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Milf Tails: The Benefits Package

By: lovecraft68



Author's Note: Welcome to the latest installment of my Milf Tails series. I am happy to say these stories are being received much better than I expected, so thank you to all who have commented and voted. During these stories I've tried my hand at putting my spin on some common fantasies and for this one...what young man hasn't fantasized about his hot older boss? Enjoy. LC68

At the sound of footsteps I looked up from the paperclip I'd been nervously twisting while waiting for Mrs. Sanders to come back into the conference room. She had ended the weekly production meeting fifteen minutes ago, but asked me to stay behind and wait for her while she returned a couple of phone calls she had missed during the hour long meeting. 

That wasn't what had me nervous. Every week when the meeting ended she would ask the interns to stay behind and quiz us then dole out our tedious assignments for the week and tell us she would see us again on the intern only meeting next Thursday.

This week, however, she had dismissed the other interns, including her son, my longtime best friend Steven, and told me to hang back. That had earned me several concerned looks from the other interns and Steven as well. The summer was almost at an end and the company could only keep three of the five of us. Once they left I'd sat and fidgeted, hoping to hell the axe was not going to fall. 

The door opening and closing behind me signaled that moment might be coming soon and I took a deep breath when I saw Mrs. Sanders come around from behind me. That deep breath brought with it the scent of her perfume which although I had no clue what brand it was, knew I loved it and it made it hard to concentrate when she was close to me.

Well it was one of many things that had that effect on me, I thought as she came into my view. Not only was Selena Sanders my best friend's mom and current employer, but was far and away the hottest woman I'd ever met. For a mother of a son my age, she looked as good if not better than women half her age. 

Like many natural redheads, her skin was fair to the point I had once said she looked pale and was firmly told that when describing a woman the term was fair unless I liked being single. That fair skin was a sexy compliment to her long lustrous bright red hair and deep blue eyes that were always focused in an intense stare and never seemed to miss anything, including I am sure, catching me checking her out more than once. 

As beautiful as those eyes were they were the second most attractive feature on her face behind a pair of full luscious looking lips that looked tailor made to be wrapped around a cock. Best friend's mother or not, those lips had been a permanent fixture around my cock in my dreams since I'd been old enough to know what a blow job was.

"Austin?"

I blinked and saw Mrs. Sanders was sitting on the edge of the table next to me.

"I called your name twice."

"S...sorry Mrs. Sanders. I was um...thinking."

"Oh?" She raised her eyebrows, "About what?"

"Well the, uh, those quarterly numbers. They seemed kind of..."

"That's what you were thinking about?" she sighed, "How disappointing."

"Disappointing?" I repeated.

"Very." She slipped her black blazer off, "I was hoping you were thinking of something more creative."

I didn't answer right away as my focus was on her chest. Beneath the blazer was a tight lacy sleeveless shirt that looked as if her impressive tits were going to burst out from. The shirt was low enough to show off the top halves of her well rounded milky white breasts and left some of her lower stomach bare. 

"Not very creative at all today are you?" 

"Well, um, I'm not sure what you want me to tell you Mrs..."

"Selena." She said, tilting her head and giving me a rare smile, "No one else is here and I've known you since you were a kid, so how about Selena?"

"Okay." I nodded trying to keep my eyes on her face.

"That's right we know each other very well." She pulled the clip from her hair and giving her head a shake sent her long hair cascading down her shoulders. "I'm very comfortable with you."

"You are?" I asked staring as she slid along the table until she was sitting on the edge less than a foot away from me.

"Very. You know me outside of here so I don't feel like I always have to put on an act with you." She touched her hair and laughed, "I can let my hair down."

Lifting her leg she slipped her red heel off and I was vaguely aware of the sound of it hitting the floor. My attention was more on the way her skirt had slid up her thigh when she bent her leg. Not only was I getting a view of most of her leg, but was able to see her black stockings were thigh highs. The black on her creamy skin looked damn hot and a trickle of sweat made its way down my back.

Placing her foot on the table, she lifted her other leg and this time playfully kicked the shoe off. To my astonishment she spun on the table until she was now in front of me. She put her feet on the arms of my chair and I was unable to help looking between her open legs. Between the exposed flesh of her thighs was a black lace thong and as I tried to convince myself to look away she said, 

"In fact I would love to be even more comfortable with you, very comfortable." She was speaking softly and finally managing to get my eyes off her crotch I looked down at her foot where I could make out her red painted toes through the sheer black material.

"See why I was disappointed in hearing you were thinking about work was I thought you were thinking about these."

Grabbing the bottom of her shirt, Selena peeled it up over her head and tossing it to the side cupped her large breasts that were now encased only in a transparent black lace bra. 

"Holy shit." I whispered.

"You do think about them don't you, Austin?" 

The bra clasped in the middle and as I watched with my cock thickening between my legs, she placed her fingers on the small silver clasp.

"You want to see your best friend's mom's tits?"

"Mrs...I mean Selena..." I swallowed hard, and then said in a barely audible voice, "Yes."

"Good, because I want to show them to you." 

With a practiced movement of her fingers the bra fell away and my jaw fell with it. Selena's tits were by far the biggest I'd ever seen in person. Far bigger than the tits of any girl I'd fooled around with. Her nipples were light pink and pointing straight at me. Cupping them, she lifted them and teasing her nipples with her red nails asked, "You think a lot about these?"

"Oh yeah." I nodded, my head bobbing like an idiot. 

"Yeah? Thought about my tits? What about my pussy?"

"I..."

"Bet you thought about my mouth haven't you, Austin."

"Um, I..."

My words turned into a gasp when pushing her legs out, Selena sent my chair rolling back a couple of feet. She slid off the table and onto her knees between my legs. Looking up at me, she grabbed my pants and ripped them open, sending the button flying.

"I thought about it." She breathed pulling my zipper down. "I've thought about wrapping my lips around this big hard," she licked her lips, "Young cock!"

She reached into my underwear and I moaned when her fingers wrapped around my throbbing cock and pulled it out. 

"Hmm, is this all for Steven's mom?" she smiled, "You want your best friend's mom to suck you off? You want to cum in my mouth?"

"Yes, please." I moaned as she started jerking me off. 

"Then ask." Her blue eyes, bright with lust, were staring into mine, "Be a man and tell me what you want!"

"I...Selena I want you to suck my cock." I said as firmly as I could manage.

"That makes two of us," still looking me in the eye she wagged her tongue provocatively at me then opening her mouth took my cock between her lips and...

"Austin!" 

I jumped at the feeling of something striking my side. I opened my eyes to see Mrs. Sanders standing at the wall in front of the opposite end of the conference table. She was facing a projection screen that featured a graph and pointing to the numbers while speaking. 

I looked around quickly at the two dozen people sitting around the large table and let out a sigh of relief that everyone was looking at her and hadn't noticed I had dozed off.

"Thanks man." I nodded over to Steve who, as always, was sitting next to me.

Shaking his head, he leaned over and whispered, "Look sharp, buddy. This conference trip is a big part of my mother deciding who stays."

"I know." I shifted in my seat and winced when my hard cock bent awkwardly. 

Steven started to speak, then quickly turned back towards where his mother was now standing in front of the table, talking about why she felt this quarter's sales were down and asking what could be done about it. 

With him no longer looking at me, I reached into my lap and shoved my still semi hard cock into a more comfortable position. I sat back in the leather chair and rubbed at my stinging eyes. The last twenty four hours had been a whirlwind during which I had barely slept. 

Yesterday at five Mrs. Sander's had decided last minute she was going to take her interns to the conference in Chicago with her and we needed to be at the airport in two hours. I'd hurriedly thrown a bag together and when Steven picked me up he had told me his mother knew about this all along and was playing her "how bad do they want it" game. 

On the plane ride she had sat between me and Mandy, who I was sure was a lock to get one of the three available positions the five of us were fighting for. The flight was four hours of trying to listen to everything she was telling us about the conference, reading the reports she had dumped in our lap and toughest of all, trying to keep from being caught gawking at her. 

We were in the middle of a heat wave and Mrs. Sanders had worn a pair of black shorts that showed her long legs and a white shirt with a plunging neckline. Between her exposed thighs and the amount of cleavage she had on display it was a battle to keep my eyes straight ahead and I swore she caught me looking a couple of times. 

When we got to the hotel Steven and I had sat up in our room until after midnight quizzing each other on the reports. He had gone to sleep, but I was nervous as hell. I wanted this job badly and was pretty sure Mandy was in and, as much as she treated him like anyone else, I had a feeling the bosses son was a shoe in for the second spot. That left me competing with Melissa and Allison for the last position and both girls were taking things as seriously as I was.

I'd finally shut off my laptop at three am and we had to be up at six. We'd been in meetings since eight am moving from room to room and making things worse was the air conditioner in this one was broken and the heat, along with the dull material had caused me to doze off. Speaking of the heat, I tugged the knot in my tie, loosening it slightly. I was sweating beneath my shirt and that dream had only made me warmer. 

