8 Ball Bet free porn video

It started innocently enough. Just another game of pool between me and my buddys from Jr. High. We were, as usual, in the basement at Mark's house after school. We most often went to his house because his Father had moved out and his mother was usually gone. Now to top of that Mark's older brother was selling the best pot in town so Mark always had the best weed. Our after school routine was to head to Marks basement, smoke 4 or 5 bong hits apiece and watch Gilligans Island or the Brady Bunch and giggle and munch out. Today we headed to Mark's basement for a few games of pool. Since it was Mark's table he always had the advantage. After Mark had beaten my friends Todd and Dave it was my turn, and I had been practicing secretly at the local bowling alley just for the chance to beat Mark on his own table. I got the break, and ran all but two stripes off the table when I missed. Mark was feeling pretty smug about his shooting skills and I was feeling a new sense of confidence in mine and Mark could tell this. When his time to begin shooting came up, he asked me, "Wanna make a bet?" "What ya got in mind? I replied. "I bet you I can run the table and sink the 8 ball without missin a shot. If I lose you can pick anything out of the laundry room and I will wear it until I can beat you at another game of 8 ball. If I win, I pick anything out of there and you wear it until you beat me." Sheez, my mind was cloudy from the weed but my pride was on the line. Seeing Mark dressed up in his mother hose would be a great pay back for all the times he had beaten me at 8 ball. But me being dressed up in his mothers stuff in front of my 3 buddies made my head swim. What if I lost? Feeling a new sense of confidence from all my secret practice and a head full of Colombia's finest I said, "You're on, let's do it!" Mark leaned over for his first shot with a smirk on his face and my heart fell farther and farther with the sound of every ball falling into the pockets. Todd and David were laughing and hooting at me with every shot Mark dropped in a pocket. Mark shot all his solids off the table and called the 8 ball. Clink. Plop. It dropped in the pocket where he called it. Beaten, shit! The guys laughed as Mark lead me to the laundry room next to the pool table. "I think we have just the right stuff for a guy who shoots pool like a women," he said as we walked thru the door, Todd and David following behind. "How about this for starters," Mark said as he pulled a stack of clothes from the basket. "You can put these on first," as he held up a set of white cotten panties, "And don't put a run in these when you put them on," handing me a pair of pantyhose. "Let's see, I'll have to get you some water ballons to put in this, my Mom is pretty large chested," as he handed me a pink underwire bra. "And let's see what else...this should work well." Next as he handed me a girdle. Todd and Dave were reeling with laughter at every piece Mark held up as I hung my head in shame. "Let's top that off with this," as he handed me a black knee length skirt with an elastic waist. "And this," putting a white silk blouse on top of the pile. "Good thing Mom keeps her extra shoes down here," Mark said as he walked over to a shelf piled with shoes. "How about these?" Mark handed me a pair of open toed sandals with a 3 1/2 inch heel. "That should do. Let's see, the agreement was for anything in the laundry room, I'm glad Mom also uses it for storage," as he rummaged around in shoe box. "Be sure to put this on too," handing me the box which was full of old lipstick's, powder and eye shadow. As I started to protest Mark reminded me, "Hey, we both agreed to put on whatever was in here, so don't forget this too," as he reached up on a shelf and grabbed down a wig on a wig stand. My eyes fell to the floor as I meekly took it. "C'mon you guys, let's fill some water ballons for her bra while she gets ready." The guys trooped out of the laundry room laughing as I stood crestfallen, looking at my soon to be attire. As the guys closed the door I reached down and unbuttoned my pants and sat down on a chair and untied my shoes. I kicked off my shoes and slid off my underwear, pants and socks in one motion, then pulled my t-shirt over my head. As I sat naked I could hear the guys walking across the floor upstairs and the sound of water running as I reached over for the cotton panties. I sighed as I stepped one leg and then another into them and ran them up my legs. Next, I got the pantyhose and bunched them up like a pair of socks and began to slide them over my toes, being carefull not to let my toenails snag them and get a run in them. As I wiggled them up my legs I felt a strange stirring of excitement growing in my belly, and something else was growing