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Sister In Law Discovers A Secret

Posted by: Age: 30 Posted on: 4 comments
8 likes 3039 views Category: Masturbation Male-Female Tags: blonde, panties, lingerie, hand job
A night out celebrating, my secret, and a curious sister-in-law leads to a daytime meeting filled with erotic pleasure.

So around ten or so family members including spouses were out celebrating on a fall evening at the local watering hole. As the night progressed, I noticed a provocative twinkle in my sister-in-laws eye, but with everyone being married I thought nothing of it or even knew if I had anything to do with it. Now she is very attractive and has a very nice set of boobs and likes to show them up with low cut shirts. She also has longer blonde hair that has always been on a turn on for me since I have never been with a blonde before. For being a shorter woman, she also has great legs and likes to wear business dresses and nylons. This night she was in a silky summer dress and looking very nice. After a few glasses of beverage, she began to playfully grab my ass when no one was looking. This was kind of strange behavior for her but I just took it in stride and let the night go on. That was until we were getting some food in the back room and she did it again but this time slid her hand underneath my jeans to grab my ass. That was when her eyes widened and I could tell it was from half shock and half arousal. She had just discovered that i enjoy wearing womens silky panties. I had been turned on to this from a girlfriend I had in college. She liked making me wear them for her and I could not say no to how soft and silky they felt against my skin. She would even take me shopping and pick them out for me, always making sure they were silky or nylon. She even got to the point of taking away all my boxers so I had to wear panties all the time, I didn't fight it much as we both got rewarded for my good behavior. Many nights began with her gentle hands softly rubbing my cock through the panties or climbing on top of me and dry humping while wearing her own silky underwear. My orgasms were so strong and memorable that after we parted ways, i stuck with wearing them. Back to the story...My sister in law Jill calmly asked me if I was wearing what she thought I was wearing as she continued to rub them against me. I turned red in the face and squeaked out a "yes, but please, please, please don't tell anyone, this has to stay between us! She leaned close and pressed her breasts against me and told me "don't worry, I won't say a word...but you and I have to have a talk." She pulled her hand out of my jeans, smiled gently and walked away saying in a very sexy tone, "I like it..a lot." The rest of night passed on normally but we did exchange some glances that you could tell she was totally into it. I also had a very nice time after I got home (and for about a week) stroking myself hard in my panties and letting go of very large loads of cum thinking about what she could of meant. I have never gotten so hard before and would make it last as long as I could before I exploded. I actually had to switch to a second pair at the last seconds and use the backside of them to hold all the cum I would spurt out. Her work coincides with mine sometimes and so from time to time, we did business together, so it wasn't out of the ordinary for her number to pop up on my cell phone. I answered and she wanted to request a meeting to discuss some new business. Thinking it was business as usual, i agreed and that was when she asked if she could just come over to my house in the morning instead of meeting at my office. Having done this before, i still thought nothing of it so we agreed on a somewhat early morning meeting when i would be by myself. The meeting day came and knowing I was going to see her, i showered and tried to jinx myself into not having anything happen by decided on a pair of nylon briefs with some lace on the side (they were my college girlfriends favorite...mine to really as they were so satiny and fit really well, just not what your going to find on the cover of any sales catalogs). I reached into my neatly organized panty/lingerie drawer and picked out a white pair. I put them on and instantly got semi-hard but tried to toss away any thoughts of pleasure. She arrived shortly after breakfast and came in a wearing a sexy business suit, low cut white satin blouse with a black skirt and nylons. My penis instantly went back to a semi-hard state and started tingling with the thoughts of what she had on underneath and what kind of panties she liked to wear. We started talking business with me trying to hide the firmness in my pants behind the kitchen island, but these actions must have been noticeable as she started giggling a little and a sexy smile emerged from her soft lips. She moved into the living room and sat on the couch, taking away any peek shots of her goodness by crossing her legs, which only made my