I first started my squash lessons about 5 years ago when I was 30, I was in a group with maybe 10 others. I couldn’t believe when the teacher walked in dressed all in nice white spandex. She introduced herself as Sarah and began instructing. She looked extremely good!! As she began talking I began examining her. I figured that she was in her early forties, 5 foot 6, in perfect shape, she had brown length neck hair that she wore in a bun, a beautiful face, nice perky C cup tits, a nice tight ass and amazing firm legs. Thank God for spandex!! As the lesson went on I kept undressing her with my eyes. That night I went home and beat off a couple of times thinking about Sarah. Fuck she was so hot!!
[FONT=’Arial’, ‘sans-serif’]Over the next few months I would run into Sarah at the gym, she was an extremely nice person and we would always end up talking for about 10 minutes. I would always be checking her out and stealing looks but I found out shewas married (shit that sucks), had three kids and that she had just turned 50!! I couldn’t believe it!! I told her “no way and she looks way too young to be 50”. I could tell she liked this flattery and I told her “how great she looks!!” She blushed but nothing came of it.[/font]
[FONT=’Arial’, ‘sans-serif’]During the next year we still were very friendly to each other but nothing came of it, other than me beating off thinking about her each time we talked. Then one day she had just finished a game and was changing her shoes talking to her opponent, I was off to the side waiting for my partner to show up. I had a perfect view of Sarah. When she leaned over to change her shoes I got a great view of her cleavage!! Wow!! Those C cup tits just looked perfect, all I could think of was my cock going in between those tits. Then when she sat up, her nipples were fully erect pressing against her tight top!! Wow!! What perfect small nipples!! Now all I could think of was pressing the head of dick against these hard nipples!! Fuck I could feel my cock growing hard in my shorts, this would not be good for my game. She then put on her jacket, fuck was I turned on. I went to the bathroom to one of the stalls and beat off, it took me a whole 2 minutes to blow my load.[/font]
[FONT=’Arial’, ‘sans-serif’]A few months later and lots of beating off to Sarah, I happen to be sitting in a chair talking to my squash partner after a game when Sarah walked in looking fantastic as usually. She was teaching a class. She sat down and started to talk to us. Man she was looking good!! When I looked at her tits I could see that her nipples were starting to get hard and so was I. I think she noticed My gaze on her nipples because she then crossed her arms on her chest which covered her nipples but also pushed her tits together and caused her cleavage to bulge out of her top. What an unbelievable site!! Once again all I could think of was her pushing her tits together with my cock going in between them. Then thankfully some her students came in which distracted her so I could really look at her tits. They were such a perfect pair!! I imagined my tongue pushing in between those tits!! She left to teach her class and I went home hard as a rock.[/font]
[FONT=’Arial’, ‘sans-serif’]About 6 months later I went to play my regular partner (Bob), it was a Friday night and not a busy night at the gym for anything. Sarah was playing a game in the adjacent court, I watched for a while how beautiful her body was. How those tits bounced when she ran after the ball, that nice tight ass and those perfect legs!!! Well my partner showed up and we played our game. When we got out of the court Sarah had left, too bad, I was hoping to get one last look. Bob and I sat down after the game shooting the shit and Bob remembered he had to run off. Off he went while I collected my things. I was just finishedhing up when Sarah walked in, apparently her game had just finished and from where I was sitting I couldn’t see that her bag and things where still there. So I went over to say hi, we where maybe three feet away from each other. She was wearing a fairly tight athletic top, a little athletic jacket that was unzipped and tight shorts. As we were talking she bent down to collect her items her shirt sagged enough that I got a great view of her cleavage. I was so engrossed in her cleavage that she looked up and caught me in a total cleavage star!! She blushed and stood up and zipped up her jacket!! Fuck did I screw up!! My mind was racing on what to say and do. All of a sudden “I told her how beautiful she was”, she blushed even more. “I told her what an amazing body she has”, she blushed and started to fidget. What I didn’t realize is that I had been moving closer to her so by now I was only about 1 foot away. I then moved forward and kissed her on the lips!!! Just gently and very soft. I could not believe it!!! What the fuck was I doing!! Well she didn’t pull away or slap me or anything. So I then went in with a harder more passwordate kiss. God her lips were so nice and soft, I then pushed my tongue into mouth and kissed her so passwordately. All this time she was kissing me back. I put my hands on her waist and pulled her against me, she put her arms around my shoulders and pulled me close. I could feel her tits pressing against me and this just made me even hornier. My cock at this moment was rock hard pushing at my shorts wanting