Kelly's Diary 137 - Closing the Deal - Cover

Kelly's Diary 137 - Closing the Deal

Copyright© 2025 by Kelly85

Chapter 5: Helping Out My Aunt

Incest Sex Story: Chapter 5: Helping Out My Aunt - Realtors use all sorts of gimmicks to sell homes and my Aunt Linda is no exception. In her case, however, she offers a special "deal" most buyers can't refuse (especially the men). When that's not enough to close the deal, her daughter Kristen is there to help out. This time she was facing a critical deal with a difficult client. With her job on the line, she asked me if I wouldn't mind helping out. Of course I agreed!

Caution: This Incest Sex Story contains strong sexual content, including Ma/Fa   True Story   Incest   Mother   Father   Daughter   Cousins   Uncle   Niece   Oral Sex  

Back in my room after drying my hair and throwing on some makeup, I opened my closet door and stood naked in front of my open closet, trying to decide what to wear. When you came down to it, I suppose I could have just gone the way I was since odds were I would be losing whatever I put on pretty quickly. However, there WERE other people around who might object to me running around the neighbor in the nude, although I would bet that wouldn’t include most of the sons and fathers who stared at me whenever they thought I wasn’t looking.

Then inspiration struck me and I knew exactly what to do. It was so obvious, how could I have not thought of it to start with? After all, what fantasy seems to be on every guy’s mind at one time or another? The innocent little Catholic schoolgirl, of course. Just why guys get so turned on by a short plaid skirt, sheer white blouse and white knee socks I’ll never really understand. All I DO know is there’s never been a time when a guy didn’t trip over his tongue when he saw me in one of my naughty schoolgirl outfits.

My dad had given me my first schoolgirl costume when I was only twelve and I remember clearly to this day how excited I was when I opened the box. Of course, I couldn’t wait to show it off for him. Naturally he got hard when he watched me posing in it and I knew that he masturbated afterwards. At that age, though, I never associated his reactions with any desire to actually have sex with me. So far as I was concerned, he reacted just like any guy would have so I figured it was just his male hormones at work. Needless to say, I learned later just how naive I was back then.

Of course I had outgrown that first outfit years my dad had bought me many years ago but I still keep it around as a keepsake. He has taken me to buy new ones over the years and I love the way I look in the latest rendition. It just makes me feel so naughty to put it on and then tease my dad with it. True, technically I’m a Presbyterian and I never wore a uniform when I attended public schools, but who cares? Certainly not my dad!

Another reason for choosing a “costume” over just a regular outfit was the situation I knew I would be in later today. My aunt’s client hadn’t asked for Kelly, he wanted a young slut and I was just playing a role. If I dressed “normal”, that would make it personal and he would have to deal with the fact I was a real girl with feelings and emotions of my own. However, if he was anything like my dad, I had a feeling whoever this guy was today wouldn’t care one bit who the girl in the costume was. He wanted a fantasy girl, a schoolgirl slut, not Kelly. In a way, it was a lot like back when I was doing my escorting gig. Back then I knew the guys were lusting for the “whore” they considered me to be, not the sweet little daddy’s girl that I prefer to think of myself as being.

Wearing the outfit around town wasn’t really an option, though, as it was a little over the top in terms of how revealing it was. No sense risking getting myself arrested for street walking so I packed it in a small overnight bag along with some makeup and other essentials. It really didn’t matter what I wore to the house so I just threw on a pair of denim shorts, a tank top and sneakers. I left my hair tied back in a ponytail as I assumed I could change it around when I get to the house if need be. I looked younger in a ponytail and something told me youth would be at a premium today if my past experiences in similar situations were any indication.

One last look in the mirror and I was bouncing down the stairs (quite literally in fact if you consider I wasn’t wearing a bra) and I took up a seat in the kitchen to wait for my Aunt Linda to arrive. My mom was fixing lunch for herself; evidently my dad was spending Saturday at the office, as usual.

“So, you really sure you know what you’re getting yourself into?”

“Oh mom, it’s not like I’ve never done anything like this before.”

“Well, Linda has a history of understating things at times. God, you wouldn’t believe some of the things she got me into when we were back in school.”

