Sexy Redhead Yes. I know she's only eighteen. Yes. I know I'm forty-two. Yes. I know other applicants had better qualifications. Yes. I know I was thinking with another head. ...but it's just a data-entry job after all. I was talking to my secretary, Gen . Gen is 47 and has been with the company almost the full fifteen years we'd been in existence. That was when Lily walked in. She was tall and striking. Most of all she was a redhead. There is something about redheads that just drive me wild. Especially attractive redheads. There's something completely intangible that just strikes me against my head and says "Look!" "Hello," Lily said to Gen . "I'd like to apply for the job opening." She wore nice blue jeans and a light pink blouse. I still remember intensely what she wore that first moment I saw her. If her intention was to look dressed up and yet casual at the same time, it worked. I noticed the resume in Lily's hand was pretty sparse. Of course, how much experience can an eighteen year old really have? I was mildly impressed that she thought to have a resume. "We'll call for an interview in the next couple of days if we're interested in you," said Gen . "Thank you," said Lily very politely and turned and started to walk away. Damn! The curves of her butt filled her jeans mighty nicely. Her red hair lay loosely on her back and just below her shoulders. My dick twitched. It was her definitely her butt that caused that. I momentarily fantasized about entering her pussy from behind. "Miss...?" I called out. She stopped and turned and looked at me. "I'm Jacob Anderson, the owner. If you have a moment, I'd like to go ahead and interview you now." "Sure!" said Lily with a big beautiful smile forming on her face. She was truly gorgeous. I twitched again. "What about...?" said Gen as she pointed to a couple of sheets of paper on her desk. I knew that this was something that needed to be taken care of just as Gen knew it. I'd work late today, I quickly decided. "I'll take care of it," I told Gen . Gen looked at me and then the girl. "In here," I told Lily as I went into my office. "Go ahead and close the door." I sat in my chair. Lily sat in one of the two chairs in front of my desk. She chose the one on the right. The left chair was partially blocked by the computer monitor on the left side of my desk. She sat quietly as I scanned her resume. Lily. Very respectable high school GPA, sales clerk for The Wap, before that worked at Super Pizza. Going to school at State University, business major. I looked up from the paper. "So Lily, what is your major?" "I'm a business major, Mr. Anderson. I'm undecided whether I want to be in the financial market or if I want to be running a company. I want to know the ins and outs of business." I though she handled the question very well. She knew I knew the answer to my question. "Have you done data entry before?" "No, but I know how to work a computer." "How fast do you type?" "I don't know. I've never taken the test." "Mr. Anderson...?" her voice broke in. "Uh..." I realized I was staring into her eyes and had gotten lost. "Uh...you can call me Jacob. We're all on a first name basis here." "Um..." "That will let me know if you'll fit it." "Okay...Jacob," she said with hesitancy. I picked up a pen. I twiddled the pen back and forth with it held between my index finger and thumb. "Now, tell me about...oops!" The pen "accidentally" flew out of my fingers. It bounced on my desk and onto the floor in front of her. She bent over to retrieve it. I smiled as her blouse hung slightly open. I saw her cleavage. It looked like she had some decent-sized tits. I averted my eyes as she came back up. "Thank you, Lily," I said as I took the pen from her. "You're welcome." I put the pen down. I looked into her eyes, smiled, and leaned back in my chair. "Tell me why I should consider giving you a job." "Well, Mr. Anderson..." She paused when I wagged my finger. She began again. "Jacob, I am a hard worker. I stick to my tasks and get them done. I am a fast learner and I think you'll find I can do a lot more than data entry." I tried not to go "there" in my thoughts after hearing her say "do...more", but I went "there". "I get along with everybody and I can work well in a team. You won't regret hiring me." Except for my constant case of blue balls, I didn't voice. "Sounds good," I said. "The job is 4 hours a day, 20 hours a week, Monday thru Friday, from 4 PM to 8 PM. You'll also be expected to be receptionist from 4 to 6. Gen , our secretary, leaves at 4. We stop answering the main phone at 6." "I can do that," she replied. "Do you have any questions?" "The hours work great for me, Mis...Jacob. Is there flexibility for when