I remember the first time I saw my Mother sunbathing outside by the pool. I must have been around 5 and all I knew I was very happy she was my mom. At the time I didn't realize the reason I was happy was because she was very attractive and not fat or dumpy like my friends moms were. My Mom, whose name was Cindy was 5'9 and no more than125 pounds soaking wet. Cindy was always at the gym working out doing aerobics and keeping herself trim. My mom had medium size breasts and long black hair, which flowed, down to the middle of her back. Yes, my mother was a very beautiful woman but what really made her stand out was her personality. Cindy was a kind, giving mother who always made me feel loved.
A drunk diver took my father away from us when I was 11 years old. Mike, my father was coming home after working a double shift at the factory. The only blessing was he had extremely excellent foresight and ensured my mom and me were taken care of. Without the worries of money over our heads, life went on as best as it could without him. I remember curling up and sleeping with my mom for about a year after the funeral. It was a very difficult time for both of us but it brought us very close.
About 7 years later life without my dad was all right and we (my mom and me) were happy. I was very active in school and had the body to prove it, and mom; well mom did what she did with her hobbies and all but what she loved was poker. I mean she played it all the time on the computer and with her girlfriends.
The night my Birthday was on I had made arrangements for me to stay at a friend's house while I partied and hoped my girl would decide to finally suck my dick. I knew she wouldn't let me fuck her, but I needed a blowjob! I was beginning to get tired of finger banging and eating her out – making sure she got off but then when my dick was so hard it could cut diamonds the bitch wouldn't give me the relief I needed so badly. I always went home with blue balls. At the party I got way too drunk and pissed off at my now ex-girlfriend I decided to go home and beat off. Refusing to drive my car or get into a vehicle with someone else diving that was drinking I told my friends I decided I wasn't going to say over and went home for the night.
It was late, probably after midnight by the time I got home. Walking between the houses (there weren't any fences between the houses) on my way home I passed my mother's window which still had the light on. Not really thinking anything about spying on my mother I briefly looked between the closed shutters to see how she was doing.
"Holy Shit", I whispered as I gazed upon the sight before me, my cock growing hard in my shorts. My mom was laying on her bed, totally naked holding a picture in her left hand as her right rubbed between her legs. She looked sad, but happy at the same time as she worked on her pussy. Her body was the best I have ever seen was to say the least. Her breasts her about a large "B" cup and very firm. My moms stomach was hard and I could see the faint outlines of her "six-pack" as she breathed deeply in out as she got closer to her orgasm. Not knowing what I was doing, I released my cock from my pants and quickly rubbed my cock in time with the thrusting of her fingers in and out of herself.
"Oh mom, your making me so hot, I want to cum with you" I heard myself breath out as I stroked my hard dick. "Yes, that's it. Play with yourself. Make yourself cum."
My hand stroking just my cocks gland I knew I would spray my seed over the window if I didn't move, but I just couldn't take my eyes off my mother pleasuring herself. Gasping, I overheard through the glass my mother cumming, "Yes Mike, make me cum!"
With that my mother jammed three fingers deep into her neatly trimmed pussy and began to cum violently. At the same time I also became cumming and I shot my load all over the side of the house. It was the best orgasm of my life.
Holding onto the side of the house to regain my balance I was shocked and aroused at what I just did. Peeking through the window again I saw my mother was up now and putting the photo she held as she masturbated back into her jewelry box and closed the lid. Dressing into the long T-shirt she used to sleep in she slipped under the covers and turned off the light.
Standing now in darkness I waited outside by the curb and thought about what I had just seen and did. I knew I wanted more but I my mom meant everything to me. She was my best friend and I wanted her more than a son should. "What to do?" I wondered as I sat there.
About an hour later, I had sobered up quite a lot and decided to go to bed and put this day behind me. Entering the house I went to my room quietly and shut the door went to sleep.
The next morning I awoke and found my mom gone off to play golf and was left alone in the house. Throwing on a pair ratty sweats and a T-shirt on, I left my room and walked around the house not really knowing what to do with my day. A couldn't call Angie because I had broke up with the night before. Finding my way into my Mom's room I opened her jewelry box, looking for the photo she was fingering herself to.