“Kristen didn’t seem worried about it, Mom ... and she’s done it before so she should know.

“Yeah but I talked to Linda this morning and she’s really worried about this one. I haven’t seen her this frazzled for a long time. I’m just a little concerned about what she may have promised this guy. I know my sister and she doesn’t always think things like this through.”

Typical mom, always the one to keep things under control and in line. She was always there when my dad and I would start goofing around, policing us from doing anything we might regret later. I suppose she must have done the same thing with her sister. It’s interesting for me to compare the relationship between me and my cousin Kristen to that between my mom and her sister when they were our age or younger. I’m not exactly the most conservative girl, in case you haven’t figured that out, but Kristen sometimes makes me look like a prude. She’s the type that will do most anything on a dare and I mean ANYTHING. I guess it makes sense when you take into account what her mom’s like.

Like me, my mom was no prude growing up while her younger sister was the one always pushing the line - and crossing it most of the time from what I hear. All-in- all, I guess it should come as no surprise that my mom was the one worried about me this morning. It was sort of sweet of her but I really did feel confident I could handle myself. Besides, I assumed my aunt would be around if I needed anything.

There was no sense debating it with her any further so I just shrugged and smiled at her, which I think actually irritated her more than anything I could say. She gave me ‘the eye” but let it pass without making it into an issue. We spent the next few minutes talking about the male species in general and how bad they could be, especially jerks like the one I was getting ready to see this afternoon. Frankly, I thought it was pretty rotten of any guy to make a decision on which house to buy based on how well he got laid. Especially when he was married with kids! What would his family say if they knew he had committing adultery in the house with a girl about half his age?

Speaking of adultery, some people accuse me of being a little hypocritical about adultery in that I claim I would never do it yet when I am married yet I love it when married men do it to have sex with me. Personally, I think that’s because they don’t understand my position on it correctly. It’s really quite simple in my eyes. So far as I am concerned, adultery makes a mockery of marriage, a betrayal of your spouse, and most of all, a sin against one of God’s Ten Commandments. Clear enough? That said, that’s how I feel about adultery with regards to me and my family. There is no doubt in my mind that when I am married, I will never have sex with anyone outside my family - period. I will also expect, no I will DEMAND the same of my husband.

For those who have asked me about oral sex, I define sex with regards to adultery as the penetration of a man’s penis into a woman’s vagina (clinical enough for you?). Thus I can give a BJ to one of my husband’s friends so long as I don’t let him fuck me. The same principle would apply to my husband in that he could lick another girl or get a BJ from her so long as he only sticks his cock in me (well, me or an immediate relative in my family).

Note: Before I get letters from people pointing out the fact my dad has two situations over a 20 plus year marriage (my best friend Beth and my mom’s best friend Tammy), let me say that nobody is without sin and people sometimes make mistakes which they regret later. Beth was something I knew he wishes today he hadn’t done and as for Tammy, she presents such a unique situation that I can’t ever see it applying to anyone else,

As I said, my feelings about adultery only apply to me as I would never impose my morals and belief systems on anyone. What someone else does is between them and GOD. If a husband fucks me, then HE is the one who has sinned, not me, and he is the one who will have to eventually deal with the consequences. Personally, I don’t feel any responsibility for his actions.

What is probably the most difficult for people to understand is that it is my rigid stand on adultery that makes it so erotic and hot for me to be fucked by a married guy. This is especially true when the wife doesn’t know about it because then I know odds are she wouldn’t approve or he would tell her. Put yourself in my place and I’m sure you’ll agree with me. A husband is willing to betray his wife by abandoning his wedding vows to do something he can never take back or forget, just because he finds me so irresistibly sexy and attractive. Well that has to be about as big an ego booster and compliment any man can give me. After all, wouldn’t most guys get turned on if someone’s wife wanted him to fuck her more than her own husband and he knew he was doing it behind his back? Think about it before you condemn me for feeling the same way.