intensity increase. At least I got to sit down and hide the fact that I had a hard on in front of my sister in law. I thought things would wrap up without incident when we started talking casually and got up like we were done. She finally got next to me to show me some paperwork and as I looked at it she started rubbing my ass again. She asked, "are you wearing them today?" Like a deer in headlights, i admitted to her I was, which she took as an open invitation to slide her hand down my slacks again. She moaned a little and it was obvious she was feeling a bit erotic this morning. She even noticed they were different and said, "oohh, these are different, you like wearing different ones! I have been thinking about you in panties ever since that night and It makes me so horny. Have you thought about it?" I said, "yes, constantly. I keep wondering what you like to wear. You wear such sexy clothes, I keep wondering what kind of sexy panties and other things you like to wear." She took out her hand, grabbed my hand, and said, "take me to your panty drawer, show me what you have, and I will show you what I have on underneath." I replied, "I keep them in the spare bedroom, are you sure you want to see them?, I actually have quite a few for being a guy." "Yes, I can't get this out of my head. You are going to look so sexy in panties, I can't wait to see you in them or how you look as I slide your pants off and let me look at them." We arrived to the bedroom and I opened the drawer for her. She agreed that I did have quite the nice selection and picked out a pink all satin one and a soft blue one which was half lace. Her hands undid my belt and quickly unzipped me so my slacks could fall to the floor, fully revealing my fully erect penis standing straight up for her and begging for her attention. She instructed me to unbutton her blouse. Her sexy yellow full lace bra barely kept her perfectly large breasts in! I then had to get on my knees at her request and unzip her skirt and slide in down her nylon encased legs. She was wearing a black short slip and nylons that only went up 3/4 of her legs. She took my wrists in her hands and forced me to slide her slip up so I could see her matching yellow silk bikini panties. Through each step my dick became harder and longer and now shuddering in my own panties. She stood me up and undid my pressed collared shirt with one hand. With the other hand came the greatest pleasure as she gripped my throbbing penis and gently started moving her hand up and down. Stroking it up and down, i moaned and we began to passionately kiss as she layed me on the bed and layed half on me and half off me, tying her legs up in mine but giving her enough room to continue jerking me off. My senses were at full alert and precum oozed out of me like never before. She was so gentle but with just enough firmness to have me savoring every tug and kiss. "Jill," I told her, "I'm not going to last long, I can feel it coming up my shaft already." I wanted it to last way longer but it seemed holding it in was only intensifying the pleasure. "This is what I want, I want to be the one to make you spurt you load all over your satin panties and soak them all over with your hot cum while your thinking about me! I love it that you wear women's underwear. Don't worry about cuming so soon, It's only making me more wet and we have a lot of time, that's why I came over so early. We are going to be here for a while and this is only the beginning." That was it! The thoughts of repaying this pleasure and the things she still had in store made me lose it. I felt my cum travelling through the inside of my penis, through the bulging tip earning for her next gripping tug and erupt with more force than it ever had before. She had shifted so she could watch and quickly pulled my panties up to catch every drip. It instantly soaked through the thin satin. Then again, another rope shot out, then again and again it kept pulsing through my dick, I didn't think I had more but more kept coming. She had gripped a little tighter and helped it out of me by focusing more towards the tip. I had to have shook and throbbed out warm gooey cum about ten times before it finally stopped. "I love it, your panties are completely soaked! You are such a good boy, you will definitely be rewarded." "Oh Jill, that was fantastic, you just gave me panty job heaven! Your the one that's going to be getting a reward" I told her. She used her blouse to clean up the jiz that was now glistening on my prick and I could already tell I was going to be getting hard again soon. The roles were soon reversed as I slid off her sexy wet yellow panties and pleasured her all the ways she wanted. Rotating from fingers in her as deep as I could do going down and kissing and licking every spot I could reach till she reached multiple orgasms. Our exhausted bodies took a brief rest and that was when further sessions of other details followed.

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