Ryan’s Tale
“Tell me again about Mrs. Robinson.”
Lindsey, my wife of 4 years, was asking. Naked and lying sideways to me, just barely out of reach without me contorting my body to reach her, she had my cock in hand and was about to caresses it with her lips and tongue.
At 4 years of marriage, having been together for 6, it was quite a familiar playtime scenario, me telling her all about my previous loves and affairs. Right from the beginning, when we started dating, she would ask me about previous girlfriends and wanted to know everything about what we’d ever done. Who had given me a blow job? Whose pussy was the first that I ever tongued? Did we do it on the floor, on the kitchen table, in the front or back of my car, on the beach? Was anyone else ever there, did anyone ever watch us, did we ever watch anyone else? Always, the more I told about my previous sexual experiences, the more she got aroused and the better was our sex.
Go figure.
“You wanting me to kiss and tell some more, eh?” I laughed.
“You know I do.”
“Especially my first?” I said, followed by an “uhmmm” as she ran her tongue up the shaft and slipped the head of my cock between her lips.
“Oh God, that feels good,” I crooned to her caress. “What do you want to hear?” I teased, knowing full well that she wanted to hear everything about my affair with Mrs. Robinson and how she changed me from a virgin to a lover.
“From the beginning,” she whispered, which essentially left where to start the tale up to me. I didn’t have any problem coming up with a starting point.
*
“I’d been working for Mrs. Robinson off and on for almost a year. She was a friend of my mom’s, although quite a bit older. I don’t know how old she was, perhaps 55? Maybe 60? But she’d taken good care of herself. She had nice tits for what I though was an old lady. Of course, back when you’re a teenager, anything over 25 is an old lady. Her husband used to do all the maintenance but he died a year or so before, so I’d begun to mow her lawn once a week, clean her pool and check then check the pool chemicals twice a week. She’d always say that I could go swimming if I wanted, but I never wanted to in my school or work clothes and it just didn’t seem right to be using her pool either. Usually I’d check the pool on Tuesdays after school and then on Saturday mornings I’d mow the lawn. I would seldom even see her except to start with, when she’d step out and say hello, and then, after I was done, I’d knock on the door and she’d pay me.
And then one weekend when our family was going to do something out of town, I told her I’d stop by earlier on Friday afternoon.
*
“Oh my God, babe,” I interrupted myself, “not too fast or I’m going to cum.”
Pulling me out of her mouth Lindsey returned to running her lips and tongue up and down my shaft. ‘Not until you tell me how you did her,” she giggled, easing off on her caressing of my cock.
“Let me touch you,” I said, reaching again for her naked bottom. Lindsey shifted her legs toward my head, her upper leg raising as my hand found her pussy. I slipped a finger in her vagina. “Oh, baby, you’re so wet.”
“Ummm,” she cooed, “tell me.”
*
“When I showed up,” I resumed, “she wasn’t home. Later she told me she’d completely forgotten I was coming. I normally liked to work early in the morning before it got too hot, but late in the afternoon on a Friday, it was sweltering. I mowed the lawn, and finished the pool, and since she wasn’t home, decided to cool off with a quick swim. She’d always said I was perfectly welcome to take a swim, so I just did. I shucked my clothes, and dove in, naked. Back then, just getting naked outdoors was enough to give me a boner, so I was hard even though I was alone.
“I swam the length and back, did it again, and then was walking up the steps to get out, when I heard the sliding door to her bedroom open. I looked up, and Mrs. Robinson was stepping out. She had a silky robe on and was carrying two towels. I was totally startled and immediately dropped back down into the water to hide my nakedness and especially hide my boner, afraid that she’d chastise me for being naked at the very least, and wondering how I was going to explain this away, but I needn’t have worried.
“No need to get out, I was just coming to join you,” she said. “I brought you a towel, I figured you didn’t have one.” She stepped over and set the towels on the table next to her lounge chair, and then took her robe off and she was as naked as I was.
