to get him in me. His cock slid inside me with ease while I could barely breathe.

"Damn," I whimpered as Thomas's wonderful huge cock was buried in my pussy again.

"Oh, Ashley,"  Tom stammered as he laid his head back as I bounced up and down on his cock.

Thomas began to thrust up into me as I came down on his cock.  I could feel his cock-head press against my cervix with each thrust. Thomas grabbed my breasts.  He pinched and rolled my nipples as I bounced up and down on his amazing cock.  Damn that feels good, I thought to myself.

"Oh yeah, ride my cock until I explode deep inside you,"  Tom stammered.

We fucked me like this for about ten minutes while I had another orgasm.  I was amazed at Tom's stamina, before I felt him begin to shudder as he began to shoot his cum up into my wanton pussy. I could feel his cock spasm while my pussy milked it for all it's worth, while we came down from our orgasms.  

I finally collapsed and rolled off Thomas onto the bed as his erection began to subside.

"Oh, Ashley," Tom stammered with a huge smile.

"Thomas, you are an amazing lover," I moaned along with a smile as I laid next Tom.

We were exhausted and soon we fell asleep in each other's arms.  

The next morning I awoke alone in bed along with a slight hangover.  Then I got up out of bed and marveled at the size of the wet spot on the sheets.  I then got dressed and went to the kitchen. 

"My goodness, you're beautiful in the morning," Thomas said to me as I entered the kitchen.

"Thank you," I replied. 

Thomas was drinking coffee and working on his laptop.   

"Ashley, last night was amazing," Thomas said.

"Yes, it was," I replied.

"But, I should go home," I added.

"Ashley, I want you to know that I will take care of you if I got you pregnant,"  Tom mentioned.

"Ok, thank you" I replied.

I then went home.

A few days later when my boyfriend returned home from the construction work site I tried to go about like nothing had happened, but it was really difficult.  To be honest the only thing I could think about was how amazing sex was with Thomas and the fact that his cock was so huge.  

As the days turned into weeks I settled into my normal routine, until I realized I missed my period and began to feel nauseous.  I nervous that I was pregnant.  I purchased a home pregnancy test and it came up pregnant.  So I made a doctor's appointment to be sure.  Sure enough, I am seven weeks pregnant with Thomas Dolan's baby.  

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Written by Freeman1967
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