Book 1 - My Secretary Jennifer

 

Chapter 1

 

Let me tell you what happened to me at work about a month ago. I'm self-employed and have a small office primarily for telephone soliciting. I have three women working for me. Two of them work on a part-time basis a couple days a week and the third works full-time as my secretary and assistant. Well this story is about my secretary, Jennifer.

Jennifer is a beautiful young lady of thirty-three years old. To look at her you would say she was twenty or maybe twenty-two. She really does look that young. When she had told me her age I actually found it hard to believe. I've never seen such a gorgeous woman before. I wondered what she looked like when she really was twenty.

She's an absolute knockout with her five-foot five-inch tall petite body. She's got shoulder length kind of a strawberry blonde hair. She's not really what I would say a redhead, but close to it. Her hair has a slightly natural reddish tint to it, that's why I call it a strawberry blonde color. Her hair is always perfect too, that is to say it is never out of place. Her gorgeous face has a perfect complexion. There isn't a flaw on it. You could stare all day into her lovely blue eyes and never get tired of looking at her beauty.

Jennifer's breasts are more than average, about a thirty-six inch chest, but they're perfect. At least I imagine that they are visualizing them through her clothes. I'm sure her lovely breasts are firm and full, which any man would be dying to caress, squeeze and of course suck on. When she'd wear a sleeveless dress I'd always manage to catch a glimpse of her full firm breasts through her open sleeves. Even though they were clad in one of her many sexy black, red or white bras, I knew how full and gorgeous they must be. Often I'd walk by her for no other reason than to get another look at her chest through her dress.

Then there are Jennifer's legs. What an incredible sight. She almost always wore a dress or a skirt. When she would sit down nearly half of her thighs would be exposed. I've often fantasized about reaching up under her skirt to pull her stockings down those beautiful legs. I imagined feeling her up, running my hands up her silky soft inner thighs until I reached her moist panties. I'd dream of tugging them down in order to caress and squeeze her soft behind. Then once she was aroused I would strip the rest of her clothes off and go down on her. How I so desperately desired to bury my face between those lovely legs and have them wrapped around my head while I eat out her warm juicy cunt. I daydreamed of orally bringing her to a tremendous orgasm and then afterwards she would beg for me to fuck her.

Of course in my fantasy I could do whatever I wanted with her. So of course, once Jennifer had my cock in her pussy for a while, I would move to her tight little asshole, which I assumed to be virgin. I was sure that there was no way this young beauty had ever been anally screwed. I could only imagine how wonderful it would be to have Jennifer my secretary, taking my cock in her asshole. Just thinking about it makes me hard.

Of course I'd love to play with her lovely round tight ass too. I could spend a day kissing and fondling that cute butt of hers. She definitely possesses the most delicious ass I've ever seen. I'd have no problem dining on her behind.

Her whole body is the ultimate of perfection. And when she speaks, she has the loveliest soft sexy voice that makes you dream about her.

Unfortunately, Jennifer is married. I don't know much about her husband, but he sure is one lucky guy. To be able to get in bed with this lovely creature every night can only be the ultimate in pleasure.

It's been almost a year now that she's worked for me and I've gotten to the point that she's all I can think about. What would it be like kissing her and touching her gorgeous body? How wonderful would it be to have a sexual encounter with her? I'm making it sound so erotically innocent when in fact I'd like to fuck this beautiful woman in every hole she's got. That would be the ultimate pleasure for me.

Well, it all started one Saturday morning. Jennifer is the only one that works on Saturday. The other girls are off. I needed to leave the office for a while to run to the store. I figured I'd be gone a half hour or so and told Jenn I'd be back shortly. I got to my car and realized I had forgotten the list of things I needed to pick up. So back I went upstairs to the office. As I was ready to enter the door, I looked in through the small window and saw Jennifer sitting at her desk with her eyes closed and her hand between her legs. From the side view I had, Jennifer's dress was up to her waist and she was masturbating herself quite intensely. She had no idea that I was now her audience watching her stimulate herself. I was amazed. Here I thought Jennifer to be this quiet, shy young lady. Instead, in front of me was a young woman who secretly must be unsatisfied at home and needed to masturbate herself for fulfillment.

I figured if ever there was an opportunity to get into this gorgeous creature's pants, so to speak, this was it. I opened the door quickly and locked it behind me. The expression of horror filled Jennifer's face. She was caught in the act of masturbating herself. Her face literally turned white as the blood drained from her. As I walked toward her, she was speechless. She couldn't find any words to say. She looked down in embarrassment while quickly straightening her dress pulling it back down around her legs.

I walked right up and stood there waiting for her to look at me. I knew how embarrassed and shameful she must have felt. At this point I probably could have done anything to her and she wouldn't have stopped me. But I decided to play this out slowly.

