My Mother in Law recently lost her boyfriend of 15 years due to illness and has been spending more time around my wife and I. He was a home body, drinker and introvert which was not at all what she was like. My MIL was a very attractive woman but the years with him have taken a toll on her both physically and mentally. She is 5'5", sandy hair, 38 DD's, 120 lbs, 17 years older then me and has an awesome personality. Prior to them meeting she had spent a fair amount of time around us but after meeting him we saw her only on the usual holidays much to my dismay. I knew she had always been interested in me as when we were first introduced she remarked that I was very handsome and she loved my sense of humor. These events happened prior to them meeting and now that he is gone I'm hoping we can resume the "old days"

One time we were out of town for the weekend at a cottage. My now wife had gone to bed early and there was a group of 6-8 of us sitting around the fire. The MIL had come down from the cottage wearing track pants and t-shirt with no bra which I clearly noticed being that it was a cool night. She took up the seat beside me and asked if I would mind sharing the blanket I had dr**ed around me so I agreed. She mentioned she was cold and I said to her "I can tell" as she laughed and nuzzled in to me for warmth. I don't know what came over me but I began to rub her back first over her t-shirt and then under it against her bare back. She did not seem to mind so I continued doing so until I reached around her side and cupped her right breast and proceeded to rub her nipple. All of this was being shielded by the blanket so she placed her hand first on my thigh and then reached in to my shorts grabbing my cock which had precum flowing from it. Sadly nothing much happened beyond this and we went to bed. The next morning I was laying on the couch so she stopped, looked around, kissed me on the lips and grabbed my cock through my shorts.

After this incident nothing much took place for a few years save for the sexual tension and the innuendos each time we were together. My MIL and wife had an argument so there was a time where we never saw her or had any contact with her for a few years. The argument had to do with some leftover bad feelings on how the MIL had left the wife's Father years earlier for some clown. At some point they resumed talking like nothing had ever happened and we were once again seeing her more often.

The next time something happened was again out of town but this time for something to do at the MIL's cousins house which was party central. We started out by meeting her cousin who was playing in a softball tournament 20 minutes out of their town. I wasn't to keen on this until our ride to the park had to leave unexpectedly leaving just 1 car for 7 people. The MIL elected to sit on my lap for the drive home and what a ride home it would be. She was wearing a light skirt and I was wearing very light and thin shorts which were made of material similar to thermal underwear (I do not wear underwear) Every bump, twist and turn was used by the MIL to grind and punish my cock. I was seated against the right rear door so she allowed her skirt to ride up in the back as no one else could see this. As she did this I pulled my cock and balls out from the elastic waistband and soon found my cock rubbing up against her shaven vagina. Yep, I found out after she had removed her panties prior to us leaving the ballpark. Several bumps and turns later my cock was flowing with precum and I so badly wanted to position her so that I could jam my cock in her right there but how could I wife everyone including my future wife in the car. As we pulled up to the house she adjusted her skirt and I slipped my cock back in my shorts. I immediately went to the bathroom and jerked off to relieve the tension.

Later that night a few of us began drinking and by nights end I found myself in the hot tub naked, alone, soaking my sore knee but far from drunk. I was hoping the wife, MIL or one of the others females would join me but after 15 minutes no one came around. As I exited the tub I realized I had no towel but there was no one around and it was a short to get one from the closet. I never made it five steps when the MIL's cousin appeared in front of me with my junk hanging out. I covered up and apologized and asked for a towel. She said she would only get me a towel if she could see what I was trying to cover. I nervously laughed and she again asked to see it. I told her no and she said she would tell my wife that I flashed her if I did not let her see it so I pulled my hands away exposing myself to her. So here i am 25 years old standing naked in front of this 47 year old married Cougar. She glanced down and stepped closer to me when she then extended her arm and took my cock in her hand. This sounds cliche but she said it was the largest cock she had ever seen as she slowly pulled on it. She stepped closer and began licking and then sucking my nipples which got me even harder. About a minute or two in to what surely would have been a hand job at the very least we heard someone coming down the stairs so I took cover in the bathroom and grabbed a towel.