“Unlike me, she obviously wasn’t bashful or ashamed of being naked. I’d noticed before that she had a pleasant tan, which I sort of expected with her having a pool, but now seeing parts of her body that I’d never seen before, for the first time I recognized that it was an all-over tan. I hadn’t known it, but she regularly swam and sunned naked.
“I thought you were gone,” I started to apologize, “and it was so hot…”
“That’s ok, I’ve told you before you were free to go swimming whenever you wanted…”
“I would have before, but I’ve never had a swimsuit with me…” she stepped down the stairs into the pool, making no effort to hide herself from me.
“Obviously. But isn’t that the point of having a private pool in your backyard, so that you don’t have to wear a suit?” She swam out away from the steps, and then stopped, neck deep. “It’s OK, Ryan, you don’t need to be embarrassed. My husband and I never wore swimsuits unless we had visitors, and then we did what they were comfortable with. I figured if you were in naked, you wouldn’t mind me joining you.”
“I’m so sorry, Mrs. Robinson…” I started again.
“Please Ryan, I’m Alice. If we’re going to be naked together, you can at least dispose of the Mrs. Robinson.”
“We floated in the pool and chatted just as if we’d been wearing swimsuits. Eventually I said I’d better get going, and she said she’d better go get me some money, and headed for the stairs. I was still embarrassed by my hard-on and kind of lagged behind, but she said, ‘here’s your towel’, and held it out for me, obviously expecting me to follow her up onto the patio. “It’s OK, Ryan,” she said, pointedly holding the towel toward me, “I’ve seen an erection before, you don’t need to be embarrassed.” It didn’t matter what she said, I still was a more than a bit embarrassed, but since she’d called me on it, there was nothing to hold me back, so I stood up and walked toward her. I took the towel and began to dry off, holding it in front of me as much as possible, when she giggled. “The only question I’ve got, is that for me, or was the wind blowing?”
“What?” I didn’t understand her question.
“Did you find this old lady sexy, or was the wind blowing? You teenage boys get a hard-on every time the wind blows, don’t you?” She giggled and winked and turned away, picked up her robe and put it on before heading into her room. I immediately grabbed my shorts and put them on before she came back out with some money for me. I thanked her, and she said, “Don’t be so bashful about taking a swim next time.” She giggled, “It’s been quite a while since I had a sexy young man in my pool.”
I took the money and started to walk towards the gate, and she started heading back inside I stopped and turned back, “Mrs. Robinson… Alice…” I said, causing her to stop also. “I uh… I think you’re pretty sexy too.”
She cocked her head a bit and smiled and said “Thank you, Ryan. It’s been a while since someone told me that. You make an old lady feel good.”
“I thought to myself You’re not that old as I opened the gate and stepped out.
“Of course, Alice Robinson was now my masturbation fantasy. I’d never seen a naked woman before in person, and now she was my fantasy affair. I could picture her naked tits, round like oranges, medium sized nipples, and areolas with crinkled skin around the nipple. I’d never noticed her nipples before, they hadn’t shown through her clothes, but they’d been perky the entire time she’d been naked with me, so that’s how I was imagining them. She had a full bush, whether she trimmed it or not I don’t know, but there were no signs of any shaving. Her ass… I’d noticed she looked good from the backside before, but in my mind, I could see her walking away from the pool steps to the towels, and her ass definitely looked good. Before I’d masturbated to thoughts of school mates, the good-looking girl across the street, to magazines and on-line stuff that I had, but now, every time I was horny, my thoughts roamed to Alice Robinson.
*
“Ummm,” Lindsey cooed, “this is the part I like,” she said referring to the upcoming seduction. Lindsey had heard the story often enough that she was anticipating what was coming next.
*
“I stopped by Tuesday like normal and skimmed the leaves off the pool and checked the chemicals, but she wasn’t home again. I’d imagined her being there and skinny dipping again, but with a need to only be there for a few minutes, I didn’t. But the following Saturday, when I went to mow the lawn, she came out just as I was about to clean the pool and check the chemicals. She hadn’t been there when I put the lawn mower and yard equipment away, but when I got the chemical test equipment out of the garage and came back, she was just stepping into the pool — as naked as she had been the previous week. “Join me for a swim when you’re done?” she asked. “I brought you out a towel,” and nodded toward the lounge table again.