My eyes fell on the subject of that dream who was now once again facing the TV. Mrs. Sanders generally dressed professionally, but was not the stereotyped bitch in control who looked like she wouldn't know what a good time was or downplay her looks. 

The skirt she was wearing was a perfect example of that. Although certainly not a mini, it was several inches over her knees and tight enough to show off her ass. Her well shaped legs were encased in the sheer black stockings featured in my dreams and accentuated by her heels which were high enough to be bordering on stilettos.

Far higher than any I had seen her wear before. In spite of the heat her long red hair was down and I was sure her 'business sexy' attire as she had referred to it in the past was a direct result of almost everyone in the room being male. 

In one of our meetings Mrs. Sanders had addressed the girls telling them to never dress in a slutty or blatantly provocative manner, but there was nothing wrong with tastefully showing off what you had and being a distraction, especially if negotiating a contract. Distracting was what Mrs. Sanders had been ever since the day I had gone over Steven's house after school and saw her for the first time. 

She had been on her knees in the garden and my eyes were immediately glued to her amazing ass in her tight shorts. When she had stood up and turned around I'd been blow away at how beautiful she was never mind the body that went with it. 

Over the years my fantasies had ranged from the silly ones of a young teenager where I imagined her telling me how much she liked me and wanting to be my girlfriend. A couple of years later, once I'd discovered what sex really was and knew exactly what I was looking at, those harmless fantasies had turned into hardcore sex scenes. 

At times I felt bad about it. Mrs. Sanders had always been damn good to me and treated me as if I were her own. But other times all I knew was she had a damn fine body, blow job lips and I would love to know what it would be like to fuck her. 

Even when I started dating and having sex, she was my default fantasy. In my dreams as well as waking thoughts Mrs. Sanders had done every dirty act imaginable to me and loved every minute of it. Over the years she had cavorted through my fantasies in everything from a naughty school girl outfit to a variety of lingerie to greeting me in her office butt ass naked on her desk.

Apparently my desire for her was deeper than I thought. Two months ago when I had broken up with my latest girl friend Jen, Steven had commented that maybe I should try a different type. When I asked what he meant he'd said, "Austin, go for a blonde or a brunette that was the third redhead in a row that didn't work out." He'd then shrugged, "Unless you got some kind of fetish or something."

I'd gotten nervous when he'd said that wondering if he equated the fact that his mother was a stunning redhead. After all it wasn't like he was oblivious to the fact I thought his mother was hot as here and there he would laugh and tell me, 

"Keep your eyes in your head, man, that's my mom." He said it good naturedly, because I was, as he always said, like a brother to him. That made me feel like shit, but never enough that his hot mom would not still be a frequent guest in my fantasies. 

Lately it had been worse than ever. In the past I would only see her if I slept over Steven's or quickly if I was picking him up to go somewhere. Now at twenty two the two of us didn't do the sleep over thing too often and I missed them. Mrs. Sanders would usually walk around in some pretty tight shorts and tops and on occasions she would wander out at night or early in the morning wearing a short, sexy little black robe. 

I used to think Steven's father was the luckiest guy in the world to be in bed with that every night, but it seemed he didn't think so. A year ago Steven told me his mother had caught his dad cheating and threatened to cut his cock off if he ever came within a hundred feet of her again. 

What he thought he was getting she couldn't give I have no idea, except that Steven overheard his mother telling his aunt that it wasn't one woman, but that his father had been hiring escorts, young ones, barely eighteen from what he'd heard. 

I thought it ironic that he would look for young girls while I was that age and would give anything to be with a woman who was twice my age. Once she was single and according to Steven hardly dated, my dirty thoughts were gaining more of a hold on me as I pictured her being lonely and horny, longing for someone to appreciate and take care of her fine body. 

Things got worse when she hired me along with Steven as interns in her investment firm. I was now seeing her every day dressing in her sexy business woman attire and my mind was in overdrive. I was interning with three cute girls my age and had barely given any of them a glance. 

They were pretty, but they were girls. Mrs. Sanders was a woman and one hell of a woman. At this point if I had a dollar for every dream or thought I'd had of her hiking her skirt up for me to fuck her over her desk, I would...

I jumped at the sound of a knock on the door. I turned in my seat to see Mr. Jenkins, the VP of sales pop his head in. "Selena can I steal you for a moment? They have an issue at the home office and need to speak with you."

"Of course." She nodded and placing her pointer on the table announced, "I'll be right back, please take this time to study the spreadsheet I e-mailed all of you and see where you feel we should concentrate our efforts next quarter."

She walked along the table and as she passed me I did the best could to follow her with my eyes as long as I could without turning my head. As she'd asked, I stared at the spreadsheet on my laptop in front of me, but heard most of the people around me start talking amongst themselves. I'd been staring at this thing since last night, but leaning forward, rubbed at my tired eyes and tried to focus.

"Hey, you better snap out of it." Steven said quietly.

"Trying to, but man I'm beat."

"Well when we get back to the room you better take a quick nap, a hot shower and grab a red bull" he slapped my leg under the table, "Because we're going to have some fun tonight!"

I looked around before speaking again, "Steven, you sure this isn't one of your mom's weird tests? You know, see who goes out and who works?"

"No," he shook his head, "She talked to me about it and it's legit. She said all of us worked hard all summer and she was giving us tonight to go out on the town as a reward. So stop worrying."

"I have to." I told him. "I'm not sure I'm sticking around."

"You will be." He sighed, "Forget about it for one night man, we're going to have some fun!"

I nodded, but wasn't so sure about it. Mandy had been to Chicago several times to visit family and last night had been talking about a great club she had gone to. Mrs.' Sanders had overheard her and then gotten us all together to announce that she thought it would be an opportunity to go out and relax. 

She said the only restriction she would put on us was we were to take a taxi and not a rental car and she wanted everyone coming back to the hotel, not hooking up with someone and ending up who knows where.

Steven was thrilled because he and Melissa, a cute little brunette, who was currently looking his way doing had been flirting ever since she broke up with her boyfriend and he figured tonight they would break the ice at the club. He had also hinted a couple of times about me maybe giving him a couple of hours in our room if things went really well. 

"You got that look on your puss." Steven cut into my thoughts and rolled his eyes, "Now what?"

"I'm tired and I'm stressed." I said softly, "You and Melissa are going to have a good time."

"You can too."

"Mandy has a fiancé and Allison has a girlfriend."

"Yeah she does and she is hot! You see her picture?"

"I did and she is." I agreed, "But that means we're just kind of..."

"There will be a club full of people and you're single!" he pointed out. "You'll find someone to dance with and have a couple of drinks." He winked, "I'm sure Chicago has redheads." 

"Whatever, I might just hang back and rest."

"Twenty two, out of town with a chance to have some real fun and you're going to rest?" he frowned, "Man, even my mom says work hard play hard."

I avoided thinking about what Steven's mother did when she played hard, that is if she did. Steven had told me he had gotten to the point he was trying to get her to get out and meet someone and have some fun. 

"Come on, Austin," he continued, "You..."

He stopped when the door opened and Mrs. Sanders came back in. She had an annoyed look on her face and didn't say anything until she had reached the head of the table where she addressed everyone.

"I'm sorry, ladies and gentlemen, but I have to cut this meeting a little short. It seems I have to work on something for home office that they need right away. So I guess the good news is you're all off the hook half hour early. You may all leave now."


Milf Tails: The Benefits Package



Amidst a lot of 'thank you' and 'good nights' everyone pushed their chairs back and began to rise.

Steven and I were closing our lap tops when she continued. "I do need to ask the interns to stay here with me for a few minutes."

I sat back in the chair and looking around the table saw the three girls sitting there looking as nervous as I felt. Mrs. Sanders wouldn't be making her choice now would she?"

When everyone had left she let out a loud sigh and removing her blazer sighed, "My God is it hot in this damn room!"

I tried not to stare when it came off to expose a very tight black tank top that caused her breasts to look as if they were ready to pop out of the top of it. I glanced around the table and noticed Allison checking her out also. 

That would have conjured up an entirely different series of nasty images and I quickly glanced back to my favorite redhead of all time. Mrs. Sanders had turned her around and was draping the blazer over her chair. 

The top was more revealing in the back, plunging well down between her shoulders it left a lot of her smooth white back exposed. Her red hair against that skin looked damn sexy and as I eyed her skin I envisioned kissing her entire back, working my way slowly down to her ass where I would unzip her skirt and...

"Before I go any further I want you all to relax. Nothing is being determined on this trip." She placed her hands on the table as she looked at each of us, "Well, not officially during it, as your performance this weekend will factor in."