school semester terms happen?" "Yes. If you're a good worker, we'll want to keep you and we can work something out." "Good." "Oh...wages. It's just minimum wage." "That's okay. I just need money to put gas in my car, buy some food, and go out with friends. I decided to take a slightly improper vector in my interview. "So you're a freshman, Lily?" "Yes," said Lily. "Jacob," She added. "You have an apartment?" "I'm in the dorm." "You have a boyfriend?" She hesitated at first. She didn't expect that question. "No." My heart warmed inside. I spoke something else. "Well, I'm sure the guys will be fighting to ask you out. You're very pretty." She slightly blushed and I could tell I made her feel awkward. "Thank you," she said with a little shyness. "Well, Lily," I said as I stood up. "You are an impressive young woman. I was impressed on how well you remained calm when I asked you some personal questions. That shows you know that a business is like a family. You've already shown some trust. I'll decide on the job in the next day or two." She stood up. "Thank you for seeing me, Jacob." I smiled. I waited two days before I had Gen call her and offer her the job. On Monday, I was distracted at work. I couldn't help thinking about Lily. She was starting today. "Do you want me to stay late and help train her?" asked Gen . "That's okay. I'll do it." I didn't know how transparent my excitement was to Gen . I'd never been this way before. Maybe she plainly recognized a horny male in her presence. Four o'clock finally came. Gen ducked her head into my office. I usually keep the door open. "The new girl is here," she said. "I'm going home." "Thank you, Gen ." She was so reliable. I sat patiently in my seat. I didn't want to be too eager. I heard a door close and I knew Gen was gone. Off the floor, hidden behind my desk, I picked up a vase filled with flowers and walked out. "Welcome, Lily," I said holding the vase. She looked at the vase, then to me, and then back at the vase. "These flowers are just something for you to take home as a way of welcoming you to the company." She smiled. "Thank you." I put them on the desk. "Come," I said. She followed me down the hallway to a small office with two desks in it. "Lily, this is Carol," I said introducing the 27-year old blonde woman. "She is one of two accounting people here. She'll take care of payroll. Carol, this is Lily. She just started. When, she's all done just send her back down to my office. "Sure, Jacob," said Carol, smiling at Lily. "Hello?" Lily's voice came into my office twenty minutes later. "I can tell you right now you need to learn to use my name," I instructed with a smile in my voice. "Carol's all done, Jacob." "Good. Can't have employees not getting paid. They don't seem to like that." She smiled. I liked that. I went back out to the front desk and pulled up a chair next to her and for the next thirty minutes, I walked her through the computer screens and showed her what to enter in the fields from the paper copies. These were updates of customer data or orders and other info. It wasn't a whole lot to do, but I was only paying minimum wage and there was filing to do and the ubiquitous "other duties as assigned." "If you get stuck or need help, don't be afraid to ask," I said as I got up and returned to my office. I had barely sat down when she needed help, but the interruptions became less and less frequent as she got the hang of the program. "Hello, VideoMax. This is Lily." I heard her voice say after the phone rang. My phone rang. "A Mr. Beaver, from Beaver Screens for you, Jacob," her lovely voice told me. Beaver sold aftermarket TV screens for automobiles. "Thank you, Lily. Put him through." That evening, I tried hard not to think about Lily too much and I was mostly successful. At least, I didn't hover at her desk. "Hello, Jacob," Lily greeted me on the next day when I returned to the office at 4:30. "Hello, Lily, you're looking very lovely." She returned a shy smile to me. "Janet would like you to call her." "Thank you." I went into my office to make the call. "Hello, I'm Don," I later heard my plant manager introducing himself to Lily. I couldn't make out much of the conversation. Just before 6:00, I came out. "How are things going?" "Okay, Jacob," she replied. "I didn't realize I was working at dinner time. Yesterday, I was so nervous I didn't notice. Today, I'm hungry. Working only four hours, I don't think I get a meal break." "No, but I don't mind you eating at your desk if you work at the same time." A man walked into the office carrying a sack. "I'm looking for Jacob Anderson." "Here," I said. I pulled out a twenty from my wallet. "Keep the change." I took the sack. "Thank