out so when I pulled her close my cock pressed into her pussy and we gently started grinding. The kissing now was getting a little more intensity with lots of open mouth kissing. I was moving my hands up and down her legs, squeezing he ass and then I moved them up to her tits and caresed them, they were fantastic, nice and firm. I then unzipped the jacked she was wearing and cupped her tits, this time I really could get a good feel. Through the sports bra I could feel her rock hard nipples and began to rub them and play with them. This really turned her on and she took my head and forced it to her neck for me to kiss. The grinding now got more intensity, I was going to blow my load any second now when all of a sudden we heard a noise down the hall. It was the fucking janitor!!! Sarah pulled away started and it seemed to bring back down to reality! Shit!! I then said “I don’t want this to end, you drive me crazy!” She said “Her husband (Greg) and the kids were out of town for the weekend and that I should drop by her place in about an hour.” We broke up our griping moment just before the janitor rounded the corner.[/font]
[FONT=’Arial’, ‘sans-serif’]As soon as I got home I jumped in the shower to get ready and beat off, I was sporting too much lumber. I basically just touched my cock and blew my load. Fuck I was really hoping that she wouldn’t change her mind. I quickly lifted some free weights so that my muscles would be tight and big looking. I wasn’t a huge guy just athletic but with a good set of muscles on me. By the time I got myself ready it was just after an hour and made my way over to Sarah’s place. When I got to the door I could see she was sitting on the couch, I let myself in and said it was me. She said “get yourself a glass of wine from the kitchen and join me on the couch.” In the kitchen I saw a fresh bottle of wine open and more than half of it was gone, this was good. Maybe I was going to get my chance to screw her after all. I poured myself a glass of wine and made my way over to the tv room. Sarah was listening to some old slow shit music I had never heard before, this was getting real good. When I finally got a view of her she looked amazing!! Her brown hair was out of that bun and down to her shoulders!! She wore some makeup but not too much. Fuck she looked good like that!! She was wearing a very nice silk blouse that was designed to show offher cleavage which really turned me on. She also wore a loose fitting knee length skirt with black nylons underneath!! God I wanted to jump her right there!! But for some reason I was still expecting her to say we have to stop this and it was all wrong what we did before.[/font]
[FONT=’Arial’, ‘sans-serif’]She said to come and sit beside her. I did and I could see in her face she was glowing, either from the wine or what was about to happen, but she had this beautiful glow to her. I told her “she looked amazing and how beautiful she was.” She grabbed my wine glass and put it on the coffee table and then my wish came true!! She came in for a kiss. A nice long passwordate kiss. I could feel her one title pressing against me and she started running her hand up and down my arm (good thing I lifted those weights!). She also smelled amazing, the perfume she was wearing was so mesmerizing. Within seconds I was hard as a rock!! I was so overwhelmed by her smell,her title pressing against me, her hand touching me, I really just wanted to blow my load!![/font]
[FONT=’Arial’, ‘sans-serif’]I gathered my thoughts and moved my hand onto her waist and slowly moved it down her tight until I was at her knee and slowly went back up underneath her skirt. I got to about halfway up her thigh when my hand came across the elastics (not a garter belt) that held up her stockings!! Fuck stockings really drive me crazy!! I rubbed my hand up and down her thigh a bit more all the while trying to concentrate what my tongue was doing in her mouth!! This was great, things were getting really heated. I then moved my hand onto her breast and started to massage her title. She was wearing some kind of padded bra so I couldn’t feel her nipple too well but I kept massaging her title. She then pushed me back into the couch and straddled me. Without a second to lose she thrust her tongue back into my mouth, her hands going up and down my arms. I had myhands underneath her skirt grabbing that beautiful tight ass, from what I could feel, she was wearing high cut satin panties that covered her ass. This was really getting good!! After a minute or so of that I moved my hands to cares her beautiful tits again. She then reached down and pulled off the t-shirt that I was wearing. I had my hands going up and down her thighs and she was moving her hands all over my chest feeling my muscles. We started kissing again, lots of open mouth hot kissing. Less than a minute later, she said to take her to the bedroom!! Fucking A!!! I put my hands underneath of her ass and lifted her up. She locked her arms around my neck and we continued to kiss as she directed me to the bedroom.[/font]
