I guess I just love older women [MF] [cheating] [MIL] | 2016

Truth be told, there is nothing to "guess" about here -- I know I've always loved older women.

Don't get me wrong, I love my wife as well. She is a fit, big breasted brunette that never fails to turn heads. Her mother though!

My mother in law is a little bit taller than my wife, maybe 5'6, and thin. She isn't fit as much as she is just one of those women that hit the genetic lottery and has remained slender throughout her life; at 55, she could easily pass for 45. She is divorced and lives alone, and in the years prior to this story she had undergone something of a metamorphosis. Call it a mid life crisis or her finding herself, she suddenly started dressing in skin tight jeans and revealing tops.

It all started with a vintage Mustang.

About a year and a half ago, after we moved in to a new larger house that could accommodate it, I bought a 1967 Mustang. Unbeknownst to me, my mother in law (I'll call her Cheryl), had learned to drive in a 67. When we had the family over there was the mandated showing of the new toy to everyone, and after everyone had taken turns sitting in the drivers seat and taking a look under the engine, I found myself alone in the garage with Cheryl. She was asking me about the engine, her taking an interest in things like this is part of the aforementioned transformation, and I was dutifully answering and pointing things out. At some point she leaned in to the engine bay to look at something or other, and the result was something of a "presentation" from my perspective. As a red blooded male, I did what any red blooded male would do, and I looked. I guess I stared. I guess I didn't realize that the spare door mirrors I had purchased were sitting on a shelf lending Cheryl a full view of my partaking in the view. Cheryl had apparently gotten a tattoo on her lower back.

She smiled at me in the mirror and turned around to face me. I stammered out something like "New tattoo?" and she excitedly said "Oh yes! I always wanted one and I just figured better late than never!" and she turned around and pulled up her shirt a little bit to show me. "Looks awesome!" I said, nervously closing the hood. "Yeah, I got another small one here at my waistline," Cheryl was now pulling her shirt up and her jeans and belt slightly down so I could see the star she had on her lower abdomen. "Really cool, I'm too much of a wuss to ever get a tattoo, needles, eesh!" She laughed, "Well the tattoos didn't hurt as much as the piercing, but I can't go showing you that!" I didn't really know what to say to that, and was honestly still reeling from being caught staring at my mother in law's tight little ass, "Oh no? Why not?" I said and immediately regretted. "David! Don't be fresh!" Cheryl walked past me and in to the house.

I took a minute to regain my composure before following. Was she flattered by my staring? Was she horrified? Is she going to tell someone or bring it up inside? She might think it was funny but my wife would most certainly not. Unlike most of the stories on here, at this point none of what had transpired was anything I would call "exciting." There was no groovy porno music playing in the back of my head and I wasn't thinking of what my next move was to bed my mother in law. This was real life and in real life you don't wind up plowing her in the shed while everyone is inside having Thanksgiving dinner, she either tells your wife and shit hits the fan immediately or a whispering campaign starts behind your back and you're the family pariah.

I pulled my shit together and went in to the house. Everyone was over for a birthday, and talk quickly shifted to the ordering of food and who would be picking up the cake. I volunteered for this job. I'll take the Mustang and go pick it up from the bakery, about 20 minutes away. Cheryl piped up "Oh I'll come with you, I want to take a ride in the Mustang!" She sort of seemed excited, but also sort of gave me a look like she was angry or perturbed. Christ, the only thing more uncomfortable than her telling everyone I was staring at her ass is her confronting me about staring at her ass. What the fuck is wrong with me? "Great! Lets go!"

We went out to the garage and I opened the door for her and let her in to the car, I think I was trying to win her over with kind gestures. This doesn't have to be spoken of, we don't have to have this conversation, we're cool. Again, I have to emphasize, as this is reality, I was not hearing bow chicka wow wow in my head. I was staring down the barrel of the most uncomfortable conversation of my life.

We set off, and I was careful not to do anything that would seem to be trying to impress her. Somehow I thought that would only add to my problems. I didn't floor it, or peel out, or do anything cool. I just drove, 10 and 2, staring straight ahead. She spoke first. "So sorry about that back there, with the piercing thing, I was just kidding around I didn't really get a piercing. I thought it would be a funny joke but in retrospect it was just weird." She is apologizing to me? Shit! I'll take it! "Oh what? No not at all, I thought it was funny, I got the joke." She seemed satisfied with that, but the mood was still weird. We were both silent for a long time, and there was something hanging in the air around us that I couldn't quite, at the time, put my finger on.