you!" the delivery man said with a big smile and then left. "Voila! I have dinner for us." "Oh, I couldn't." "I have too much food here." I could tell she was thinking about it. The Chinese food did smell good. I pulled up a chair and started taking the containers out of the bag. "Thank you," she finally said. "We're all here for each other." My mind screamed with excitement. I made small talk and asked her how school was going. It was only three weeks into the semester. "I quite enjoyed your companionship for dinner," I said. "I'd like to do it again tomorrow." "But..." I quickly interrupted. "If you're going to say something about money, don't. I have lots of money. I'm just paying you minimum wage. Consider it a perk." "Thank you," she said again in her polite manner. Over the next two weeks, I learned about her family and her likes and dislikes. She learned I was married once for only a year when I was twenty-one. "So what do you like about a guy?" I asked her. "He has to show he cares about me. Not just pretending he's listening to me, but shows it by doing things that show he listened. Someone who can make me smile and feel warm and comfortable about. Trust is important." "What to like about a girl?" she countered. "Well since I'm a guy, I think about physical attributes first, but I like a woman who'll be there for me even when I make mistakes. Someone who's willing to stay around if times become tough." "What do like physically?" she asked. "Well..." I was on the spot. "I like a woman who's in shape. She doesn't have to be a model or an athlete. She just shouldn't have let yourself go. I like women in lingerie. I like the peek-a-boo quality that lingerie provides. I like to think 'Did I see what I think I just saw?' One other thing that I have to confess..." I looked into her face to see her expression. She was intently listening. "One of the reasons I hired you is that you are a redhead. I like redheads a lot. Of course, these last two weeks I've discovered you are much more that just a redhead. You are a completely charming woman and you are a hard worker and I know I made the right choice in hiring you even if my reasoning was strange." I paused. "I hope I haven't offended you." I could tell she was a little surprised. She smiled. "Well I'm glad my red hair was good for something. It makes up some for being teased as a kid." She laughed. I released my breath. I just noticed I was holding it. I stood up. "Thank you, Lily," I said and put out my arms for a hug. She was tentative at first but then embraced me. Damn! She felt good in my arms! On Monday, when Lily got in I asked her if she could stay late for an hour. She said she could. At 5:00, I headed out to the parking lot and found her car, a ten year old Taurus. I put on some overalls and some goggles. I crawled under her car and opened the oil plug. The oil poured out all over the asphalt. I tightened the oil plug back up. I disposed of the goggles and overalls in the green dumpster. I kept back a few data entry forms and gave them to her at 8:00 and told her I needed these in today. She cheerfully obliged. At 8:40, she poked her head into my office. "They're all entered, Jacob." "Thank you, Lily." I picked up my coat. "Let's get out of here. It's late." "Sounds good," she replied. "Uh-oh!" I said as we walked up to her car. I bent down in front of it. "What?" she said with a little anxiety in her voice. "Looks like your engine lost all its oil. You can't drive it." "Oh, no! Are you sure?" "Yes." "Ohhhh! I can't afford to fix it or get a new car." "Lily, let me drive you home. I'll pick you up tomorrow. I'll check your car out in the daylight. It might be a simple problem." "Okay," she said. I could see the worry on her face. "I'll take care of you," I assured her. I drove her in my Lexus to the school. When we stopped in front of her dorm building, I leaned over and kissed her softly on the cheek. "See you tomorrow. I'll pick you up. Don't worry about the car. I'll take care of it." Lily's hand touched the cheek I kissed. She got out of the car. and looked back at me. Her hand was still on her cheek. I waved and drove off. In my rearview mirror, I saw a small return wave. "Good news, Lily!" I exuberantly said when I picked her up. I leaned over and kissed her on the cheek again. Her hand went up to her cheek again. "The oil plug on your car just fell out. I put it back in. I made sure it won't fall out again. I went ahead and put oil back into the car." "Oh, wonderful," said Lily with excitement. "Thank you." She looked relieved. "No charge," I quickly added. "It cost nothing." I pulled into my reserved spot. We went over to her car and I had her start it up. It roared