"As for why I did ask you to stay, I have some good and bad news. The good news is the phone call I took was from Ted in sales telling me we have a chance to pitch a very lucrative customer. The bad news is they want to meet Monday and I have to do a lot of work tonight and tomorrow if I want to have a chance at having something ready by then. In order to get that much done I need one of you to stay and work with me."

She paused and looked around again, but this time it seemed everyone was looking away from her.

"I know you are all looking forward to tonight. You've worked your asses off all summer and I told you tonight could be a reward and one you've all earned. But I am going to need one of you to step up and..." she stopped when Mandy started to raise her hand, "Not you Mandy. You've gone above and beyond several times this summer. I'm looking for someone else to step up."

I saw Melissa frowning and glanced over at Steven who had his head down. With a look of resignation on his face, he started to raise his hand, but hitting him in the leg to stop him, I spoke up. "I'll stay Mrs. Sanders."

"Are you sure Austin?" she asked, "I don't want you to give up your night unless you really..."

"I'd rather stay." I told her, "Steven and the girls are really looking forward to later and I could use some more practice with trying to put quotes together."

"Okay then." She gave me a big smile that made me feel like a giddy teenager. "Looks like I have my man. I think you should all thank Austin for his sacrifice."

I nodded as the others thanked me and Mrs. Sanders continued. "I want you all to have fun tonight, but know that our first meeting is at eight and the first general meeting is at nine so you may want to think of how much fun."

As she spoke she came walking around the table. She stopped to my left and as she had in my dream sat on the edge of the table.

"You're free to leave, well except you Austin. I would like to speak to you for a moment."

As he stood to leave, Steven, said in my ear, "Thanks man, I owe you one" I nodded and sat there as he and the girls filed out of the office. 

"I'm proud of you Austin." Mrs. Sanders said, "I'm sure that wasn't easy."

"It kind of was." I told her, "I...I really do need to work on things and didn't feel like going out anyway I'm tired as it is."

"Still you stepped up and that is exactly what I was hoping for."

"It was?"

Looking down at me, she gave me a smile that if I didn't know better would seem playful.

"It was, Austin. I was planning on you being the one to stay with me and you made me very happy that you did."

"Um, okay." I said nervously as her eyes stared into mine.

"I always say work hard play hard and I do feel bad you're losing your chance to play."

"That's okay."

"Well I don't think it is." She said and surprised me by putting her hand on my shoulder. "Especially because it's been a long time since I've played hard and I know how frustrating it can be to just work."

"So here's what we're going to do. I want you to go back to your room and rest for a couple of hours then come to my room around eight."

"Your room?" I felt my heart skip a beat.

"Yes, I'm sick of these damn conference rooms not to mention the air works in my room. I figure we'll get some food and relax a little while we work, how's that sound?"

"Okay."

"Besides," she gave me a knowing smile. "I know Steven's angling for you to try to give him some privacy later so I figure we'll take our time and work late."

"Oh." 

I must have looked surprised as she laughed, "I know, not very professional, but I am his mother as well as his boss and Melissa is a nice girl; a lot nicer than the last couple of bimbos he dated so I figure I'll cut him some slack," she squeezed my arm "Another favor he'll owe you."

"Nah, he doesn't..."

"Well, I feel seeing you're missing out on the club and helping Steven out as a friend, that I owe you a little something."

"No, "I shook my head, "You don't."

"I decide who I owe and what I owe them." She said pointedly.

"Sorry Mrs. Sanders."

"Selena." She said giving me a sense of déjà vu, "The rest of the night is informal so it's just Selena."

"Okay."

"Now what I was saying is your sacrifice and hard work is appreciated. On that note I want you to know that hard work is always rewarded and there just might be something special coming your way out of this."

"Like what?" I asked hopeful she was talking about me getting the position.

"I'm going to make you wait until later, but" she pointed her slender red tipped finger at me, "Let's put it this way. I know what you want and am going to make damn sure you get it."

I wasn't sure how to respond to that. She was famous for trying to lead people into saying something then making them feel foolish. Doing a good job of keeping a straight face and my voice calm, I replied.

"Then I hope I don't let you down." 

She gave me that strange smile again, "I'm confident you won't. If nothing else I'm sure I can teach you as we go."

"Sure." I told her, "I've already learned a lot from you."

"Hopefully you'll learn a lot more tonight. And Austin?"

"Yes?"

"Do make sure you catch that nap, it's going to be a long night and I want you ready to work."

Chapter Two I stood outside Mrs. S...Selena's room. I was trying to get into the habit of thinking of her that way. All summer we had been giving sneaky little tests and she had told me to call her by her first name and I was going to show I paid attention.

I glanced at my phone for the tenth time in the last five minutes. It was only five to eight, but I had wanted to come down a little early. On my way down she had texted me she had been involved in a couple of more meetings and was just now heading up to her room and to please wait for her.

I reached up and shifted the strap from my lap top bag to another part of my shoulder and leaned against the wall. I had grabbed a sandwich and then crashed for a much needed nap. I might have slept longer had Steven not been making a lot of noise showering and then yapping about hoping tonight would take it up a notch for him and Melissa.

He had looked at me every time he mentioned her and I told him I would give him until two before I came back to the room. What the hell I was going to do until then I had no idea. Even if Mrs...Selena kept me working until midnight that was still a couple of hours. 

There was an all night coffee shop in the lobby and I had shoved a paperback featuring a collection of horror stories into my lap top. With a sigh I looked down at my clothes hoping I had made the right choice. She had said informal, but I was still wearing a decent pair of black Dockers and a white short sleeved shirt with a collar. 

I tried to stay still against the wall, but ended up pushing away from it and pacing back and forth. For some reason I was nervous. I had worked alone with Selena a couple of times before, but in the office and never after hours, let alone in her hotel room. I told myself to stop being a child. I was twenty two and had just graduated college and from what she seemed to be hinting at had just secured a job. Why was I nervous about being in a hotel room with her? 

Christ, forget the work aspect this was Steven's mom! I'd known her since middle school and...

"Hey, where are you going?"

I stopped pacing and turned around to see Selena standing in front of her door. Smooth, Austin, real smooth. Caught pacing like the idiot I was. 

"Sorry, just kind of antsy." I shrugged, "Been sitting down all day."

"Excess energy?" She smiled as she pulled out her room key. "I've had a little of that myself lately, maybe we can burn some it off tonight."

"I hope so." I tapped my lap top, "I already started a new spreadsheet and..."

I trailed off when I saw her smiling at me, "Oh, you are too funny." 

"I am?"

"Either funny or sweet, I'm fine with either." She slipped her key through the door, "At least for a little while."

She opened the door and leaning against it, gestured for me to enter. She was still in the doorway and I had to turn sideways to slip past. The door was narrow and my chest grazed her breasts. I felt my heart skip a beat and cringed, expecting her to say something. Either she hadn't noticed the incidental contact or chose to not embarrass me and simply closed the door once I was past her. 

Unlike the one large room with two beds and a bathroom that Steven and I shared, Selena had an actual suite with a bedroom visible across the room as well as a large sofa, coffee table and chairs.

"Wow, this is bigger than my apartment." I told her.

"Well hopefully you'll move on to bigger and better things soon." She said, gesturing at the room she said, "Have a seat"

I started towards one of the chairs, but she pointed towards the couch.

"Over there I want us to have plenty of room."

"Good idea, I can put the lap top on the coffee table so we can both see it."

"Right." She laughed again, "Room to work." Grinning she said, "You are a good kid, aren't you Austin?"

"I...I try to be nice." I told her, trying not to stare when she stripped her blazer off and tossed it on one of the chairs. 

"Well you should have learned enough at Brown to know where nice guys finish."

She had stopped in front of the small bar against the wall. There was a mirror over it and I could see her watching me in it. I wanted to look away as I was already staring at her exposed back, but figured it would be more obvious if I did. Selena had put her hair up at some point after our meeting and reaching up, she removed the clip from it. 

Her arms lifting caused the tight sleeveless shirt to rise revealing her smooth flat stomach. I removed my gaze from there in time to watch her long red hair flow down her back and shoulders. 

"I like to think that being nice has its rewards." I spoke to distract myself from her appearance. 

"Sometimes it does." She agreed, holding up a bottle of Jack Daniels she asked, "Would you like a drink?" 

"No, I'm fine."

"You are actually." She said and to my surprise winked at me in the mirror.

As out of character as that remark was I was more shocked to see her pour some of the bourbon into a glass and down it in several long swallows.

"Hmm," she sighed, "I needed that. It's been a long time since I've indulged myself."

"You don't drink much?" I asked watching her pour more into the glass, but this time add some ice from the bucket and take a small sip.

"I have a drink or two to unwind every night," she spoke as she turned and walked back towards me, "But far too long since I did anything else to take the edge off."

She came around the couch and sitting on the end patted the cushion next to her. "Come sit."

I nodded and slipping the bag off my shoulder, unzipped it. Removing the lap top I sat on the opposite end of the couch and put the computer on the table.

"Leave that thing alone for now." She told me.