too! My cock stirred underneath its cotton prison as I wrapped the nylon around my waist and straightened out the waist band. I was getting turned on by the feel of the hose on my legs! I reached over and taking the girdle off the table I stepped into it. I had to wiggle my legs a bit to make it slide up and over my butt and as I did so I could feel my cock rise to its full length as the girdle pressed it tightly to my stomach. I felt so ashamed but at the same time so turned on. I pulled the girdle up over my belly and reached down inside it to my cock and forced its stiffness down and back between my legs. I didn't want the guys to see I had a hard on. I would never live this down, especially if they knew it made my dick hard! But my dick was hard and there was no denying the more of his Mom's clothes I put on, the more exciting it was for me. I reached over and picked up the heels and looked at the thin straps, then slid the first one on and buckled the strap around my ankle, then did the same with the other. I put both feet to the floor and held on to the seat of the chair as I stood up, albeit wobbly. The 3 1/2 inch heels thrust my calfs up and my butt out. I took a few teetering steps across the floor hearing for the first time the clicking of a ladys heels being made my feet! I teetered back to the chair and sat down. What was happening? I felt so hot in my belly and my head was swimmimg. Mark's weed had never done this before. If I had had the room inside the girdle to touch my self I think I would have come in one or two strokes! As it was my rock hard cock stayed uncomfortably tucked between my legs, imprisoned in the tight fitting girdle, topped by a layer of hose and cotton panties. Damn! I wanted to get off before the guys came back but I couldnt reach myself! Damn it! I sighed under my breath as I lowered the skirt to my feet and slid the heels thru the opening. I stood up as I slid the skirt up to my waist. It made a whispering sound as it slid up the hose and over the girdle. And damn it was kinda tight across the legs, it trapped my legs into just a small opening. As I tottered across the laundry room floor on the heels I had to readajust the length of my steps to accomodate for the tightness of the skirt, having to take a rather small mincing like step to reach the pink bra Mark had chosen for me. I fumbled with it for a minute, trying to get it strapped in the back and finally turned it around and strapped it in the front, slid it around my chest and slipped my arms thru first one strap and then the next...for the first time in my life I was wearing a bra, not to mention all the rest of the female attire I had on and I was secretly turned on! As I sat back down on the chair my eyes fell on the box of makeup...Oh well, in for a penny, in for a dime and a deals a deal. I could always excuse my behavior on the bet if I was ever challenged about it. I reached for the lipsticks and looked at a couple until I chose a light pinkish color. With a trembling hand (and a rock hard 14 year old dick in my new found panties) I held the lipstick to my mouth. With several moves around my mouth I covered my lips as I looked into the floor length mirror sitting to the left of the chair. I took a powder out and powdered my face and then took a brush and blended it in as I had seen my sister do. I then took the roghe and put just a bit on my cheeks, chose an eye color just a few shade brighter than the lipstick and ran the little brush above my eyes, trying to remember how my sister did it. When I finished blending that I took an eyelining pencil and, trying as best I could to still my trembling, exited hands I drew the thin black line around my eyes. I applied one more coating of lipstick and sat back admiring my self. I probably looked silly as hell but in my excitement I didn't care. I knew I had just discovered my new pastime and hobby! In my heart I knew I would lose every game of pool to Mark if we had this bet on! I slipped my arms into the silk blouse and pulled it over my shoulders. I just buttoned the bottom few buttons since I knew Mark was coming with water ballons to fill out the empty cups of the pink bra I had on. I stood and tucked the blouse bottom into the skirt and ran my hands around underneath the skirt to smooth out any lines and to make sure it wasn't bunched up under the tight skirt. I reached up and smoothed my hair back and then grapped the wig. It was a blond, loose curls type and I put the front of my head in and slipped it over the back, trying to keep my own hair tucked under. As I flipped my head back I could hear the boys running down the basement stairs laughing. I straightend out the wig and fluffed the curls as the guys came bursting thru the door. All three suddenly stopped in