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Helping Roxanne

Posted by: Age: 40-ish Posted on: 9 comments
9 likes 15 views Category: Masturbation Male-Female Tags: masturbation, fingering, cumming, watching, braless, nipples, tits, breasts, erection, prostate

Roxanne asked me to help her. We both enjoyed it.


This at-home quarantine period has given me a lot of time to remember some more past sexual episodes. Here’s another I thought I'd write about. I hope you enjoy reading it as much as I like remembering it. My home has a pool in the back yard and a covered patio area next to the pool with a privacy fence that completely encloses the back yard. The only way to see into the pool area is to either come into the back yard through one of the gates, or through the house. I've had some nice masturbation sessions either by the pool, or in the pool, letting one of the water jets massage my cock, knowing that I had complete privacy. I work from home mostly, so I can take a break and go out to the pool almost anytime I want. Shortly after I bought my home about five years ago, I met the neighbors with whom I share a common property line behind my house. Roxanne and her husband Greg are about five years younger than me. Both in their early 40's, they've been married about 10 years. They don't have any kids. I've always considered Roxanne a hot babe - very fit and shapely. She's about 5 ft 8 inches tall, with at least C-cup sized breasts. Medium length reddish-blonde hair that she frequently wears in a ponytail. And I'm a fanatic for hot babes with ponytails. And one of the best things is when Roxanne is dressed casually, she rarely wears a bra. The photo that I've attached here is actually her, walking in the neighborhood, with those nice, bra-less breasts. When I first met them, Roxanne and Greg were both into motorcycle motocross racing, going away most weekends, taking their racing cycles in their toy-hauler trailer. Because they both are very competitive, they both worked out a lot, and Roxanne is very trim and fit. And they both nicely tanned, spending time laying out in their back yard whenever they weren't working or out racing. Every now and again, Roxanne and Greg would accept my invitation to come sit out by the pool in the evening, having burgers and wine. We'd chat and joke about things, with some light flirting between Roxanne and me, and Greg and I making wise cracks to each other. As I was hoping to be able to see Roxanne in a swimsuit, several times I invited them over for some time in the pool, but it just never worked out since they were almost always away racing their cycles. Then one weekend about two years ago, I was checking Facebook, and I saw a post from Greg. The photo he posted showed him lying in a hospital bed. All his Facebook friends, myself included, said "What the hell, Greg?" His reply was that he had wrecked out going over a jump and went over sideways and backwards. He broke his back, and is a paraplegic now, paralyzed from mid-abdomen down. He has full use of his arms and hands, can breathe OK, but that's about it. He gets about very well in his wheelchair and has a car with hand controls, but he's never able to go back to his job as an airplane mechanic. Roxanne is a physical rehab nurse, so that worked out. She could help Greg and still keeps her job driving to various physical therapy centers. Last summer, Greg went to some city in South America to participate in an experimental program that uses stem cells to try to regenerate nerve paths, to relieve the nerve pain he was experiencing in his lower chest area. Incidentally, it didn’t work. Roxanne went with him to get him settled in, but she had to return to the U.S., as it was a four-week session and she needed to come back to work. On one of my morning exercise walks, I saw Roxanne at the street out by her mailbox. We chatted for a bit, and I gave her an open invitation to come over to my place and have snacks and wine. And I said the pool was always open for her, so if she wanted she could help herself whether I was at home or not. A couple of days later, on a Saturday afternoon, it turned out to be really hot here in southern California. I was out trimming trees in the back yard, wearing my swimsuit, making it easy to jump in and cool off every now and then. My phone rang, and it was Roxanne. "Is the invitation to get some time in your pool still open?" she asked. "Of course!" I replied. "Any time. Just come on into the back yard." "OK, I'll be there in five minutes." I went in the house, threw on a large, loose t-shirt and put about a dozen wine coolers