I had never really been all that into “cougars”, older women just didn’t do it for me. Something about their hands, the weird spots that they always seemed to have and the bony fingers. I know it seems a bit neurotic, but it was just one of those things.

There was one exception of course, most times there is, isn’t there? My exception was Sara, my ex soon-to-be mother-in-law. Let me explain, I was with her daughter for a long time and was engaged to be married. We have since broken up, and I have not had any contact with my ex or her family, but this all happened while I was still with the ex.

This story is not as short as most on this site, but it is well worth it to read the entire thing I assure you. The foreplay is almost as much fun as the deed isn’t it?

My story starts in 2005, the year I graduated from high school. I had just turned 18 and for my birthday/graduation present my family and my ex’s family decided to give me two weeks at the ocean, the Outer Banks, NC to be specific. The first week would be spent with my family, and second with Briana’s (my ex) family.

The first week was mostly uneventful, just relaxing by the ocean and a ton of vacation sex with Briana. Something about fucking while you are on vacation is just more exciting and fun than fucking at home. Briana and I had had sex on basically every surface in the beach house we were staying in, plus we fucked at least once a day in the outdoor shower, or on the beach, in a changing room at a store, or basically any other semi-private place.

Let me pause briefly so I can explain what Briana and I look like, to give you a better picture. Briana is about 5’3” tall and weighed about 105 lbs at the time. She had shoulder length blonde hair and brilliant green eyes. She had sharp features, a lot of my friends thought she looked like Kate Moss, minus the anorexia and drug addiction. She had a petite body, with the perkiest 32B tits you have ever seen. Her nipple was about the size of a nickel and was dark in color, I loved sucking them into my mouth and keeping them hard. Her ass was literally firm enough to bounce a quarter off of. In high school she had been a basketball player, so she was solid, but still feminine. I can still get hard thinking about her sexy little body writhing in passion while we fucked.

I am about 5’9”, and at the time I was about 190lbs. Back then I was built pretty solidly, I had played football and wrestled in high school, and I was actually going to school in the fall on a football scholarship. I have blue eyes and blonde hair, which I kept short and clean. I guess I am pretty decent looking; I never had any trouble getting girls at least.

So anyways, the first week was good as far I was concerned. What more could an 18 year old guy want? After my family packed up and left, Briana and I met up with her family a few miles down the road, in Kitty Hawk, OBX. Her family had money, a lot of money, so they rented a huge 8 bedroom house right on the ocean. This place had an elevator, two pools, a hot tub, and Briana and I had the third floor basically to ourselves. Sara, Briana’s mom, had taken a bedroom on the first floor and her brother and his buddy had rooms on the second floor.

Apparently the week before Sara and her fiancé had been fighting, and as a result the fiancé decided not to come to the beach. So it was just Sara and her son who met up with Briana and I at the house. It was ok with me though, her fiancé was kind of a dick.

Sara, Jake (Briana’s little brother) and his buddy Tyler were already out at the pool when we arrived at the house. We dropped our stuff off in the bedroom and headed out to say hi.

I had never seen Sara in a bathing suit, but I knew from how she dressed at home that she had a petite little body, just like her daughter (I figured I was lucky Briana wasn’t destined to be a cow when she was older). What I saw when we got down to the pool literally made my jaw drop. Sara had a black bikini on, and it left very little to the imagination. She was lying on her stomach and she had her straps untied to tan her back. I could see just a hint of the side of her milky white breasts, and they looked awesome. Her ass was as tight as Briana’s, and her suit was pushed into it considerably, exposing most of both of her ass cheeks. Thank god I had sunglasses on, because I couldn’t stop myself from staring at her tight body lying there.

We all exchanged pleasantries and made plans for dinner that evening. Briana and I went back up to our room to unpack and shower before we went out. I was turned on from seeing her mom half naked, and I couldn’t help myself once Briana and I were behind closed doors.

As soon as the door shut behind me, I grabbed Bri by her tiny little waist and pushed her onto the bed. She fell on to her stomach and pushed herself up onto her hands and knees and looked back at me with a little sexy smirk. I loved that face, and she knew it.