their tracks. "Whoa, I wouldn't have even recognized you!" Mark said. David chimed in, "You don't look bad for a guy in a dress." he added with a laugh. " Here you gotta have these too" Mark said as he pulled aside the blouse and and stuffed the waterballons inside the bra. I'm suprised they didn't go more overboard but these things were like the size of small cantalope's and they were cold! The guys had used cold water to fill them up. The combination of cold water, shame and fear had caused my dick to lose its stiffness and that combined with the tight girdle and hose caused my balls to be pushed up inside my groin. I could feel them slide up inside me as the guys stood hooting and laughing at me. "C'mon man, let's play this next game of pool so I can get this over with," I said with a glum look on my face. I didn't want these guys to know how really exciting I found it to be fully dressed in heels, hose and a skirt in front of them and I didn't fully understand the feeling myself so, I acted much more miserable than I really was. The three of them laughed even harder as I minced my way over to the pool table, the tight black skirt restricting the lengths of my step and the high heels throwing me forward causing me to almost run/step across the thick carpet. "Rack em," I said to Mark as Todd and Dave sat on stools to watch the spectacle that was me, shoot pool. Mark just grinned as as he put the balls in the triangle tray and placed them the table and I took my place at the other end of the table. As I leaned over to hit the break I suddenly realized that my new breasts were going to be rubbing the side of my arms and going to cause me to have a major obstacle to my whole ability to shoot. If I had been born female and had grown into these big breasts perhaps it wouldnt have been such a problem but suddenly I had about 6 lbs of weight hanging off my chest and two big boobs to manipulate the stick around. The tightness of the skirt also restricted my ability to stagger my legs and as I bent forward I realized my legs were going to be in a much closer position to the table than I was used to. I was starting to get angry, with all the cat calling from my "friends". "Hey nice tits!" "Show us some leg!" I slammed the stick hard into the cue ball and stood up quickly to throw the hair out of my face and to step back from the table. As I did so several things happened at once, I took a step back but the tight skirt brought me up short and as my upper body momentum threw me back, I had to quick step back again to try and stop myself, but the high heels dug into the thick carpet and I fell back into a table and some stools behind me. To top that off my anger had certainly scattered the break but also to scratch the cue ball! So there I laid in a heep of heels and skirt against the wall, having lost the first game to Mark on the break! As Todd and Dave rolled with laughter, Mark came over to help me up. "Here, you better sit down before you fall down," he said as he grabbed my hand and jerked me up off the floor, pulling so hard that I was thrown up against his body and in that brief contact, I felt his stiff dick against my thigh! Mark was stiff as a board but his long T-shirt had been hiding it! Having virtually grown up with these three I had seen their cocks, which were all substantially bigger than mine. Theirs being about 8 inches to my 4 1/2. Mark's dick felt as round as a log against my leg as he lifted me up. My face burned with embaressment and sexual tension as I sat back on one of the stools. "Anyway, it's Todds turn to play." "Wait a minute how am I gonna win If I don't get to play?" I asked. "We're still playing round robin style, just like always and it's his turn to play me." "Shit," I thought to myself as Todd chalked his que with a grin. Mark and Todd played a slow game, batting the ball around the table intentionally missing easy shots just to make me suffer as long as possible. I sat there acting pissed, smoking a cigarette and noticing the nice ring of pink lipstick around the filter. Somehow seeing lipstick around a cigarette from my lips gave me a sense of satisfaction I didn't understand, but relished as I waited for their game to end. After about 30 minutes Mark scratched on the 8 ball shot and I swear he had a grin on his face when he did it. "Dave your up" Todd stated. So I had to sit there in Marks Mom's clothes for another game. About 25 minutes later Todd won so I was up against him. After spending the last hour and a half totally dressed out as a women, with pink lipstick on and a girdle tightly holding my balls up inside my body, I was ready to focus on my next game of pool. But I was shooting against Todd and I wouldnt get a reprieve from my new attire until I beat Mark in a game of 8 ball. To