to life. After all, I only gave it an oil change. "Thank you, thank you," she said happily and bounced out of the car. She hugged me. I wrapped my arms around her and held her tight. Finally we began to separate. "You're welcome." I kissed her softly on the nose. She became bashful and nervous again. "We better get into work. I know that boss of yours can be a real asshole if you're not in on time." She laughed at my joke. The joke broke the sudden awkward tension. For the next couple of weeks, I kissed her on the cheek to and say "Thank you," for basically her just doing her job. I noticed she became more relaxed about it. One evening as I left her desk and walked back into my office I sighed, "I wish she'd show a little bit more cleavage." I turned and she was right behind me. "Uh...Jacob?" she said, "Don called. He won't be in tomorrow. Car problems." "Uh...thank you, Lily." My mind raced. Did I mutter that under my breath? Did she hear it? My stomach did flips. "Did he check his oil?" I quickly said with a joke attempt. She didn't smile. She turned and went back to her desk. The phone rang. "Carol?" I heard her say, "I'll transfer you." I sat at my desk. I could feel sweat trickle down my body. My mind was in a blur. Before I knew it she was standing in front of my desk. Her purse was in her hand. "I'm going now," she said. "Have a good night," I replied. I looked down and tried to look busy. "You need to thank me?" "Huh?" I looked up at her. "Mandy is teaching me the accounts payable system, since she's been working a little late this week." Mandy worked with Carol. "Here's a check from Harrison Electronics." She put in on my desk. Harrison was a company that was behind in payments. I picked it up. The check was for at least half of what they owed us. It was a very good start. "I called them and pretended to be a lawyer." "Lily!" I said, my voice getting animated. "You can't do that. We'll get in trouble." "But I got the check..." she protested. "I'm glad," I said, "just don't pretend to be a lawyer again. Okay?" "Okay." Lily left and so I averted a future lawsuit against my company. I often didn't come out to see Lily until after five. It wasn't until after five that the business day started to wind down. The next day, it was Lily who came into my office for our first contact of the day. She came into my office just before five. My mouth slightly gaped. She wore a scoop-neck shirt. "Jacob...?" she said. I heard something girlish in the way she said my name. "Oops." It almost felt like it was in slow motion. I can so clearly recall this event in my head. I watched as the pen slipped from her hand and fell to the floor. She bent forward at the waist. Her shirt hung open and I could quite clearly see her tits. 36C's I quickly guessed. She wore a white lacy bra with sheer sections that gave it a peek-a-boo quality. My dick twitched. She picked up the pen and slowly, too slowly, raised back up. She walked around to my side of the desk. I felt nervous. My dick strained against my pants. "You never thanked me for getting that Harrison check," she said. She sat in my lap, wrapped her right arm around my neck, and presented her right cheek to my face. I was sweating and breathing hard, but I knew what to do. I kissed her cheek. "Thank you, Lily. I appreciate you very much." "And I want to thank you," she said. She turned and kissed my cheek. "What's that for?" "For being such a good boss." She got up but ended up squishing my dick doing so. She looked down at my pants. Was she eyeing my erection? "See you at dinner." I could have sworn she was wiggling her butt on purpose when she walked out. Well, maybe not. I was in a heightened state of arousal after all. Things didn't move any further the next few weeks. She would kiss me on the cheek now and that was nice. Plus every so often, she wore something a little more revealing and there was always a time during those days that she would turn or bend and I could look down her shirt into those beautiful tits. On those evenings, I always ended the work day in the bathroom to relieve my painful blue balls. I called Lily into my office one night, about fifteen minutes before she was to go home. "Lily," I said to her across my desk, "I never notified you that you passed your one month probation period." I stood up and walked around my desk and sat on the edge of it. "You have more than surpassed my expectations of you as an employee. Thank you for being so dedicated." I leaned down and lightly kissed her on the lips. I heard her shiver. I slowly backed away. She looked disoriented. "Thank you," she said in a whisper. Her face was flush with perspiration. She stood up. "It's hot in here today," she