[FONT=’Arial’, ‘sans-serif’]I sat down on the bed with the chick that I have wanted to bag since the day I saw her on top of me. I moved my hands onto her tits and then started to undo her top. She grabbed her blouse and pulled it right off. I couldn’t believe what I was seeing!! The bra she was wearing was pushing her tits together and made her look so hot!! I pulled her head close so I could kiss her some more and then went to work caressing those beautiful tits!! She then got up a bit and moved her hands down on to my cock. Just the touch of her on my cock almost made me cum! She liked the fact that I was nice and hard. I told her she was going to have to do Something about it because she was way too hot and I wasn’t going to last a minute!! She kind of looked at my all puzzled and I gently ran my finger over her beautiful lips and said “why don’t you introduce those beautiful lips to mr. hard down there, that would help me last a lot longer.” Her eyes lit up and as she started to take off my pants she said “I haven’t done that in years and hopefully I don’t hurt you.” I said “I wasn’t too worried.” Off came my pants and when I looked down at my boxers I had a huge pre-cum wet spot going on!! Fuck was that embarrassing!! She then pulled down my boxers and out sprang my 6 ½ inch cock glistening with pre-cum fluid from the hall way light. She then got on her knees and with a smile put the head of my cock past those beautiful lips and into her mouth!! Fuck the feeling was overwhelming, having somebody that you have fantasized for so long giving you head. I was so turned on seeing her head going up and down on my cock and the tip of my cock disappearing into her mouth and also that beautiful cleavage. I reached down and started to squeeze her tits, she let out a moan of approval. She sucked that cock nice and hard and used her tongue on the tip but I wanted more of my cock in her mouth, she would only take the head and then go back up. At least she wasn’t using her hands or using her teeth! I then started to do little thrust and I timed it so when She came down I gave my cock a thrust. She didn’t like that and told me to let her do the work. Within a couple of minutes of watching this hot babe wit my cock in her mouth I knew I was going to blow my load. I squeezed her beautiful tits and blew my load into her mouth. She moaned in pleasure and keep sucking, swallowing everything that came out. She sucked me dry and a while later got up and went to get a glass of wine. I told her how great that was and she just laughed. I moved myself up onto the bed and watched as she walked back to the bedroom. I was thinking to myself “How great this was, I just got head from Sarah and I am about to fuck her!!” She looked amazing as she walked back, the way her skirt moved back and forward and that bra she was wearing really made her tits look like they were about to pop!! She took a big swig of wine and then laid down beside me. I rolled over so I was on my side and started to kiss her. I fondled her tits with my one free hand, God They felt nice. I then moved my hand down her tight tummy and up her leg. She had raised her legs so that her skirt had fallen back revealing her beautiful blackpanties. When I brought my hand down, I brought it down on the inside of her thigh and made my way to her pussy, I started to rub her clip!! Fuck she was wet!! She moaned with pleasure as I began to rub her. It almost felt like her pussy was pulsating!! I started to kiss her more passwordately and as I slid my hand past her panties onto her pussy she moaned into my mouth!!! I used 4 fingers to rub that wet clip and after a minute or so I started to penetrate her one finger at a time until I had three fingers in her!! She was going crazy, she really liked this!!! She was moving her hips up and down as I was finger fucking her. We had a good rhythm going and there is nothing hotter than having a hot chick losing it with your fingers in her cunt!! Her one hand was squeezing my cock (which was hard again) and the other hand was pressing the back of my head down so that our lips were forced together as she was moaning into my mouth!!! Things were getting really hot, when all of a sudden shepushed my head back and screamed out “oh god!!! oh god!!! oh god!!! oh god!!! oh god!!!” Her body started to tremble as my finger fucking was hitting the right spot, she reached back with her one hand, grabbed the head board and just let out a deep moan, her breath was also erratic and her body started to almost convulse in pleasure. Her orgasm was such a beautiful site!! She looked at me with a bigg beautiful smile, panting and said “I have never had that happen to me before!! That was incredible!!”[/font]
[FONT=’Arial’, ‘sans-serif’]As she relaxed I then climbed on top of her and started to kiss her neck, as my hands started to rub her tits. I moved the kissing down to her neck and started to make my way towards her tits. I moved my tongue down in between those beautiful tits. As I did this I gently moved one hand underneath her back and undid her bra. She accommodated me and off came her bra. What a rack she had!! Her nipples were rock hard and nice and smallJust like I had imagined!! Her tits sagged a little but were extremely firm for a 50 year old. I moved my mouth over to one rock hard nipple and started to suck as my hand massaged the other breast and played with her other nipple. Her nipples were extremely sensitive and my sucking really got Sarah wild. I used my tongue to flick her nipples and gently bight them!! She then put her hands in my hair, playing with it and moaning louder. Her breathing was getting deeper and deeper, she was extremely turned on!! After a few