get my chance to play him I had to beat Todd in this round. I tottered my way to the table and chalked my que as Todd made the break. Nothing dropped so the table was open to me. As I began to play I realized that being in all these strange clothes was like having a new skin. The tight girdle, the panty hose and the big water filled ballons I had tucked inside the bra was almost like being in someone else body, but I balanced myself carefully on the heels and took my time placing my arms around my new boobies and was playing a winning game, despite having Mark rubbing my ass thru the skirt when I was leaned over the table next to where he was sitting. I called the 8 ball and made my shot! Beaten, Todd put his stick in the rack and said, "I gotta get home in time for supper" "Me too," Dave said. "We'll leave you alone with your new girlfriend Mark," Dave said over his shoulder as he and Todd filed up the stairs laughing, at me.. Finally now I had my chance to play against Mark again and win my way out of his Mothers clothes. But I felt an odd mix of emotion. I was totally humilated wearing this stuff, but entirely horney too and in a way I didn't want to change back to my other clothes. I wanted to stay dressed in a skirt and wear high heels. Thoughts swirled in my head as Mark said, "You better call your folks and ask them if you can stay for dinner." "Yeah, good idea," I replied as I headed to the phone. "Why don't you ask them if you can spend the night?" Mark suggested. I often spent the night at Marks's place but I had never started off an evening here wearing a bra! But it was Friday and my folk's rarley said no, and in a way it played right into my secret excitement about being dressed this way. "Yeah, good idea because it might take me a while to beat you and get my old clothes back," I laughed. I made the call and of course it was no problem with my family, so here I was for the night. Somewhere in the back of my mind the phrase "The first day of the rest of your life." was sounding and it didn't seem like a bad thing. Mark had racked up the balls as I was on the phone so I bent down to make the break. No scratching this time! I was getting more used to moving around in this female attire, but I wasn't getting the set ups I needed to beat Mark. The table went back and forth between us for about 20 minutes until he won. "Ya still gotta beat me to change your clothes," laughed Mark. "I know, I know," I replied in a downcast voice that didn't give away my secret inward excitement. I shot two more losing games against Mark, I played pretty well, but as I really didn't want this fem session to end I didn't try my hardest and so on and on we played. Mark catcalling, "Nice shot sweetey" or "Don't fall off your heels this time" as I bent over to shoot. After losing to Mark again I told him, "I need a break, these heels are really making my feet tired," as I swished my way over to the couch and sat down in front of the TV. "Will you bring my cigarettes over," I said to Mark in a mock sweet female voice. Mark sat down next to me as he threw the cigarettes down on the table. "I really like this hair on you," he said as he reached over and began to flip it up a bit in the back. "Thanks". My heart was beating fast as I lit the cigarette and tried to figuire out what to do next. We sat quietly for a few minutes as Mark played with the hair and I smoked. "Since you're not doing so well at pool do you want to play a guessing game to win back the right to wear your old clothes?" "OK," I replied as I stubbed out the ciggy. "Well, first go fix your lipstick, and bring me two bandanas out of the laundry room," he told me. I didn't know what the bandanas were for, but I swayed my way into the laundry room and freshed up my lipstick and smoothed my hair before picking up the bandanas and returing to the family room. Mark's basement was one of those kinds that had steel adjustable poles supporting the first floor. "Here," he said as he tied the first bandana around my head, covering my eyes and leading me over to one of the poles. "Sit down on this foot stool." As my back slid down the pole towards the low footstool my knees, held closly together by my tight skirt rose up into my DD size water balloon boobs. Mark tied the other bandana around my wrist as I sat about 8 inches off the ground with my back to the basement support pole and my butt on the wooden footstool. He then pulled my wrists behind the pole and tied my wrists together, securing my arms behind the pole. My heart was beating wildly, and my dick ached underneath me, my balls tucked tightly up into my groin further added to the dull ache between my thighs. "We're going to play a taste testing game," Mark said. "If you can tell by taste alone what I put on your tounge