into a large ice-filled bucket. I put some cheese slices and crackers on a plate and set it all on the low table under the patio cover. A couple of minutes later I heard the gate open, and Roxanne came in, wearing a loose swimsuit coverup and carrying her own beach towel. She thanked me for inviting her over, and we sat and sipped on the wine coolers while she brought me up to date on Greg's treatment. Roxanne said she'd like to get in the pool for a while, if I didn't mind. Of course, I didn't mind! I was finally going to get my chance to see Roxanne in a swimsuit! She said, "But you need to get in also. I'm not going in by myself while you sit up here and stare at me." Whatever do you mean? Me, stare at you? I thought that but didn't say it. "Of course, I've been in and out several times already today," I said. And then Roxanne slipped her coverup over her head. There she was. Fantastic! A simple white two-piece bikini. Not skimpy at all, like I was hoping it would be. But not overly covering, either. It held her ample boobs nicely, pushing them up a bit and really making her cleavage look nice. I quickly pulled off my t-shirt and we both jumped into the pool. We swam a bit, splashed each other some, talked a bit, in general just relaxed and had fun. After about an hour, Roxanne said "I feel like I'm getting all wrinkled up like a prune. How about we have some more of those wine coolers?" "Sure thing," I said. "After you." Of course I was going to let Roxanne climb up that pool ladder before in front of me. And what a view I had of her firm, shapely, tight buttocks in that wet, clingy white bikini bottom! By the time I got out, Roxanne had wrapped her beach towel around herself, covering everything except her shapely legs, and sat in the chair by the table. She grabbed two more wine coolers, opening both and handing me one. We snacked on the cheese and crackers, sipped the wine and chatted about all kinds of things. Then Roxanne unwrapped her towel, letting me see her physique closer and more exposed than I'd ever seen before. "Joe, what do you think about my swimsuit?" she asked in a low, almost embarrassed sounding voice. I could see her nipples poking forward under the bikini top. "It's really nice. It looks good on you. It really shows off your tan." As I said that, Roxanne moved her legs apart a little, letting me have a bit more of a view of her trim thighs up to her swimsuit crotch, which unfortunately was hiding more than I was hoping it would. "Hand me another wine cooler, please?" she asked. When I opened it and handed it to her, I intentionally didn't reach all the way towards her, which caused her to lean forward in her chair and give me a bit more of a view of her cleavage. Of course, Roxanne caught me looking and smiled at me. "Like what you see?" Of course, what's not to like? I thought. I just smiled at her. Roxanne took a deep drink of the wine cooler, then looked at me. "I want to ask a favor of you, Joe." "Sure, anything," I replied. I wasn't sure what was about to happen, but I was hoping. And looking at Roxanne sitting there with her nice tits and shapely legs, now spread even a bit more, giving me more of a view, I was starting to grow a large bulge under my own swim trunks. And I could tell that Roxanne was looking at my crotch area as well. "Let me explain something first. Greg and I still have a great sex life," Roxanne stated in that still low voice. I asked, "How does that work? If he's paralyzed from the waist down, he can't have intercourse, can he? How does you guys do that? How does he satisfy you?" Roxanne paused for a bit, thinking of what to say. "Well, let me describe our situation. Greg is very talented with his fingers and his tongue. We can lay in bed with me kneeling over him, and he can almost always get me off eating and fingering my pussy. He can really eat pussy well. I think his tongue has gotten stronger and even longer since his crash. Or I'll lay on my back, and he'll get his face right in between my legs, and really go for it. We used to do that a lot before his accident. But what I miss, and what is missing from my satisfaction, is being able to do the same thing back to him." "I guess I've never thought about it that way," I said. "Yeah, I guess being able to give him pleasure has to be satisfying for you." My cock was getting harder thinking about Roxanne and Greg having a different style of sex. Roxanne continued, "And there's the rub, no pun intended. He does almost everything I need, except he can't cum or even have any kind of orgasm. His penis is always soft. I can play with it, pull on it, suck