said almost to herself. "I better get back to my desk." She stumbled into the chair. "Oh." She walked a little unsteadily back to her desk. I smiled. In early December, Lily came into my office at about six and sat down in the chair. "Jacob?" "You look stressed," I said. She did. And tired. "I'm caught up with everything," she said "and I was wondering if I could go home early." "Is there a problem? Are you okay?" My heart ached in concern for her. "I just have term papers to finish and finals to study for. The couple of hours would help." I stood up and came up behind her chair. "Sure, sure," I said. I put my hands on her shoulders. She moved slightly from the surprise touch of my hands but then relaxed in a sign of trust. "Let me try to massage some of that tension out of you first." I began to squeeze her shoulders and then began to rub and press on her upper back. My hands moved to the back of her neck and I squeezed. "Is it too hard?" "No. It feels good." "Good, good." I continued her massage. "I'm going to go a little softer now," I told her. "This will help you relax more." I bent down and lowered my lips to the back of neck. I slowly and softly kissed her neck. "J..." she said. "Shhhh," I interrupted. "Take in the sensations. Relax." I persisted to kiss both sides and the back of her neck. Her breathing slowed to where it nearly matched the gentle pace of my kisses. I smelled no perfume on this eighteen-year old beauty. I liked that. I was getting a little tired but I carried on. Sometimes I would return to rubbing with my hands and then come back to kissing her neck. I kept an eye on the clock. After fifteen minutes, I stopped. "Go on home, Lily. I hope you feel better." "Thanks, Jacob. That felt good." As she went out, I realized I need to start closing my door. No one is usually around after 6 PM, but why take the chance. The next day, I didn't come out to the front desk until the Mobile Waiter brought dinner at 6:00. "Let's have dinner at my desk." We sat in the two chairs in front of my desk. I also closed my door. "So how are you feeling?" I asked. "Better. That massage really helped me relax. I fell asleep when I got home. Maybe I needed sleep more. But I felt refreshed and was able to get some stuff done during the break between my classes." "Wonderful," I said. When dinner was concluded, we stood up. I leaned over, held her upper arms lightly in my hands and gave her a soft slightly lingering kiss on her lips. I saw Lily close her eyes. "Thank you for being such a good friend to me," I whispered softly. Her breath became a little harder. I kissed her softly on the lips again. "You mean so much to me," I said. "It's good to have someone you care about." One more time I softly kissed her lips. "See you later." I put the excess dinner into the trash and sat down at my desk. Lily walked out but several times, before she reached the door, she stopped and looked back at me. Dinner time ran that way from now on. In my office with the door closed. I gradually kissed her a little firmer, a little longer, and a little more often. The following week, we were eating dinner and she was unusually quiet. "Are you okay?" I asked. "School okay?" "Yeah, yeah, school just finished for the semester." I waited as patiently as I could, but after a couple of minutes of silence I had to speak, "Please tell me, Lily? I'm your friend." She looked at me. Moisture formed in the corner of her eyes. "I...I think I love you," she finally said and then she stood up and burst out of my office. It took every ounce of will I had to not go after her, but I didn't. I knew she needed to be alone. At about 7:00, she came back into my office and sat down in the chair. I came out of my executive chair and sat in the other chair and waited for her to speak. "I think I need to quit," she said with a trembling lip. "What if I told you I think I love you too?" I said. She looked at me with surprise. Maybe the thought hadn't occurred to her. I decided to continue. "Lily, every day I look forward to when you come in to work. It takes a lot of effort for me not to be waiting at your desk at 4:00. I want you in my life. I know I'm a lot older than you, but the way we get along with each other, it's almost as if we were made for each other." "Please don't go," I added. She looked into my face. I think my words had some effect but I wasn't sure. I stood up and outstretched my arms. "I want to hold you," I said. She rushed into my arms and we held each other tightly and my lips found hers and she kissed me back for the first time. Our lips passionately sought each other out. Finally, we parted and I just held her in my arms for the longest time. She laid her head