Andrew Grey, 42, Naive Software Programmer

With a big lump in my throat, I knock at my bosses office. ('God, this woman really intimidates me.')

"It's open, just come in." I hear her voice, definately accustomed to giving orders and enter.

"Hi Ms. Masters, sorry to disturb you..." I stammer as I enter, but as always she doesn't even let me speak out and interrupts me.

"Oh, it's you Sug.. ahem Andrew. You don't disturb me. Please come in and close the door." ('Great, now even the boss seems to call me by my inofficial office name. I don't know why, but since some months, they call me Sugarboy behind my back. I think that's how it is when you are almost the only male employee. If you are somewhat of an misfit, the others make their little jokes about you. Nothing serious, just silly little jokes, like calling the others dumb nicknames. I wonder how they call Felix? He is our trainee and the only other male besides me in our team of a dozen, also the youngest as he just turned 19 and openly gay. I had to look up the meaning, when I heard the others call him a femboy, but I must confess it suits him. He is often dressed in tight tops, that leave his tanned midriff bare, short skirts and colorful stockings and sneakers. Felix dyes his middlelong hair bright pink and sometimes even has braids. One time, he was bent over to put new paper in the copying machine, I even saw...')

"Ahem. What is it I can help you with Andrew? As much as I enjoy talking to you, I'm sure you have more important things to do than daydream in my office." My bosses voice is stern, but with a slight hint of amusement. ('Fuck, my mind wandered off again. I really have to stop that.') I straightly look at Caroline Masters face, barely able to not let my gaze fall down on her impressive chest. My imposant boss is around my age and apart from beeing a tough as nails businesswoman, a real bombshell. I'm not sure how old exactly and I don't have the courage to ask her. To be true, she frightens me somewhat, despite she seems to be a lot nicer to me then to most of my colleagues. She wears her darkred, shoulderlength hair open and as every time I'm brave enough to look at her for more than a millisecond, I'm stunned by her beauty. She is some inches taller than me and when we stay opposite to each other, I must look up to her to not stare directly at her tits. As every day, she wears a tight black business costume with a pencil skirt, black stockings and heels. I can't remember to have ever seen here in another outfit, even at our office barbecue she wore the same style of clothing. Caroline has an hourglass shaped statue, with boobs like little melons, long, wellshaped legs and one of the greatest asses I have ever laid my eyes on. I'm sure she could have modeled in her youth if she had wanted. She always uses only few makeup, just some Lipstick matching her hair color, eyeliner accenting her bright green eyes, a hint of rouge.

"Ahem. I'm just here to inform you that the new update is almost ready and so I thought, perhaps it's ok if I stay at home tomorrow. It's my wedding day, and I want to invite Mary..."

"Ah Mary. Surely I remember your beautiful, gorgeous wife. She was so.... obliging at the barbecue. I don't think just one of your colleagues could forget how hard she worked to make it a satisfying afternoon for all of us. It was a shame you blanked out so early from just a few beers. You should have seen the crowd gathering around your wife... Anyway, I'm sorry, but you can't take the day off tomorrow. " She looks at me with an compassionate face and even stands up to go around her desk to lay a hand on my shoulder in a comforting way. "It wouldn't do you any good anyway, since Mary already has plans for tomorrow."

"What plans? What do you mean? And how do you even now?" I'm completely taken aback. Mary didn't tell me anything about it. I didn't even realize Mrs. Masters tease about me getting drunk at the office party, despite it's something I otherwise blush over, every time I think about it. I got soo sleepy after just two beers, I couldn't hold my eyes open and missed almost the entire event. When I woke up the next morning in my bed, I had so many messages from my colleagues, congratulating me for my sexy, funny wife. Mary beamed the whole day, she said she was so happy from all the compliments. I assumed she must have had a lot of drinks too, since she wasn't able to walk properly for a long time this day.

"Andrew, did you really forget?" Carolines voice rips me out of my next daydream. "I invited your wife to my spinning class after we got along so well at the barbecue. Oh, I see, you don´t remember much of that day. Perhaps next time you might want to hold back a bit on the alcohol." She chuckles and smiles at me with some accusation. "Anyway, as luck would have it, tomorrow is our annual meeting where we girls enjoy a night out after all the hard work on our bodies." Caroline shakes her head in disbelief and smiles at me, as if I were the most forgetful person on the planet.

