Helping Out My Friend's Cougar Wife

All Characters are over the age of 18.

My name is Dave and I have a secret to admit. I have had a crush on a good friends wife for nearly 20 years. This is the story of how it went a little " too far" one day...

I had a very interesting upbringing. My father ran off when I was an early teen and throughout my high school and college years, my mother dated a slew of idiots that I knew were not right for her (That could be another story for another time) Through those years, there were many times when it was better for me to leave the house then to get in trouble for beating the shit out of a guy that was just trying to get in my mom's pants.

This is where Mitch and Roberta (Robbie) come into the story. Mitch was a long time family friend, engineer by trade but retired at 50 (Currently 65) after a successful career. His long time girlfriend turned wife a few years ago is 15 years younger. She is a 5' 8" dirty blonde to her mid back, thicker with larger 38 DD breast. She grew up a tomboy and now living in the woods, she is more comfortable in jeans and a flannel with a hat and ponytail than a dress any day.

Throughout the years, if there was ever any issues at home, I would head to Mitch's farm to get away from it all and they welcomed me like a nephew. I have had a key to their house since I was in school and get invited to most gatherings, both family and friends. I would help them through the years with projects, building their barn, wood for winter, etc. just for me to get out of my own house.

Since I was about 18 and Robbie was about 30, I have always noticed her body and could appreciate the little bits and pieces I would get to see over the years. I couldn't tell you how many gallons of cum I have shot with her in mind. A little peak down a shirt here or there, tight jeans fitting her full ass just right.. Occasionally a peak at a fairly flat stomach with a little extra as she is lifting something high above her head, all of these things have fed my desire for her over the last 2 decades.

One day I get a call from Mitch asking to keep an eye on their house for a couple days while they go out of town to a wedding. I say no problem as I have a key and the one spare room is known by many as " Dave's Room". So fast forward to Thursday after work and they are gone and I go to stay the weekend and take care of their dogs and horses. I do the chores that I have helped with over the last many years and settle in to get something to eat and have a couple beers. Of course the fridge is packed with food and drinks as our typical form of payment back and forth, never money, just a heartfelt thank you is always enough.

I take the dogs out for a final time and as I come back in, their little dog runs into their master suite and I follow him to see if he will stay with me that night. I step into their room that I haven't seen since I helped them move in years ago and immediately a couple things catch my eye. I see some folded clothes tossed on the bed and figure those didn't make the cut while packing. I follow the dog to the other side other their bed and I see a pair of black silky underwear hanging over the edge of the laundry basket. The dog runs out of the room but I am somehow drawn to the panties as I finally have the opportunity to see what Robbie wears.

I pick them up, heart pounding and look at the gusset to see a smear of creamy white and realize they are wet. This must have been the pair she was wearing before they left and she changed her clothes for the long ride just hours ago. With trembling hands, I lift the panties to my face and smell her wonderful scent of a pair of panties worn all day. I am instantly hard and know I have to use them to jack off in "My Room" shortly. I go to leave the room and a naughty thought got me. "What else does Robbie have around here?"

I go to her laundry basket and dig down through the weeks worth of clothes. I find a could pairs of boy shorts, dirtied in similar fashion as the pair in my pocket and then I find a skimpy pair of baby blue lacy bikinis that have more residue in the crotch. They are crusty white and when I smell them, I know she had to have played with herself while wearing this pair.

I check drawers and snoop through her panty drawer and find some typical pairs for a 50 year old woman but then begin to find some sexy thongs and and even some lingerie sets with stockings and all. I can only dream about what her body looks like with her tits pouring out of the lacy tops and her ass being hugged perfectly in some of these panties. I am wondering around with my dick aching to be released but I keep on snooping.

I wonder around the bed to the nightstand and the first drawer contains a night mask, some books, a couple extra socks and a light. The second drawer makes me stop and stare as I open it. Inside is a plethora of sex toys; dildos, a couple vibrators of different shapes and sizes, a couple butt plugs and about 10 bottles of lube of multiple varieties and even flavors. I open the bottom drawer to find about a dozen DVD's of different porn genres, from gang bang scenes to lesbian and cream pie themes.