against my shoulder. We ended our next couple of dinners kissing and holding one another. On Tuesday, of the next week, just a week before Christmas, I came out to her desk right before it was time for her to go. I had a gift bag in my hand. "What's this?" she asked with surprise and delight as she took the bag. "Open it when you get home," I told her. During dinner the next day, I asked her how she liked her gift. "I'm glad you asked me to open it at home," she said a little bashfully. I smiled. On Friday was the company Christmas lunch and party. I let everyone go home at noon and Lily made the party. I'm glad Lily socialized with the other people. It would have certainly been awkward if she had been hanging on my arm or if she was always right by me. People finally went home and I looked around and noticed Lily had left too. I wanted to give her a secret kiss good-bye. I went to my office to get my briefcase. When I opened the door, Lily was sitting on my desk. She wore a teddy. It was the same color red as the color of her hair. The top was sheer and lacy with little gaps. A very arousing peek-a-boo. I could see her right nipple. She stood up. Now I could see some red pubic hair just above where the cloth covered her clit and pussy opening. She looked damn good in the Christmas present I gave her. No. She looked hot! I closed the door and started to run toward her and then in what I'm sure looked rather silly and comical, I turned around went back to the door, locked it, and then turned back and ran toward her again. I wrapped my arms around her and bent her back. My mouth went down and my lips kissed just above her tits and then went down into her exposed cleavage. My tongue darted in between. She hissed as I went between her tits. "Oh, Lily!" I exclaimed. I straightened up and my hands went to her bare butt. I squeezed the two firm round globes. My pants-enclosed cock ground against her nearly naked pussy. I finally separated. "You're beautiful," I said. I kissed her lips and that set off another round of our hands roaming each others' bodies. I took a step back. I had to. I couldn't keep my hands off her. She watched me as I began to unbutton and take off my shirt. "You know," she said, "Having a thin piece of cloth in between my butt cheeks is not very comfortable. This is definitely for a guy's enjoyment because it's uncomfortable for me." "Definitely," I said as I undid my pants while I kicked off my shoes. "Definitely." My pants fell down and Lily's eyes went to the bulge in my underwear. "Wow!" she said as my erection came into view. I slipped my feet out. "If that's uncomfortable," I said eagerly, "I could take it off for you." "I'll do it," she said pulling her eyes away from my cock. She undid the crotch snap and extracted the material out of her crack. The spaghetti straps slid off her shoulder and she pushed the teddy down. It dropped to the floor. There was a moment when it seemed like neither of us knew what to do next. "I want to suck on your tits," I announced to her. I stepped forward and bent my knees and took her tits into my hands. Lily's tits were firm. Despite their good size, they did not sag. The joys of youth. I put my mouth on her right nipple. She stumbled a step back, but then she was steady against my desk. "Oh," she moaned. I released her very wet tit and went to her other tit and nipple. I alternated between them. Sucking on her nipples. Kissing. Licking. My tongue running in the valley of her hills. I felt her hand around my dick. I straighten up. "Lay back on the desk," I said. I positioned her butt on the edge of my desk. We couldn't go length-wise on the desk because of the computer. Her head went over the side. "Be right back," I said. I slowly opened the door and looked around. I ran naked to the guest couch. I pulled out the three seat cushions and came back in. Yes, I made sure I relocked it. I raised my executive chair as high as it would go and put the cushions on it. It was perfect! It actually tilted her head forward slightly, so she could see better. "Thanks," she said. "My pleasure," I replied. I was happier than I'd ever been in a long, long time. I lifted her legs and pushed them apart to the sides. My heart felt like it just stopped. There it was. Lily's beautiful pussy. The wonderful red pubic hair was trimmed for wearing a bikini. There was another red area that particularly grabbed my attention. Lily moaned and her body arched as my tongue flicked over her clit. I began a slow, deliberate licking, kissing, and sucking on it. "Oh!" she moaned. I would sometimes dart my tongue in between her lips and penetrate into her pussy. Her juices started fast. I drank them up as if it was the