The Coopers

I was 19 and home from my first year in college. I was not the most impressive specimen of a man, but I was growing in the right places. I kept myself fit. And damn if I wasn't horny all the time.

My family had an indoor pool in our backyard and all the neighbors freely used it. One of those neighbors was Mrs. Cooper. She was one hot MILF. I was 5'10" and she was every bit of 5'9". She was a thin blonde who looked statuesque whenever she wore heals. This happened every time she and/or her family came to the pool.

Mrs. Cooper had small "a-cup" tits but that didn't stop me from staring at her when she was sunbathing by the pool side. Usually, I stared for a while as I played with her kids in the pool. Then, eventually it would be too much and I had to run inside and jack off thinking about her.

Over the last 5 years I had been babysitting their kids. They were a lot of fun, with an daughter who was 13. She was going to be as good looking as her mother one day. They also had a 10 year old boy. Great kids and I enjoyed babysitting, especially since it let me see Mrs. Cooper in her fancy dresses before she would go out on the town.

A year ago, just before I headed off to college, the kids and I were playing hide and seek. Little Joey decided to hide in the basement by climbing some storage shelves to hide behind boxes. I heard a crash and went running. Joey was safe on the shelf, but a crate had been knocked off to the floor. It was a heavy duty black crate with a yellow lid and it had a padlock holding the lid closed. However, the distance it dropped and the weight of what was in it, caused the crate to break apart.

When I began to clean it up, I realized that it contained a stack of vintage Playboys. I immediately told the kids to go upstairs and get their pajamas on, to keep them from the mature content of the crate.

As I attempted to get things back into a busted crate, I noticed there were also several manilla envelopes. I was 18 at the time and curiosity got the better of me. When looked inside I saw nudes of Mrs. Cooper. Some were of her when she was young, but some looked more recent. One envelope had pictures of her having sex with other guys. Others had her having sex with Mr. Cooper. Then there was one that had them both blowing another man. Both of them! Leafing through the prints, it only got more wild.

When the Coopers came home, I told them about the crate and the accident. I didn't say anything about the envelopes but I also couldn't look them in the eyes. I knew I was in deep trouble.

Mrs. Cooper came up to me and hugged me tight. Inappropriately tight. She said, "It's OK Evan, we will get it all straightened out. But we may have questions for you later."

Mr. Cooper took that as a cue and came forward to join the hug. It was evident he had a hard on as it rubbed against my leg. "Yes Evan, it's no problem. Thanks for keeping everything in that crate just between us, though."

I promised them I would. They paid me twice what I normally got and I headed home. I couldn't get naked in bed fast enough. I jerked off as I leafed through those photos in my mind. I came and fell asleep right away.

I woke up in the middle of the night with a raging boner. I knew I wasn't going to sleep again with that, so I pushed the sheets off me, grabbed the other sock, and began to jack off. This time, I couldn't shake the photos of Mr. Cooper sucking a cock. There was one that suggested he was also taking a cock up the ass. I really wanted to think about Mrs. Cooper, but in those particular photos, all I saw of her was that she was on the bottom of the 69 with Mr. Cooper while some guy seemed to be fucking him.

I was trying to focus on Mrs. Coopers tiny tits with those very hard nipples but it was of no use. Mr. Cooper giving head pushed me over the edge. I came and then slept soundly.

The next week I headed off to college so the "questions" the Coopers had referred to never came up. At college I was sexually active. I tried girls of every shape and size and enjoyed them all. However, somehow I couldn't get those photos of the Coopers out of my mind. When I did jack off, at least once a day, they were what occupied my thoughts.

Finally, the school year ended and I got back home. Dad had already opened the pool and woke me up the first morning I was back to head out and clean it. He said we had a neighborhood party that night and wanted the pool as clean as possible.

When I went out it was about 8am and I was shocked to see someone was doing laps in the pool. When I got closer, I saw it was Mrs. Cooper. She was wearing a small black bikini. Though all I could see was her back, she looked damn hot.