I can't picture my friend's sexy wife being into all this stuff. I dig deeper into the titles and I find a journal and I of course have to open it up and read through a little. Some people have dream journals, this one appears to be a "sex journal" I skim the pages of her explaining what her and Mitch did together and even her masturbating alone and I settle onto the bed to read a few more longer entries.

From what I could gather, Mitch being 15 years older and Robbie being in a sexual prime have built up some frustrations. It seems Mitch can perform about once every couple weeks with the help of some prescriptions little pills but Robbie wants and needs more than he is willing and able to produce. Apparently Mitch would rather have a couple beers with buddies than take care of her in the bedroom.

"I was so horny today while out riding I knew that when I got back to the house, I was fucking Mitch for all he was worth." She started an entry about a week or so ago. "I get back to the house, literally dripping in my panties to find that Mitch's truck is gone with a note saying he was at the VFW for a meeting that evening. I got a shower, dressed up in a sexy lace outfit and started to finger my pussy to no abandon. I know he is older than me, but the last few years he does what he has to, to keep me content. I want him to fuck me as hard as I deserve, even if it isn't with his cock, he can fuck me with one of my dildos, I just want him to make me cum instead of me always having to do it myself."

She went on to describe how she played with multiple toys in all of her holes and came 3 times before her pussy and ass were too sore for a 4th orgasm. She changed into her PJ's and was asleep by the time Mitch came home drunk and passed out before she could try to coax him into playing with her.

I am hard as a rock and begin to run her silky panties from earlier up and down my shaft as I smell and lick her pair from deeper in the basket. I got a little over excited and begin to cum into those black panties and instantly thought about the mess I just left in those panties. I hurriedly closed the drawers and returned everything as best I could and put everything back as I found it. I took the two pairs of panties to "My Room" and planned on using them again in the morning.

I go to "my room" and sleep an unsteady night away wake in the morning with a terrible hard on that I know I need to take care of. I fight the urge and plan on having more drawn out fun this evening. So I go about the day. playing in the field with the dogs and tending to their other animals. I come back from their pasture and my heart sinks, there sitting in the driveway is Robbie's car. I take care of the horse I rode, and slowly work my way into the house. Robbie is sitting at the kitchen counter with a look I have never seen on her face before. She has almost a scowl across her beautifully wrinkling face, aged from years of sun and farm life and little to no makeup.

"What happened to the wedding, I thought it was today and you were going to have fun tonight at the reception? Where's Mitch?" I asked.

" It is, but my mom called and said she was heading to the hospital and I should come home, well halfway to her house, I got a call from a nurse that it was just her dementia kicking in and all was good there and not to worry." She continued. " I was too far back this direction to make it before the wedding and decided I was coming back here and I would go get Mitch tomorrow. I texted you earlier but you didn't answer, you must have been busy..."

I grabbed for my phone and realized it was in the saddle bag I had on the horse and then I realized she was holding her underwear in her hand. The pairs I had sitting on my nightstand to play with my cock again tonight. "I can explain..." she cut me off before I could finish my story.

"I would like to hear your explanation of how my dirty panties came out of my room and ended up on your nightstand. By the way this pair seems to be a little heavier and has what appears to be something in the crotch that wasn't from me." She holds up the black pair that I used to catch my cum in last evening "I would genuinely like to hear, if this is what you do when we aren't home you fucking pervert." She stood up and was nearly screaming in my face. "We invite you in our home like a son and you snoop around in my underwear and play with yourself." she continued to belittle me.

As she is standing in front of me, I realize that her floral dress she wore for the wedding is just light enough of fabric to show a faint outline of a bright red lace bra through the top and also on display are hard nipples through the flimsy fabric. She spins around and in the spin, she trips slightly over her bigger dog that came into the kitchen to investigate the commotion. As she started to fall, she caught herself with her hands, not before her dress rode up and revealed the matching lace thong barely covering her pussy lips and ass hole that she now is nearly showing on display except for the small pieces of fabric.