It seemed like hours as I stood there waiting for her to turn my way. When she finally moved and looked up at me, I leaned down and kissed her full on the lips while grabbing at her tits through her dress. I kept our lips pressed together forcing my tongue into her mouth and squeezing her soft breasts. Then I slipped my hand up her dress and stroked her pussy through her panties. At first she resisted, but within seconds she responded kissing back, putting her tongue in my mouth. Maybe it was the guilt she felt making her respond. Maybe she was afraid to resist in fear I might tell someone what I saw. Or perhaps it was just the pent up lust that she was trying to relieve when I walked in on her. In any case, she was kissing me back and allowing me to feel up her gorgeous body.

Our kiss broke apart and I softly told her, "your the most beautiful woman I've ever seen."

She replied, "God I'm so embarrassed I just want to die."

"Don't be," I replied. "Instead of masturbating yourself, I'm gonna do it for you. Let me take care of satisfying that beautiful body of yours."

"I've never ever done anything like this with another man." She said nothing more.

I kissed her gently again and began removing her clothes. I stripped her down to her bra and panties and started running my fingers between her legs. Not once did she try to stop me. Her crotch was soaking wet. The built up sexual tension in her must be tremendous, I thought. Her juices were flowing from only kissing her. I was beginning to feel that she was allowing my advances on her body because I caught her in the act of what she thought was something dirty or nasty. Was she letting me do this in hopes of what I saw would be our secret? Was this payment for my silence? I wasn't really sure. She wasn't saying anything. It was sort of like blackmail I thought. I wondered how far she would go.

I looked at her still sitting in the chair as I continued fondling her breasts and probing with my hand in her crotch. I suggested, "take my cock out and suck me." She got a scared look on her face.

"I've never done that before," she replied.

I couldn't believe what I heard. Here was a gorgeous young woman of thirty-two and never had a cock in her mouth.

"I don't even do that for my husband. We just have intercourse, but I never put him in my mouth."

"Jennifer," I said. "It's about time you learn to try new things and how to enjoy different feelings your body can give you. There are many ways to have sex. All of them can be pleasurable. You just have to let yourself go and experienced them. And what's this 'intercourse' talk? Say what you mean; you just like to fuck and that's it. You obviously aren't satisfied at home if you have to masturbate here in the office."

The embarrassment came back over her as I mentioned what I caught her doing.

I unbuckled my trousers and dropped them to the floor. "Now c'mon. Take my cock and suck it into your mouth."

She looked at me for a moment, and then pulled my underwear down exposing my already hard ten-inch cock. She looked up at me again, hesitated for a moment, and placed my cockhead to her lips. "Go ahead, don't be afraid. Do it."

Her mouth opened and she took me in about two inches. "Put your tongue on it and lick." She did as I told her to do and while she tongued my cock I grabbed her head and pushed a little more in. What a wonderful feeling. Her mouth was so warm and wet and seeing her beautiful face in my crotch sucking my cock was such a turn on.

While she sucked me we inched our way down onto the carpet. Now she was sitting on the floor with me standing over her feeding her my cock. She was getting into it. She was getting turned on and was actually giving me a pretty good blowjob for a first timer. "That's it Jenn," I complimented. "Your a great cocksucker."

I pulled out for a second and she smiled, "I didn't think I would like it, but I do."

She took me back in and started sucking me faster and deeper. She actually took me to the back of her throat. I figured it was time to take a step further. "Jenn," I said while she continued sucking. "I'm gonna push it down your throat. Just relax and hold your head back."

Amazingly enough she obeyed. I don't think she knew exactly what I was about to do, but she tilted her head back keeping my cock in her mouth as I stood directly over her. I had a straight path to push my ten-inch cock all the way down her throat. I squatted lower and slowly began impaling her. She was incredibly tight. She started gagging or maybe it was gurgling, at least I knew she didn't know how to handle the invasion to her throat. Her hands clutched my upper legs instinctively in an attempt to push me away and stop the intrusion into her oral passage. I couldn't blame her; in fact I expected it since she'd never done this before.

"No, no," I reprimanded. "Don't push me away. You can do it. Relax and let it slide down."

She amazed me because she listened to what I said. Her resistance stopped and she let me push further into her throat. I've never felt anything so pleasurable as shoving my cock down Jennifer's tight sweet throat. The sound of her gags made it an even more of an incredible turn on. "Aaarrgghh.... Gggaahh... Awwwggg"... I was totally dominating this goddess by making her swallow my hard shaft and she was choking on it. It made me want to cream right then down her throat.

I continued squeezing my way into her mouth until my balls were resting on her chin and she was looking up at me from between my legs. My cock felt so unbelievably good in her.

"Your incredible Jennifer," I moaned. "You swallowed my whole cock."

I left it down her throat awhile so she'd get used to it. Then I grabbed her head and slowly started pulling out. In the process I couldn't resist fucking her mouth in and out a few times to feel the wonderful tightness of this young woman's throat. Then I withdrew. She sucked in a lot of air and I fully expected her to started screaming at me for making her do such a nasty thing. Instead, she took my cock and started sucking again. She was giving me an incredible blowjob. In fact, she was sucking my cock like a whore you'd pick up on the street.