The caveat to all this is that because of what he is doing I have little respect for an adulterer as a person and would never want anything to do with him personally. This is probably the biggest reason I never fuck a married guy twice as the thrill is in the first time, not the repeats. Another reason I never do married guys twice is that I have no desire to get emotionally involved with a married man. Despite what you may think, I have absolutely no desire to and ruin or even harm his marriage in any way so sticking to my “one time” rule hopefully it keeps that from happening.

So to sum it all up, even though in my heart I despised the man I was about to have sex with, even though I knew nothing about him other than he was unfaithful to his family, at the same time it turned me on to think of having him do me. Make sense? Oh well, it makes perfect sense to me and I guess that’s what counts in the end.

My aunt was running late and I peeked out the front window thought the curtains but didn’t see her car anywhere in sight. Returning to the kitchen, I sat at the table and fidgeted. My cell phone was in my purse so I tried calling my aunt but she didn’t answer. Small wonder as no sooner had I put it back in my purse than the door opened and in she came.

“Damn girl, hold your horses!” she called out as she came down the hall, her phone ringing in her purse, “Didn’t you get my message about the change in time?”

Oops, guess I should have checked my voice mail. As she drew closer I forgot about the phone and my eyes widened as I got a better view as she emerged from the darkened hallway. Damn, she looked hot! My aunt had what looked at first to be a black business jacket except it was longer than usual, enough to cover what had to be one hell of a short skirt because the entire thing was hidden underneath the jacket. The jacket itself had four buttons but only the bottom two were done with the upper two allowing the jacket to open to reveal her ample cleavage. Like her skirt, her blouse must have been pretty risque as almost half her boobs were exposed by the jacket without the blouse even poking out a bit. Her hair, always on the short side, had been highlighted and was darker than usual. A pair of unbelievably high black strap-on heels (they had to be at least six inches) finished the look. Long sleeved and elegant, at first glance the jacket would have been quite appropriate in any business setting although a longer skirt and a less revealing blouse would have been required.

“Well for crying out loud, look at you girl!”

My mom had a dish towel in her hands, drying them off as she approached her younger sister. She was giving Aunt Linda a once-over, shaking her head slowly.

“So what the hell do you think you’re doing with my daughter this afternoon?” she asked, as if she didn’t already know the answer.

“Well, nothing worse than your husband’s done with mine!” she replied back, a grin on her face.

We all laughed as I knew exactly what she was referring to. A while back my dad had to entertain some clients and rather than hiring some hookers, he asked me and my cousin to help out. It turned out to be quite an evening as they had no idea who we really were. What made it special for me was my dad fucked me for the first time in front of them, the first time anyone outside my family had ever seen us having sex. Of course, he didn’t tell them I was his daughter but still, it was exciting for me just the same.

“Well anyway, aren’t you a little bit underdressed today?”

I looked at my mom and then back at my aunt. I couldn’t figure out what she was talking about. Sure the outfit was a bit on the slutty side, but it looked sharp and I really didn’t see anything truly indecent about it, especially considering what our plans for the day were.

My mom looked at me and laughed. “I think you’re making an assumption.”

My aunt was grinning, apparently she understood what my mom was referring to but I was still totally in the dark as to what this little secret was between them.

“Go on Linda, show her.”

My aunt shook her head slowly but she seemed to be willing to go along with my mom said, whatever THAT meant. She unbuttoned the two remaining two buttons and let the jacket front fall open. Well, duh, NOW I understood what my mom was referring to. Obviously she knew her sister a lot better than me because I never would have suspected the true story. It wasn’t that her skirt was too short or her blouse was too low cut. The truth was she didn’t even have them on! Not even the sheerest of panties or stringiest of thongs. All she was wearing was her heels, jacket and a ton of attitude.

My mom was watching me while I had my eyes remained fixed on her sister.

“Going for the kill today, I see,” my mom ribbed her sister.

“Well, a girl’s got to do what a girl’s got to do,” my aunt replied, buttoning herself back up again. Strange as it may seem, somehow I saw her differently now. For whatever reason, knowing that she was nude underneath the jacket cast her in a totally different light.

“C’mon, Kelly,” she called out to me, waving me towards the door,. “We don’t want to be late!”

I turned to my mom and hugged her. She gave me a kiss and looked me straight in the eyes.

“Now you be careful, you hear me?”