“It is pretty warm,” I told her, “it would feel good.” It probably took me longer to check the chemicals than it needed, primarily as I kept stealing a look at her naked body in the pool, but also delaying taking my clothes off and getting naked again, despite that I wanted to. I got the pool brush and swept around the edges, and hooked up the vacuum to clean the bottom. As I got the vacuum out, Alice got out of the pool and retreated to the lounge chairs, positioning it and another next to it before lying down in the sun — still totally naked. It wasn’t until I got all the cleaning equipment put away that I realized that her positioning of the lounge meant that she was also watching me. “Ready for a swim?” she asked, “here’s a towel,” and motioned again towards the table where there were two towels. She’d gotten out of the pool and just stayed wet and naked, although she’d now dried a bit from evaporation. I was still a bit bashful about being naked around her, but said I didn’t mind if I did, and once again shucked my shorts and shirt and jumped into the pool.
“Like the week before, just getting naked outdoors was enough for me to pop a boner. But if Alice didn’t seem to mind, it gave me the confidence to just go for it. I swam back and forth once before climbing out and walking directly toward Alice, boner bobbing to my steps. She watched me walking toward her from behind her sunglasses so I couldn’t tell where she was looking, but somehow knew she was watching my cock. “Do you want to stay for a while?” she asked, and pointed to lounge chair, “just let the evaporation keep you cool,” she said as I reached for the towel, my cock bobbing nearly in front of her face as I did, “it feels really good.”
“You like looking at my cock, don’t you,” I said, suddenly feeling quite forward, realizing what had been happening and stopped right beside her lounge. I’d been so embarrassed and thinking this was at least illicit being naked around her, I hadn’t really realized until just then that she wanted me to be naked around her.
“It is a nice one,” she said. “I’d forgotten how you young men can stay hard for so long.” She reached up with her hand and gripped my cock. “Oh, wow. You’re so hard” she said as she squeezed it. “Tell me, do you really think I’m still sexy?” I didn’t answer. “Oh my god, your girlfriend has got to love to suck on this.”
“I… don’t have a girlfriend,” I quietly said, a throb running through my cock just from her hand being on me.
“No?” I shook my head no in confirmation. Her hand stroked my cock causing me to shudder and she said, “Has anybody ever sucked your cock?” I just shook my head no, unable to speak, and she said, “then we need to take care of that.” Leaning toward me just a bit, her tongue came out and lathed around the head before her lips wrapped around my head and she sucked me in. No sooner did she have my cock head in her mouth, than my cock throbbed, and I came in her mouth, my legs buckling underneath me.
I hadn’t even realized I was so pent up, but never having had a blow job before, it caught me almost as much by surprise as it did her. Like the experienced woman she was she took it all in stride, sucking and swallowing it all until I’d quit throbbing. “That wasn’t nice,” she giggled. “Don’t you know you’re supposed to warn your lover before you cum in her mouth? Oh, that’s right… you’ve never had that done before.” Pulling back, she kept her hand wrapped around my still hard cock, “So? Did you like that?”
“Oh God,” I said, unable to coherently say anything else.
“I loved to suck my husband. You men are so not in control when us women have your cocks in our mouths.” She rubbed her thumb over the head causing me to shudder once again. “So, no girlfriend. Never had a blow job until now, just what have you done? Ever played with a girl?”
“Uh…” I hesitated, “not a whole lot.”
“But some? With whom?”
“Uh, earlier this year, uh… Becky Canton and I dated a couple of times…”
“Becky Canton? I wonder if that’s Jessica Canton’s daughter…”
“Yeah, that’s her mother’s name.”
“Ah. Is she built like her mother?”
“I don’t know… I’ve never met her mother.”
“Big tits?”
“Yeah.”
She giggled, “Definitely takes after her mother then. Did you play with them?”
“What?” I said, immediately surprised at something I’d never talked with anyone my mother’s age or older about, and then answered. “She… let me feel her up.”
