After the death of my first husband, I pretty much retreated from the world. I used to be outgoing and gregarious – a regular social butterfly. Not only that, but I loved to flirt and tease. I loved how I could throw a guy for a loop by bending forward and making sure he got to see my girls in their slipcases. And Greg, my husband, used to love watching me when the spirit moved me.
“Cathy, all you have to do is flash those boobs and the guys are putty in your hands! And it’s so much fun watching how you manage to appear innocent in the matter. You do know everyone’s seen you do it over and over again, right?”
“I suppose they have. But no one’s asked me to stop. You don’t seem to mind. Don’t you get jealous?” I asked him.
“Honey, I just fall deeper in love with you every time I see you as the object of others’ attention. I look at how they go nuts about you and I’m so proud that you are mine. I have the hottest woman in the place.” He was adventurous, and I had always been a horny slut, so we took on swapping and more. We had a pretty hefty sex life and I discovered how much I loved showing off for him in all sorts of ways, from taking on the biggest dicks to taking on a big collection of dicks. If he hinted at something, I was more than happy to try it on for him. And most of it I wound up liking. A lot!
We had 10 years of an amazing marriage, and then suddenly, he was gone. A heart attack while he was running, for crying out loud.
I basically shut down, emotionally. I went through all the stages of grieving, and to this day I still miss him. But for about three years, I simply kept to myself. I’d get up, go to work, come home, turn on the TV and zone out. I might go out with a couple of girl friends for dinner, or maybe out drinking, but I saw myself like a big wet blanket and pretty soon I just stopped going. I kept to myself. I got by. But I was far from the joyous, happy woman I had been with him.
Don’t worry – I know you’re reading this on Literotica, and you aren’t reading it for tales of woe. You are reading it for tales of tail. I’m getting there. Kinda like recovering from that shocking loss, it takes a little.
What it took, in my case, was an old friend from high school. Seriously! We had been really good friends, but we went off to different schools. When I came back from my first semester at school, after a year of being on my own and letting my freak flag fly, I was used to getting high and getting laid. A lot! Some of it was because I wanted it for me as a horny, sexual being; some of it (I later realized) was some sort of vain wish to be liked and accepted. In any case, there were no virgin holes left by my first Christmas break when I went back to my hometown. And Warren, my best guy friend, came home at the same time. We got together for New Years with another couple at his house. His parents were out and away. I had some amazing weed (of course, that far back what I had was probably sticks, seeds and stems, but it was the best of what was available.) and passed it around. Soon Warren and I were by ourselves in one room, just talking. And somehow he let slip that he was still a virgin.
“Not for much longer” I said, taking my sweater off and unhooking my bra. “Get those pants off, boy, because you deserve to discover the joy of sex. Consider it my New Year’s present.”
“Really? Are you sure? I mean, this could change our relationship.” He was so frickin’ cute and earnest!
“That’s the point, isn’t it? I want you to experience the exquisite pleasure of sinking your dick in a pussy. In this case, my pussy!” I stood up, unbuttoned my jeans and pushed them and my panties down to my feet. “This pussy loves sex. There’s nothing better, and I want my best friend to discover the magic. Now lose the clothes, mister!” I was stoned, I was horny, and I really did want to make sure he gave it up and loved it. Hell, to this day I love being a young man’s first piece of pussy – it’s almost like a sacred privilege! Maybe I’ll have to share about that some time later.
At that point, he was naked in a heartbeat, and I had to hide my disappointment. Like I said, I’d been having a lot of sex at college. At frats and other places. Where I was sometimes the only woman. I found out what I liked, and what I would tolerate. Hate to say this, guys, but I wanted big and thick – because that’s what felt best. With Warren, though, his cock was circumcised (which I liked) but it was undersized for what I preferred. He was hard as steel, about 6 inches long but skinny. Narrow might be a more polite way to say it. Mentally, I started to prepare for the kind of sex where the guy gets off and I just have to deal with it, because so far that had been the case. The guys with the little dicks got it up but once they got it in they never lasted long enough for me to come. I think that’s where I became such a size queen, actually. Anyway, I was preparing my mind when he surprised me.