She stood up, spun around and smoothed her dress back out as she confronted me again. "Did you look up my dress while I was falling? What the fuck is wrong with you? You couldn't help me from falling, because you had to perv on me some more. Get the fuck out of my house. Actually, first, get me my house key then get your shit and get out. I will talk with Mitch on our ride tomorrow and tell him I don't want you over here ever again.

I began to nearly tear up as I put my head down and started to trudge towards what used to be "my room". I told her not to tell Mitch, I would tell him myself. I owed them both more respect than I showed and as hard as it would be to tell basically a family member what his wife caught me with, I owed him the truth man to man. I would likely end up with a black eye and never invited anywhere again but I would man up and do it.

"Robbie, I am sorry for breaking your trust and snooping in you underwear. I followed the dog in your room, trying to chase him out for the night and I saw your panties hanging on the basket. I have been in a dry spell for a while and I have always had a thing for you and I got carried away." I grabbed my stuff and was heading for the door as I confessed this to her. " I can't believe I am almost 40 years old and got caught with panties I jerked off with like I am a fucking teenager."

"How long has your dry spell been?" She asked lightening up her glare at me for the first time.

"About 6 months since I broke up with that last girl I brought over for your bonfire a while back." I said.

"Well, Mitch seems to want to drink into a stupor every night at the club instead of even look at me it seems. Here is what I am going to propose. We can talk about taking care of each other and maybe this never has to be talked about with Mitch, OK?" She continued while it seemed here nipples got even harder and longer through the dress.

"Whatever you want Robbie, I just don't want to ruin a lifelong relationship with your husband." I say.

"When you say you have had a thing for me, what do you mean?" "Details right now will let me make a decision on what to do about this." She said starting to crack a smile.

"Robbie, since I met you 20 years ago, I have always had a thing for you. You are a beautiful woman that is comfortable with the guys. I have cum buckets thinking of that pretty face and your body is gorgeous. A real woman. No fake tits or spray on tan. You are just a real sexy woman. And if Mitch doesn't appreciate you, that is a shame."

"You like these tits?" she said as she squeezed her breasts together and made a massive amount of cleavage pouring out of her dress. " If you have wanted them, come get them before I change my mind." And she unties the dress and it puddles at her hips, revealing the lacy bra I got a glimpse of earlier.

I lean forward and grab her breasts with a handful in each hand. The softness of her tits squeezing around in my rough hands makes my cock lurch to life. I look at her and see a glimmer in her eye I have never seen before and bend over to lick her hard nipples through the delicate fabric as I never break eye contact with her blue eyes. Her eyes close and she tilts her head back slightly as she sighs while I kneed her tits.

"I haven't been touched like this for a long time, and I need this as much as you do." she sighs.

"You have no idea how much I have wanted you. I could never make a move on you because of Mitch. You deserve this. I will do whatever you want from me." I plead to her.

She reaches down between us and grabs my cock hard. She squeezes like a death grip and tells me she likes what she feels but wants to see it. I take my jeans and underwear off and her eyes brighten as she sees my 7" hard cock leaking along the tip. "I like what you have here mister." She smiles and she begins to jack off my throbbing dick. "Take my dress off and feel my ass while I stroke this big cock in my hands."

I lower her dress and does as she says beginning to touch her plump ass cheeks and enjoy the view over her shoulder and looking at the red fabric between her cheeks. She moans as I spread her cheeks apart and roughly squeeze them like she is doing to my cock.

"Get between my legs and eat my pussy right now!" She orders. I push her onto the kitchen island and pull her wet thong to the side. I begin to lick up and down her lips and she is starting to wiggle in response. "Eat me. Harder. Fuck my pussy with your tongue. Shove it in my hole now!" She is screaming order after order as I begin to edge her towards a massive orgasm. As she starts to settle down, she gets off the counter and walks towards her bedroom.