When she made a turn at the end of the pool she noticed me staring, holding the cleaning supplies. She said, "Oh, Hi Evan," her voice seeming pleased to see me. "I'll get out and let you clean up the pool. I just needed some morning exercise."

She swam to the end of the pool where I was standing and got out. My jaw dropped. Mrs. Cooper had the biggest tits I'd ever seen on a thin woman before. Immediately there was voice behind me that said, "Don't they look great. She got them as a Christmas gift from me. Do you like them?"

I turned to find Mr. Cooper walking up to the pool. I stammered, "Yes... Oh I mean... I'm sorry... I mean... shit... yes they are nice."

They both laughed at my nervousness. "It's OK to stare," Mrs. Cooper said, "That's why I got them. Just don't let your mom catch you. I don't think she approves."

I blushed and looked down at the ground. Mrs. Cooper brushed by me on the way to get her towel. Her tits intentionally made contact with my arm. "Say Evan, We never had the chance to talk to you about the crate you found," Mr. Cooper spoke up, "Can you babysit tomorrow night? That will give us a chance to chat."

I nodded my head yes and they turned to leave. "See you for the party tonight. And then tomorrow at 7pm," Mrs. Cooper said and they walked away leaving me to stare at her ass and get harder by the second. I headed immediately for the bathroom to take care of that before I cleaned the pool.

That night we had about 50 neighbors come by. Some played in the pool. Some just stood around eating and drinking. Mrs. Cooper was there and her tits were on display in an incredibly sexy one piece. I think it was a nod toward my mom's preference for modesty but there was nothing modest about it. Every husband and teenage boy turned to look. We all had to get into the pool to hide our boners. At least I did.

The next night, I was headed to babysit. I knew they wanted to ask some "questions" and I figured I could endure almost anything they threw at me. Never the less, that walk across the street felt like three miles of nervousness.

Mr. Cooper welcomed me in and I looked around for the kids. He explained, "We shipped them off to her parents for a couple of days. We really wanted to just spend some time with you."

I gulped, wondering what that meant when Mrs. Cooper walked in. She was wearing a loose fitting white button down shirt. The bottom of it was tied so she showed her toned belly. She was unbuttoned enough to show some cleavage. She didn't have a bra on but there was no sag to those double D implants. She had on blue jean cut offs that showed off her yoga toned legs. At age 40 something, she looked incredible.

Mr. Cooper looked a bit different. He was short, maybe 5'6". His hair was graying and beginning to pull back from the widows peak. He wasn't fat, but was barrel chested. He was also very hairy on his chest, shoulders, stomach and some on his back. Tonight he was wearing a golf shirt and a pair of loose fitting athletic shorts. When he sat down he gave me a full view of his cock peaking out from his commando attire.

Mrs. Cooper asked if I'd like a beer, which was not legal, but if they didn't care, I know I didn't. Mr. Cooper asked me to sit on the couch. He sat on an overstuffed chair next to and sideways from me. When Mrs. Cooper walked back in she made a show of leaning forward to place our drinks on the coffee table. Her loose blouse allowed me to see those same nipples I remembered from the photos. Small and pink and stiff. Only now they were standing proudly atop those enhanced breasts.

She sat down next to me, leaning in close and pulling her bare feet under her. Mr. Cooper started, "Evan, we did want to talk to you about the crate you found last summer."

I interrupted, "I am so sorry. I didn't do it. Joey was trying to hide there and knocked it off. I did try to clean it up...."

Mrs. Cooper put her hand on my bare leg (I was wearing shorts) and said, "Evan, you aren't in trouble. We simply wanted to talk to you about what you saw." She said this to put me at ease. However, she didn't remove her hand as Mr. Cooper continued.

"Evan, we'd like to ask you what you saw inside the box," he asked.

"I saw that you had a vintage collection of Playboys. They were all in plastic sleeves and I promise I didn't open any of them. They are all still mint. I hope falling didn't damage them."