“Sit down. Let me love you first.” He said, and we locked lips gaziantep escort reklamları and began to tongue one another. I could tell that the weed he’d smoked was working because he seemed to respond to every tiny little movement. Then he moved his mouth slowly from mine to my neck, and then to my boob. Holy shit! I almost came from him sucking my nipple. I don’t know what it was (probably the weed) but I had never been this responsive to anyone before. When I reminded him that I had another one, on the other side and he began to massage it, I did come! I felt that golden honey feeling flow through my body and grabbed his hand and put in on my puss for him to feel it. And he still kept sucking my tit! Finally, I pulled his head back and looked at him.
“Holy fuck! I mean, I hope you know that you did something no one else has done! I’ve never come from someone playing with my boobs!” His eyes lit up – after all, what man doesn’t want to know he’s done something amazing for a woman?
“Good,” he said. “There’s more coming to come!” And with that his fingers got busy around my pussy. He might have been a virgin, but he seemed to know his way around a woman! I moaned as I felt two of his fingers enter me.
“I thought you were a virgin. You sure know your way around a pussy.” I said. I really did say that to him. We both cracked up – although when he stopped moving his fingers I grabbed his hand and pressed him back into me.
“I read a lot.” He said as he began to kiss his way down towards my crotch. I found out much later what he had been reading and then I understood things in a whole new light. But it was pretty obvious he was planning on oral sex, so now that I had already come, I was absolutely in the mood for more. And he didn’t disappoint!
He was on me like white on rice. There wasn’t an inch between my legs that he didn’t lick, kiss or suck! My outer lips. The inner ones. My clit. The whole clit – not just the head that peeked out from under the hood. The piece of flesh between my cunt and my asshole. And then he started tongue fucking my hole and I went off again on his face. I hadn’t had any guy treat me this way. Ever! Mostly they grabbed my tits, squeezed and twisted my nipples, and then dug their hands down my pants and fingered me until I was wet, and then we’d get naked and fuck. This was different. Very different.
It took a bit to recover – kind of like coming back from another dimension. But when I did, I came back to discover him with a huge grin and a very wet face.
“Damn, Warren, if I had known you could have done that when we were in school together we might never have graduated!”
“Why not?” he asked.
“Because we’d have spent most of our time in bed. Damn, man, you know how to make a woman happy! Now it’s your turn! You got me all nice and wet, now it’s time to stick that dick in me and fuck me!” With that I spread my legs as widely as I could and pulled him up towards me.
He hesitated. “What about…”
“I went on the pill the day after I first got fucked. We’re safe. You have nothing to prove. The longer you last, the better it feels, but this may be the only time a woman is going to tell you that you don’t have to worry about me – and means it. Because all I want is for you to see God! And the first time I came on someone’s cock, I did! Now fuck me already!”
And here was the amazing thing – even with that kind of “pretend I’m a fuck doll, don’t worry about whether I come or not, just give it to me” he DIDN’T just do that. He took his time, savoring it. He told me how it felt, inch by inch, how the sensations of hot and wet and the squeezing of every inch of his dick were simply amazing to him. And that had me concentrate on using my inner muscles to try to do something extra, and on the hot, throbbing spear he was working into me.
Then he completely surprised me. He was fully buried in me, and then he pulled back. “We need to play with your clit and your tits. That means three hands. Play with yourself. I want you to come when I do!” He placed a hand on each boob and grabbed my nipples between his thumbs and fingers. It was like he was tuning a radio and my body responded. I began to rub my little magic button as I looked into his eyes.
“Like that, Warren?”
“Oh, yes! It’s amazing to watch you. You are beautiful. Gorgeous. Hot. Sexy.”
“Honey, I’m a dirty slut who loves sex. Don’t turn me into the Virgin Mary!”
He grinned. “The only virgin here isn’t going to remain one for very long. Are you close to coming yet?”
