Amy started working as a paralegal at the law firm in the building my office is in. She was a cute little redhead with long pigtails. Her eyes were dark blue, and her lips were a sexy shape. She dressed conservatively as she was raised in Pennsylvania in an Amish village. She went to a local college for her degree.
She worked on the twenty-eighth floor and I worked on the thirtieth. I had seen her often getting coffee for the guys she worked for. She had a sultry Dutch accent. Her calves were the only thing exposed. They were very sexy and firm.
Sometimes we rode the elevator together, most of the time with a crowd of other folks. Occasionally, it was just her and I. She would just smile at me and look away. I was a little older than her. I was thirty, and she was twenty-four. I had been divorced for three years. My ex became addicted to painkillers and became a drug addict and a prostitute.
Amy stepped into the elevator car with three trays of coffee. I was already in the car when she entered. "Can I help you with those?" I politely asked.
She replied, "No. No, I got them." She continued to struggle to balance the trays, so I took two of them, one in each hand.
"I've got these. Let me help?" I insisted.
"Well, okay, since you already have them," she accepted. The bell rung and the door opened on her floor. I walked with her to the reception desk, and we set the trays down.
"Hey, Mac! I haven't seen you in a while,” Judy, the receptionist, said. Judy was a tall forty-year-old buxom blonde. She was married to Amy's boss. Judy and I fucked a few times while her and her husband split up for a few months. Judy had a kinky side. She liked to be tied up and spanked. She would have him
me tie the rope around her big titties and place painful clamps on her nipples. Her pussy was super tight. She would grunt when I buried his
my thick eight-inch cock in it. She was a great fuck, but she was lacking in the intelligence department. She also gave the best sloppy blow jobs.
"Oh, I have been keeping myself busy. You know, burying my head into my work and visiting my ex in rehab," I replied. "I saw this young lady in distress, so I thought I would help."
“Oh! Mac, this is Amy, a paralegal with us. Amy, this is Mac. A private detective and ex-marine. His firm is on the thirtieth," Judy introduced. We both nodded at each other and smiled. Amy nervously walked to the back offices to announce that the coffees had arrived. Judy blew me a kiss as I was leaving.
Judy and Amy ate lunch and had their breaks together often. Judy would often talk about her experiences with men, especially her husband, Amy's boss. She would get very descriptive. She would describe her partner's dick size and how it felt in her tight pussy. She let her know about her orgasms and how best to get her off. Amy would just blush and fain uninterested. Judy mentioned me and Amy perked up. "Tell me about Mac," Amy asked.
Judy started, " Well, he has beautiful, big pecs. His stomach is ridged with muscles and his ass is rock hard. You know how handsome his face is and how sexy his voice is. His cock is thick and long, and he can keep it up for hours. I love pulling his blonde curls when he is eating me out. He is by far the best oral partner that I have ever had, and I have had plenty of partners. He is a fantastic lover, as he makes sure you climax multiple times. He knows how to find and stimulate a clit. He also can get down and dirty and fuck you the way you want or fuck you as rough as you need. His cum tastes wonderfully salty. When he looks in your eyes with his baby blues as he is cumming deep inside you, you know you are in heaven."
Amy's face and chest were deep red. Her pussy was wet, and her heart rate was rapid.
The next morning, Amy was waiting for me in the lobby and gave me a cup of coffee. "I just wanted to thank you for your help yesterday. You don't find too many kind men here in the city." Amy said.
I replied, "you are welcome, Amy. But I think you will find that there are plenty of kind and illegible men around." Amy said nothing about illegible men. She was scared that maybe she misspoke. "Amy, since you are fairly new to the city, how about I show you around on Saturday? Here's my phone, type in your number and address. Dress casual."
Amy blushed again as she took my phone. As she was typing, she found herself glancing at my package. She felt a stirring in the pit of her stomach.
Amy opened her door to her apartment on Saturday morning. She knew it had to be me, but was scared it was someone else.
I smiled at her and she almost melted. She felt so silly that she was having these feelings over a man she just met. I was dressed in jeans and a polo shirt. My pecs stuck out handsomely, and my biceps were bulging. I leaned in and kissed her on the cheek. Amy put her hand to her face. "Thank you for coming. I am ready to go," she said. Amy was wearing a pleated blue printed skirt that fell knee high and a white loose blouse. Her red hair was in her signature pigtails. I thought she was beautiful. She thought she was plain. She was showing a little more leg than she normally does, and her top two buttons of her blouse were undone.