“Bare?”
I shook my head no. “Just through her shirt.”
“Nobody else?” I shook my head no. “Come here,” she said, letting go of my cock to reach for my hand. I put my hand out and she pulled me toward her and the lounge. “Straddle me,” she instructed, and I swung my leg up and over her, slowly settling across her hips to not put too much weight on her, but as she didn’t protest, I sat down. Reaching for my other hand she pulled both of my hands to her breasts.
“At first, I just filled my hands with her breasts, but when she instructed me to concentrate on her nipples, I did. Sliding my hands back, my fingers converged on her nipples which, although quite visible to begin with, easily elongated and hardened to my touch. “Uhmm, that’s really nice, do you like that?”
“Yeah.”
“Me too, most women love to have their nipples played with. Did you find Becky’s nipples?”
“Sort of. I could tell where they were.”
“It’s sometimes hard through a bra and shirt. Did you even try to undo her bra?”
“No…”
Did you try to touch her pussy?”
“No.”
“No? Have you ever touched a woman?”
“No.”
“Hmmm,” she said, “well I guess we better just take care of that, too. Stand up,” she said, taking my hands again and pulling them from her breasts. I did, and she swung her legs off the side, standing herself. “It’s getting a bit hot, let’s go inside,” and taking my hand pulled me with her through the sliding door and into her bedroom. Sitting on the bed, she pulled me down to the bed beside her before laying back. I didn’t immediately lie down beside her, just sitting and looking at her, realizing that she was going to let me do anything I wanted. I let my eyes scan up and down her body until she reached out took my hand one more time and drew it down to her pubic hair. Relinquishing my hand, she looked me in the face and said, “It’s ok, you can explore.”
My cock was once again rock hard, and sitting on the bed like I was, it was pointing straight at the ceiling, but she didn’t touch me again, at least for the moment. I began running my fingers through the curls of her pubes, finding out that although I’d had sex education classes in school, I really had no idea where everything was truly situated. She must have realized that as she said, “a little lower.” Sliding my hand further down between her legs, I could feel the landscape changing. From firm and solid, she became soft and pliable. I didn’t immediately find her clit, her “That’s my labia,” telling me what I was feeling. “You don’t need to be so gentle,” she chided, “when you’re too soft like that it’s like giving a hand job where you’re barely being touched.” I pressed a bit harder, feeling that there was a definite cleft between her labia. “Much better,” she said as I fumbled some more. “Now press in with your middle finger… uh huh, just like that. Now draw it back up… Oh! Feel that? That’s my clit. That’s like the head of your penis, very sensitive. Most of the time it’s hard for a woman to cum if you don’t caress her clit… Not too much, at least not yet. Now run your finger back down… yeah, like that. Ok, that’s my vagina.”
“It’s… you’re… slippery.”
“It’s supposed to be, silly. That means you’re doing a good job. You get hard when you’re aroused, women get wet when they’re aroused. We don’t get wet as fast as you guys get hard though, especially us older women. Don’t ever get in too much of a hurry. If you feel our vagina and we’re not very wet yet, play with us some more. That’s foreplay.”
“Is this really wet?”
“Not too bad… I haven’t been this wet in a long time.”
“Why is that?”
“It’s been a long time since someone has played with me like this… That, and I’m not as young as I used to be.”
“That makes a difference?”
“Absolutely. When I was your age, I could get wet just by looking at a guy, but once a woman reaches menopause, we don’t get wet as fast or as easy as we used to.” I knew what menopause was, but didn’t have a clue at what age it occurred. From what she said, obviously it was before Alice’s age. “Ok, now, slip your finger inside… yeah, nice. Curl it up a bit and press up. Oh yeah… just like that. Umm, that feels nice. That’s the backside of my clit. Have you ever heard of a G spot? Some experts say there is no such thing. The head of the clit is what you felt earlier, but the clit itself is buried inside so it can be stimulated from inside too. Oh! Umm, that’s really good…” She closed her eyes for a moment and then reached down to my hand and pulled it away. I let her pull my hand away, but she didn’t pull it far. I started to pull my hand completely away, but she said, “uh-uh, finger.’ I extended my finger, and holding my hand against her pussy, she pulled it back up, my finger between her labia, until once again I found the little nub of her clit.