I knew what she wanted, and I was more than willing to give her exactly that. I walked over and grabbed the waist of her cotton shorts and roughly yanked them down, exposing her tiny black thong and pert ass. I could see the moisture in her panties and I wanted to taste her badly. I didn’t waste time pulling her shirt off; I simply pushed her panties aside and dove into her hot, wet snatch. I loved the feel of her velvet pussy on my tongue, as I lapped at her juices she pushed back into my face and moaned in pleasure. I pushed my tongue in and out of her hole, teasing her and making her beg for more. I worked my fingers into her, first two, then three. As I finger fucked her, I licked her tight bud, leaving as much lubrication as I could.

We both knew what was coming. I replaced my fingers with my tongue once more, and started to slowly work my thumb into her asshole. I could feel her getting close to orgasm, and as she started bucking and pushing against my face, I pushed my thumb all the way into her ass. That was all it took to send her completely over the edge. She thrashed wildly and couldn’t suppress her screams as she came all over my face. Her juices ran down my chin and flooded down her legs and into the sheets. As I pulled my finger from her ass, she collapsed onto her stomach, totally spent.
She giggled and looked at me with that sexy little face and said simply “Your turn”. Like I said before, she knew what I wanted, and she was more than happy to give it to me. Seeing her mom’s tight little ass earlier, and watching Bri’s ass sway back and forth all day had me lusting for her sweet little bud.

Bri subtly pushed her ass into the air, just enough to make the angle a little less extreme. I had my shorts pulled down and my cock covered in saliva in seconds. I got into position, straddled over her body. My cock was seeping precum and I had applied a generous amount of saliva to it. I moved the tip of my dick up and down her soaking wet slit a few times, collecting even more lube. Bri cooed like a content baby, she reached back with both hands and spread her ass as wide as she could. Her asshole was perfectly pink and glistening from the spit and cum that had collected. I lowered my body down, and let the tip of my cock push into her anus just a little bit. She moaned and pushed back into me, allowing the tip to push into her, past her painfully tight sphincter. I moved into her slowly until my balls met her ass cheeks. I paused for a moment before drawing my cock back out almost all the way and then sinking into her, this time with a little more force. As I bottomed out, a grunt escaped Briana’s lips, her asshole tightened around the base of my dick. I started to slowly pump into and out of her ass, her hand slowly working her clit at the same time.

As I picked up the pace, Bri began to really enjoy the feeling of her ass being pounded. I slammed into her; each time I bottomed out I elicited a guttural grunt of pleasure. She was furiously rubbing her clit, and I could tell that she was about to have her second orgasm. I could feel the cum boiling in my balls as well, and I began to slow pump. We both erupted at the same time, her asshole clenched around my cock as I unloaded a huge load into her cavity. I must have blasted at least 9 or 10 long ropes of cum into her ass before finally collapsing on top of her. My cock slipped out of her leaking asshole, and I rolled off to the side. I loved watching my cum leak out of her asshole after I butt fucked her. Briana laid their breathing heavily, unable to speak. Her asshole was red and swelled from being pounded and she was covered with both of our fluids. God bless her young, eager heart!

Dinner that night was kind of a birthday dinner for me, so I got to choose the place we went to eat. I picked this place that sat on the water, and the five of us got a circular booth with a great view out over the ocean. Our waiter took our drink orders, and as usual Sara ordered a martini and a beer. I knew well enough to know that this meant Sara would be getting drunk at dinner and I would be driving us back to the house. It had become a pretty typical thing when her fiancé wasn’t out with us.

We were all having a lively conversation, and I could tell that Sara was getting pretty tipsy, she had two martinis and a beer before dinner even came, and when you only weigh 100lbs, that is a lot of alcohol. Sara was bitching to us about her ex husband, Bri and Jake’s dad, as usual. I didn’t like the guy either, so I was throwing in some little stabs and making a very tipsy Sara laugh quite a bit. The booth was circular, and Sara was on one end and I was on the other. Bri, Jake and Tyler were all on the inside. After we ate our food, Sara ordered yet another drink, and by this point was full blown drunk. We all thought she was a riot, just like we always did, but tonight was a little different. She was being very flirtatious with me, even more than usual. I don’t know if Briana noticed, but I definitely felt something different about the way she was talking to me and looking at me. Of course I was enjoying the attention so I didn’t say anything to Bri.