rarest of nectars. "Ooooooh!" she moaned. Her moan was changed. More aroused. I sucked deeper on her clit. I licked her firmer and she was also very aroused when I licked along the outside of her lips. She arched her back and pushed her pussy into my face. "Aaaaaaaaah!" she cried out and I felt her come. I stopped. "Oh, wow!" she said. I waited about a minute. My aching cock needed relief. I stood up and stepped up. I grabbed my cock and lined it up with her pussy. I inserted it into her delicate folds. I looked at her face before I pushed into her. I was perplexed. She looked almost...scared? I watched her facial expression as I slowly pressed my cock into her pussy. I felt her warmth as her body opened for me. I was very surprised to find resistance inside her. "Are you...are you a virgin?" I stammered in surprise. "I wanted to wait for the right one," replied Lily in aroused sensual breath. "You are the one." My head spun. I was no longer just a 42-year old man having sex with an 18-year old woman - a girl essentially. I was having sex with a virgin, I was deflowering her, I was the first one ever to fuck her cunt. Needless to say, no matter how I said it, it was extremely exciting for me. "This might hurt a little," I cautioned. "I know." I swear when I broke her hymen that she made the exact same sound a mouse makes when it gets stepped on. "Stop a second," she said as she waited for the pain to subside. I happily obliged. I was partially inside her! It felt good. "Okay," she said a few seconds later. I gradually pushed the rest of my cock all the way inside her pussy. She felt so good. She was warm, she was tight. It was pure ecstasy. I slowly pulled back out with just my cock head inside her and then bit by bit pushed back in. I heard her exhale with my every entry. Over time, I began to speed up inside her. Her tits jiggled and grabbed my attention so I grabbed them in my hands. I held on to her tits and squeezed them as I leisurely fucked her. After a couple of minutes Lily said, "Climb on top of me. I want to feel your body against mine." I had no problem with that. Lily had to scoot a little. I needed to get at least some of my legs supported by the desk. We pushed my chair back. She lost a little back support but she was in no risk in falling. She pushed her tits up and I pressed my chest against them. My cock easily re-found her pussy and slid back into her like it was home. In hindsight, it would have been more reasonable for us to lay on the carpet. However, this turned out to be a wonderful first time and so I lasted much longer that I would have normally. It was difficult to thrust into her. I had little leg support. I used one of the visitor chairs to hold up my feet. As strange as it all seems, all of it just made that first time with Lily even the better. "I never imagined you'd feel so big inside me," she said. There was awe in her voice. I didn't mistake this statement for saying she thought I had a small dick. She was a virgin. A tampon was the biggest thing ever put inside her. In fact, I was a very respectable seven inches. Even at the slowest sex pace, the sensations build. Also, the very fact that I was causing those erotic moans coming out of Lily's mouth was very stimulating for me. After fifteen minutes, I groaned with every short, hard thrust into her pussy. My orgasm was becoming imminent. She ground her clit against me and moaned out, "Aaaaaaaah!" She was coming. I pressed harder and harder. "Unnnnn!" I groaned and I released. I felt a hard squirt shoot out. It was so hard it almost burned. Then several other squirts came until there was no more. It was a lot of come. I hadn't been in a pussy for ten months. Only masturbation. "You are so beautiful, so wonderful, so special..." I said as I laid kiss after kiss after kiss on her face. "It was even better than I imagined," she said. "Sex is all they say it is and more." "Merry Christmas," I said. "Merry Christmas." Lily kissed me. "What are you doing for Christmas?" I asked. "You're not going to stay in the dorm all alone?" "I'm going to my parents." "Oh," I said with disappointment. After such a fantastic first time, I just wanted to do it again and again. The week between Christmas and New Year's I close the office, so on the Tuesday after the holiday, I finally saw Lily again. She surprised me. She was wearing a skirt. She always dressed very nicely, but it was always with jeans. "Good morning, Lily," I said with a big smile as I passed by the desk. My heart thumped and my cock started to fill with blood. "Good morning, Jacob," she replied with an equally big smile. "It was the best Christmas party I've ever been too. Here's your phone messages." I