“Oh, that’s nice. Have you sucked nipples before?”
“Uh-uh.”
“Well, do I need to teach you everything?” she giggled. She didn’t, I leaned down and took her near nipple in my mouth, eliciting another coo of pleasure. “Ok, follow my lead and I’ll teach you how to make me cum.”
“Initially she moved my hand to her clit, and then used my finger to rub around it, back and forth, up and down and in very short order I was reading her body, feeling the feedback of what was good, what was better, and soon enough her hand relinquished mine. Her hips began lifting into my hand, her body tensing, until suddenly she reached back and gripped my hand, hard shudders running through her body, and I realized that I’d just given a woman an orgasm.
“That was nice.” She whispered, pushing my head away from her breast.
“I liked that,” I said, “the way your body tensed up and quivered.”
“It was pretty nice. Not as nice as oral, but nice.”
“Oral?”
“Uh-huh. Just like me sucking your cock, you licking my clit.”
“But… um…” I stammered, not really knowing what she was saying.
“Just like with your finger, but use your tongue.”
“Right now?” She just smiled and nodded.
*
Lindsey once again had the head of my cock in her mouth, her lips and tongue working around and around. She pulled off, “Oh fuck! I’d have loved to have seen that” she said before taking me again in her mouth. I could tell I wasn’t going to last much longer. I pulled my finger out of her, sliding it between her lips until I found her clit, causing her to shudder too.
*
“She didn’t at first give me much direction,” I continued, “just let me explore her body. Tasting and smelling her pussy from up close for the first time, reaching out and tentatively touching her clit, only to have her reach down and pull the hood back, and then began giving me directions. “Curl your finger up in me… A little harder… oh yeah… now your tongue… yeah! Suck it… ooh! That’s so nice! Oh yeah! Oh my god, I’m going to cum!” and then she reached down and along with her legs tightening around me, held my head in place.
I’d never heard a woman purr before, but I swear she did, just before loosening her legs and pulling me up on top of her and, at the same time, into her. Most of the time it helps to be guided by hand, but that time, she just opened her legs and raised her hips, and as wet as she was after I’d finished tonguing her, my cock bumped against her vagina and unknowingly started in.
I hadn’t really thought about what it would feel like to be in a woman for the first time, just knew I was supposed to want this. The silky warmth of her vagina, sliding up inside, wrapping around my cock, touching my cock, from all sides. It caught me by surprise, but she was so wet, so smooth, sliding inside her was practically frictionless, and suddenly I realized I was no longer a virgin. She realized exactly where I was though, and her legs wrapped over mine, pulling me up into her. “That’s nice,” she said, “I’m not normally that wet but you did a good job on me.” Her eyes were locked on mine, and she didn’t say anything for a few moments, until she said “You feel really good. It’s been a while since I’ve done this.”
I was lost inside her, the silky warmth caressing my cock, nature demanding that I push in and pull out. Each time I pulled back her legs tightened helping me plunge into her, and then loosening at the top of the stroke. I felt the cum rising in my cock again, and in just a few strokes I began to cum, stiffening and unable to move as my cock spurted inside her. Each time I pulled back the sensation made me spurt again, and involuntarily plunging deep each time as I did. I lost complete track of Alice and what was happening to her until I’d completely spurted out.”
*
Lindsey was ready to cum, and was done teasing me. She was now working my cock over, driving me to orgasm, and I did the same to her. After being together for 6 years, I knew her body and what got her off almost as well as she did. I didn’t press right on her clit, but rubbed all around it, feeling her tense up, little shudders becoming even bigger shudders until she convulsed in orgasm just seconds before I came in her mouth.
“Oh my god, that’s so hot,” she whispered a few minutes later, both of us turning, ending up lying sideways across the bed in each other’s arms. “I don’t care how many times I hear that, hearing about Alice Robinson fucking my hubby, it’s always so hot.”