on it - it never changes. And to be truthful, it's gotten a lot smaller from atrophy. We've even tried me fingering him up his ass and pushing on his prostate. I forced out some semen, but he couldn't even feel it. It didn't hurt him or excite him or anything. And it's frustrating for him, never getting off." We both had several of the wine coolers by then and were beginning to get a buzz on and obviously feeling less inhibited about the direction the conversation was going. "Are you asking for me to fuck you?" I asked. "I certainly won't mind doing that. In fact, I've thought about that several times when I've been out here alone, and more today seeing you in your swimsuit. I'm not ashamed to admit that I've masturbated thinking about you." And I gave her a wink. "No, not a fuck session. At least not now. Greg can make me cum, like I've said. And like now, when I'm home alone, I have several toys to pick from, so I can always masturbate myself to orgasm. But Joe, what I'd like to do is make you cum. I'd like to see you get hard, I'd like to play with your cock and see it respond to my handling. Maybe I'd like to suck on it and see you squirm. Really, Joe - I'd just like to see a guy get off from me working him over. I want to know that I still have that ability." As ready as I was, I sat back and thought for a few seconds while I took another big slug from the bottle of wine cooler. "Yeah, let's do that. We can do it out here - no one can see us, and I kind of like the kinky feeling of sex outdoors in the daytime. Why don't you take off that bikini, sit there in the chair and masturbate while I watch? That way you'll see me get really hard, and I can see what I've been imagining for several years. Then when were both really ready, you can come over to me and do whatever you want." At that, Roxanne hesitated a bit, and I thought she was about to abandon the plan and leave. Then she sighed a bit and took a big drink of her wine. Sitting the bottle on the table, she slowly stood up and removed her bra. Damn, those tits were everything I imagined! Just the tiniest bit of a sag, with fantastic nipples. "Take off your trunks, please?" she asked. "I want to see you completely naked." I stood up and dropped my trunks. Roxanne could see that my cock was already hard. It's just under 7 inches long, and nice and thick when erect. Roxanne was staring at it, and unconsciously licking her lips. "Your turn now. Take off those bikini bottoms, please." I told her. And she did, exposing a neatly trimmed patch of dark reddish-blonde pubic hair. And beautiful pussy lips! We both sat back down in our chairs, looking each other all over. We each had our legs spread fairly wide - Roxanne started slowly fingering her pussy and I began stroking my cock lightly. Obviously, I didn't want to cum before she was completely satisfied, but I wanted her to watch me get harder and stay hard, all from her actions. Roxanne turned a bit to one side, putting one foot on the low table, opening her pussy even more to my view and her fingers. She was still very moist for our time in the pool and was even getting a bit of pussy juice showing. Even so, she stuck her right hand first and middle finger deep into her mouth, coating them with saliva, before dropping them down and inserting both deeply into her pussy. She began massaging and pinching her nipples with her other hand. She looked at me, smiling as she watched me slowly stroking myself, and obviously getting more turned on by the minute. I was staying hard, listening to the slurpy sounds of her fingers fucking in and out of her pussy. Neither of us said anything for a while, just enjoying our wine buzz and watching the other masturbate. We kept this up for maybe fifteen minutes, commenting a few times what we were seeing. I just sat there, sliding my hand slowly up and down my cock, spreading my pre-cum around for lube. Several times I had to stop and sit there on the edge of cumming, taking a deep breath and forcing myself to not let loose. I was hoping that I was letting her see what she wanted - me hard from watching her. Roxanne was stroking a bit faster, pinching her nipples harder. Then she started getting red on her chest above her beautiful tits, breathing hard and starting to moan. I watched her legs stiffen and relax several times in time with her moans. She was having several small orgasms. Then it happened - the big one! Roxanne really started cumming! She rammed her fingers faster and deeper in and out of her pussy, pinching and pulling on her nipples so hard that I was amazed. I had to completely take my hands away from my cock and grab the arms of my chair to keep myself from cumming. My cock was pulsing up and down with my heartbeats.   