minutes of sucking and fondling, I started to move my kissing downwards. My body was now in between her legs. I started kissing her belly button as I undid her skirt. I then stood up on my knees, grabbed her legs and in one quick motion pulled off her skirt. I now had her beautiful stocking legs resting on my shoulders. Fuck was I ever turned on. I then caresed her legs for a bit, telling her how beautiful her legs were. I then reached down and pulled off her panties. Her pussy was motherly but wasn’t too bad. I moved in and started to lick that clip!! She started to moan happy!! One thing I have always been good at is eating pussy so I went to town eating her out. I would use my tongue to penetrate that juicy pussy, licking all the juices and then I started to suck that pussy. That sent Sarah off the deep end. She started to thrust her hips up into my face and moan like crazy. Both of her hands were grabbing onto the headboard for dear life. I then moved my hands up to her tits and started to rub her nipples gently all the while sucking on that clip. After no time at all her body started to convulse as another orgasm was about to take over her. She moaned and screamed trying to catch her breath, I buried my face deeper into her pussy and then I hit the magical spot. Sarah just froze as she let out a huge deep moan. I knew she was done when she let out a “I have never had that happen to me laugh.” Her chest was heaving trying to catch her breath, I was just watching those tits going up and down.[/font]
[FONT=’Arial’, ‘sans-serif’]I then started to make my way up with my mouth, kissing and sucking. I stopped for a bit on those beautiful tits, then worked my way to her neck and then forced my tongue into her mouth. She moaned as we French kissed. I slowly moved her arms above her head and pinned her wrists down with my hands. I gently started to press my cock against her pussy. Man was she ever moist!! She moaned into my mouth as my cock slide into her and she thrust her tits upwards as her back arched!! God that pussy felt so good, so nice and moist and warm. I started to fuck her ever so slowly, she wrapped her stocking legs around me. I had to concentrate now, otherwise I was going to blow my load way too soon. So I gently slide my cock in and out and I pressed my chest against her heaving tits and I enjoyed the feeling of Her hard nipples pressing into me. I let go of her wrists and she thenbegan to run her hands up and down my body. I then said to her that I want her on top of me, she undid her legs and I carefully rolled with her so that she was now on top. This was much better, I could now use my hands to feel this amazing body. Once we got a good rhythm going I moved my hands from her beautiful thighs up to her tight ass. I squeezed that beautiful ass for a while. I was watching her beautiful tits bouncing inches from my face so I reached up, caressed her tits and started to gently suck on her nipples!! I spun my tongue around her nipples, flicking her nipples and gently bighting on them. This drive her wild. Our rhythm got really heated and we started making slapping noises as my cock pounded that pussy!! God this was amazing! She was absolutely loving it. I then reached up and grabbed her head, pushing Our lips together, I slid my tongue into her mouth and held it there, forcing her to breathe through her noise. This heightened the whole experience and she really started to moan as the rhythm started to get wilder. She then throw her head back and said “I can’t go on for much longer”. I pushed her up gently and said “sit up straight and ride me, that way I can see your beautiful body.”[/font]
[FONT=’Arial’, ‘sans-serif’]She sat up, put her hands on my chest and started to ride me. I was caresing her thighs, sliding them up and down those beautiful stockings and grabbed her ass and just watched this hot babe riding me. As we got a good rhythm going, she sat up straighter and put a hand behind her on my thigh. Just watching her heaving tits going to the rhythm really turned me on and I had to be careful Not to blow my load just yet. I then moved my hands onto her tits and this really got her going. She started to moan deeply but but let it out slowly. I then moved my head into her tits and started to suck on them. She really liked and forced me to stay there for a while longer. I then lowered myself back down and with myhands on her hips started to really thrust my cock deep into her. Her breathing started to get more erratic and her moans louder. She then grabbed her one breast and started to squeeze it as she began to lose control!! This really turned me on and I was on the verge of blowing my load. I just kept the nice deep thrusts going and then all of suddenly she stopped moving (I was still thrusting away), throw her head right back and let out a deep moan as her body shuttered as the orgasm took control of her. It then hit me too and with one deep thrust I cummed deep in her filling her pussy up. She then collapsed on me, with her head resting on my shoulder trying to get her breath back. I let my cock go limp inside of her. All she could say was how great that was over and over again.[/font]