“I’ve noticed you enjoy that,” I whispered, cuddling her to me.
“Uhm, yeah. Tell me the rest of it.”
*
“Did… you come?” I asked Alice after I had control of myself once again, my cock still hard, and buried totally inside her. “Oh no… I’m sorry…” I apologized when she indicated she hadn’t, mortified that I’d cum so fast and been unable to do anything for her, thinking that I was supposed to have made her cum too.
“It’s ok, I expected that, and it was quite nice. That’s why I had you do me with your fingers and tongue, you took care of me first.”
“But I thought…”
“Don’t worry about it, we’ll teach you some tricks, but it’s not uncommon for women to need more than just a cock inside them to cum. Ummm. It just feels so good to have someone in me again.” Neither of us said anything for a moment, and I realized my cock was still hard, I hadn’t softened up. “That was your first time?”
“Yeah.”
“Uhmm. Hard to believe, I’ve never had a virgin before. You’re still hard, aren’t you?” She’d felt me begin to move inside her again.
“Yeah.”
“Uhmm. So nice. Will you be able to cum again?”
“I don’t know, I think so.”
“Ok. Take it easy, long, deep strokes this time. Raise up a bit,” she instructed, and I did, her hand sliding down between us to where she could finger her clit. “I almost always need to rub my clit to cum. There are other positions where you can do that for me, but I can do it like this. Ummm.”
I was trying to keep the strokes long and slow like she said, pulling back until I almost slipped out and then sliding all the way in. I was holding myself up now with my arms extended, but looking down I saw her breast, her nipple hard and crinkled and I bent enough to suck one into my mouth. “Oh… that’s so nice,” she whispered, “you’re a quick learner… oh… now It’s my turn…” Her head bent back; she was inhaling through her open mouth. I was having a hard time keeping the stroking long and deep, feeling an orgasm building inside me once again.
I knew immediately when she came, her body convulsing beneath me, her entire body shuddering, her pussy clinching around my cock, and I wasn’t far behind. This time when my cock convulsed, it was just once, there was nothing left for me to spew out. Her legs wrapped around mine, holding me tight and, whenever I tried to move, my cock throbbed, an ache deep in my balls from the dry spasms of trying to expel what had already been depleted.
*
“Oh, that’s so fucking hot. I love hearing that story.”
“I know you do,” I whispered in return, leaning over and kissing her temple. She turned her face to me, and I moved my kiss to her lips, her hand coming over and holding my head to hers. I sucked her tongue into my mouth, she moaned in pleasure.
“Use your tongue on me,” she whispered into my ear, pulling her tongue out of my mouth and pulling back from the kiss. “Eat me like you did Mrs. Robinson.”
“Ummm, Gladly my love.”
~
Lindsey and I had shared our past history, our past loves, but after I’d heard about her experiences once, I didn’t want to hear about them again. The bad experience of giving her virginity to a football jock, finding her first fulfilling experience with the boy down the street who she readily admitted should have been her first playmate, hearing about sucking cock for the first time, hearing about the first time she swallowed, hearing about experimenting with her roommate in college which she found enjoyable physically but accentuated that she was heterosexual in her outlook – once I’d heard them all, I couldn’t have cared less about her past lovers. I didn’t want to hear about them again, I didn’t want to be compared to what I couldn’t control.
For her, it was just the opposite. Losing my virginity to Alice Robinson was her favorite story, but hearing how I’d been in Alice’s bed (and on the deck, the living room, the shower, the pool…) regularly until I went away to college, hearing how she taught me different positions, how to make sure she was ready through long foreplay sessions, or liberal application of lube, was a close second. She liked hearing all about my other girlfriends too, but it was always the Mrs. Robinson story that got her going the most.
At four years, Lindsey and I were practically still newlyweds. We had sex virtually every night, and Sunday’s were our fornication day. We’d cuddle and make love, get up and go to church; most weeks we would go out to lunch afterward with friends, and then come home and “take a nap.” Taking a nap meant having sex, followed by short naps interspersed with more lovemaking for most of the afternoon — so we called Sundays our fornication day.