When we arrived at the bakery, I parked in the back. I asked Cheryl to slide her seat up a bit so there would be room to put the cake on the floor in the back seat. She pulled the handle on the front of the seat and pulled the seat forward, but the seats in the Mustang are wonky. So I reached around behind her seat and kind of leaned past her to pull up on the little pin that disengages the seat mechanism and instinctively I put my left hand on her back as I did it. I had only ever moved the seat with my wife in the car, and it was just muscle memory. It was weird. I tried to play it off. I failed. "Woops, sorry!" and I patted her on the back. She laughed, and we both went in to the bakery.

We picked up the cake and Cheryl got herself a cake pop. We headed for the car, I let her in, and she gave me a hearty "Why thank you good sir!" and popped the cake pop at me. This was good, she wasn't mad about the hand, she wasn't mad about my staring. I think I'm in the clear. On the ride home she loudly and, in retrospect intentionally, sucked the shit out of that cake pop.

Edit: Sorry should say more to come if there is any interest.

Edit 2: Glad to hear there is some interest, will continue.

On the ride home I was feeling a little more relaxed, so I let the Mustang loose a few times and got a couple of little screams out of Cheryl. We got back to the house and, unfortunately, my foot loose and fancy free driving had done some damage to the cake. One of the decorative roses had become a sort of twisted looking face, and everyone enjoyed a good laugh. I took out my cell phone and took a picture of it, and Cheryl came over and asked me to send it to her. "Hey, can you do me a favor though and send it on Kik?" At the time, I didn't think much of it. I said I didn't have Kik, but I would get it and send the photo over. She texted me her username, and I shot her the photo. The rest of that visit was relatively uneventful. In retrospect, her hug when she was leaving lingered a bit longer than usual, but at the time it didn't raise any flags ... so to speak.

After we cleaned up the house from the party, I retired to the garage to dabble with the car. A few hours after they left, long after my wife had gone to bed, I got a Kik message from Cheryl. "Meant to message you and say we made it home safe, thanks for the pic! ;)" Yep, no worries, thanks for coming!

In the ensuing days, I finally started to get wise that something might be going on. Cheryl would find excuses to message me on Kik, almost always late and night and almost always with some thinly veiled excuse for the chat. Once it was just a screenshot of a photo of a Mustang like mine that she found on some website. At some point, about a week after her visit, she ended one of her messages with "Alright well sorry to bother you! You're probably already in bed, I know how early [wife] gets to sleep!" I hand an inkling that something was going on, and responded telling Cheryl that the wife was long asleep and I was working on the car. Typing bubbles. Typing bubbles.

Cheryl: "So the car is your late night mistress, I won't tell! :-P"

Me: "You're chatting with me at 2 am, you'd have just as much to explain as I do!"

Cheryl: "Our little secret, then?"

Me: "You go tit!"

Cheryl: "New nickname for me?"

Me: "Haha typo, are you looking for a nickname?"

Requesting video chat.

I accepted and up popped Cheryl, wearing what appeared to be a nighty, [feigning] surprise. "Oh! I'm sorry I didn't mean to press that!" I'm on to her now and, slightly inebriated, willing to see where this goes. We chatted for a bit, her cleavage in full view and her continuously sipping from a glass of white wine. We exchanged some lightly flirtatious exchanges, and she said she'd be turning in. She blew a kiss goodnight, I did the same, and we shutdown for the night.

The next evening, earlier (around 5-6 pm), I got a message. It was a picture of Cheryl's long legs with some mid-calf black boots. It looked like she was in a dressing room. She quickly sent a "Oops sorry!" I'm on to you Cheryl. I responded, "Those look great! :-D." Typing bubbles. Typing bubbles. "Glad you like them I'm shopping for an outfit for Saturday! I'll make sure and pick something that shows off my tattoo that you stared at!" At this point, I'm riding this train all the way. "Awesome! If you have any other cool body mods I'll need to be able to see them too!" She responded with a winking face.