then I will let you get your own clothes back. You have to get three out of five right to win or you have to spend the rest of the night in clothes of my choosing. Do you agree?" I just nodded my head. "OK. I'll be right back." I heard Mark head off up the stairs and a hundred thoughts rushed thru my head as I sat there, unable to see because of the bandana around my eyes and unable to move with my wrist's tied together behind my back, securing me to the pole. My sense were on high alert and my ears pricked up as I listened to Mark rambling around upstairs. After a few minutes I heard his footsteps coming slowly down the stairs, as if he were carrying something, I didn't hear the sound of his boots on the stairs anymore, he must have changed his shoes. As I sat listening I heard a tray being placed on a nearby table with a soft clatter. "This is a warm up for the real game, you'll know what this is." As I heard the sound of a lighter flicking I soon smelt that old familiar smell and I felt a soft wet sensation against my lips as Mark held a joint to my mouth. I took a deep hit and sucked it down into my tightly, girdle held chest. I held it for a minute and blew out the smoke with a deep sigh and listened while I heard Mark hitting slowly on the joint. "I know what that is," I said with a smile. "I rolled a big for one us," Mark said as he put the joint back to my lips. As we sat smoking for the next ten minutes not only did my head get lighter, my mouth got dryer. Cotton mouth! As Mark held the joint to my lips one last time I could feel the heat from the roach begin to burn my lips and I sharply turned my head away as I heard Mark say, "Ouch," and the roach hit the ash tray. I could hear Mark shuffling something around on the tray and he asked me, "Ready to play?" "Yep." I felt dreamy inside and completely spaced out from the joint, but somehow, sitting there tied up, dressed and made up so thoughraly as a women, and in such a submissive posture I thought I had never felt so warm, so complete. My feelings were interupted as I felt something thrust to my lips. "Let's start now, guess what this is." I opened up my mouth and a spoon slid between my lips. "Close now," and the spoon slid back between my closed lips. This one was easy. "Pweanuwt Bwutter" I mumbled. Between the cotton mouth from smokin that big joint and the peanut butter, my mouth felt like it was full of mud as I struggled to swallow. "Right," Mark replied, "that's one right, guess this one." As the spoon slid into my upturned mouth something gelatinous yet creamy and bland spread thru my mouth and I rolled it around, back and forth. "Cream cheese?" I guessed. "Nope, Tofu." "But that doesn't taste like anything," I protested. Mark laughed, "One wrong, it's one to one, next up is..." And I felt a new sensation on my lips and tounge, cold. A cylindrical frozen tube numbed my lips and tounge as Mark slid it back and forth across my tounge, before it was just a spoon, now this was much more erotic. Mark moved the frozen food around in circle on my tonge for a few minute and I felt the cool melted liquid slide gratefully down my parched throat. "Popsicle," I repied when Mark pulled it out of my mouth with a pop. "Wrong again," Mark said with a note of satisfaction. "Frozen banana, that's two wrong. Better get them right from here or I choose your wardrobe for the night." The mere mention of spending the night dressed in womens clothing brought fear and excitement to my heart. The excitement overrode my sense of shame and I mentally vowed to get them all wrong from here on out. "Guess what this is." I heard Mark take a step closer and something soft pushed against my mouth. I parted my lips as something round, soft and a bit sticky pushed its way into my mouth. I knew as I felt the soft ridges and bump and the slipery slit on the top Mark was feeding me his dick. Like most teenagers we had mastrubated together as a group but my dick was the smallest in the crowd and Marks the biggest. Once I had held his penis and jacked it up down faster and faster until he groaned and his cumm spurted across the room, and although I had never sucked dick before I had thought about it during our mutual mastrabation sessions. I rolled my tounge around the head of Marks cock, licking under the glans and exploring the big vein along the bottom of it as he slowly slid the big dick across my lips in a back and forth motion. I pressed my lips into a tight "O", trapping the big cock in a circle of flesh as it slid farther down my throat and then back towards the front, over and over I felt the softness of the skin and the firmness of the throbbing blood swelled member moving back and forth and in and out. With a pop Mark pulled his cock past my lips, "Know what that is?" "Polish