"Oh my God, Jenn. You're fantastic," I groaned out. "What a cocksucker." She swallowed up my shaft on her own taking me into her throat again with ease. She deepthroated me over and over until she was out of breath. Then she literally began begging.

"Give it to me," she demanded in a frenzied voice.

"Give it to me." Then she swallowed my ten-inch shaft again.

I backed off letting her come up for air. Then I made her lie down on the floor. I just had to fuck that delicious cunt. I spread her legs and positioned myself between them. As I placed my cock near her hole she raised her legs up to allow me easy entrance to her pussy. She wanted this. She wanted me to fuck her. So I drove right in. Her cunt was so wet, my cock slid into her body with ease. Jennifer then wrapped her arms around me pulling my body fully on top of hers. I began my fucking of the most beautiful lady I've ever known. I was in my glory. It felt so good screwing this princess. Her hole was so hot and juicy I couldn't resist burying my cock into her body over and over again. Jennifer moaned in pleasure almost non-stop with an occasional, "it feels so good," and "oh, yes."

I fucked her for about ten minutes when I realized I better take it easy. I didn't want to blow my load just yet. I wanted to prolong my taking of Jennifer as long as possible, especially since she'd become so willing.

I dismounted her and quickly straddled her sixty-nine style. I knelt down over her face letting her take my cock once more into her hot mouth. While she sucked me I spread her lovely legs and began eating at her cunt. She was so wet after my fucking. She was dripping with juices that actually were running down her inner thighs. I began lapping them up. She moaned over and over as I licked her cunt, stopping at times on her harden clit and occasionally sinking my tongue inside. I had her going crazy and I knew she was getting near an orgasm.

I started moving my hips up and down fucking her mouth, slowly at first until she got the rhythm. Then I began longer and faster strokes sinking my cock down her throat completely, over and over and over. She lay there taking it, swallowing my cock while I licked her. I pulled her legs up higher toward me allowing me access to move further back with my licking. I wanted to move toward her asscrack. With each lick I went further back until my tongue was slurping in between the soft crease of her buttocks. Her moaning increased and became louder even with my cock in her throat.

Then I reached the spot I was looking for. I gently spread her beautiful ass cheeks apart. There it was, Jennifer's magnificent little puckered asshole. I wondered what her reaction would be feeling my tongue there. Down I went and my tongue lapped at her cute anus. I licked it, tasted it, and probed at it. Jennifer was going nuts with my tonguing of her anal hole. Once I got her puckered rosebud nice and wet I put a finger on it and pushed it in. Jennifer tightened up a moment then quickly relaxed.

"How do you like that," I asked. "Like it in your ass?"

She didn't answer and I didn't expect one. I pushed my finger all the way in and wiggled it so Jenn could feel that I had invaded her most private hole. I began finger fucking her asshole, jamming my finger in and out while I returned to licking her cunt. I thought Jennifer was going to swallow my cock whole the way she gobbled it down.

"So you like me playing with your asshole, huh?" I groaned the questioned out.

She couldn't get my cock deep enough down her throat. Her lips were plastered in my groin. My fingering of her asshole was putting her over the edge. Her whole body tensed and tightened. She was cumming. Her whole body was exploding into an orgasm.

Seeing what was happening to her made me lose control too. I was going to cum either in her mouth or down her throat. I couldn't hold back any longer. Her cocksucking was just too incredible.

"I'm gonna cum Jenn," I bellowed out.

"I'm gonna cum in your mouth."

She pushed me out of her throat to speak.

"Yes, yes give it to me. Give me your cum. Do it in my mouth."

This was unbelievable. A half hour ago this shy young lady was totally inhibited sexually. Now, she was willingly and waiting for a mouthful of my sperm. She kept sucking and sucking on the head of my cock until finally I exploded. Cum burst from my cock like I've never experienced before. She had me so turned on that heavy streams gushed into her mouth. She backed off slightly after feeling the gooey substance hit her tongue, but she kept her mouth open taking several more shots of my jizz into her mouth. Then a cum string landed across her cheek and upper lip. Finally sperm just dribbled from me as she jerked my cock trying to milk all of it from me. I could see the white cream all over the inside of her mouth. She was moving her tongue around playing with the thick stuff. Having never experienced a mouthful of sperm she must have been curious as to what it felt like.

She looked up again kind of in an asking way what to do now. "Swallow it," I quietly whispered. She closed her eyes, and then closed her mouth. I could see her throat move as she swallowed. Damn, unbelievable, I thought. She swallowed my sperm. Beautiful Jennifer ate my cum. She opened her eyes and got a grin on her face as she took my cock back in her mouth sucking the last drops from me. What an overwhelming sight to see Jennifer's beautiful face covered with my cum. It was a tremendous turn on to see my cum running down her lovely silky smooth face as she licked her lips.