"Okay." Leaving the lap top closed I leaned back in the corner.

Selena stared at me for a moment. Her blue eyes were unreadable, but there was a slight smile on her face.

"Really Austin?"

"Really, what?"

She narrowed her eyes and smile grew. "Wow, really that nice. That's okay though I think I like it better that way."

"What do you like better?" 

Patting the cushion next to her she said, "Come sit next to me."

I looked at her hand on the couch taking in her long red fingernails and feeling my heart miss another beat, slid over next to her.

Reaching out she tugged on my sleeve. "I said tonight was informal, why are you wearing a shirt with a collar, I know you hate them?"

"We're still working." I pointed out. "And you're still dressed for work."

"I haven't stopped today." She put her hand on her right breast, "And I've already taken my jacket off and plan on getting a lot more comfortable."

I couldn't help gawking at her hand covering her breast. I imagined the shirt and bra gone and how good her red nails would like teasing her nipple. Speaking of, staring at her chest caused me to just now notice her nipples were hard and poking through her bra and the thin shirt. The air conditioner was on, but it wasn't that cool in here. 

"Take your shirt off." She told me.

"I..."

"You have something on under it, right?"

"Yeah." I shrugged. "I always do I case you know, I'm hot and this way I don't..."

"I know why professional men should wear undershirts." She rolled her eyes, "And again tonight is not about professional so take the shirt off, I don't want to feel underdressed."

She stared at me expectantly and feeling weird, but not wanting to disobey her, I un-tucked the shirt and removed it. Beneath it was a white sleeveless shirt and reaching out Selena sent a shiver through me by trailing her nail down my left arm.

"Well then! I see you make good use of the company gym!"

"Oh," I could feel my face flushing, "T...Thanks, I like to work out. Feels good and it clears my head so I can think..."

"You think too much." She told me. She gave my arm a hard squeeze and whistled, "Damn, you've come a long way from the skinny kid, Steven brought home ten years ago."

I had no reply to that one, nor did I know what to think when her eyes made a slow trip up and down my arm and chest. Was she screwing with me? One more weird test, some kind of 'you never fool around with."

"Austin?"

"Huh? Oh, sorry, Mrs... I mean Selena."

"Oh, you remembered. Very good." She tilted her head and gave me sly smile. "I know what you're thinking."

Jeez I hoped she didn't because what I had just been thinking was how good her nipples looked through the shirt.

"You think this is one of my little tests or games."

"Yes." I nodded, "Exactly."

"I am going to put you at ease." Smiling she placed her hand on my shoulder and leaning forward whispered in my ear, "Austin the job is yours."

"It is?" 

"Yes." 

As excited as I was about the job I couldn't help but notice her warm breath on my ear. I also couldn't avoid glancing down and getting a good look down her shirt at her lacy bra and the smooth white globes barely contained in it. She sat back and said, 

"So please..."

"So Mandy, me and Steven?" I asked.

"Steven is not staying with us."

"What? But..."

"He's my son and it really wouldn't look right." She told me. "Steven is bright and will do just fine, but not with me. I have a friend who will be calling him with an offer soon. I can't work with my son. "

"Oh." 

"I know you're disappointed." She told me, "You figured you'd work together, but see Austin there is another reason I prefer him not to be around us all the time."

"What would that be?"

"I think you'll see soon enough. Now that you know your future is safe, can you relax?"

"Yeah." I let out a long sigh of relief. 

"Good." She picked her drink up off the table and after taking a long sip, placed it back on the table.

She winced as she did and rubbed her shoulder.

"You okay?" I asked.

"Just tense." She said moving her head around in a slow circle. "Long day and a lot of work ahead of us with the leads we've gotten here."

"Is there anything I can do to help?" I asked eagerly, "Maybe I can get involved with some quotes or..."

"You really want to help me out?"

"Anything you want," I smiled, "You are the boss after all."

"Hmm, I like that." She said softly. "Well in that case, you can rub my shoulders."

"Rub your..."

I stopped when she sat up and turned on the cushion so her back was to me. Gathering up her long hair, she pulled it over one shoulder.

"There you go, don't want that in the way."

"Selena I really shouldn't."

"Why? You asked if you could help."

"I meant work."

"I need to be relaxed to work." She sighed, "Austin, am I going to have to walk you through the entire night?"

"No, of course not." 

I wasn't sure what she meant, but placing my hands on her shoulders I began to work my fingers into her soft skin.

"Hmm you have nice strong hands," she purred, "That feels so-oh good!"

Her words came out in a moan and it such a thrill through me that I began to rub harder.

"Yeah, just like that, but move your hands out a little farther."

I did as she asked and with a contented sigh she leaned back into me. In spite of the AC I was beginning to sweat and hoped she didn't notice my fingers trembling as I rubbed the outer edge of her shoulders.

"You always do follow directions." She said, "Let's hope later you can take some initiative."

I rolled my eyes and let my hands slide down to her upper arms, squeezing them gently while kneading them with my finger tips.

"Hmm, there you go." She leaned further into me and swinging her legs up, put them on the arm of the couch. 

She pushed her shoes off one at a time then crossed her long legs at the ankles. I stared along the length of her black stocking clad legs, admiring their shape, then looked over her shoulder and into her lap. The skirt had ridden up far enough to see just a hint of her white thigh.

Just like in the dream she was wearing thigh highs. I worked my fingers back up her shoulders placing them close together, started kneading the back of her neck with my thumbs.

"Yes, right there!" she moaned in a tone that sounded as if I were touching an area far more sensitive than her neck. 

I was leaning forward and as I continued to stare at her legs I could smell her perfume and feel her hair against my cheek. I eased my fingers lower so I was now massaging between her shoulder blades and as she made soft sounds of enjoyment I imagined pressing my lips to the creamy skin of her neck. My cock started to swell and spreading my hands out further I started rubbing the backs of her shoulders.

"So nice." She murmured, "You do have great hands. How are you at rubbing feet?"

"Excuse me?"

"Those heels are new and I shouldn't have worn them today. My feet are killing me!"

"I'm not sure that..."

Leaning forward, Selena stood up in front of me pretty much putting her ass in my face. I leaned back before I did something stupid and was just in time because a moment later she hiked her skirt half way up to her hips. 

She had pulled it high enough to show the tops of her stockings and pinning her skirt with her arm she pushed the right stocking down. This bent her over again and my gaze was torn between checking out her ass and watching her long leg slowly revealed as she rolled down the stocking,




Milf Tails: The Benefits Package



"Sick of these things too." She said.

Lifting her foot she pulled the stocking off and letting it fall to the floor pulled down the other. I sat there stunned as she undressed in front of me. My cock was now fully hard and bending painfully in my pants. Selena turned to face me and sitting with her back in the corner swung her legs up and with no hesitation plopped her feet in my lap. 

I gasped when she narrowly missed my cock, and then stared at her feet in my lap. The tips of her toes were the same deep red as her fingers and my eyes worked down her foot then up her now bare leg. The skirt was up well past her mid thigh and she was looking at me with a smile on her face, "They're feet, Austin, I'm sure you've seen them before."

"Right, I just think that..."

"You think too much. I told you that already." I started to speak, but she raised her finger, "Bottom line when a pretty woman asks you to rub her feet you do it." She shrugged, "If you're smart anyway."

Cupping the heel of her foot in my hand, I lifted it and began rubbing her foot, working my fingers into the soft sole while my thumb pushed down on the top of it.

"Oh, that feels so fucking good." 

My eyes widened at the word fuck and my cock was now aching inches beneath her foot. I focused on her foot, watching my fingers massage it. I began rubbing the bottom of each of her toes with my thumb and she released another of those long moans. 

"Honey, that is so sweet! Hmm," she slid further down the couch.

Honey? I jumped when her other foot pushed against my cock. Putting her foot down, I quickly grabbed the other, lifting it from my obvious bulge and hoping she didn't feel it. Selena was making those little noises again as I rubbed the bottom of her other foot and risking a glance her way saw that she had her head back against the couch with her eyes closed. 

Her lips were parted slightly and her long hair was across her shoulders and chest. I was struck with how beautiful she was. My eyes found the swelling of her breasts in the tight top and I added the word sexy to beautiful. Damn she was a gorgeous woman! 

My cock was telling me it agreed as it began to throb while I looked her up and down. Her foot pushed against my cock and this time began moving back and forth.

I repressed a moan and looked down to see the sole of her foot against the length of my cock which was obvious even in my pants. My heart began to pound as she began moving her foot side by side, sliding against my bulge. I started to shift in my seat, but she removed her foot from my hand and to my dismay placed it directly on top of my cock.

"That's interesting." She said softly.

She emphasized her words by pushing her foot against my cock hard enough to let me know she was aware of it. Swinging her feet from my lap she said, "Well I guess it's time to get to work."

She stood up quickly and pushed her skirt down as soon as she had stood.