sausage," I replied. "Nope, you lose, and know I chose what you wear tonight, you better keep trying though." And I felt the now wet cockhead parting my lips. With my head floating from the weed and my so tightly trapped cock throbbing between my legs again I felt the massive meat pole entering my mouth. I swirled the tip of my tounge over the narrow slit in the end and tasted sticky precum leaking out. I rubbed it deeper and harder, back and forth my tonge went over the peehole, trying to catch every essence of his leaking fluid. With a groan Mark pushed his dick deeper into my throat and I felt the hair growing along the side of it touch my nose, tickling it and causing me to swallow, which tightened my lips around him as the back of my throat rose up to massage under his dick head. Deeper still he went until suddenly he pulled back and I felt a quick sensation of cock movement fill every area of my mouth. My lips, tounge and pallet were electrified as his dick swirled faster, back and forth in my mouth. The more I sucked the more I thought of the girls I had seen giving head in VHS porno's I had watched. Like them, I began to bob my head back and forth as Mark's hips continued to sway first towards my mouth, then away again. Mark slowly pulled the bandana off my head, making sure the wig didn't come off with it, and I was now looking into his hairy crotch getting closer and then farther away as my head bobbed and his hips swayed. I looked up at his face and found him looking down, smiling. His head then tilted back with extasy and I opened my mouth and let him thrust his dickhead over and back on just my tounge. I then closed my lips around his shaft and turned my face side to side as his cock head bulged first one check and then the other. Mark, having the biggest cock in our little circle of friends also had the biggest balls, which were hanging low and starting to slap first one side of my chin and then the other as my head rose and descended towards his crotch and his hips thrust back and forth, sending his dick farther and farther down my throat. I began to suck harder too, pulling my cheeks inward with the vacum as I maintained an airtight seal around his cockshaft, making sure his glans road across my tounge and not past my lips. I began to move my head faster back and forth and as I did Mark moved both hands to his crotch, cradeling his balls between his thumb and forefinger as he let out a groan. Not wanting this fun to end I began to slow down my gyrations, but in responce Marks hips began moving faster and faster, stuffing his cock in a little farther each time until it was hitting the back of my throat. I willed myself to relax lest I gag and as my throat opened up I at last felt Mark's pubic hair against my lips and his balls smooching off my chin. I was mezmerized by the site of Marks pubic hair and sack rushing back and forth at my face and I could feel his cock swelling even more as he quickened his pace until his thrusting dick felt like a rod of hot iron in my mouth. I could hear the sound of Mark's groaning mixed together with the slapping sound of his balls bouncing off my chin. As I struggled to keep suction, I heard a louder groan escape from Marks lips and his cock began throbbing between my lips, quickly pumping my mouth full of semen. As Mark's now frenzied pumping continued, a thick ring of cum began to form around my mouth as his spunk load began leaking out past my lips. As his pace slowed I opened my mouth and let the last few shots of his pumping cream slide across my tounge and down my throat. I had swallowed what felt like a whole mouth full but even then a sticky white rope remained around his cock like the collar on a white tuxedo shirt and ran around my mouth and dripped off my chin like the froth from a Starbucks latte. Mark stood panting with his arms braced against the pole over my head, his white jism ringed cock still just inches from my face and dripping bloated cumm drops into my lap where they mixed with the white laced goo dripping from my face and lips. As I licked my lips and tasted the last of Marks sperm sliding down my throat. I suddenly froze as I heard boots clomping down the stairs. As I sat tied to the pole, Marks dick dripping wet cum just inches from my mouth and a white ring of it around my mouth, Mark's older brother Greg hit the last step and came around the corner. He stopped dead in his tracks and with a wide eyed grin exclaimed, "And what do we have here? A little afternoon delight?" Mark replied with a grin, "Our new girlfriend Rickey was just settling a bet." My cum covered cheeks burned with embaressment and I was filled with a feeling of dread mixed with excitement as I pondered Marks words.... "Our new girlfriend!!!!" And that is another story....