After wrapping up I exited to see the MIL and her cousin talking quietly. Apparently the MIL had told her cousin about the size of my cock earlier upon our arrival. So I now had 2 Cougars on the prowl for cock as they both egged me on to drop the towel. Moments later i sat on the couch and opened the towel up as they each took up a seat on either side of me. The cousin picked up where she left off by stroking me while the MIL massaged my balls and sucked my nipples. The MIL then leaned in taking my cock in her mouth to provide lubricant for the stroking. The cousin and MIL now exchanged jobs but the cousin was soon back working my cock with the MIL after getting a large stream of precum in her mouth (apparently she doesn't like it LOL) I have never had my cock that rock hard before or since as they both continued to work my cock until it exploded with 7 thick ropes of cum. The first 2 shots flew over my shoulder striking the wall and the remainder were deposited on my chest and stomach. The MIL continued to milk me as she leaned in to lap up the remaining cum and the cousin immediately went in to clean up mode. I thought this was the end of the night...

So it was now time to go to bed but after drinking heavily I was of course now thirsty. The wife was on some meds that made her very tired and she was out soon after getting in to bed. The MIL was sleeping nearby in another pull out couch so I then came up with a plan. I tried waking the wife asking her to get me water using my knee as an excuse for her to get up. She was pissed off but did get up to bring me water which I quickly drank. I waited five minutes and asked her again for water but this time she wouldn't get up to get me it. I kept bugging until her Mom caught on and offered to get it for me. The MIL came to grab the glass and returned minutes later taking up a seat on the edge of the mattress.It was then something unexpected happened...the wife had asked her Mom to just sleep in our bed so that she could get me water throughout the night if I needed it. What luck I have!

The MIL was now inches away from me wearing only a t-shirt and no panties while the wife was now snoring away. I edged closer to her and placed my hand in her shirt to cup her tits. In an instant her nipples were rock hard and her breathing increased as I know pulled her towards me so my cock was now firmly between her ass cheeks. I now went for the prize as I placed my hand to my mouth to wet my fingers. I circled her mound and then parted her lips so that I could rub her clit and then finger her. She began to moan so I placed my hand to her mouth and she began sucking my fingers. After making sure the wife was still snoring away beside me I moved my pinky finger to the MIL's ass and plunged it in. Minutes later she came and was now reaching for my cock which she began to stroke. She whispered to me "Put it in" I lubed my cock up, aligned myself with her and gently pulled her towards me as my cock slid in as she shuddered and came once again. I couldn't very well pound the ass off of her in the bed so I motioned for her to go the floor. I grabbed a pillow which she took and placed under her stomach meaning she wanted it from behind. With her ass elevated I jack-hammered the fuck out of her until I blew my load inside of her. We lay there for a few minutes until she pushed me back, went to the bathroom to clean up and returned to her bed without saying a word.

The next morning I woke up late, alone and confused. I got up and wrapped a sheet around me so I could head upstairs to see where everyone was only to find the MIL and her cousin sitting on the deck talking like school girls. As I got closer they grew quiet so I asked where everyone was and was told they had gone to the Fair a short time ago and be back in a few hours. The cousin offered to make me breakfast and while doing so I endured some teasing about the now stained basement wall. I told her I could not accept full responsibility and that the two of them should share in the blame. Of course, we had also discussed that this should never be spoken of outside the 3 of us as it would surely ruin many lives. I went to have a shower and with my back to the door I was soon startled when a hand reached around and began shaking my cock. It was the MIL coming to join me in the shower so I went down on her making her cum a few times and then had her grab her ankles and I pounded her ass off once again.

Before leaving that day the MIL's cousin pulled me aside saying that the next time she wanted the same treatment I gave to the MIL in the shower. Sadly that was many years ago and I took on a new job that kept me very busy with travel so the cousin never got her wish, the MIL had met someone and we were left only with sexual tension. I'm hoping that we can resume what we once had...