As I approach, she is in her purse and throws me a little foil wrapped pill and tells me to take it. " I had plans for Mitch to stay hard for a while tonight and fuck me if he didn't get too drunk at the wedding." " You take this pill and maybe we can have a little more fun than I expected tonight."

I ripped open the package and took the pill as it dissolved in my mouth. "It will take a couple minutes for you to feel it in your dick so let's not waste the hard on you have now and see if we can keep it up for a while." She leans over and takes me in her mouth. I feel her experienced tongue dance across my shaft as she continues to stroke me with her fist. After a few minutes she takes me out of her mouth and puts her leg up on the bed and looks over her shoulder as she drops her panties to her knees.

" Take me from behind now." She says.

I look down as she pulls her thong aside and see a red butt plug staring back at me. "What is in your ass?" I ask not familiar with what I am seeing.

"That is a butt plug baby. When I drink at weddings I get super horny and wanted to get fucked in the ass tonight." She smiled. "Maybe we can pretend to still be at the wedding and you can still fulfill that for me."

I begin to stick my cock in her soaking wet pussy and slide easily into her depths. I get into a pretty good rhythm and know I am quickly approaching an orgasm. "I'm going to cum." I warn as I begin to pull out of her. Robbie spins around and takes my dick in her mouth and begins to suck and jack my shaft furiously and I cum into her mouth. She swallows my load and shows me her empty mouth.

She comes up and kisses me deep on the mouth, our tongues fighting like I have never kissed a woman before. "I want you hard again now and back in my pussy." She then begins to play with my balls and grabs them harder than I knew was possible. I ached in agony but my cock came back to life in a heartbeat.

"Tell me what you were doing with my panties you fucking pervert." She said as she groped my balls harder.

"I thought of your sexy body while I jacked off my cock while I sniffed your dirty panties." I told her. " I was so fucking hard snooping in your room I had to cum thinking of cumming all over your tits and face like I have dreamed for years."

She pushed me onto the bed and began to ride me. She took her wet red thong and shoved it over my nose. "Sniff these you perv. Fuck me harder." I grabbed the underwear and held them tight to my nose and breathed deep. Her scent was intoxicating and I swear my cock got harder. She was playing with her clit and bouncing up and down on me lap to the point where I flinched thinking she was going to break my dick.

"I'm going to cum." She yelled as she raised herself off of my cock and continued to rub her clit and pussy lips like crazy. Suddenly she shuddered and my lap was wet as she began to squirt her juices across my crotch and chest. "Fuck!!!" she screamed as the second wave overcame her and she continued to leak her juices the whole length of her orgasm.

I reached up and grabbed her breasts and began to play with her nipples. She smacked my hands away and pushed me away. She got on her back on the bed and aligned my cock with her slippery opening. She grabbed my hands and brought them to her her breasts. "If you are going to play with my tits, don't be a pussy and fucking play with my tits." She said as she squeezed her hands over mine. "Pound my cunt as you twist my nipples." She told me like it was a matter of fact. "Harder. Fucking twist my nipples. Bite them now. Suck my tits and bite my nipples now." She began to squirt again as I pounded her as hard as hard as I could. I was nearly breaking the skin with my teeth as I chewed on her sensitive nipples and meat of her large breasts. She played with her clit and with every out stroke, there were juices saturating the bed underneath us.

We were soaked with sweat and her juices as we began to catch our breath. "Come get a shower, we aren't done." By this time it is 8:30 and as we approach the shower, her phone rings. She shows me that it is Mitch as she begins to answer. "Hi Honey, how was the wedding? Oh I knew she would look beautiful." She leaned over the counter and spread her legs slightly. The butt plug came back into view and she covered the phone. "Pull that plug out of my ass and lick my ass while I talk to my husband. If you do a good job I have a reward for you."