"I...I'm sorry," I began knowing I was beet red, "I um..."

"Sorry about what?" she asked. "You gave me a very nice foot rub, but now it's time to do what I brought you here for."

"Oh." I said still feeling like a jerk.

There was no way she could have not felt my cock. As it was I had my hand in my lap to cover the bulge where despite my embarrassment it was still at full attention. I figured she was just trying to let me off the hook and with a sigh, played along. 

"Okay let me get the lap top..."

"Not just yet. I need to take a quick shower then we'll get to work."

"I'll still set it up."

"No, there's something we need to talk about when I come out."

"There is?"

"Yes." She nodded, "I wasn't sure about something, but now I am and when I come out of the shower we'll do something about it."

She turned and walked across the room where she entered the bathroom and closed the door behind her. I heard the water come on and slumped back in the couch. That last remark was a little confusing, but I didn't have a good feeling about it. She knew I was hard. Had she been wondering if I had a thing for her?

If she had tonight was indeed a test and I'd failed it, getting a boner just from rubbing her feet. Now she knew and at the least I was going to get an embarrassing lecture, at worst she might say I couldn't work for her.

I closed my eyes and tried to calm down and tell myself to just relax and see what happened. I forced myself to take slow deep breaths and decided to concentrate on the numbers we would be discussing. My mind welcomed a chance to stop thinking about red hair and hard nipples and I relaxed further into the soft couch as I tried to make sense of the figures. 

"Austin?"

My eye jerked open and the first thing I noticed was that the lamps were off and the only light in the room was coming from two candles on the coffee table in front of me. I must have been really out of it not to hear....

My thoughts stopped cold when sitting up, I looked to see Selena standing in front of me wrapped in just a towel. Her red hair was wet and hanging past her shoulders and onto her chest. The towel barely covered her to her upper thigh and there wasn't a doubt in my mind she was naked beneath it. 

"You're a sound sleeper." She said, "But then again you're probably exhausted. You've been working your ass off."

"Um, yeah."

"I have too. Working hard and not having any fun." She sighed, "None at all."

"That's t...to bad." I stuttered as she stepped directly in front of me. 

She pushed my leg with her foot until I moved it. She stepped between them and I could smell her strawberry scented body wash. My cock was once again making its presence known and I wondered if I were still sleeping.

"It is. After all I always say work hard play hard. Neither of us has played much the last few months so I figured we should start together."

"What do you mean?"

"I told you that you would be getting something you wanted tonight."

"I did, I got the job." I said trying in vain not to stare at her amazing thighs that were less than a foot away from me. 

"You did, but that came from hard work and you should have expected it. But now I am going to give you what you've wanted for years."

"What...Oh goddamn!"

Without another word, Selena opened the towel, and spreading her arms wide exposed her naked body to me. 

"I..." 

I couldn't speak and gave up trying. Selena look incredible. Her breasts were bigger than I'd imagined and were perfectly round and featured nipples that were so pink I could barely see them against her milky skin. My eyes traveled down her soft stomach down to her lush thighs and focused on the small path of bright red hair between those thighs. Just beneath that hair I could see the cleft of her pussy which was as pink as her nipples. 

"You like?" she asked, tossing the towel away. "Here, I'll show you the rest."

Turning, she drew her long hair up and let me take in the smooth skin of her bare back as well as her well rounded ass. Turning back around she let her hair down and leaning forward pushed me back against the couch.

"S...Selena what..."

"Don't play coy Austin. You've wanted me since you were old enough to jerk off and I love it."

Keeping her hands on my shoulders she brought her knees up on the couch so she was now straddling me. I looked into her blue eyes and tried to speak, but all I could think of was Selena was butt ass naked and on top of me. Her amazing tits were inches from my face and I stared longingly at her swollen pink nipples.

"Well, I..."

"The last couple of years you've been looking a lot and don't think I haven' noticed all your little girlfriends look like me."

I tried to turn my head, but she caught my chin and held it.

"Don't be embarrassed, as you can see I don't mind at all."

"But...I...I'm Steven's best friend and...you're his mother!"

"Nothing gets past you." She laughed, "But," leaning forward she pressed her tits onto me and whispered in my ear. "Here's the thing."

Her hands slid down my chest and I felt my shirt being tugged from my pants.

"You were Steven's best friend when you were sleeping over and playing x-box. You're a man now Austin. And I'm not his mother right now."

She pulled the shirt up and leaning back pulled it up to my chest. Too stunned to put up a fight I raised my arms and let her remove it and toss it across the room. She leaned against me again, but this time I could feel her soft tits and hard nipples pressing into me. I moaned softly and she resumed speaking softly.

"Right now I'm a horny woman who needs to get fucked."

"Damn." I said like a fool.

"See Austin for a woman like me it's not easy. You know who asked me out when Steve's father left? His friends. Some friends huh? I don't dare with anyone from work and really don't want much in the way of a boyfriend anyway. What I want is this."

I groaned when she ground into my cock. 

"Yeah, that's what I need a nice hard cock to play with. A nice young cock. Guys my age are boring and needy. But you? You'll be a lot of fun won't you, honey?"

"Selena...oh." I moaned when she gently kissed my neck before speaking again.

"That's going to be part of your job Austin. You are going to be my built in stress relief. After work, hell during work, you'll fuck me whenever I want you to. I have to start traveling more and will need someone to come with me."

She ran her tongue along my neck sending a shiver through me. So far I'd kept my hands to my sides, but as she kissed my ear, I put them on her hips.

"That's it, don't be shy." She told me. "So how would you like that, honey? How would you like to fuck your hot boss whenever she needs it? How would you like to book two rooms every trip, but only use one?"

"Steven?"

"Will never know and I think now you see why I don't want him working with us." 

She began grinding her hips on my cock and her nipples were poking into my chest. As if they had a mind of their own my hands slid up her smooth back and under her hair.

"Now I am going to tell you one thing. Besides keeping your mouth shut there's one rule for tonight and any night after, okay?"

"W...what is it?" I moaned as she rocked side to side sliding her tits across my chest.

"I'm Selena, not Steven's mom or your boss. Selena needs to get fucked and fucked right. So I don't want you waiting to be told what to do or being shy, you fuck me the way you've always wanted to. That's why I picked you Austin. You're good looking, I know you'll keep your mouth shut because of Steven and I know how long and how bad you've wanted me. Now can you handle that?"

"Oh yeah," I breathed when she started running her nails down my chest. 

"Good." She took my face in her hands, "Because I'm not in the mood to teach." I started to speak, but it turned into a startled gasp when she pressed her lips to mine. Selena kissed me hard, her lips driving into mine. I recovered from my surprise and all thoughts of Steven or anything else left my mind as I parted my lips just in time for Selena to shove her tongue in my mouth. 

As her tongue probed my mouth she continued to grind her bare pussy into me and I was again struck with the thought she was entirely naked and all over me! Even through my pants I could feel the heat from between her legs. 

Between that heat and her swollen nipples teasing against my chest I lost all inhibitions and began running my hands up and down her back. Sliding them down to her ass, I cupped her cheeks and gave them a hard squeeze.

"Hmm," She moaned, "That's it, let those hands wander. It's all for you, honey, every bit of me is yours."

She caressed my lips softly with hers, but then moved her head to the side and began kissing my neck. I sighed at the sensation of her soft lips and wet tongue working down my neck then the top of my shoulder. 

As Selena worked her way back and began to nibble my ear, I moved my hands across the firm cheeks of her ass seeking her pussy. She moaned when I found it and I gasped at how wet she was. In the position I was in all I could do was slide my fingers up and down her lips, but she moaned loudly in my ear and pushed her hips back. 

We both moaned when my finger slipped inside her and I was amazed at not just how wet, but how hot her pussy was.

"Yeah, move that finger." She purred, "Get used to that pussy because you're going to be getting a lot of her."

Her hot breath on my neck and she was now working her hips back and forth, easing my finger in and out of her hot box. 

"I need to cum, baby." She said in my ear.

Reaching back, she grabbed my arms and pulled them from her ass. I groaned in disappointment when my hands were removed from trying to further explore her pussy. I quickly forgot that however, when Selena slid her knees up on my thighs and shoved her tits in my face. 

I eagerly sucked her right nipple into my mouth and swirled my tongue around her swollen pink nub.

"Yes!" she moaned grabbing the back of my head and shoving my face hard into her tit.

I could now bring my hands up between us and cupping her surprisingly heavy breasts began fondling them. Selena released a long sigh of pleasure as my thumb caressing her nipple while my tongue pleasured the other.

"Suck on those tits, baby!" she moaned when I switched to sucking the other, "I hope they're as nice as you thought they would be!"

"They're perfect!" I said around her pink flesh, "You're perfect."

"Hmm, flattery will," she giggled, "Your cock sucked!"