"The magazines are fine, Evan," Mrs. Cooper said, rubbing my leg as she did, "What about the large envelopes? What did you think of what you saw in those?" I recognized the way she phrased the questions. She didn't ask me "IF" I looked in them. She assumed I did. I knew I was caught.

"I... umm... I'm sorry. I didn't mean to invade your privacy that way. I let curiosity get the better of me. Again, I'm so sorry." I said with all sincerity.

"Evan," Mrs. Cooper said in a way meant to grab my attention, while also grasping my thigh, "I asked what you thought about what you saw."

I turned to face her better and that caused her hand to wander up my thigh even more. She was only inches from my cock and I was getting real uncomfortable.

"Mrs. Cooper, you were drop dead gorgeous in those pictures. You are still." I finally blurted out.

"Thank you Evan. You know, I've masturbated several times thinking about you seeing me. I bet you had to jack off too," she said, catching me by surprise with her forwardness.

"Yeah, I was very turned on," I confessed.

"Evan, my wife is a beautiful woman. She also enjoys sharing her body with others, as do I," Mr. Cooper said. "What about the other pictures you looked at. Did you enjoy them?"

"I'm not sure what to say. I found them interesting. They turned me on. I really haven't thought of sex in that way," I told him.

"You mean in a bisexual way?" He asked.

"Yeah, I don't know about that so much. But the pictures were really hot," I confessed.

Mrs. Cooper sat up straighter, leaned in closer to me, put her arm over my shoulder and pulled me to her. "Evan, Mr. Cooper and I would very much like to share our bodies with you. I really want you to fuck me. I've never had a boy your age and I think I would really like it. But you have to know, Mr. Cooper will be in our bed as well. Would you like that, Evan?"

I melted into her. "Yes," was the only answer I could offer.

Mrs. Cooper didn't hesitate, she pulled my t-shirt off me. The collar was a little tight and I had to help her. By the time I got it off me, Mr. Cooper was standing up. His shirt was off. He was pulling down his pants, and I could see his cock was getting hard.

Mrs. Cooper leaned in and whispered in my ear, "Do you like what you see Evan?"

"Um, it's ok." I admitted, a little half-heartedly. Honestly, I was hoping to see her naked more than him.

Mr. Cooper grabbed his cock and rubbed it as she rubbed mine. Then he said, "I'll go prepare the bed, you two take your time."

As he turned to walk away, I saw that ass of his and imagined it being fucked. It was a chubby ass with hair all over it. Damn if I know why, but my cock went hard right away. I've never thought of fucking a guy, but I think I'd like to try his ass.

Mrs. Cooper understood right away. "Honey," she said calling to him. "He doesn't want your cock. He wants your ass!!!" I was caught, embarrassed and trying to figure out how to run out the door.

Mrs. Cooper took one of my hands and placed it on a breast and said, "Evan, I really want to fuck you, but I do have a request."

At this point we were petting each other heavily. Her hand had snaked up my shorts and she had hold of my balls. We were talking close enough to be kissing. Her lips even brushed mine as she formed the words. "I'd like you to fuck my husband before you fuck me. Can you do that for me? I promise to help you do it. You won't be alone with him, I'll guide you all the way." Then she planted her lips to mine and inserted her tongue in my mouth.

After a few minutes of her stroking my cock and raping my mouth with her tongue, she pulled away and unbuttoned her shirt and untied the bottom to let me have a full view of her chest. "Evan, I'd like an answer to my question before I go further," she said with her hands on the zipper of her shorts.

I would have said "yes" to anything at that point. I do mean anything. I was a 19 year old man with a hard on bursting through my pants and a woman I didn't have to get drunk to fuck me. Of course I was going to fuck her husband first.

"Yes, whatever you want," I told her as I moved on top of her and kissed her more. This time we exchanged tongues and I took hold of her breast again. She pulled her shorts off, awkwardly because I wasn't giving up my position on top right away. Then she guided my hand to her pussy. I looked at it and realized she was a natural blonde. I know that's an odd observation in the moment, but her blonde pubes look very inviting.