I took Amy to the lake and rented a canoe. I sat in the back and did all the rowing and Amy sat in the front facing me. We talked as we went around the lake. She let me know about her strict Amish upbringing as I told her of my failed first marriage. I said my ex-wife was so beautiful before she got hooked on drugs and lost too much weight and some of her teeth. I showed her a picture of us at the beach together. She had a string bikini on and I had on spedos. She studied the picture closely. My ex had an incredible hourglass body with enormous tits. The top just barely covered her areolas. Her long nipples poked through the fabric. She had a prominent camel toe.
Amy could see the outline of my cock in my spedos. She blushed and quickly gave the picture back. A tour boat drove by and a wake wave splashed over the canoe. I was soaked and Amy's blouse was wet. We both laughed and wiped the water from our faces. I pulled my shirt over my head. Judy was right. Amy thought my muscular chest and arms were sexy as hell. My chest would flex as I paddled for shore.
Amy shifted in her seat, spreading her legs slightly. The hem of her skirt was pulled up to mid-thigh. I could see Amy's white granny panties. I looked up and gazed into her eyes. She smiled and leaned back to get some direct sun on the front of her blouse. For the first time, I saw the shape of her breasts as the blouse was plastered to her front. Her areolas shone through her thin bra and shirt. They looked to be pink and were about two inches in diameter. Reddish long nipples were standing out like darts. Her breasts looked bigger than I had imagined. They were a firm 38C. When she leaned back, her legs spread a little further and her skirt pulled up her thigh a little more. The outline of her labia through her panties made my cock twitch and thicken.
The two of us had a fabulous Italian meal for lunch and it was nearly six o'clock when I brought her to her front door. "May I kiss you?" I asked. Amy's big eyes fluttered, and she nodded yes. She put her arms around my neck as I drew her tight against me. Amy felt a flutter in her pussy when my lips pressed against hers. I darted my tongue into her mouth and she twirled her tongue around it.
She whispered, "I'm a virgin, so please be patient with me. I need your cock inside me."
I pulled back. "Amy, I had no intention of taking advantage of you. I respect you and..."
"Oh, no. I'm such an idiot." Amy cried. She tried to pull away, but I held her. "I'm sorry. I thought you found me attractive, and that you wanted me." She shook.
"Amy, you are so beautiful and sexy. Of course I want you. I wanted to fuck you since the first day I saw you." I explained. I picked her up and carried her inside. I kicked the door shut and carried her to her bed. I threw her on the bed and took my shirt off. I kicked my shoes off and dropped my pants. My cock head poked out the top of my boxers.

Amy gasped at the sight of my cock head. "What do you want, Amy?" I inquired.
"I want it all." Amy blushed. "I want you to make love to me tenderly. I want to explore your cock and balls. I want to suck you until you cum in my mouth. I want you to spank me and roughly take me from behind. If you don't think it's wrong, I want you to eat my pussy and then fuck my ass."
I smiled and kissed Amy, "Yes, we can do all that, but you will have to let me spend the night."
Amy replied, "of course baby, where do we start?"
I started unbuttoning Amy's blouse. I stood her up and pulled the shirttails out of the skirt. I discarded the blouse. Amy was panting, standing with her legs spread. She was wearing a thin laced bra. I unlatched it from the front and the cups fell away and the bra slipped off her arms. Her breasts were pure white and so firm that they stuck straight out with no sag.
Her nipples and areolas were fucking beautiful. I held each boob in my hands and pressed my lips around her right nipple. Amy shook uncontrollably and cried out, "Oh God, Mac, I think I just peed myself!"
I smiled at her and placed my hand between her legs. I touched her wet panties over her labia. Amy shook and flooded her panties again. I brought my fingers to my mouth and tasted them. "You had an orgasm and flooded your panties with your nectar."
I massaged and licked and sucked both tits. Amy moaned and her knees went weak. I pushed down her skirt, and she just stood there in her wet granny panties. I pulled her panties down to her ankles and she stepped out of them.
Her pussy was gorgeous. She had a perfectly trim red triangular bush, and a waxed pussy. Her thick labia hung down with beautiful long pussy lips in the inner folds. Her clit looked like a shiny pearl.
I was panting. How could this sexy, beautiful woman still be a virgin? I spun her around to view her from the back. She had lash scars across her back. She had told me earlier that her dad used to tie her hands from a rafter in the barn, strip her naked, and beat her with a buggy whip.
I ran my hands over her scars and gently kissed them. I ran my hand over her backside and into her crack. My fingers brushed over her starfish, which made her moan. My two fingers found her entrance and plunged in. She almost fell down. Amy has never even masturbated before. I quickly found her G-spot and made her cum for the third time. I thought that this poor girl is going to be worn out before we even get started.
"I want to see and touch your cock," she whispered. Amy spun around and dropped to her knees. She lowered my boxers to the floor. My big cock was in her face. I could feel her hot breath on it. Amy licked her lips and placed her hand around the base. She ducked down to look at my hanging balls. She giggled as she thought that balls looked funny. She moved her hand up and down my shaft. Pre-cum dripped from the end and she flicked it with her tongue. "Ooh! You do taste yummy. Cum in my mouth." Amy requested.