Holy shit! Hearing her say that caused my cock to begin to drip down my thigh. The idea of her on her knees taking my dick between those blow job lips caused my hips to start rocking. 

She was up on her knees and no longer pressing her pussy against me, but again Selena proved she was not out to tease. Grabbing my wrist she pulled my right hand from her tit and pressing it to her stomach guided me towards her pussy.

I didn't need any encouragement at this point, but did force myself to slowly trail my hand down her soft stomach, trying to prove I could have some patience. As if knowing what I was thinking, she said, "You can tease later, right now I want you to shove your fingers in my pussy!"

Well let it never be said I ever disobeyed my boss! I happily slipped my hand between her legs and began sliding my fingers through the lips of her wet slit. She moaned and keeping my face pinned to her tit let her head against mine. 

"Feels good," she purred, "But inside, honey. Put two fingers in that hot little pussy."

I did as she asked, easing two fingers into her tight hot flesh and she immediately began moving up and down, shoving my fingers deep inside her. She released high pitched yelp each time she drove down on my fingers, then moaned softly as I switched my tongue to her other tit.

She rode my fingers while I worked my mouth back and forth from one perfect pink nipple to the next and I noticed her yelps were getting higher pitched and she was working her hips faster.

"Put your thumb on my clit, honey. You need to make me cum!" she groaned when I pressed my thumb against her hard button. "Hmm, just think, the faster I cum the faster you get your cock in my mouth."

"Is that the new incentive plan?" I said around her tit.

Selena laughed, "I like that! That's what we're here for, baby, fun! And oh, yeah I have a lot of little bonuses in store for you! Now make me cum!"

"Yes ma'am." I murmured and began to suck her nipple much harder than before.

I pressed my thumb firmly against her clit and started rubbing it in hard fast circles. 

"Fuck yeah!" Selena cried out, "Right there, honey! Oh, right there!"

She began slamming her pussy down into my fingers and I did the best I could at that angle to move them up into her. I stopped rubbing in circles and instead started wiggling my thumb up and down on her hard button. Selena moaned and started moving her hips in a grinding circle while yelping in my ear. 

"A little more," she whimpered, "Oh, please don't stop! Oh...oh, fuck!"

Selena's pussy contracted hard around my thrusting fingers and lifting her head she emitted a long loud wail that sounded as if it had come straight out of a porno. She began bucking wildly in my lap, making it hard to keep my tongue and fingers on her nipples as well as continue to rub her clit. I managed to do it all however, and was rewarded with my smoking hot Milf boss cumming like a porn star while I worked both tits and her pussy. 

Her pussy continued to convulse around my now drenched fingers and she was yelping repeatedly as she writhed on my lap. Her pussy quivered once more and with a long sigh her body relaxed against me. Putting her arms around me, she said, "Damn I needed that."

She remained there for a moment and I easing my fingers from inside her, I put my arms around her waist, holding her to me. Her soft warm body felt amazing against me and I started to wonder what it would be like to sleep with her. Not sex, but just having her against me at night. How it would be to wake up with a woman this beautiful.

"Hmm, well like I say in work, sometimes you have to give a little to get a little, and you gave me something very nice just now."

Placing her hands on my shoulders she eased off my legs so she was standing in front of me. Reaching down she grabbed the huge bulge in my pants and squeezed. I moaned and felt a squirt of precum trickle out and don my leg.

"Damn you're hard!" she smiled, "And pretty big too. I think I'm going to enjoy sucking your cock as much as you are."

"I doubt that." I groaned as she began stroking me through the pants.

Selena laughed again, "You are going to be so much fun! Now stand up."

My heart pounding with excitement I stood up and started to lean in to kiss her. Instead-and to my delight- Selena made a show of slowly sinking to her knees in front of me. I looked down at her speechless as she unsnapped my pants and pulled my zipper down. Grabbing the sides of my pants she tugged them down a couple of inches, and then looked up at me.

"How's this for an incentive, honey?" How does your bitchy boss look naked on her knees getting ready to blow you?"

"I...wow." 

"I'll take that." She said with a wink, "Now let's see my incentive."

She yanked both my pants and underwear down to my knees causing my aching dick to spring free.

"Oh, that is quite an incentive!" she cooed, grabbing it she smiled up at me. "You're more qualified than I thought!"

I tried to respond, but it turned into a low moan when she began to slowly pump my cock in her hand. Her long slender fingers with their red nails looked damn good around my shaft, but even better was the look on her face as she stared at it. Her blue eyes were glazed over with lust and her tongue was slowly working its way across her full lips.

"So fucking hard!" she said softly, "Ah youth, it's wasted on the young." She looked up and winked, "But I won't let it be wasted on me!"

This time it wasn't a moan, but cry of surprised pleasure that escaped me, when with no hesitation, Selena took my cock deep into her warm wet mouth. I moaned softly at the sensation of her soft lips around my hard shaft. Selena moaned as well and her blue eyes rolled back as she worked my cock deeper.

She had me more than halfway down and with a soft sigh she began slowly bobbing her head. 

"Oh, God." I moaned at the feeling of her wet mouth working along the length of my cock. 

She was swirling her tongue back and forth as she sucked and I could feel it caressing me as she worked her mouth up and down. Her lipstick was now smeared along my cock and that visual caused me to twitch in her mouth. 

She caused me to cry out again when she slid my cock out until just the tip was in her mouth and then sucked hard. I could feel the pre cum squirting from me and into her mouth and after moaning softly, she removed me from her mouth and smacked her lips.




Milf Tails: The Benefits Package



"Hmm, you taste good!" she licked her lips. "Bet your cum will taste even better." She gave my cock a quick kiss, "Been a long time since I took a nice hot load in my mouth."

"Oh, Jesus." I whispered.

"Like me talking dirty? I hope so because I have to be a good girl all day so I love to be a slut in bed. You ready for me to be your slut, Austin?"

"You...you can be whatever you want to be." I told her.

"Good answer. Good boys get more than bad boys Austin, trust me. Now, where was I? Oh, that's right, I was about to suck you off!"

She flicked the tip of her tongue across the purple head of my cock, then traced a teasingly slow circle along the edge of it. I had to fight not to thrust my hips and could feel my legs trembling in excitement. Selena turned her head and made a show of rubbing my dripping cock against her soft cheek. When she pulled it away a thin trail of precum came with it and I felt my cock jump in her hand. 

Smiling up at me she rubbed me along the other side of her face. Lifting my cock so that it was pressed against me she placed her tongue at the base of my shaft and slowly licked her way up to the tip. Pressing her lips to my shaft she slid them back down to the base and I groaned at how good those soft lips felt.

When she reached the bottom she surprised me again by swirling her tongue across my balls. I moaned and reaching down put my hands on her shoulders. Selena made me cry out again she sucked my ball into her mouth and swirled her tongue around it.

I moaned at the feeling of her wet tongue sliding across my balls then again as she took the other side into her mouth. She began sucking gently while stroking my cock and my knees started to shake 

Selena's eyes were locked on mine as she switched to licking, bathing my balls with her pink tongue. She worked that tongue back up to the tip of my cock, but this time took me between her lips and back down into her mouth. I sighed as she began slowly bobbing her head and grabbing my wrists, Selena pulled my hands down to her tits.

She sighed around my cock when I began rolling her nipples between my fingers. She was sucking me down further each time and I could feel the sweat trickling down my back as more and more of my cock was taken into her wonderful mouth. Her red lips looked incredible pressed around my hard flesh and her blue eyes were wide and focused on mine as she devoured more and more of my cock

Her eyes shifted to the side and tapping my hip she pointed to the left. I turned my head and gasped. I could see us reflected in the mirror over the bar. The sight of Selena on her knees and me standing naked in front of her caused my hips to begin to move. Selena moaned her approval and wrapping her arms around my waist pulled me all the way into her mouth. I cried out at the sensation of being completely buried in her mouth. 

She gave me yet another thrill when her tongue slipped out and teased my balls. She kept her mouth still and giving my hips a squeeze pushed me back then pulled me forward again. Taking her meaning I began to thrust my hips, fucking her mouth.

Selena moaned and urged my hips to move faster. I did as she wanted and watched in the mirror as I fucked the mouth of my best friend's mother. I began pulling further back so I could watch my cock slide into her mouth.

I took in my hands on her white breasts and her arms wrapped around me. I noticed her hips were rocking and could also see her eyes were on the mirror as well. She winked at me through the mirror then began to suck me faster and harder. I moaned and my legs began shaking so badly I had to put a hand on her shoulder. 

Sensing what was wrong. Selena pulled me from her mouth and putting her hands on my stomach shoved me backwards. I fell back onto the couch and moving quickly Selena grabbed my cock with no hesitation sucked me back deep into her mouth. I moaned at how fast she sucking not only because of how fucking good it felt, but the way she was doing it. 