Moving a small tray away in the bottom of the box I found an old photo of my father, Mike. Mike was lying naked on a bed and looked like he was stroking his cock for the person taking the picture. It was a very good picture and my old man had a really big cock, something I inherited from him. Knowing my mom hadn't had a boyfriend since my father passed, a strong feeling of love and sadness engulfed me. Was she staying single for me I wondered as I looked at the photo? Putting the picture back where I found it I decided I was going to make my mom happy – physically again.
A plan outlined in my mind, I lay down on the couch and waited for my mom to come home.
"Well, look who is up and around." Mom said as she sat down next to me on the couch, waking me up from my nap.
"Hi", was all I could muster up.
"What's with the sad face?" my mom asked. Putting my plan into action I told her everything about how my girl dumped me (alright so I changed the facts around a little)
My mom trying to cheer me up she asked if I would like to play cards with her. "Bingo." I thought.
Taking my chance I said, "Why don't we play strip poker?" The deck of cards almost falling out of her hands she quickly regained her composer and started shuffling them.
"Well it was your birthday yesterday" she replied. I never expect her to say such a thing but I had hoped because we were always very close.
"Right on mom, just like two wild and crazy kids!" I stated getting myself comfortable.
"Well, how do want to play?" Mom asked.
"Well how about..."
Here were the rules we agreed upon: The game will be five-card draw and lowest hand will shed one article of clothing. Mom was wearing a pair of slacks and a blouse as well as underwear underneath which was a total of four pieces of clothing; while on the other hand I was wearing socks, sweat pants, boxers and a T-shirt, which also to equaled four. Mom agreed on these rules and begun shuffling the cards.
Mom dealt the first hand and asked what I had. "A pair of Queens," I replied feeling I won the first hand. "Well too bad sonny boy, I have a pair of Aces," she answered. Her eyes where laughing and exited as I bent down and socks. I looked at her and just smiled looking confident that I would win the next hand.
However, the next hand didn't go so well as I would have expected either; I never thought my three deuces would lose but they did because she had four queens.
"Go ahead little man, you lost." my Mom exclaimed as I started to remove my shirt exposing my well tone body.
The next hand was easily won, as she had nothing good. "Well looks like its time for me to finally win, Mom," I said as she removed her slacks. "Don't worry you'll be naked soon enough," Mom replied smiling.
But my luck didn't change as I won again and Mom was forced to remove her blouse leaving her in a black bra and panties. "Well it seems like you're down to your underwear Mom," I teased. Immediately, Mom reshuffled the cards and without any trace of embarrassment of her partial nudity dealt the next hand.
Mom was serious now. She asked me what I had after she dealt the hand and I replied I had nothing but junk. Mom relaxing a little watched as I remove my jeans leaving me with only my shorts and a huge boner, which was very hard to hide. Sitting quickly back down I thought Mom didn't noticed but she immediately remark, "Well you're really not a little boy anymore I see," she giggled as I turn red with embarrassment but my cock despite myself just got bigger and created a more visible tent within my shorts.
I've had enough, I now wanted to lose immediately, go to my room and beat off and get some relief quickly before my nuts burst, but I wasn't beaten yet and still had some fight left in me, besides I really wanted to have my mom naked in front of me.
As I dealt the next hand I thought it would be my last but three consecutive aces appear before my eyes making me confident that this hand was already won– and it was.
Mom is in trouble now for she'll be naked top or bottom in front of her only child. Suddenly, not knowing how I felt about this I remarked, "Mom, listen we don't have to go any further," Smiling, she insisted we were going to finish the game we had started because she wasn't a quitter. Standing up and turning around, she turned her back to me and begun unhooking the clasp of her bra. Holding her luscious breasts in her hands she let her bra fall to the ground exposing herself to me. I was awestruck. I was so dumbfounded staring at the set of perfect tits in front of me I almost reached reach for them, the need to squeeze, and suck them as I did in my younger years was almost overpowering.
My Mom watching how I look at her fine tits teased, "Looks like my boy can't stop looking at Mommy's tits. Well how about if I add them to the pot later." She said smiling a sly grin.