“Oh mom!” I said, feeling like I was fourteen again and going out on my first singles date.

“I know, I know,” I barely heard her mumbling as she waved goodbye. My aunt led the way to her car and soon we were off.

Looking over at her behind the wheel, it was hard not to notice that he jacket wasn’t long enough to cover her crotch when she was seated and as a result, her hairy but trimmed pussy was in plain sight as she drove. She turned her head towards me and caught me staring at her crotch and grinned broadly.

“Imagine if a cop pulled us over now!” she giggled. Yes indeed, boy could I ever imagine!

Weaving through the typical hills and turns, we eventually made it to the interstate and drove south to the exit where the home was at. On our way there, we drove by a Hilton to which my aunt pointed her finger.

“That’s where he’s staying,” she told me, like some kind of tour director. “Bastard’s probably jerking off about now. Well, he had quite the day yesterday so I can only envision what he thinks he’ll get today.”

Once past the hotel, we had to drive through the middle of an industrial park to get back where the estate homes were located. Looking at the luxurious homes, I doubted any of them were under a million dollars and it wouldn’t have surprised me if a number of them were well beyond that. A few blocks down we turned into one of the older sections where she pulled into the driveway of this massive home. She reached down to the cup holder where a remote control was located which opened the gates and then drove around a circular drive until we arrived at the front entrance.

“Quite the place, eh?” she said, looking around us. Yes indeed it was! Actually, I couldn’t remember ever being in a home this large before other than at some museum.

There was no lock box at this house; obviously showings were by appointment only and then only by selling Realtor - my aunt in this case. She opened the door with a key in her purse and bowed as she held the door open for me like some doorman. The entranceway was larger than the living room in most homes, soaring a couple of stories up with a brilliant chandelier hung in the center. Once inside, she grabbed my hand to stop me from gawking about and led me straight up a circular staircase to the master bedroom.

“Suite” would have been perhaps a better term. It was HUGE, larger than our entire second floor. The owner’s furniture was still there which included a large king-sized four-post bed which dominated the room with its presence. It was draped in beautiful linens with what had to be an incredibly expensive quilt covering it. The door to a huge walk-in closet was open but the clothes had been removed. I followed my aunt to another doorway which led to the master bath, complete with a Jacuzzi tub, shower, and multiple sinks. It alone was bigger than my bedroom back home!

“Wow!” was all I could say as I looked around the room.

“Well, I guess you know what to do from here,” my aunt said, heading back for the door. “I have to pick up Byron now. Don’t want the poor guy to rub his dick raw before he even gets a chance at you!”

With that she disappeared, leaving me alone in this massive home. Contrary to what she had said, I didn’t really know quite what to do. We had artfully avoided discussing anything specific about my “duties”. Each time I started to mention it she would change the subject, dismissing my concerns with the wave of her hand.

Judging by our trip here, I figured it would take her at least twenty minutes to reverse course and get back to the hotel and then back here again. That gave me plenty of time to change but certainly not enough to just lounge around and goof off. I emptied my bag, laying out my outfit on the bed. My first instinct was to strip off my clothes so they quickly came off and next thing O knew I was standing there in the middle of the bedroom absolutely nude. It was all I could do to resist the temptation to run around the house stark naked. Imagine what the owners would say if they knew what I was doing in their precious home. What would they think if they knew that I was standing in their bedroom without an ounce of clothing on? Even better, what I would give to see the look on their face when they found out WHY I was there.

Enough of the daydreaming, I had work to do. I quickly put my outfit on and looked at myself in this huge mirror residing the corner of the room. Between having my hair pulled back in a ponytail and the naughty schoolgirl outfit, I looked more like I was just out of high school, perhaps seventeen or eighteen instead of twenty-two. My secret hope was that he would think I had just graduated from high school rather than college.

Until now I had been so busy I hadn’t thought much more about what was about to happen in just a few minutes. Looking in the mirror, I started to ask myself who I was looking at. What was I about to allow myself to become? It had been a long time since I had done anything even remotely like this and suddenly I wondered if it was the right thing to do. It was the sort of the same feeling of remorse that I usually got before one of my escorting gigs and I knew back then it quickly faded once things got going. Even so, it still didn’t make me feel any better about myself for the moment.