As we were about to wrap up dinner and leave, I felt a foot rubbing against my calf. I looked over at Briana and gave her a devious smile, but she looked back at me in a kind of quizzical way. I didn’t think much of it; just figured she was playing it cool. The foot kept moving up my leg until it was pushing up my shorts a bit. I put my hand under the table non chalantly and ran my finger lightly over the foot, tickling who I thought was Briana. Briana had absolutely no reaction, but Sara jumped just slightly!! I looked over at Sara, and she gave me the look, the very same sexy little look that Briana gave me earlier that day before I ate her pussy and fucked her ass!!

I couldn’t believe what she was doing, but I simply chalked it up to her being drunk as shit. I pushed her foot away before we (really she) got caught. The waiter came up with the check at that exact moment and shot me a smile, like he knew exactly what was going on. Sara handed me her wallet and told me to pull out enough cash for the check, and told me her cash was in the inside pocket (she was still giving me that damn look too). I opened the pocket and spotted the cash, and I also spotted three condoms. I wasn’t sure if this was some sort of a message, or if she just didn’t think about it, but either way my heart was beating about a thousand beats a minute and my adrenaline was pumping. Does my future mother in law want to fuck me?!

Back at the house Bri and I decided to grab a few beers and go out to the pool for a bit. Jake, Tyler and Sara were up on the deck yelling down to us and carrying on. We were all having a good time, and I was starting to get a little drunk after four or five beers.

It was about 11 p.m. or so, and Bri wanted to shower before bed, so she headed upstairs to get cleaned up. I didn’t feel like being sober just yet, so I went up and started talking to Jake and Sara. After a few minutes, Jake went to get a shower and Sara announced she needed to throw some clothes in the wash. They both got up and when their way, and left me confused and bored. Just a few hours earlier at dinner, Sara had been playing footsies with me, now at the house, she acted like nothing happened. I chalked it up to the alcohol, and didn’t think anything of it.
I wandered up stairs and Bri was getting out of the shower and doing whatever it is that women do in the bathroom before bed. She yelled out to me and asked me to go ask her mom for some q-tips.

I gave her some grief about having to go to the first floor, but then I headed down. I used the elevator and when it opened to the first floor, I noticed that all the lights were off in the hallway. I stepped out and looked over to see light coming from under the door of Lara’s bedroom. I knocked on her door and she didn’t answer. I figured she probably passed out drunk with the light on, so I cracked to door and said her name. She yelled out from the bathroom and told me to come in. I yelled in and told her I need some Q-tips and asked if she has any. She said she did and told me she would be out in a second. I walked over and sat in one of the chairs that happened to face the bathroom door. I could see into the bathroom just a bit, and I could tell that there were large mirrors across one wall over the sink and vanity. I couldn’t help but be curious and I stared intently through the crack in the door. I was rewarded with a glimpse of Sara’s beautiful backside, but it only left me even more curious.

I didn’t want to get caught peeping, and I had already been waiting for a few minutes, my on edge nerves had me paranoid and so I yelled in and told Sara that Bri could just get them tomorrow. That night, I fucked Bri again, and the whole time I was thinking about her mom.
The next day was spent on the beach, and that night we all hung out beside the pool and ate pizza for dinner. Briana and I got pretty drunk that night and fucked in the pool and the hot tub a few times. It turns out that it is actually really bad for girls to fuck in hot tubs and pools, and the next day Bri had herself a nice little UTI, and effectively ended our sex for the rest of the vacation. Usually I would have been devastated by this revelation, but for some reason I couldn’t help but think…eh, oh well.

The third day was spent on the beach again, the women lounged on the beach and Jake, Tyler and I thrashed around out in the surf. We had been packing sandwiches for lunch on the beach, but today everyone woke up late and didn’t pack anything. The house was literally only a hundred yards away, so as we got hungry, we could just go up and grab a sandwich. I was getting pretty hungry, but it was still kind of early, so I went up to the house by myself and grabbed a sandwich.