[FONT=’Arial’, ‘sans-serif’]Then about 10 minutes later she started to cry and said how wrong this was. She rolled away from me and kept saying “how wrong this was, we shouldn’t have done that and how her husband could never find out he would leave her.” I rolled over to console her and say some words along the line it is alright, but this also put me in a spooning position. My limp cock was now pressing in the top of her ass and boy did it feel nice! I won’t go into it, but for the next 20 minutes we talked about what had just happened and I knew from listening to her this was never going to happen again, this was a one shot deal. So I decided to make the most of it.[/font]
[FONT=’Arial’, ‘sans-serif’]My cock now was fairly hard from pressing up against Sarah’s nice ass. So while still in the spooning position I then maneuvered my cock so that I could penetrate that warm moist pussy. As I started moving, Sarah felt my cock moving towards her pussy and said “no we should stop, that’s it”. I said “Sssh it will be alright” and kept moving my cock, that pussy was so close Now and then she moved away and said forcedly “I want you to go, this is over now.” Well that really turned me on. She then got up and started to make her way to the bathroom. I got with her and a little faster and grabbed her by her hips, spun her around and pushed her front first onto the bed (so her back was towards me), her legs where still touching the floor but the rest of her was on the bed. Across from her on the wall was a full length mirror, I could see the shock on her face as she yelled out “What the fuck are you doing!” I said to her “Just relax and this will be over in no time.” I was so turned on right now!! With my one hand I pushed and held her head against the bed and with the other I pushed legs wider apart. She tried to squirm her way free but she was too tired and I was too strong, she was pinned down. I then forcedly thrust my cock into her pussy. She let out a Sigh of shock as my cock went right in. What a rush it was to do the object of my desires doggy style!! I got a few deep thrusts in before she really started to struggle. She tried to scratch me but she didn’t have any nails and then she just flailed her arms at me hitting me in the shoulder and arms. I grabbed her wrists and pinned them down on the bed over her head. God her pussy felt so nice as I really starting giving it to her, thrusting really deep into her. There was not going to be any enjoyment in this for her, it was for me. The more she squirmed the more I got turned on and the harder I thrusted. I then took her left wrist and flipped her body half over so her upper half was on her side. Then with my right hand I grabbed her right and left wrists and pinned them to the bed. This let me see her beautiful title bounce with each strong thrust of my cock. With my free hand I began to forcefully grab her title. Oh what a nice feeling that title was!! This pussy was really nice but if I was going to cum again I needed something a little tighter. I pulled my cock out and aimed at her beautiful ass. My aim was good and I managed to get the head of my cock in her ass before she let out a loud “fuck you” and managed to get her hands free. She hit me in the chest a couple of times with her one fist. I then reached my hand into hair, grabbed a fistful and pulled hard. She yelped in pain and shock as she was forced to her hands and her head snapped back. She used one hand to grab my hand to try and lessen the pull on her hair but she needed the other hand to support her. “There we go” I said. I then took aim for that beautiful asshole and pushed the head of my cock in again. She tried to squirm free but it was no use now. She let out a muffled moan and keep saying “please stop”. I slowly pushed my cock deeper and deeper, man what a tight ass she had. From the mirror I could see the look of pain on her face. I managed to just get an inch past the head of my cock into her ass when I pulled it out and put it back into her pussy. I few deep thrusts into that pussy and I was back filling her ass with my cock. Man her ass was tight but what a great feeling!! I had to go back to her pussy once more for some lube before I managed to get my entire cock in her ass. I was now doing nice long deep thrusts and at the end of each thrust I could see her hand grip the sheets tightly and she let out a quiet moan of pain. Fuck was this ever a turn on!! With my free hand I reached forward and started fondling her tits. I played with her nipples for a bit and then I slowly moved my hand down until I made it down to her pussy. I started to play with her clip. I was getting close to cumming so I slowed it down a bit and concentrated more on the finger fucking all the while keeping my cock deep in her ass. When I saw her face again in the mirror she had tears running down her cheeks and she started to whimper. Alright, she has had enough. I started to really fuck that ass now and with both hands I reached for a title, squeezing them nice and hard. Then the sensing hit and I really squeezed those tits as whatever was left in me blew deep into her ass. I gave a few slow long thrusts as all the cum was drained out of me. As I pulled my cock out of ass, I gave her a small kiss on her neck and said “Goodbye”. As I let go of her she collapsed on the bed crying. I grabbed my clothes and left. Fuck, this really got out of hand.[/font]
[FONT=’Arial’, ‘sans-serif’]After that incident I gave up playing squash and so far I have never seen Sarah again.[/font]
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