My reverie was interrupted when I heard a sharp sound coming from downstairs. Turning away from the mirror, I hurried as quietly as possible down the hallway to sneak a look. Any further doubt or questions about what I was doing were quickly put aside as my curiosity grew. Sure enough, my aunt and some guy were downstairs talking in the foyer. He was turned away from me so I couldn’t see his face but between the ghostly silence and the marble floors that seemed to magnify every sound, it was easy to listen in on them.

“So Byron, now that you’ve see the place again, why don’t you just sign the papers and get to ... let’s just say more important things?”

My aunt was pressed up tight against him and it was obvious that he had discovered the “benefits” of her outfit as he had his arm around her waist and his naughty hand was up under the jacket with what looked to be a firm grip on her tight ass.

“I just don’t know Linda,” he waffled, obviously stalling to allow for more the time to fondle her ass, “I mean, you made a really great offer last night but I’, afraid I have to say, so did your competition.”

My aunt reached down to his crotch and took a handful as she pushed up even closer to him.

“Well, is there anything I can do to convince you that my offer’s the best?””

“Well, you DID offer some sort of bonus if I remember correctly from last night.”

“Oh Byron, you naughty boy,” my aunt teased, “And what would Jessica say if she knew what the bonus was?”

“Screw the bitch,” he practically spit out, “She’s the one that wants the expensive mansion to show-off to all her bitch friends. Well, then I can get what I want too.”

“And just what is it that YOU want?”

“Oh I think you know damn well what I want,” he chuckled, practically lifting her off her feet as he grabbed her ass even harder and pulled her up against him.

“Mmmmmmm, you want more of last night then?” she teased him.

“Sorry,” he shook his head, “Not that it wasn’t that much different than your competition.”

That had to really piss off my aunt but she was a trooper and took it all in stride without any hint of how she felt inside. I bet she wanted to haul off and kick him in the balls for being such a jerk but in the end, she was all business. She swallowed her pride and played the game with him.

“Well then, what can I do to make my offer better than hers?”

He chuckled and I felt a little disgusted at the way he was making her all but beg him.

“I believe you had someone else in mind to sweeten the deal,” he said, licking his lips like some dog in heat.

“Soooooo, I take it then you still want to screw my daughter?” my aunt replied softly as she rubbed his crotch some more. Her voice was so low and husky that I could barely make it out, even in the deathly silence of the room. God, she was so good at this. If I hadn’t known better, I would have thought she was feeling bad that she had to use her daughter in this way and would have preferred not to have her involved.

“That depends ... do you want to sell this house or not?” he replied arrogantly. The bastard knew he had all the bargaining power and he wasn’t afraid to rub her face in it.

“Kelly!” she called out, evidently finished with this weird banter.

We hadn’t rehearsed what would happen when she got back but I had assumed she would just lead him to the bedroom and turn him loose with me. Well, after watching her little performance, I threw out THAT idea. I stepped out into view as he turned to look up in my direction. My first impression of him was the funny way his mouth opened when he first saw me. It was obvious from his expression that he hadn’t really believed that I would be there. No doubt he had assumed it was all just my aunt teasing him or otherwise trying to convince him to sign the papers for the house.

He recovered his composure quickly and from what I could see at this distance he didn’t look all that bad. He was balding a bit and perhaps could afford to lose twenty pounds or so, but otherwise he looked rather handsome. I felt a little sense of relief as I had feared I would have to take care of some fat guy that smelled like he hadn’t showered in a week - or even worse.

“Well, so tell me. What do you think of my daughter, Byron?”

“Damn, THAT’S your daughter,” he said slowly, “Ummmmm, just how old is she?”

“Oh don’t worry about that Byron, does it really matter how old she is?”

Something told me between the outfit and hair that Byron was thinking I wasn’t even eighteen yet. Well, I can’t say I minded THAT! It’s funny how even at just twenty-two I was already starting to feel old at times, especially when I see those sixteen year-old high school girls running around the mall.

“Would it make you feel better if I told you that she was eighteen?” my aunt said, obviously implying that I was younger without actually saying so.