“I’m very, very close. Shoot off in my pussy and that will do it. Let me feel your hot jizz squirting inside me and I’ll start coming!” He picked up his pace, ever so slightly and suddenly I could watch it happen! His rhythm seemed to stutter. The look on his face changed and I could then feel the pumping and the pulsing of his dick as he splattered my pussy. And, like I promised, I got off at the same time. Pretty good work – losing his virginity to a woman who came at the same time he did. It was a few years later that I could appreciate how unique that night was. For him. God, I still recall that night! Every time I relive it I see just a little bit more about who I was, who he was, who we were. (Unlike porn, where seeing the same thing on screen loses it’s thrill after – at most – the third viewing.) I don’t get turned on by the memories but my heart feels real full.
We hadn’t seen each other in years; we went our separate ways and that was that.
It all changed when, three years after Greg’s death, I got invited to my 15th High School Reunion and decided to go. It’s not that I was all that close with people, but it was a great way to pull myself up and out of my depression and social hibernation. And I got enough advance notice that I even took on my body. I joined a gym, changed my diet and lost 15 pounds. I took a look at my yearbook picture, and I was really pleased with how I’d matured. So, off I went. And there was Warren! All these years, and no contact up until now. And no sooner do we make eye contact than he reaches into his shirt and holds up a joint, hidden from everyone else except me. Then he gestured with his head and we headed outside. We walked across the field around the restaurant where the dinner was being held to an apparent picnic grove.
We hugged – and it seemed to last forever. I felt at home in his arms – a new and strange sensation. Then we sat, lit up, and began to talk about life since we’d last seen each other. And I told him about finding Greg, moving East for our jobs, then losing him and then how the reunion came at the right time, as I was determined to recover. It turned out that he’d been married as well, but it ended a little differently – he caught his wife with another woman (!) and while he figured he could find a way to deal with that, she just left him as soon as he discovered it. Six months later she was dead by her own hand. And he too had had a hard time recovering from his loss.
We talked and talked. At some point we noticed our classmates leaving. We figured the reunion was over. We went out dancing to the bar we were never able to get in as high schoolers. The band was good. The atmosphere was “old world fishing shack” so it left something to be desired. But most importantly, as it got later and later, we kept getting in deeper and deeper with each other. Finally, they hit the lights to announce last call, and I looked him in the eye.
“Last time we were together was a night I still remember. No guy ever treated me like you did. I suppose what I want is for you to do that again because I’m a selfish slut, but more importantly I want us to get naked, love each other and see if there’s something between us that will take us somewhere. Are you up for any of that?”
He grinned. (Son of a bitch does that a lot – sometimes I find it charming; other times I find it extraordinarily arrogant, and I like THAT as well.) “Yes to all that. I wouldn’t be the man I am today if you hadn’t surprised me that night. Do you know I jerked off to my memories of that night for at least a year?”
“Only a year?” I teased.
“After that, it was more about just what a miracle it was, not about the sex. There are better sex actors than either of us on the internet – they just don’t have the same script!”
“Let’s go. NOW! You have this amazing way of talking that gets to my brain, my heart and my cunt all at the same time. I am ready to rock your world, Warren!” He followed me back to my hotel – which was also his, as it turned out – and we started making out in the elevator. I was ready to get naked and screw right there, but we managed to contain ourselves long enough to get into my room. Then clothes flew everywhere and we stood there, holding one another and then locked in a deep kiss.
This time I broke it off, dropped to my knees and began to kiss his cock and balls. Then I started to lick them here and there. Pretty soon he was hard and throbbing, and just like I remember – long and skinny. At that point I began to slowly suck him deeper and deeper into my mouth. One thing I discovered was that I had no gag reflex – so I was planning to get him all the way into my throat. Since I knew how uncommon that was, I was excited. Bit by bit, I would take more and more into my mouth, then back off and work my tongue and lips down even further on the next stroked. In a few moments I felt his cock at the back of my throat and I let it slide in and then pressed my face up against his pubes. The cool thing was that I could still breathe! I mean, some of the guys I regularly fucked were way more endowed, and I’d have to hold my breath to deep throat them. Not Warren!
His skinnier cock head buried itself in my throat, and my tongue was working on the very beginning of his ball sack, and I could still get a breath when he pulled back. Once again, he and I were somehow on our own personal wavelength with sex. I could feel his excitement, and he made sure I could hear it, his moans growing louder by the minute. I realized I was busy strumming my clit as I bobbed up and down on his manhood. I wanted to have him come down my throat. Like it was somehow a present I wanted to give him. I wasn’t sure he understood until I heard him say “I’m gonna come” and start to pull away. When I grabbed his ass and pulled his cock back down my throat he lost it and became a come hose. And yes, I came as well. Like I said, magic!