Selena was moaning as loud as me and was attacking my cock as if she truly were enjoying it as much as me. She had her mouth opened wider and trails of spit were sliding down my cock. Selena would then make a sloppy sucking sound as she slurped the spit back up while taking me all the way down to my balls. 

I sat back against the couch, all but whimpering at this point as I watched the woman I'd dreamed about since before High school sucking me off as she had so many times in my dreams. 

Her long red hair was fanned out across my thighs and my cock had as much of her lipstick on it as she her lips did. Her eyes were now closed and she was moaning each time my cock hit the back of her throat.

Grabbing my wrists she pulled my hands to her head. Wrapping my hands in her soft hair I began pushing and pulling, guiding her mouth up and down my cock. My hips were thrusting hard and her mouth was coming down just as fast to meet my plunging cock. 

My entire body was tense now and I was breathing hard as each time her mouth took me deep I felt closer to cumming. Selena brought her hand between my legs and taking me deep started tickling my balls with her finger tips. 

"Oh my God!" I cried out.

That move had sent me over the edge and my cock exploded into her mouth. Selena's eyes widened and she made gurgling sound as my dick erupted. My hips were out of control, plunging my spurting cock into her mouth. Each thrust ended with another squirt as my balls emptied into her incredible mouth. Selena was moaning and sucking as hard as my cock was thrusting, eagerly taking every drop I had to offer. 

When I had nothing left, I let her hair go and slumping into the couch, groaned, "Oh, goddamn!"

"Hmm," Selena removed my cock with a lip smacking final suck. "That was a lot of cum! Next time I'll let you jerk it off in my face, but the first time I had get every drop."

"Nest time?" 

"You don't listen do you," she rose up to stand in front of me. "I told you honey, consider pleasing me part of your job or a bonus whatever you want, but you will be fucking this pussy and I will be sucking this cock as often as possible."

"Now." Reaching down she grabbed my hand, "Follow me. The couch was fun for an icebreaker, but I want to be comfortable while you lick my pussy."

I let her pull me from the couch and followed her into the bedroom. I saw she had placed a couple of candles in there and that the sheets were down. A feeling of the surreal came over me as letting go of my hand, Selena crawled onto the bed in front of me. Watching her amazing ass as she crawled to the head of the bed before rolling over on her back and spreading her legs, I felt as if I really did have to be dreaming.

In front of me, Selena spread her pink pussy wide open and beckoned to me with her other hand.

"Come on, honey, it's time for me to cum in your face."

I shook off that 'this couldn't be happening feeling' and as I crawled up the bed to lie on my stomach between her legs I replaced it with a feeling of how fucking lucky was I? I'd just gotten my cock sucked by the hottest woman I knew who just happened to be my boss and had been point blank told her body was part of my job. 

Putting my hands on her soft thighs I gave each of them a kiss before turning my attention to her sopping wet pussy inches from my face.

"Don't tease, honey." She tapped her clit with her finger "We have all weekend to play. Right now you just show me how good you are with that tongue," she giggled, "We'll take our time later in a sixty nine, how's that?"

My answer was to spread her pussy and make her cry out by driving my tongue deep inside her.

"That's it!" she cried, "Eat that pussy! Show me how bad you want her!"

I swirled my tongue inside her and as she had done, sucked hard. I moaned as I received a mouthful of her juices and eagerly swallowed every drop. My nose was pressed into her hot wet flesh and I took a deep breath, savoring the intoxicating scent of her red haired pussy. I slipped my tongue from inside her and as I worked it slowly though her lips, shoved two fingers inside her now sopping snatch.

She moaned as I thrust my fingers. "That's want honey! You just take it the way you want too! You suck your slutty boss's pussy!" she giggled, "Then you can fuck your best friend's mom!"

I had been trying not to think of her that way, but it seemed to be a turn on to her which made it just fine for me. My cock had never completely softened and I could feel it pressing into the bed as my tongue found Selena's swollen pink button. 

I traced a slow circle around it, savoring the way her thighs trembled and she moaned as I teased her. I gave her clit a soft kiss then taking it between my lips began gently sucking on it. She sighed and lifting he legs put them on my shoulders. As I began swirling my tongue around her clit ran her soft feet playfully up and down my back.

"Hmm, this is the way to travel." She moaned. "A hot tub, a king sized bed and a good looking boy half my age between my legs." She smacked her lips, "The taste of cum in my mouth isn't so bad either!"

Christ she was hot!" I thought as I went back to sucking her pink nub, but harder than before as my fingers began thrusting faster. I had wondered before what Steven's father had been thinking, but now I had to think he was the dumbest mother fucker I'd ever met. 

"Right there." She sighed, "Suck on it harder, honey and pump those fingers. I'm not here to be teased, at least not first time out."

I began plunging my fingers into her sopping slit as hard as I dared and was now sucking her clit hard enough to cause my lips to smack. Selena's hips started moving in time with my fingers and she had drawn her legs up so her feet were now on my shoulders. 

"Oh, I love it!" she moaned, "I love you down there sucking my pussy! Honey, I can't wait for you to put that big young cock inside me! Oh, you are going to fuck me so hard! Aren't you, baby?"

"Hmm-mm" I moaned into her pussy as her dirty talking had me working her button even faster with my lips and tongue. 

"Yeah, you thought of this didn't you? I know you did! I have too!"

I moaned into her hot pussy again and she continued, her words coming out between a series of soft sexy moans. 

"Oh, I did when you were older. I'd lay there thinking of you jerking off to me. Stealing my panties and sniffing them. Then I'd play with my pussy thinking of you coming into my bedroom with that hard young dick and telling me you wanted me, begging me to let you fuck me!"

Her toes curled hard into my shoulder and her hips were moving faster, driving my fingers knuckle deep into her pussy.

"And I'd let you! Right there in my room, with Steven a room away I would suck your cock then get on my knees and let you fuck me as hard as you could! I'd be biting the pillow so Steven wouldn't hear me squealing and you'd whip your cock out and spray that thick hot cum all over my...Oh fuck, baby!"

I flinched when Selena released what could only be described a howl. I looked up to see she was playing with both her nipples and had thrown her head back. Her mouth was wide open and she was screaming so loud I wondered if anyone was in the next room. 

She clamped her thighs tightly around my head and bucked her hips, grinding her quivering pussy in my face. Not that I minded. I was licking her clit as hard as I could and my fingers were buried in her convulsing pussy. 

Selena was yelping and squealing louder than she had on the couch and her hips were moving so fast I stopped moving my fingers and let her do the work. Her thighs tightened around my head and I could feel them quivering as my tongue stayed busy on her throbbing clit.

Her back arched off the bed and as her pussy contracted around my fingers she let out a loud cry and as a warm wave of sticky fluid squirted around my fingers and into my face she fell back onto the bed and her legs slid limply from my shoulders.

"Oh...Oh..." she moaned, "My god, the fucking room is spinning." 

I sat up between her legs and felt a sense of satisfaction as I looked down at her. Selena's eyes were closed and she was breathing hard. Her red hair was stuck to parts of her face and shoulders from sweat and her huge tits were heaving as she tried to catch her breath.

Her red haired pussy was glistening and her thighs were sticky from her dripping. I shook my head thinking I had never seen anything so fucking hot as the woman before me. She looked completely spent, but I knew what she wanted and my cock was standing straight up between my legs and ready to give it to her.

"Hmm, that was so good." She purred, still lying with her eyes closed. "I'll tell you what, once I catch my breath, I...Oh fuck Austin!"

Deciding to take her up on me fucking her the way I wanted to, I grabbed her ankles and putting her feet against my biceps, drove my cock deep into her sopping snatch. I cried out at how hot, wet and tight her pussy was and let my cock stay buried deep inside her for a moment. I could feel her damp red bush against me and looking down into her startled blue eyes smiled and drawing my cock part way out slammed it back in.

"Fuck, I...oh!"

I began tearing into her; just flat out fucking her as hard and fast as I was able to. She wanted me to take her like a man and I would show her I could. Grabbing her ankles, I spread her legs as wide as my arms would allow and resumed fucking her.

"Fuck, fuck, fuck!' she yelped, "God that's a nice cock! Oh, honey look at you giving it to me like I need it!"

Leaning back, I pulled her towards me, lifting her hips off the bed and causing my cock to plunge into her at different angle.

"Fuck that's so deep!" she moaned.

Remembering something I saw in a porn video I put her legs against my arms and leaned forward causing her ass to come off the bed and her feet to end up almost behind her ears. I placed my hands on her tits and using her body for balance started fucking the shit out of her.

"Oh my fucking god!" she screamed, "Why the fuck did I wait so long for you? Oh god I haven't been fucked like this since I was a teenager!" 

I wanted to smile, but didn't want to look like a jerk. Instead I squeezed her tits as tight as I dared and continued my assault on her hot red little red haired pussy. I could feel her squirting each time my cock plunged into her and was aware that both our thighs were dripping from her. 