After I ate, I went upstairs to jerk off since I had the house to myself. Keep in mind I was an 18 year old kid that was around bikini clad women all day. I know I had just fucked Bri the night before, but like I said…18! After a quick jerk session I headed back down stairs. The kitchen and living room were on the second level, and I heard someone in the fridge as I came down the steps. I peeked around the corner and saw Bri bent over, her tiny bikini pushed up into her ass, and her little heart shaped ass on full display. I crept over and paused just a second before I slid my hand down the small of her back and over her ass cheeks. I pushed my fingers over the fabric that covered her pussy gave her a gentle squeeze. This made her jump and drop a pickle jar, and as she turned around it dawned on me…it wasn’t Bri.

I HAD JUST RUBBED MY GIRLDFRIEND’S MOTHERS’S PUSSY!!! Albeit over her bathing suit, but still, awkward to say the least. Sara straightened up and looked at me, but it wasn’t an angry or embarrassed look. She gave me “the look”. My cock jumped in my board shorts. Here I was standing in front of Sara, who looked amazing in her bikini, with a quickly stiffening dick having just rubbed her pussy.

I wasn’t sure what to do, my mind wasn’t working, but my body took over anyways. I stepped forward and pushed my body against Sara’s. I wrapped my arms around her, my hands cupping her ass cheeks. As I leaned my face into hers, I could feel her breath on my lips, her body was shaking. I pushed my mouth against hers, a small kiss at first, then with increased desire. My tongue invaded her mouth and she reciprocated passionately. I firmly squeezed her tight ass and pulled her into me, my rock hard cock was straining against my shorts. As we kissed I let my hands roam up her back side, her skin was burning. I broke our kiss and slowly and softly kissed her cheek and then down onto her neck. Both my hands were busy, one trying to untie her top and the other cupping her ass, my fingers inching towards her pussy.

As I untied her top, I kissed down her shoulders and onto her collarbone, letting the string fall away. All the held her top on was my body pressed against hers. I let her top fall away, as it fell to the floor; Sara gasped and bashfully covered herself. Even after our make out session, she was still shy, and it turned me on even more. She was built similarly to Bri, except she was just a little bit smaller. I picked her up, cupping both her ass cheeks and pulling her to my body as I carried her over to the couch.

I laid her down as gently as I could, but I remained standing. Lara laid there looking up at me, lust in her eyes, still covering her tits with her hands. My dick was dripping precum and I needed to let it out of its restraint. I pushed my shorts down and my cock sprang up, purple and covered with my own wetness. Sara’s eyes were glued to my throbbing, purple member and almost in a trance she reached up and took it in her hand, finally giving me a view of her perfect tits. They were about the same size as Bri’s, with just a little sag, but still perfectly perky. I was so focused on her tits, that I barely noticed that she was stroking my cock in long, slow strokes, smearing my cum all over the tip of my dick.

I needed to see the rest of her, I needed to touch her and to taste her. I knelt down between her legs and started to kiss her knee up her thigh until I was inches from her bathing suit covered mound. I could feel the heat coming off of her pussy, and her juices were soaking through her suit. I kissed her perfect hip bones and up her tight tanned belly. Sara was breathing in short, ragged breaths, her hands were at her side, digging into the couch as hard as she could. She was still trying to control herself, but she was quickly losing it. I kissed up her stomach and around the bottom of her breasts, giving both equal attention. I gently pinched her nipples and she let a moan escape her lips. I knew she was sensitive, just like her daughter. While I tweaked and pinched her nipples, I kissed and licked around her tits and her neck. I covered every inch of her perfect little body with my lips and my hands.