What did she say, my mind screamed? I was now more inspired to win after hearing that, but lady luck didn't let me for a pair of twos was no winning hand and I was right for Mom had a full house. It was over for me. I was going to be naked in front of my mother.
"Come on baby. Don't be shy. Mommy wants to see what's underneath those shorts of yours," she said. Well this game was my fault and Mom did comply by taking off her bra, so I had no choice. I just wished I wasn't so hard. My cock was leaking precum and it wanted to be stroked so badly I almost did in front of her.
Regaining some composure, I slowly reached down and removed my shorts and revealed my hard cock to her. It was standing straight up and throbbed slowly with each of my heartbeats. Wanting to quickly go to my room and dream of my moms tits as I masturbated I said, "That was a good game mom, you win"
Mom, who was staring at my rigid cock said, "We can still continue if you want to. I'm just starting to enjoy this," she smiled.
"But what if I lose again?" I asked.
"We'll think of something later," she replied with assurance so I just sat back down trying to hide my cock between my legs and continued to play.
The next hand I lost again and didn't know what to do. "Alright mom, what do I do? I don't have anything more to take off." Smiling at me she just asked to me layback in my seat, relax and give myself a couple slow strokes. "I love watching a man pleasure themselves", she coed.
Lust overpowering any need to be modest or shy in front of my mother I did as she asked, I laid back, my cock jutting straight out of my body I slowly wrapped my right hand around the shaft. It felt so good to finally touch it, I began stroking it up and down the entire length of the shaft, slowly rubbing the precum over the tip making me shutter with pleasure. Needing to cum so badly I began stroking my cock faster and faster in front of my mother staring at her heaving breasts – she was enjoying watching me get myself off.
My cock was hot to the touch and my nuts began contracting, masturbating in front of the only women who wouldn't judge me was something I never thought of before this plan came to mind but it felt so right I never wanted it to stop, I was getting close to cumming.
"Alright baby, that's good, go ahead and stop, we don't want you to cum too soon now do we?" My mom said as I slowly stopped stroking my blood filled cock.
Smiling at my manhood Mom reshuffled the cards, and dealt out the next hand, which finally became the equalizer for her, as she had to remove her panties. "Well here come the main event," she said as she slid her panties off. Mom pussy was clean-shaven, and was quite moist - maybe from sweat or maybe she is just as excited as I was, which made my cock even harder.
"Well now that were both naked, the real game starts and for starters the winner of the next hand gets to examine the loser" Mom said as she sat back and closed her legs keeping her pussy from my view.
It was quite an experience, here I was playing poker with my Mom and we were both naked. I never expected that it would come to this and it just got better as Mom lost once more. "What to see my pussy?" Mom asked as she spread her legs open revealing herself to me. All I could say was "Wow,"
The show wasn't over yet as Mom lost again. "I bet you want to see more. How bout I show you how soaking wet I'm now?" Mom asked as she then parted her pussy lips with her fingers and gently inserted one into her, slowly fucking herself with it. I could see how aroused Mom was as her pussy was dripping wet but Mom was not the only one aroused by the situation as I was very much obliged to spread my legs and show her how hard I was on the next hand.
Now that both of us had already been sitting in front of other with our legs spread so that we can see each other's genitals perfectly; I could see her pussy and how wet she was, and she could see my cock and how hard it was. What would happen next? I wouldn't know if we didn't continue playing, as Mom was still eager to play as she dealt me the next hand.
"Oh God," I said to myself as a flush appear before me. Now my question would be answered. Calmly I asked Mom what she has but she just replied, "All I have is junk, you might just get your chance to cum on my tits after all but first I would show you how I like to make my nipples hard." My brain almost exploded after hearing what she just said. Mom began to massage her breasts, squeezing them together, then holding her left breast with one of her hands she bowed her head down and licked her own nipple and then she did the same with the other. Making her nipples hard as diamonds. Mom was getting off with her action and I needed to stroke my cock at this magnificent sight but before I could Mom asked, "Maybe later you could suck them as well". So I restrained myself from jacking off as we return to the game with Mom's nipples very much erect.