"Evan, follow me into the bedroom, please," She said as she pushed me off her and took my hand to lead me.

Mr. Cooper was laying on the bed stroking his cock when we walked in. I wasn't turned off by it at all and I wondered if I might truly be bisexual. "Did Mrs. Cooper talk to you about our little deal?" He asked.

"She said if I want to fuck her, I have to fuck you first." I responded.

"Do you want to fuck me, Evan?" he asked

"Well, I really want to fuck her and the idea of fucking your ass doesn't turn me off. So yeah, I'd like to fuck you,' I admitted.

"Would you like to suck me off first, Evan?" He pressed.

"Ummmmm..." I began.

"I don't think he's ready for that, honey. I'll get you off while he fucks your ass. For now, Evan, is it OK if we both get you hard?" Mrs. Cooper interjected.

"Evan, lie on your back. I'm going to 69 with you. I'd like you to enjoy my pussy while we work together to get you nice and hard. Then, when we think you're ready, Mr. Cooper is going to sit on your cock. Would that be OK." She asked me.

I'm not usually a man of few words, but all I could say was, "yes."

Mrs. Cooper planted that sexy blonde bush on my face and I felt lips on my cock. I had no idea who was who and it didn't matter at all. Someone would take me in their mouth and suck on me while the other sucked and kissed my balls. Then they would alternate. There was a definite difference but I can't say 100% which was which.

By the way we were laying, I think Mrs. Cooper's mouth was gentle and careful. Whereas Mr. Cooper's was warm and aggressive. But I can't be sure. All I know was that I was harder than I had ever been before.

Then I realized there was only one mouth working. At the same time, Mrs. Cooper was coming on my face, I think Mr. Cooper was lubing himself up.

Mrs. Cooper got off me, leaving my face glazed with her juices. Then she said, "Mr. Cooper is going to sit on you facing your feet. I think you like the look of his ass and I want you to be able to see that."

He crawled back on the bed, smiled at me and took hold of my cock. As he jerked me off, Mrs. Cooper kissed and licked my neck. She placed a pillow under my head so I could see better.

He turned away from me and positioned himself to sit on my cock. Then I felt the strange sensation of cold lube being squirted on my shaft and then warming as he stroked it all around.

Mrs. Cooper whispered in my ear, "If you want to fuck him, you're going to have to spread his ass cheeks as he sits on you."

I'd never really touched a guy before now. This was all new. But I really was hard and horny so I reached for those hairy cheeks. They well full and warm to my touch. I put my thumbs near his asshole and pried his ass crack apart. Mr. Cooper groaned in appreciation and aimed my cock where he knew it belonged.

When he sat down, it was tight. There was a little pain on my part as my cock felt like it might bend in half. Finally, the head popped in and the feeling was amazing. I'd fucked a lot of girls but I'd never fucked their ass. (OK, that's an exaggeration. I'd fucked several girls... like six.)

Mr. Cooper kept up the pressure and my cock slid in a little more. Then he relaxed a moment, pulled back away, and then applied more pressure. This time about half my 6" went into him. A couple more times later he had me all the way in.

All this time Mrs. Cooper had been whispering in my ear. "Do you like seeing your cock in my man? Does it make you feel good? I love watching it slide in and out. Why don't you rubs his ass to let him know how much you like it."

Her dirty talk was getting me hot. His tight ass began to rise and fall on my cock. I knew I wanted to fuck her, but I couldn't imagine it would feel any better than this. I think I became an anal addict at that moment. I've been that ever since.

Mr. Cooper rode me for a while before getting off me. I thought I'd get a go at the Mrs. now but instead, he turned around to face me and sat back down. Now my view was of this hairy guy riding my cock and jerking himself off. I was a little turned off. I mean, I liked his ass. And, honestly, I liked watching him jerk off. His cock wasn't as big as mine, but it looked... nice. But having him face me seemed too intimate.