"A night out? Just you girls?" (' I'm still shocked Mary hasn't told me anything about her plans. I really thought we could have a nice evening together, maybe I would even get lucky and persuade her to some sexy couples time. The last time we slept together seems months away. I pressume it was around the time of the office barbecue. Probably before the barbecue, now that I think about it more closely. Sometimes she gives me an unenthusiastic hand job when I really, really beg for it, but somehow she seems to have completely lost her interest in sexual interactions. When I asked her, she said it's completely normal for woman to loose their interest for sex in the menopause. But isn't she much to young for that with just 42? Shit, I drifted away again. Dumb Andrew, you are so dumb.')

"Don't stress yourself. We will just have some drinks, some harmless flirting with the bartender maybe, nothing more. If Mary drinks too much, I'll get her keys and she can stay at my place for the night. How does that sound?" She looks like she just had the best idea ever and it's really generous of her, isn't it?

"Good I guess?" I'm still not so happy about the outcome of our talk. ('I really need to fuck soon or I'll get mad. The last weeks I'm so overexcited by the lack of sex, I get a boner from almost anything. The hell, I even oogled my own stepdaughter Laura and her BFF Tracy in their soccer outfits. These girls are barely legal and one of them is even the child from my wifes first wedding. I'm such a perv, I should be ashamed of myself. To my defense, they are both really hot. Laura looks exactly like her mother in that age, apart from her ass beeing even tighter and she lacks the wider hips of my wife. Oh and her tits are a lot smaller, but still a good handful I think. Tracy is a man´s wet dream as well and probably of some women too. Short black hair with blue bangs, her boobs almost as big as Marys and a similar wellshaped, tanned body as Laura from all the outdoor sports they do. She is also a real tease who loves to flirt, always complementing me when she visits my stepdaughter, which happens quite a lot in the last time. On more than one occasion she 'accidentally' rubbed her ass or chest against me, leaving me with a raging hard on before she hops away, giggling and blushing. Great, now I have a boner. I hope Caroline doesn't notice or it will be totally embarrassing.')

"It's a shame it's the same date as your wedding day, but you don't loose much, as you have to work anyway. Until the update runs properly, it sure will be late. Isn't it better when Mandy has fun with some friends, than waiting for you at home for hours? So if that's all, I have some work to do." ('And I did it again, straight off to daydream land, only getting half of what she told me and now I´m standing before her with an errection. Great Andrew, you are really a genius.')

I try to bring her attention to something else, only until I´m going limb again, and point at a picture behind her desk. It´s a picture of a pregnant woman, who looks very much like Caroline and who I assume is her mother, at a beach in a skimpy swimsuit under some palm trees with a flower wreath around her neck. "That looks very nice. Is it Hawai? I always wanted to visit Hawai with my family."

She looks over her shoulder at the picture and a warm smile spreads across her face. "Yeah, that´s right. My parents went there on a vacation only a few weeks ahead the date of my birth." As she looks back at me, her gaze briefly falls on my crotch and I´m 100% sure she has noticed my situation, as she chuckles and shakes her head, but she doesn´t comment it in any way. "Say Andrew, something I have always wondered and please don´t get me wrong here..." She looks me deep in the eyes before she continues. "How did a normal guy like you end up with a woman like Mary? Sorry to say that, but she´s way ahead of your league."