took the small stack of about five. "I'm glad you enjoyed yourself." I sat at my desk. As usual, my top customers were trying to reach me after the holiday. The last message caught my eye. It said: "Plan on working late." It was unsigned. Lily wouldn't let me even kiss her during dinner. When I tried to find out more information on the last message, she acted coy and innocent. "It might be helpful if you weren't wearing any clothes," she told me. I was too distracted to do any work. I got naked already by 7:30. I phoned Lily. "Did I get any additional messages?" I asked. "No," she said. "Are you sure?" I practically whined. I was too excited. "Maybe it might start a little earlier?" I saw Lily peek her head around the door while holding the phone. She giggled and then hung up. I was impatient. I had a very hard hard-on. I kept having to stop myself from absent-mindedly stroking my cock. I didn't want to get aroused too fast. Fortunately, she didn't make me wait much longer. She stepped into my office and closed and locked the door. She whipped off her shirt and flung it in my direction. If fell well short. She reached behind and undid her bra. That flew even less. She shook her body. Her tits jiggled for my pleasure. "I need to thank you," Lily said, as she walked toward me. "What for?" I said playing the game. "You've been such a good boss. You've taken care of me and..." She climbed up on my lap. Her legs straddle me. She reached down and took hold of my cock. She sat down and I was surprised as I slipped right into her pussy. "...and you've filled my every need. Mmmmmmm, Ohhhhh!" My first surprise was that she had no panties on. She'd been out there with no panties on all that time. The first surprise facilitates the second surprise in that my cock entered right into her warmth. Lily began to bounce up and down on my cock. Her tits shook right in front of my face. I did the natural thing. I sucked on them. I smothered my face within her cleavage. She gratified me by pushing her tits together around my face. It felt so good and then she stopped and got off me. I looked at her in frustration. She undid her skirt and it fell to the ground. She then turned around and bent over the desk. She spread her legs open. An invitation. "Here's your chance to fulfill every male boss's fantasy," Lily said. "What?" I said truthfully. "Every man wants to fuck some girl bent over his desk. Here's your chance. Fuck me." I was shocked. Foremost by her language. I'd never heard her talk like that before. It was exciting yet a little repelling at the same time. After our first time of sex, I could she was no longer the quiet young woman. That person was gone. She was now a sensual, erotic woman who had no problem voicing her physical needs. Secondly, yes indeed it was a fantasy to have a woman bent over the desk, but I never thought I'd do it, nor did I even try. I stood up and inserted my cock back into her open pussy. "Don't be afraid to fuck me hard," she said. "Live your fantasy. Or do it however you want. I love you." I slowly moved back and forth inside her. "Oooooh, it feels different this way. It's hitting just..." She paused as sensations hit. "...the right spot." Her moaning was too provoking for me to hold back and I began to thrust into her in earnest. I could hear her boiling toward orgasm and I remembered her words, so I chose to fuck her hard. My hands held her waist and I now pounded into her. Just a few moments after I started to fuck hard, she cried out and came. I continued to fuck and slam hard into her pussy. I could feel my cock building and building. "UNHH!" I groaned and shot my come into her. "I can feel it," she moaned. "I can feel it shoot." Damn, she was hot! Just before 8:00 every night was the start of very fun times for us over the next few months. When the school year ended, she quit. She said she wanted to work full- time somewhere. Make more money. I'd been giving her $200 a month out of my own paycheck since we started to have sex. My only stipulation was that at least $50 of it had to go to buying lingerie. I offered her full- time work over the summer. It wasn't about the money. The college boys had become interested in her and she'd become interested in them. It didn't come as a shock. Our relationship latest longer than I expected. I still miss Lily. My beautiful redhead. Maybe she'll show up sometime just to relive some old times. You know what I mean. Yes. I know I'm forty-three now. Yes. I know I shouldn't hire part-time help with the hope that I can one day fuck them now. Sorry, I mean have sex with them. But here's an important fact. Even though I'm getting older, the college freshman girls are still eighteen.