Mrs. Cooper was on it. She got back on top of me and rode my face. Damn she tasted good. I licked her juices and then sucked on her clit. I went back and forth as I did between licking and sucking. It was working, too. She began rubbing her clit from my nose to my chin. I just stuck out my tongue and let her use it like a little cock. When she came I nearly drowned.

It was then that I realized that I wasn't going to last. Mr. Cooper's ass felt so good on my cock. He would slide down on me, then tense his anus and pull back up. The feeling was intense. I was about to come.

Mrs. Cooper was clearly very experienced. She sensed what was happening and she took hold of my head and smothered me with her pussy. The next time Mr. Cooper pulled up and then went to settle down on me, I thrust my hips and blew my load into him. The feeling of his ass and the smothering of pussy was mind blowing. I had never come that hard. I knew this wouldn't be the only time I had this kind of experience. I was hooked and I would be searching it out.

When I had finished my convulsing, Mrs. Cooper got off my face. The breath I finally was allowed to take felt like CPR to my soul. I gasped and gasped.

Mr. Cooper then announced he was coming. As he jacked off, he shot his load on me. The first wave went all the way to my cheek and lips. The following ones coated my chest and stomach. I don't know if that's a lot for him, but I've never come that much. I also didn't particularly like the idea that his come was on my lips.

Mrs. Cooper, being the attentive lover that she was, licked the come off my cheek. Then when she moved to my lips she licked it off, but inserted her tongue in my mouth. I didn't know if I should be grossed out or turned on. I decided to just go with it. I returned her kiss with my own tongue.

Mr. Cooper rolled off me and headed to the bathroom to expel me from his bowels. I figured we were done for the night. I had come, he had come, she had come. What more was there to do?

Before I could get up, Mrs. Cooper threw a leg over my waist and and arm over my chest. "Relax, young man," she told me, "You're not leaving until I get a chance with that big cock of yours." I'm not that big, but Mr. C. Is smaller. So I guess that's a good thing. Also, I thought I had been catfished into fucking her husband's ass. Instead, she really wanted it too. Lucky me.

Mr. Cooper returned from the bathroom with a warm, wet towel and wiped his come off me and his ass off my cock. It felt nice. With what he was doing, and Mrs. Cooper's tits against my side, I knew I'd be hard soon.

Mrs. Cooper turned my head toward her and we began a long and sensuous kiss. Our tongues were vying for space in each other's mouth. I had a hand on her tit and she had one on my balls. Then I feel a mouth on my cock. He really knew how to blow a guy but I wanted to get some pussy.

I began to object when Mrs. Cooper promised, "Relax. He's just going to get you hard. Trust me, Evan, I really want you to fuck me tonight. Maybe even more than once." She paused, and then continued, "Evan, as you might have guessed, Mr. C is more gay than bisexual. He loves cock in his mouth and his ass. I love watching him, even if he doesn't enjoy satisfying me in other ways. I'm telling you this because, I'd like to do this often with you, if you are OK with it. You're willingness to give yourself to him and me... well, it makes you very special. Would that be ok with you?"

"Yes," I said, "but first, can we fuck so I know it's a good deal?" Then I laughed when she lightly punched me.

"Oh, it's going to be a great deal. I promise," she said.

Mrs. C rolled on top of me, nearly kicking Mr. C in the head to push him out of the way. It seemed she felt a little more urgency due to my perceived challenge.

As she lifted her hips, Mr. C took my cock in his hand and aimed me into her pussy. When she settled down on me, it was as good as promised. Her pussy was warm. Tight, but not as much as Mr. C's ass. Still, it was so pleasant to look up at her. Her tits standing out proud. Her eyes staring down at me.

She began to move her hips. She didn't go up and down, she went forward and back. I took this as a move from experience. Most of the college girls fuck the same way. Up and down. Or they insist that I'm on top. Mrs. C seemed to know what pleased her and she just went for it. It felt so good and I settled back to let her go. I had already come once so I figured I had the stamina to last for a while.