I slowly guided her mouth down my shaft. Her lips were stretched, but my shaft pushing against the walls of her mouth was hot. She swirled her tongue around as Judy had described. My cock head hit the back of her throat, and she gagged. I held her in place to get used to the feeling. Her eyes watered and she coughed. I backed off about an inch. She caught her breath and bobbed her head on her own. To her credit, she sucked down six inches of my thick member. Her pigtails were swaying and her nipples poked me in the thighs.
I felt my juices rising, so I grabbed her pigtails at the base and fucked her face. My cum hit the back of Amy's throat like a jet. She coughed again, but managed to swallow most of my load. She was so proud. She loved the texture and the manly taste. She stood up and kissed and hugged me. "What's next? What's next?" Amy gushed.
I pushed on her back and fell on top of her. I kissed her and licked her ears. I kissed and licked down her neck and on to her chest. I bit the sides of her tits, thus leaving my mark that would last for days. I sucked her beautiful tits, then licked and kissed her flat belly. I drug my mouth through her bush and passed over her clit and tongued her pink entrance.
Amy shook, and this time her nectar was captured by my mouth. I slurped her juices up. She had a surprisingly sweet taste. I kissed and licked her taint, then dropped and licked her asshole. Amy squirmed and squealed. I came back up and tongued her slit, and placed my lips over her pearl. She shook once again and pulled my hair. A pool of her juices gathered on her sheets. Amy could smell her sexy aroma and thought she smelled sexy. So did I.
I slipped two fingers into her soaking wet pussy as I continued to work on her clit. Her pussy walls were puffy and velvety. They squeezed together and tightened on my fingers as I pumped them in and out of her cunt.
Amy's eyes rolled up in her head and she kicked her legs wildly. "Yes! Fucking yes. Oh God, what are you doing to me?" She screamed as she came again.
I slid up her body and kissed her passionately. "Are you ready, baby? Wrap your arms around my neck and spread your legs as wide as you can. This will be very uncomfortable at first, okay?" I asked.
Amy nodded and looked into my eyes. My cock slid up and down her slit to get it lubricated. Amy almost came again. My head entered her entrance, stretching her open. As my cock pushed past her hymen and broke it, Amy wept as it badly stung. I pushed on four inches deep. She was tight as he ever felt. She could feel my shaft pushing hard against her walls. With a final push, my balls lay softly on her asshole. She let out a big gasp.
"Oh Mac! I feel so full. It hurts, but it feels so good," Amy whispered. I withdrew until the head was at the entrance and thrust back in. I pumped in and out. The pain subsided and the ecstasy of sex took over. She was grunting as her pussy walls gripped my cock. I slowly made love to her as a squelching sound came from her pussy.
Amy's mouth shot open and she let out a silent scream. Her entire body shuddered and her pussy quivered over my cock. Fluids and some blood seeped out between my cock and her pussy. I picked up the pace and hugged her tight as she felt the warm splash of my seed inside her no longer virginal pussy. There were multiple splashes of cum from my cock. Amy softly came as I filled her up.
"Okay baby, buckle up," i announced. I stood Amy up and bent her over the couch. I grabbed hold of her pigtails and held them like reins in one hand. I slapped her ass, leaving a big red handprint on her left ass cheek. Amy jumped and cried out. I spanked the other cheek. Amy dropped her head and whimpered. I noticed her beautiful pussy lips hanging down. I spanked both cheeks with vigor. Amy was sobbing and her feet were dancing in place. I stopped the spanking and jerked her head back by yanking her pigtails. I crammed three fingers into her pussy from behind and roughly finger fucked her. Amy let out a long moan as she flooded the floor. I withdrew my fingers and slammed my cock into her pussy from behind. She grunted loudly as, from behind, she was even tighter. I grabbed her hips and roughly fucked her. Amy was sweating and her legs were getting weak. My cum erupted deep inside her pussy. Amy was panting hard. I pulled my still stiff cock out and my cum oozed out of her gaping hole.
I stood on my tiptoes and placed my cock head into her ass entrance. "This is really going to hurt, baby. I going to fuck your ass as you requested," I explained. I pushed my fat cock into her ass and it easily slipped in balls deep. She came hard as my nuts slapped her pussy. Amy told me about the beatings, but she was too embarrassed to confess that her dad and two uncles used to fuck her ass after every beating. She learned to love the beatings and especially the ass fuckings.
I dumped my last load of the night into her ass. We crawled into bed and spooned. Morning was only one hour away, so more cumming from both of us were going to happen before we ate breakfast.