On the next hand I lost on purpose just to get myself some relief. "How about I whipped us up some cream?" I asked. Mom just nodded in agreement. I walked over to her and began stroking my cock next to her while she cheered me on. "Go boy go. Stroke it hard. Cum for me." I increased my stroke some more by rubbing the tip until I reach my limits, but before I could spurt, Mom knelt down before me and asked that I cum all over her and I did. I spurt my cum all over her, on her beautiful face and her tits then she rubbed it all over her body. She massaged her tits some more and her hand began to travel lower down to her pussy where she started to rub her clit and her outer lips. She was moaning now with one hand playing with her breast while the other down her clit. She was in heaven and so was I. She suddenly stopped, stood up and looks at me straight in the eyes. "Would you like to fuck my pussy?" Mom asked.
All I could think of was "Hell Ya!" I would love to have a chance to fuck her pussy so I just nodded in agreement. "Well how about one last hand. If you win you get to fuck me. If I win we will call it a night," she added.
I quickly shuffled the cards and dealt the next hand very eager to win the prize. Lady Luck was definitely on my side as I won with a royal flush. As I laid my cards down mom said, "To be honest even if I won I will still let you fuck me for I'm already so horny and in need of a cock." she said as she approach me and gave me a kiss while her hand slowly stroked my cock till I was hard again.
Sitting me down on the couch she knelt down in-between my legs and sucking my cock. It aroused me so quickly as she moved faster and her sucking became harder, coating my cock with her warm saliva mixed with my own juices. I had been turned-on since midway through the card game and I need release again. I grabbed her head and announced that I was about to cum and then I erupted, Mom eagerly drinking it all down her throat, milking me dry, till the last drop was gone.
It's now time for me to repay her the favor so we switched places. I kneel down in-between her thighs and breathed in her sent. My cock already recovering I began tickling her lips and then slowly fingered her snatch. I put my index finger in first and then my middle finger, sliding them slowly in and out of her. Mom was moaning now telling me how good it felt. First two fingers, then three, then four, "Oh my God!" she exclaimed, "What are you doing to me baby, I'm so turned on, please don't stop!" Continuing my assault on her soaking pussy, I lowered my face to her clit – taking it between my lips. Mom was now too far-gone to stop, moaning, crying, and shouting to God about how good it felt as she came and her nectar flowed vigorously from her honey pot and onto my mouth.
I stood up for awhile giving her time to relax but my Mom seeing how hard my cock was again, she spread her legs wider, opening herself to me with a really sultry look on her face. She was ready. "I want your beautiful cock in my hot pussy," she said as I rubbed the tip against her pussy lips, mingling my precum with her juices. "
Not disappointing her I put my cock in her pussy. I couldn't believe how tight she was, how hot. My cock went in easily and it was so warm and wet. I grabbed her legs and she flung them around my waist. I fucked her slowly at first but quickly gaining rhythm I began to lose myself in her, loving the feeling of being inside her. It was just right. I felt her hands holding mine, gripping tightly as her moans of pleasure excited me even more. It was great to hear her moan letting me know that she was about to explode, so I quicken my thrust. Mom asked me to blow my load all over her body once more so I quickly withdraw form her, seeing her tremble from her orgasm I stroke my cock some more and blew my load over her.
I smiled at her and asked "Did you like it?" "Oooh, Yes! Fuck me some more," she replied with eagerness as she positions herself on all fours getting ready for our next round.
I grabbed her ass and rub my limp cock over her asshole until it got hard again, then reaching forward I felt her hanging tits and rammed my cock into her pussy until my balls slapped against her Howling like mad she enjoyed every fucking second of it. I then let my hands explore some more, one reaching her tits and the other her clit. I massaged her tits and pinched her nipples, which made Mom moan louder, but what really drove her wild was how I played with her clit. I pinched it, pulled it, and played with it. The more I teased it the more she bucked. She came twice before I blew my load, this time deep inside of her, the feeling of my release was heaven and Mom did not object. "I have always wanted to do this with you. It has been years since I was fucked and now that I have you as my lover I won't be lonely anymore," Mom said. "Me too and I'll cherish this moment for the rest of my life." I replied.