I could smell her pussy on my face and the sight of her blue eyes bulging and her face red and sweating from me fucking her drove me to push forward more and begin giving her long brutal strokes. 

She squealed each time I slipped my cock out to the tip then plunged forward with all the strength of my hips. She kept trying to say something, but couldn't get it out with me fucking her this hard. As good as this all was there was something else I had jerked off to repeatedly and knowing I wouldn't last all that long fucking her this hard, I decided to again take her the way she said she wanted to be.

Sliding my cock from inside her, I grabbed her hips and with a wrench of my shoulders turned her over onto her side.

"Look at you!" she cried, "You want your boss on her knees baby? You want my ass in the air?"

"Oh yeah. I moaned watching as she rolled onto her stomach, "I've jerked off to fucking you like this since I knew how to jerk off."

"Oh, pillow talk!" she laughed as drawing her knees up under her; she put her ass in the air.

I took a moment to admire her round ass and her glistening wet pussy peering out from between her thighs. Then grabbing her hips I plunged my cock into her so hard we both cried out again. Her pussy felt even better from this angle and I could fuck her even harder like this. I squeezed her hips and shaking my sweat soaked hair out of my eyes, started slamming her with short hard strokes.

"Fuck yeah!" she screamed, whipping her head so her long red hair flowed across her back. "Fuck me! Fuck your boss, no, better yet, fuck your best friend's mother! she is! Give it to me like I'm nothing but the dirty whore I want to be!"

Her words spurred me on and I was now giving her long hard strokes that caused both of us to groan each time my cock struck home deep inside her. 

"Look at us!" she cried.

I looked up to see we were facing the mirror over the bureau opposite the bed. I stared transfixed by the sight of us. Selena's blue eyes were wide open and with a wild look in them her mouth was open as she squealed with each hard thrust. I could see her large tits swinging back and forth as I pounded her relentlessly. 

Behind her I was slicked with sweat and every muscle in my arms and chest was bulging with effort as I strove to give her the hardest fucking I could. I wanted to be able to keep fucking her and she always said in work she appreciated the best effort and that was what I was giving her. 

I looked down and admired the sight of my long glistening cock driving into her pick pussy. I looked at her smooth creamy ass cheeks and unable to resist gave her a sharp slap to her ass.

"Oh, am I your bad girl?" she moaned, "Go ahead, baby, teach this bad girl a lesson!"

I gave the other side of her ass a slap and when she moaned in pleasure I dealt both sides of her several slaps as I continued fucking her.

"Now that's being in charge!" she cried, "I told you to take me and you are! I am do going to fuck your brains out any chance I get!"

This time I did smile as I looked at her now bright red ass cheeks both of which had my hand prints on them. I reached up and putting my hands on her shoulder pushed her upper body down into the bed. That brought her ass higher and I was now fucking her with my cock going almost straight down into her.

"Oh, oh ,oh!" she cried over and over, "God I've never gotten it this hard! Baby, you're just what this girl needs!"

My answer was long moan as fucking her this hard began to take its toll and I felt myself getting ready to cum. I slowed down a little, but each thrust was now ending in a ragged breath and a whimper as I fought to hold back.

"Hold on," she moaned, "Let me show you something new!"

I stopped grateful for the reprieve and the chance to fuck her longer. In front of me, Selena sat up, and turning on the bed laid on her right side.

"Lay on your side behind me." She said in between deep breaths. "I bet you've never done it this way."

"No." I said, but was thrilled because I had seen it in porn movies. "But I want to!"

"I'll give you everything you want and more you keep fucking me this good!"

I got on my side behind her and as she draped her leg over mine she grabbed my cock and guided it into her pussy. Wrapping my arm around her waist I started fucking her with long hard strokes, but nowhere near as hard as I could in the other position. Grabbing my hand, Selena placed it on her pussy. Taking the hint I began to rub her clit and leaning back into me she moaned, "Hmm, Slow down, baby, I want to cum on your cock."

I slowed up and moaned as I was starting to tease myself. 

"Watch us." She told me, "It why I moved."

I looked back into the mirror and smiled at the sight of her long lush body stretched out and me behind her. With her leg up over me I had a perfect view of my cock sliding in and out of her fiery pussy. Selena was adding to the show by stroking her nipples and staring at me in the mirror. 

"Faster on my clit, use two fingers." She moaned.

I replaced my thumb with two finger tips and began rubbing in circles.

"Harder." She urged me, "Harder on that clit I've already cum twice." she sighed as I obeyed, "That's right nice and hard, I'm not one of those cute little things you fucked before, I'm a real woman and you can fuck me as hard as you want."

I started driving into her as hard as the position would allow as my fingers blurred across her clit. Selena tensed against me and began rocking her hips into my plunging cock.




Milf Tails: The Benefits Package



"A little more, oh just a little more!" she whimpered.

I moaned as a little more was all I had left. My legs were shaking and I was whimpering again as each thrust brought me to the point of no return.

"Yeah, yeah....yes!"

Selena called out and letting her head fall back against my chest released a series of short sharp yelps. Her pussy contracted so tightly it was hard to shove my cock back I after sliding it out. I closed my eyes and tried to focus on each thrust not being the last. MY entire body was trembling and as Selena continued to writhe against me I moaned, "I...I can't hold back."

"Keep moving your fingers!" she pleaded.

With a pathetic moan I sped my fingers up then cried out in pleasure when reaching down, Selena pulled my cock from her quivering pussy and began to pump it.

"Watch yourself cum!" she moaned as her orgasm continued to flow through her.

My eyes found the mirror just in time to cry out and watch a huge spurt of cum spurt from my cock and land on her left tit. Selena pumped my cock furiously and I whimpered each time she reached the head and another thick stream of cum squirted out. The second and third spurts landed on her lower chest then her stomach and as she continued to pump, the last of it dribbled directly onto the patch of red hair over her pussy.

Selena sighed and I felt her body relax against mine. Her hand continued to slowly pump my spent cock and I admired the sight of my cum splattered all over her tits and stomach. 

"Damn." She whispered. 

She pushed back against me and let myself roll over onto my back. She did the same and we lay there breathing hard. Her leg was draped between mine and looking down I watched my cum oozing down her tit and across her stomach.

"My God did you fuck me, Austin. Turning her head she kissed my cheek. "You were...she winked at me, "Wow"

I laughed and she smiled at me, "Really, you have no idea how badly I needed that! I should have jumped you sooner!"

"I wouldn't have minded. " I told her.

"Well I guess its better this way; big difference between you now and being barely eighteen. I would never have wanted to be the first."

"I dreamt that a lot." I admitted,

"But then you would have gotten hung up on me and never been with anyone else. Besides," she sighed, "I was still wasting time with that idiot when you were that age. You were more of a man then than he was that's for sure. You and Steven."

"Steven, um..."

"We're not telling and he's never going to ask, Hey Austin, you banging my mother?" she laughed, "But that is why I am setting him up somewhere else. This way he won't know about all those late nights and weekends you're working with me." She kissed my cheek again, "Oh, I was so busy fucking you I didn't say congratulations on the job."

"Thanks." I let out a deep breath and felt my body relaxing. 

Next to me Selena stretched, arching her back off the bed and causing my cum to ooze down her stomach towards her moist red pussy.

"I need a another shower." She smiled at me, "Care to join me?"

"I'd love to." I told her, "But..." I frowned as something had just dawned on me.

"But what?"

"What about the work we needed to do?"

She laughed loudly, "There is no extra work. I needed an excuse to keep you back while everyone else was out of our way." She winked, "Steven can have his Melissa all night and the room to himself, because I have you, honey."

I frowned as something had just dawned on me. "Can I ask you another question?"

"Honey, after fucking me like that you can ask me anything!"

"Did I just get the job for this? I mean I really want to do well and move up and..."

"Of course you earned it Austin," she turned serious. "The fact you would even care to ask that question proves your work ethic. You flat out earned it Austin. You beat out the others including Steven on your work, not this."

I gasped as she reached down and squeezed my dripping, semi hard cock.

"But, she sighed, "There is some bad news good news about the job."

"What?" I asked trying to focus as she began stroking my cock.

Rolling over onto her side, she said, "Bad news is it is entry level so there is not much more money than what you're making now."

"Oh, well okay." I breathed as she was managing to coax my cock into readiness again.

Sliding down the bed so her head was level with my cock she began, "The good news is," she took me into her mouth and I whimpered as my exhausted cock responded to her persuasive tongue and became hard in seconds, removing it from her mouth she winked at me,

"The good news is I hear the benefits package is amazing!"

Author's note: Poor Austin, I heard he started working longer and longer hours. Seems the poor guy's boss was always riding him pretty hard about something. Yeah, that was lame, it's why I write porn, not comedy. Despite the bad joke I hope you take a moment to vote and comment on the story and let me know what you thought of it. In the meantime I'm already planning my next installment of this series so be on the lookout for another Milf Tails adventure. Lovecraft68