By the time I took her nipple into my mouth for the first time, she was already near orgasm. I hadn’t even touched her pussy yet. I sucked her right nipple into my mouth and used my tongue to swirl it around. My hands worked down her body and into her waist line, pushing her bikini down slowly. She tried to stop my hands, but her efforts were weak and I gently pushed her bottoms all the way off. As I sucked her perky tits, I massaged the inside of her thighs, inching closer and closer to her cunt. Her juices were already flowing enough that her entire mound was soaked. I collected her cum and brought it to my mouth to taste her. Sara’s eyes widened and her mouth opened in lust.

We were both ready for release, and I knew exactly how she would get hers. I pushed her legs open as wide as I could. Her cunt was obscenely splayed open, her pussy lips red and puffy, and her folds glistening. I kissed up the inside of both of her thighs, getting close enough to her gash for her to feel my breath on it, and then pulling away. Sara was going crazy, thrashing around and trying to force her legs closed. After a few passes, I finally rewarded her, I planted my mouth over her entire sex, using my tongue to explore every crevice and fold of her pussy. Sara’s moans turned into screams and her hands pushed my face further into her twat. I sucked her clit into my mouth and used my tongue to fuck into her hole as deeply as I could. It only took a couple minutes for Sara to explode onto my face, her cum sprayed out of her and covered me completely. Not only was she incredibly sexy, SHE WAS A SQUIRTER!! Sara was in a seemingly comatose state, she was breathing in short, heavy breaths and her body was slack. I continued to give her pulsing pussy little kisses, my hands were massaging her tits and pinching her hard, tight nipples.

I wanted to fuck her so bad that my cock literally hurt, I don’t remember a time that my dick was harder. I reached underneath Sara’s slack body and pulled her so that her ass was hanging just off of the couch cushion. I positioned my dick at her entrance and pushed in just a little bit. Her swollen pussy opened easily for my cock, and Sara’s mouth hung open, her eyes told me all I needed. I pushed into her slowly, enjoying the view as my dick opened her pussy wide. As I bottomed out, Sara used the muscles in her pussy to clench around my dick, the feeling was amazing. Bri had a tight pussy, but she didn’t have near the talent that her mom did.

I worked my dick into Sara, picking up the pace with each thrust. She was so wet that I could literally hear her juices sloshing around my cock, every thrust I made she met with her hips. We were slamming into each other, Sara screaming so loud that I still don’t know how they didn’t hear it down at the beach. I was close to cumming, and I wasn’t sure if Sara was on the pill, seeing as how she had condoms in her purse at dinner a couple nights before.

Almost like she read my mind, Sara told me to cum inside her. As I thrust into her cunt, Sara begged me to fill her up with my load. I felt my cum boiling, and I slammed into her as hard as I could. I emptied my load deep into her womb, pumping rope after rope of jizz into her tight cunt. As I finished, Sara’s pussy clenched around my cock, and I could feel her entire body convulsing underneath me as she had her second orgasm. Her screams were even louder, and again, she soaked me with her cum. I could feel both of our juices running down the insides of my thighs and into the carpet below.

I let my still rock hard cock slip from Sara’s sloppy pussy hole. My come was pouring out of her and onto the carpet. Her cunt was swollen and red, and her hole gaping obscenely. I gently kissed her belly and up onto her chest. Sara pulled my face to hers and drove her tongue into my mouth. We kissed passionately, my cock jumped at her force and passion. Through this whole thing, she never actually said a word to me.

As we broke our kiss, Sara smiled and said simply “Exactly what I thought”. I looked at her with a crooked smile. “Oh yea? And what exactly did you think?”

It turned out that Sara and Briana had talked about me and Bri’s sex life. Bri had told her mom how good I was in bed, and Sara had been curious ever since. I just smiled and let me ego inflate even more as Sara told me how good my cock felt, and how good I was at eating pussy.
I suggested that we get cleaned up and head back down before Briana began to wonder. Sara got up and put her suit back on, and then headed to the steps. I asked if she was going to shower, and she answered me by putting her finger into her suit and soaking it with the juices that were still in her pussy. Then she pulled her fingers out of her pussy, and licked them clean…holy shit. I nearly came again just watching her walk away.
I cleaned myself up and went back down a few minutes later, Briana didn’t even ask.

There is plenty more to this epic, and if you want the rest, you have to earn it…vote awesome.