Unlike some girls that I've watched orgasm, Roxanne didn't clamp her legs tight together on her hand. As she hit her big climax, she stretched both legs out straight and spread apart, slapping her right hand on her pussy lips and clit, moaning loudly and supressing a scream. Clear, thick juice ran out from between her pussy lips, down over her puckered but pulsing asshole and onto the chair cushion. She held that position for about 15 seconds, her feet still up in the air and her thighs pulsing with each pussy spasm she was having as she was cumming. Then she slowly relaxed, let her feet down on the floor and just sat there looking at me with my hard cock, pre-cum flowing out of the end of it.   I said, "Damn, girl! That's one of the most erotic things I've ever seen! Roxanne, you almost made me cum just from watching you." "Now, let me see what else I can do for you," Roxanne told me. "Stay sitting just like you are, I'll come over to you." She stood up, grabbed her big beach towel, folded it into a nice cushion, and laid it on the floor between my legs. She knelt down, smiled at me, and slowly ran her palms up and down the inside of my legs. As she got near my testicles, she lightly ran her fingernails across the inside of my thighs, sending what felt like electric currents into me. Then she slowly pulled my cock forward with one hand, standing it straight up and ran a finger through the pre-cum coating the tip. Around and around my cock head with her finger, pausing several times to tickle my pee-hole with her fingernail, making me squirm. My cock was so hard, I felt like I could cut glass with it. "See, this is what I miss with Greg. I don't get to see him get hard anymore." Roxanne said softly. She leaned forward and kissed my cock's head softly one time, flicking her tongue lightly over the opening. Then she leaned back a bit, and spread the pre-cum around with her palm, and started stroking me faster. Then she used a finger from her other hand and softly tickled my ass hole with her fingernail. That was it. "I'm cumming, Roxanne! I'm cumming!"  Then I started shooting a massive cum load up on my chest and belly. Several strings of cum - and my cock and balls were pulsing hard. Finally, I stopped cumming, and Roxanne just gently held my softening cock, while I caught my breath. Her eyes were fixed on the pool of cum that had coated me, and she slowly ran her hands through it, rubbing it over me. "Thank you, Joe for letting me make you horny and getting you to cum. You don't know how much I've missed that the last couple of years." I just stared at her. She was thanking me - me! - for something I had fantasized about for several years: seeing her naked and wanting to do things with and to her. Roxanne stood up and picked up her beach towel and wiped her hands on one corner of it. Then she used that same corner to soak up as much of the cum as she could that was still on me. Then she folded it back up, saying "I'll take this back home with me. I'm going to masturbate again tonight and smell your cum on it while I do." We both took another dip in the pool, still naked, getting clean and fresh again. The cool water really made her nipples stand out! Again, I let her climb the ladder first. Roxanne smiled at me as she got out, saying "Hey, no looking at my ass this time!" Well, I couldn't help it - I got to see her little brown puckered anus and her tasty looking pussy lips - what a view - better than the first time! We were both out and I slipped on my trunks as I  watch Roxanne put her bikini back on. She covered up again, and headed back home, with a suggestion that we do this again sometime. I sure liked that idea! That night, I sat in the same chair out by the pool and jacked off again, thinking about Roxanne at home masturbating and smelling my cum on that corner of her towel. Maybe she was licking it as well. Roxanne and I did have one more fun session a few days later, again out by the pool. That time Roxanne wanted to give me a prostate rub with her finger up my asshole, like she had tried with Greg to no success. I have to say, it was very successful with me! Then Greg came back home, and so far, Roxanne and I haven't had any more opportunities. She, Greg and I still get together occasionally to visit, friends like before. I still find it hard to believe that Roxanne thinks that I was doing her a favor, seeing me get hard and cum. I guess it’s all a matter of perspective.

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