We spent that weekend together. Lots of room service and very little travel. And when it was over we left for our respective cities. But this time, we kept in contact. It started off with emails and we very quickly discovered how much we enjoy sharing our sexual desires. The phone sex started up in there and maybe one day I’ll transcribe some of those recordings. (Of course I recorded them after the first one. That was so hot I always wanted to have it around.)
We both tried some dating. Now that I knew all my parts were working, I was like a cat on the prowl. That was the period of time where I began to discover how I really did love the role of MILF. Or Cougar – I’d be either. But really, I gravitated to the younger men. Since they had to be of legal age to get in to drink, I stopped worrying what people would think and, instead, I’d see if I could find the shy virgin and become his Mrs. Robinson. So I’d find a young hunk and let him buy me drinks and dance. I was always looking to find the virgins, but more importantly, I wanted to find hung studs! I said it earlier – I had a taste for bigger, thicker meat. Contrary to popular mythology, the athletes might have the great bodies, but too few of them were as well proportioned in the penis department. I mean those pecs and abs mostly made up for it – that and their ability to get hard again in a relatively short time and then last a lot longer. That part was especially thrilling!
Warren loved to hear of my adventures, but had relatively few of his to share. And as time went on, we began to spend weekends together. And it was starting to get serious, you know? Then we hit June, and Warren, who’d been teaching high school, got laid off. And when I suggested he pull up stakes and move into my house with me, that bastard gave me a hard time before saying yes. I wouldn’t have sex with him for the first three days after he moved in because of it. So there!
So there we were. The two of us living together. And, just like before, that man never merely fucked me – he pleasured me! I know it sounds all weird – but he made sure that I would come over and over again. They only place where he failed, however, was fucking me. He simply wasn’t big enough – well, fat enough, anyway. I was getting nuts, because I didn’t know how to bring it up, let alone what to do about it. Remember, the swapping I had done was with my first husband. And I hadn’t shared that with Warren. Once again, he beat me to it!
“Hey, baby, we need to talk.” And yes, just like anyone else, when I heard those words a chill went up my spine. So I took a deep breath and turned to him.
“Okay. About what?” I asked.
“About the fact that I ain’t enough in the dick department to make you come. And don’t try to make it okay. I know you’ve been really careful about it but you can’t hide it. That’s a place I can’t ever make you happy. And I don’t know what to do about it. I don’t want to let you go, but if I can’t make you happy, I want you to find the guy that will.”
Holy fuck! This was like every woman’s dream man! No way was I letting him go! “Well, I have an idea, but I’m not sure if you’ll like it. I’m not even sure if I know how to make it work, it’s just an idea.” I said, and then shut up to think. Warren simply waited,
“I don’t think I ever told you that Greg and I used to swing. Share. Swap. However you call it, we had a lot of sex with a lot of different people and it was fine for both of us. Hell, he used to jerk off watching me take on other guys. Sometime I used to think he liked that more than fucking me!” We laughed.
“Was he a cuckold?”
“Not at all. It’s called swapping for a reason! I used to watch him from time to time with other women. The whole point is that he got what he wanted, and so did I. I’ll be straight, I like bigger, thicker, meatier cocks when I want to be fucked silly. But I love you and want you in my life. You’ve never failed to make me come except when we fuck. I can live with that – I really can! But if you wanted to try, maybe we could…”
“I wouldn’t know where to start. Who to talk to.” He said.
“Well, I still have friends in the lifestyle. I can set something up if you want. If you’d like to try, I mean. I’m going to be honest, Warren. If we don’t do it, then I will miss it – but I won’t ever go out cheating on you just for bigger dicks. I’m not an addict. I don’t have to have them.”
“But you know what they can do for you. Something I can’t. And I don’t want anything to come between us. I know you were about to say you would live with it – but there’s no need. Who said you can’t have it all? Call up your friends and lets try it out.”