Saturday, the family comes over for a visit. Cheryl is wearing the calf high boots, tight tight jeans, a big black studded belt, and a tight shirt that barely makes it to her waist. We exchange pleasantries, hugs hello, and chat as a family in the kitchen for a while. Eventually, people go off in their separate directions and she asks to see the Mustang and see what I had done with it. We retire out to the garage, and innocuously chat for a bit before she is back staring in the engine bay, looking back over her shoulder with a mischievous grin. We make eye contact, I give a bashful "Oh you!" look and we laugh. My wife comes out and tells me she and her brother are going to go for a ride in the Mustang to pick up pizza, and will be back. I protest, at this point honestly just looking for an excuse to go for another ride with Cheryl, but they insist and I open the garage door and away they go.

Cheryl asks me if there is anything she can help me with, and I say actually with the car out I have been wanting to move some of the Christmas decorations from the garage to the small back room behind the garage -- kind of a small workshop type area. This room has a door to the garage and a door to the back porch and is, overall, maybe 8'x8' in size with most of the space taken up by a work bench. We move the boxes to the back room and she pops up on the work bench. "So, do you not like the boots?" Here we go. "No, I do, I like them a lot! And I mean, the jeans are great too! The shirt ...." she smirks and for the first time it is clear to us both that we are on the same page.

She hops down and walks towards me. "You know, I knew you were staring at my ass last week when I was bent over the car." She gets closer and is staring at me. "And I could have told, but I didn't." She takes another step towards me and our shoes are touching. "Can you keep another secret?" She asks, and puts her hand somewhere between my navel and my belt. "Of course." I manage to stutter out. By the time the last syllable of "course" was out, she had stepped forward and was kissing me. Instinctively, I put one hand on the back of her head and another on the small of her back. We kissed long and deep, she jammed her tongue in my mouth and my hand slid down from her back to her tight little ass. My other hand traveled around to the front of her and grabbed her breast, our kiss breaking my lips traveling to her neck. She let out a long sigh as she had tremendous relief this was happening, and I took that as my queue to start unbuckling her belt and pants. "Not now, not enough time." she said, and pushed me back against the wall.

In one fluid motion she dropped to her knees and pulled her hair back. She ran her nails down the front of my jeans and manically unbuckled my belt and unbuttoned my pants. I blurted out something like "Ohh what about yo..." and before I could finish she had unceremoniously pulled out my cock and it was in her mouth. Okay, well if we're doing this, we're doing this.

I took control. I grabbed a handful of her hair and guided her all the way down, my throbbing cock pressing against the back of her throat. I pulled her head back and slapped my head on her nose and lips. "You want this? You've been looking for this for a long time haven't you?" She started to answer "Mmmmyes, I want you...agh" I pushed her head back down on my shaft and bobbed her back up. "You little minx, you like getting used?" ... "Use me, dadd....agghh" I pushed her back down. Her eyes were tearing and her mascara was running, but if I had any concerns she wasn't enjoying her treatment I watched her hand travel down to her unbuttoned jeans and slide to pleasure herself. With this, she started to take control.

I didn't have to continue to bob her head, her warm mouth was working overtime. She would bob down and back up, pull my cock out of her mouth with a loud pop and lick my head before deep throating me again. I wasn't going to last much longer, so I asked her where she wanted it. She looked up at me and managed to mumble out "down my throat." This was all I needed to hear, I pushed her head down and felt my cock pop down her throat. "Mmmm, fucking take it" I managed to hiss as I felt her struggling to swallow. I shot rope after rope down her throat and felt her start to go limp as she held her breath and dutifully swallowed. When I finally pulled out of her, she let out a loud and long inhale and slumped back against the wall, smiling.

I wasted no time, I had ideas. I pulled her up and kissed her again. I picked her up by her ass and plopped her down on the workbench, and began pulling her jeans down. "You're not the only one that needs to eat." I said, realizing how corny that was immediately. She leaned back and spread her legs and ran her hands through my hair. Just as I was about to bury my face in her, I heard the garage door opening. Its an old door, it takes a long time to open, but not nearly long enough for this. Her eyes widened, and we were silent for a second. I kissed her and in one motion slid my finger inside of her, to her gasp. I leaned back, put my finger in my mouth and said "Just a taste, then."

We quickly buttoned up and went to enjoy some pizza.

Edit: More to come, things progressed.

Edit: Thanks for the interest, I'll catch everyone up to where we are now in the next update!