Byron was obviously your typical middle age guy with fantasies of reliving his teens years and having a young girl again. He probably jerked off watching Fast Times at Ridgemont High or some other teen tease movie.

“Come on down and meet Byron, honey,” my aunt called to me, waving me down the stairs.

I slowly descended the stairs, feeling almost like I was in some scene from Gone With the Wind or something except instead of wearing a beautiful flowing gown I was dressed like some street whore. Byron’s eyes were fixed on me, well at least on my body. We never really made eye contact as he looked me up and down, evaluating me like I was some side of beef in a market. When I got to the bottom, I stood by the two of them and waited silently for my aunt to take the next move. “Well Byron, you still haven’t told me what you think of my little girl.”

“Damn, she certainly looks like her mom, I’ll say that.”

It took all the willpower I could muster not to laugh. My to my mom’s chagrin, people often say I have a close resemblance to my aunt. Even so, it was still sort of funny to see how quickly he was willing to accept the whole line of crap as being true. It just goes to show how important your inner desires can be when making a judgment call. He WANTED to believe I was her daughter so it was easy for him to accept whatever my aunt told him. Byron started to reach out for me but my aunt kept him at bay.

“Now, now, Byron, we had a deal” she scolded him lightly, “You know what you have to do before you can touch her.”

“Shit, how do I know she’ll put out after I sign the papers?” he questioned, suddenly back to business again.

It was like I was being negotiated as some sort of signing bonus. Well, I guess when you think about it, that’s exactly what WAS being done.

“Come on Byron, look at her,” my aunt replied, not giving in an inch. “Isn’t she exactly the type of girl you dream about being with? So, do you want her or not?”

Clearly the negotiating strength had shifted to my aunt at this point. Byron obviously wanted me - he couldn’t take his eyes off my boobs. As the blood drained from his big head to fill his little one, his lust overcame any other worries or concerns he might be having.

“OK ... shit, where’s the papers?” he croaked. My aunt, of course, had them standing by and in a matter of minutes, whatever she needed signed was done. Byron slammed the pen down and turned to my aunt.

“There, happy now?”

My aunt nodded and looked at me and then back to him again. Byron was back in control again - at least as far as he knew it.

“Well mom, why don’t you go on and file your precious paperwork while I fuck your daughter,” he said, practically throwing it in her face as if he was seeing if he could somehow embarrass or maybe even make her feel guilty. For whatever reason, he seemed to take pleasure in trying to humiliate her. Once again, I had to give it to my aunt. She is pretty sharp and picked up on his little fetish and went along with it brilliantly.

“You know Byron, you don’t have to say it that way,” she murmured, as if she was upset by his tone of voice and words.

At first I didn’t understand why she was saying this but it seemed to be exactly the response he was hoping for as a nasty grin appeared on his face. For a moment I felt an intense hatred towards hated him; not because he was actually hurting my aunt, as I knew she was just playing along, but because I realized he was really a nasty little man. Little wonder he was cheating on his wife!

“Hey, how about if I stay? Wouldn’t you like a mother-daughter 3-some?” she offered.

Actually, I wasn’t sure if she was being serious or not. Was she truly concerned about me such that she was trying to hang around to protect me, or was she just paying along more to his ego? As it turned out, it didn’t matter.

“Noooooo, we had a deal and now it’s your turn to hold up to your end of it - or should I say it’s your daughter’s turn.”

With that he put his hands on my waist and spun me around, spanking me sharply as he pushed me towards the stairs - and the bedroom at the top of them.

The last words I heard him say to my aunt were, “Damn, your daughter’s sure got one sweet ass. I am SO looking forward to fucking her. Say bye-bye to your little girl!”

I turned on my way up the stairs to see my aunt closing the front door behind her as she left and with that I was on my own. Not far behind me was Byron, working his way heavily up the stairs. I was well ahead of him by the time I made it to the bedroom so I sat down on the bed, scooting back, and crossed my legs under me Indian style. A couple of minutes later, Byron was at the doorway, huffing a little from the climb. He took a good long look at me from the door, then slowly walked into the bedroom until he was a few feet away from me.

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