I blush deeply and the lump in my throat is back, bigger than before. The problem is, I asked myself that question quite often and didn´t find a satisfying answer so far. Mary and me were childhood friends. We grow up in the same neighboorhood, went to the same schools and there wasn´t a time in my life, were I was not deeply in love with her. Unfortunately for me, I was a shy, pale teen and Mary worshipped the guys from the football team much more. We stayed friends but there did never happen anything between us and before I finally found the courage to ask her out, she went off to college. Some times later I heard she married a wall street broker and went to New York. My life went on without her, concentrating on college and work and I don´t really had a focus on my love life at this time. Surely I had some dates, but somehow none of these women was interested in a still shy and pale IT-guy, despite I earn good money. However, some years later, around five years before today to be exact, Mary suddenly stood in front of my house with her 13-year-old teenage daughter Laura. Her husband, this stupid fuck, had left her without any reason and kicked her out of their home. She had no place to go, her parents passed away some time ago and Mary has no siblings, so I was the only sort of family she had. Gladly I invited them in, without any ulterior motives, I just wanted to help my old friend, despite I immediately realized the feelings were still there. This night she took my virginity and only six months later, after her divorce was finished, we had a tiny wedding with just our closest friends. It was a wonderful time back then. Mary was extremely thankful for my help and I was thankful she let me help her and returned to my life. We had so much sex, sometimes three times a day and she teached me a lot of things I only knew from porn. She was kinky like hell, for example she sucked my dick under the table at the weeding of some friends while I gave the best man speech. She swallowed my load every time, praises me for the taste of my cum and the size of my cock. We´ve done anal, ass-to-mouth, fisting, licked each others asshole, one time she even put a finger in my bowel and massaged my prostate until I came on her perky tits. ('Fuck, when I think about that scenes any longer, my boner is never going away. Think about something else Andrew. Laura, just think of your innocent stepdaughter. I even managed to build a relatively good relationship with her, despite she still calls me Andy. She often tells me I´m not her daddy, but that´s fine for me.')

With effort, I push the thoughts away and look at my boss again. "Ahm, poor luck I guess." I finally answer her question and shrug my shoulders.

"Hm, would have guessed it was because your big dick." ('WTF did she just say?') I blush deeply and press my hands in front of my crotch, when she continues with an amused chuckle. "But I see unfortunately you are only standard sized for a male. Well at least that explains why Mary...nevermind." She looks me directly in the eyes now and there is no amusement left in her gaze. "Don´t you feel ashamed to be aroused so much by a pregnant woman, that you get a boner in your bosses office?"

"Ah, I´m sorry Ms. Masters, that´s not what happened here. My ... condition has nothing to do with your mother on that picture." ('Wait, what did she say about the size of my dick?') My cheeks are burning red and ardous I try to explain why I got hard without exposing that the reason were my inapproriate thoughts about my wife and my teenage stepdaughter.

"So you say my Mom is not hot enough to make you get stiff? She will be very sad when I tell her the next time I see her." With a disappointed expression she sighs and turns to her mothers picture.

"No, no Caroline, ahm I mean Ms. Masters, you missunderstood me. It´s obvious your mother is an attractive woman and I´m sure your father is happy to have such an beautiful wife and I´m sure they still have a very active sex life..." ('What the hell do I say here? I´m so shocked I just talk nonsense and it seems I simply can´t stop. Luckily Caroline interupts me.' )

"What are you talking about Andrew? You say my mother is a necrophiliac? My poor father died years ago." Caroline is openly shocked and I'm digging myself in deeper and deeper.

"What??? I´ve never..." I stammer, another poor try to explain myself only seconds away, when my boss suddenly bursts out laughing.

"Oh Andrew, it´s so easy to fool you, maybe too easy." She smiles at me genuinly now, without a single hit of resentfulness. "My parents are both well up and they will laugh off their asses when I tell them about this."This time she gently touches my cheek and strokes it softly. "But I´m sorry, I shouldn´t have made jokes about the size of your penis or your arousal. Mary told me it´s complicated and she is no longer... No, that´s not my business, she should tell you herself." ('What was that about? I should talk to Mary when I'm home.') Another pitying glance is thrown at me. "Perhaps you should think about letting off some steam elsewhere? What about Felix? I heard he is a little slut and if you ask him nicely, I´m sure he will give you a blowie at the toilet."

"Haha, very funny boss." ('That´s another one of her silly jokes, right? She can't be serious about that. I have to get out of here. Now!') "Ok, so no day off for me, what a shame. Hey, that's life. But as you said boss, if Mary already has an appointment, it´s no big deal. Maybe next year. Oh look it´s late already. See you tomorrow." The words just come pouring out of me, so quick that Caroline doesn´t have a chance to interrupt me this time. I turn around, pull the door open and hastily leave her office.

"Bye Andrew, see you tomorrow. And think about what I told you about Felix." Without a bit of shame she calls out after me and I´m sure I am red as a tomato again. I quicken my steps even more, turn around the corner to my office and run full tilt into someone, so that we both go down.