She seemed to prefer me being on top. (I later learned she liked it all ways but wanted to be in charge of pleasing me this first time.) So I didn't object.

At times she leaned forward so we could kiss. I decided she also had the advantage of experience with kissing as well. She was sensual and probing with her tongue. She loved sucking mine back into her mouth; letting me insert mine as far as it would go.

She also liked to lean forward and let me nurse on her nipples. They were small and always seemed to be erect. I love sucking on them. As we fucked I accidentally bit down a little on one. She didn't object. I figured out she liked a little nipple pain and I took advantage of that. She stopped me once when I had gone too far. I didn't have the experience yet to be able to sense her boundaries.

Mr. C lay down next to me and watched as he stroked his cock some more. A few times, I felt his cock nudge my hand when it was at my side. I figured, "what the hell," and I took hold of it for him and began to tug on it.

I liked the feel in my hand. I never went looking for gay sex after that. But when it found me, I knew my own boundaries and Mr. C was teaching me how to pleasure a man without doing anything I didn't want to.

Mrs. Cooper looked at my hand and his cock and said, "I knew we were going to get along so well." Then she added, "I'm about to come so I'm going to ride you very fast. I hope you don't mind." I smiled but didn't answer. That was answer enough. She was off to the races.

She began a very fast pace. Forward and back, forward and back. The feeling on my cock was amazing. Her pussy was heating up by the friction and the head of my cock was being shoved deep within her. There was a sudden flood of wetness as she began a moan that started deep down in her belly and rose up to a scream. She collapsed on top of me but didn't stop her hips from moving up and down on me.

Mr. C pulled away and I realized I had a hand full of his come. I felt him part my legs and he began to lick from my ass to my balls. Whenever Mr. C went up, his tongue went up my shaft. When she settled back down he would go as far south as my anus.

It was all I could handle. I took charge of the motion. I grabbed Mrs. Cooper's hips and began to fuck hard up into her. She began to scream in climax again as I pounded her from below.

When I came I saw stars in my eyes. The pressure was intense. I pushed up hard and she pushed back and we held that paralyzed pose for several seconds before I dropped back to the bed. Mrs. C continued a very slow hip movement, milking every last drop from me.

When she finally rolled off, Mr. C took my delated cock in his mouth and cleaned me off. If I hadn't just come, I might have again. He then moved to her and licked and sucked her pussy to gentle, final orgasm.

We lay there for the longest time before they invited me into their shower to get cleaned up. And that's what they did. It wasn't sexual, but it was sensuous.

When I was dressed and ready to go he handed me a wad of cash. I looked at him like something illegal had just transpired. Mr. C said, "We invited you over under the guise of babysitting. We feel it's right to pay you whenever this takes place. We know you have expenses. There will be times when we actually want you to babysit, but we'll let you know which is which so you won't be disappointed. Mostly, we want you to know how much we appreciate what you've done for us tonight and how much we hope it continues."

Then he gripped me in a nice, "man" hug. Complete with two pats on the back. She moved in close and took me in a very sexy, full-body hug and one of those kisses I've come to love.

I headed across the street and home to my bed. I jerked off again, as any 19 year old would and drifted off to pleasant thoughts of what was to come.

Epilogue

It's been 20 years since that first night of fun. We got together often when I was home from college. They even made a few trips to come see me. Over the years, I never stopped playing with them. Through many dates and even a marriage, with my wife's full knowledge, we continued our relationship. It became one of loving mutuality.

Now they are in their 60's. Their mature bodies are still attractive to me. Mr. C can't get it up like he used to, but he still loves it in his ass and often comes, hands free, while I fuck him.

Mrs. C ended up with breast cancer. They had to remove the implants. She had some very expensive reconstructive surgery to repair the damage done. She was now back down to an "A-cup." This was fine with me. I liked her just as much that way as the other.

I don't see them quite as often as before, but they gave me several of those photos as keep sakes. About a year into our relationship they had a photographer come and take pictures as we enjoyed one another. I still pull them out from time to time to reminisce, and masturbate.