"Yep, Dave is still here. He finished up with the horses and we have had a couple beers. I don't want him driving home so he will head back in the morning when I leave to come back for you." She continued talking with her husband and snapped her finger and mouthed for me to get to work on her ass. "He has done a great job and of course the dogs love when he is here. He is off getting a shower and I am going to make him a nice thank you dinner."

I pull on the red plastic plug and watch as her backdoor stretches over the widest point and suddenly it pops out in front of my eyes, leaving a slightly open ass hole that is literally good enough to eat. I spread her cheeks apart with my hands and dive my tongue in as deep as I can and start to lick and probe her sensitive backdoor. "OOO, oh sorry babe, I just burned myself with the hot water at the sink." She told her husband as she grabbed my head and looked over her should to shake hers up and down telling me to continue.

"I know he is a good friend, he will do anything for you and I just hope he finds a girl to give him what he deserves." She said as she continued to push her ass harder into my face encouraging me to do more. "I know, we should have him over more often."

Robbie grabbed my arm and had me stand up and she walked out of the room. She came back with a bottle of clear lube, placed her leg up on the counter again while bent over and squirted it right up her opened ass. She then began to finger her ass with her leg stretched across the sink and grabbed my cock with her slippery hand. She stroked me a few times lubing up my cock with the fingers that were just knuckle deep in her ass and began to push me into her hole.

"OK babe, I have water starting to boil over and you have to get back to the reception. I love you and you can give me all the details tomorrow." She said as she hung up. "Fuck the shit out of my dirty asshole right now." She said to me as she glared over her shoulder.

I began to pound her ass hard and she was moaning for more. I carried on for quite a while until she stopped me abruptly and pulled me out of her ass. She spun around and took me right into her mouth. "I was nice and cleaned out for Mitch to fuck my ass tonight." she said as she began to suck her juices off of my cock. "I just love the taste of my well fucked ass, the only thing better would be this mixed with your cum." She then leaned against the counter again and lined me up with her pussy.

"I want your cum in my pussy right now. Please fuck me and cum deep in my cunt. Mitch hasn't cum inside me for months. I need it now." She pleaded and I began to pound her pussy.

"I am going to cum very soon." I said as I went to town in and out of her lips.

"Do it now you fucking pervert. Cum where you should have dumped that load you had in my panties." She screamed.

That put me over the edge. I came deep in her pussy as she flexed her muscles and milked everything I had out of my balls. I had a few more strokes and then I began to pull out. Her pussy was gaping open like her asshole and I leaked a few more drips of cum onto her slightly greying blonde "landing strip."

" Clean me up you perv." She said as she pushed my shoulders down and my face into her awaiting pussy. "That's it lick your cum out of my cunt. Clean up all that cum like it is the last meal you are ever going to get." When she had enough, se pushed my head away and stood up to get in the shower.

"Clean up and be downstairs for dinner in about 30 minutes" She said as she closed her shower door. "You Will be staying the night and You Will be doing all of that to me again before you leave tomorrow morning." "If you cum inside me before I leave, I can have Mitch eat me out when we get home tomorrow afternoon. He will probably hit the bottle on the drive home and not even taste your cum while I ride his face tomorrow. Keep your phone on you and I will send you a couple pictures as you see your buddy being cucked by one of his best friends." She had me staring blankly at her as she told me her plan.

"You may have fantasized about me before, but I have wanted you to fuck me for years and if I don't have to wait until after Mitch dies, that is even better. I will gladly have you fuck all my holes again and we can have our own little secret. OK Perv?" She said with a smirk.

We cleaned up, had dinner, and repeated the days events. In the early morning hours, we did it all again and after I dumped my second load into her pussy that morning, she got up and put on a sexy dark blue thong. She rubbed herself and then began to finish getting dressed.

"As long as I smell a little like pussy, he will think I was just wet from missing the wedding. Talk to you later sweetheart." She kissed me on the lips as she walked to her car to go and pick up her husband from the hotel.