Measuring up 2 (Ped, Inc, b/g, Bro / Sis) After the incident that started with measuring my cock, my sister Tonya and I had couple of touching, petting, sessions, few time masturbating each other eventually progressing to the 69 position. Even though she struggled to take more than half of my cock in her mouth, she always gave me enormous pleasure with her mouth and she always experimented with new techniques to satisfy me to the fullest. For my part, I did the same to her, making sure that she always had multiple orgasms, orally and with my fingers. Although I knew that she had most likely lost her virginity, I hesitated to stick my cock in her pussy, even when the opportunities were there. I once asked if she wanted me to measure her pussy with my cock, but Tonya didn’t think that it was appropriate. “We shouldn’t do any more than what we are doing right now Tom, it is incest. Innocent fun is ok, right?” She stated dancing her pretty eyes. She knew that I was yet to lose my virginity and dying to get laid. Couple of times she asked what I thought about her friends Kristy and Amy, but I dithered giving her a straight answer not knowing the reason why she questioned and to refrain from offending her for the wrong reason. Then one Friday, she surprised me by saying; “Kristy doesn’t believe your tool is nine and half inches long. So, I asked her to come over and check it out herself” “What?” I yelled. “You told her what we have been doing?’ “No dummy, I told her that I asked you and you told me your measurements, thinking the information was for a school paper” She laughed playfully pushing me. “What do you think I am? I am I going to be some sort of an exhibit or something for your friends? Fine, they can believe whatever they want” I yelled again, though likelihoods of feeling up Kristy appealed to me very much. “Look here. You’ve been begging to measure my hole with you tool, so if you play your cards right, who knows you may get to measure Kristy’s. She is experienced and easy. So listen, Mom won’t be back till midnight. I have to babysit the Peterson’s rascals till 10, so Kristy will come around 6, after her parents leave for the night. I am sure you can handle the rest. If you don’t want to show your thing, just tell her so” My sister said showing her displeasure with my comments and went up to change before heading to the Petersons. Meanwhile, I rested on the couch and thought about very attractive proposition that my sister presented. Sure, Tonya is better looking than Kristy, but I cannot reject the prospects of being with this cutie, let alone having my cock out to her to do as she will. I knew chances of impressing her with my length and getting inside her pants is enormous, knowing that she was sexually active and had dated many boys. Besides; she possessed the best ass of Tonya’s friends and nicer pair of legs than Tonya and Amy, so there was nothing to lose, but lot to gain by letting Kristy see my cock. Knowing that Kristy was more outgoing than the other two and tomboyish, I didn’t want to rule out any possibilities. “Have fun. I want to know everything when I get back” Tonya said as she left to babysit the Petersons just before six and I remained on the couch tangled in my thoughts, how to play out scenes when Kristy arrives. I didn’t have to wait long when the doorbell rang and she appeared at my doorsteps with a huge grin on her face. I examined her from head to toe, boy she looked more stunning than I had previously noticed, especially with very short, shorts she had on with a sleeveless shirt that confined her hard breasts and ass that tried to escape her shorts, forcing every thread on what she had on outwards. “Hi Kristy, how are you, common in” Words rushed out of my mouth in anticipation to have the cutie in the house to see what would transpire. “Did Tonya tell you I was going to stop by for a minute?” “Yes, she did” I said while my eyes absorbed every little curve of her figure, drooling over her fabulous legs. “I heard you have been boasting and lying about something to your sister? Is that true?” Kristy asked as she stepped inside the house, eyeing over my crotch. “Hmm… I don’t remember lying. Tonya asked me some questions for a school paper and I answered. So, I guess you are on a truth finding mission?” I said laughingly to hide my excitement and nervousness. “Yes I am. First let me ask how long you are normally and how long when you, you know…” Kristy didn’t have trouble posing the first part of the question, but had trouble letting out the last one. “You mean when I am hard? Well let’s say over four inches when it is soft and over nine when it is hard. Is that all you need to know?” “Can you prove?” Kristy asked with a grin on her face playing with her hair that dangled over her face. I couldn’t help, but admire her beauty. She looked like a china doll specially made for guys, her long white legs looked shiny and full, her lips would certainly look better wide open with my cock driving in between. “Sure. Under two conditions” I said to see what see was willing to pay to satisfy her own need to see my cock. “What are they?” “One, you need to make mine hard first so you can measure. Two, you have to finish what you start” I said and laughed to hide my own nervousness again. “Ummm.…” She hesitated for a moment, again adjusting her hair. Then said “Can I stop if I think you are lying about the size anytime?” “Sure can. One more thing, I have the right to touch you as long as you are touching me. Agreed?” “Deal, you are in good hands to finish whatever I start and no telling anyone right? Not even Tonya?” Kristy chuckled showing palms of her hands, giving me the impression that at minimal, she was good for a hand-job. “You got it. So when do we start? Do you need to measure with a tape?” “Let’s start now and I don’t need a tape” I didn’t wait to hear another word from Kristy. I quickly dropped my pants and stepped out of them allowing my soft cock sway side to side in front of her. By her facial expression, I could tell she was surprised and equally excited to see a cock of my length. “Ok Kristy, it is all yours” I said pulling her by hand and gently pushing her to the floor. And this babe didn’t waste a moment. Her hand quickly went to my cock, measuring it with her palms and mid finger, and then looked up and smiled in fancy. “I never though it is possible” as she touched tip of my cock down to my sack, exploring as she did, running her soft fingers. I moaned in delight and my cock stirred up in a hurry. Not wanting to waste the opportunity that I was awarded with, I softly caressed her face, her neck and her shoulders, encouraging her to play with my tool even more. Kristy held my sack in her hands as to weigh my balls, stroke my cock, gently moving my foreskin back and forth, pleased with how it kept growing to her soft touch. I reached down and brushed her breasts over the garments that she had on, then unbuttoned the top two buttons and snuck my hand in to molester her soft hillocks of flesh. “This is not a dick, this is a monster” Kristy tittered jerking it, admiring as she did. I was relieved being able to get Kristy under my spell so quickly and easy. I knew that she was mine to take and had no reservation that she wanted my cock. When she looked up, still jerking my cock, I grabbed her by shoulders and helped her stand facing me. I leaned down and kissed her right on her perfect lips. At first she just let me kiss her, and then she began to kiss me back. I wrapped my arms around my waist and pulled her close, grinding my cock head into her stomach, while she still held it at the base. I put my arms around her and began to kiss her more fiercely, and she responded in kind. My fingers rushed to her shirt, unbutton remaining buttons while my tongue swirled hers. Kristy parted her lips from mine momentarily to pull her shirt over her head, without bothering to unbutton. My breath caught as she pulled the thin fabric and let her magnificent breasts fall free. They bounced slightly but stayed up, resisting gravity without the hint of sag. They were so round and heavenly. Her areolas were a deep red with her nipples sticking straight out just begging to be licked and sucked. I put my hands on the sides of her flat stomach and slowly slid them up, relishing in the softness of her skin and her tight body. I turned her around, hugging her naked back closer to me, and started fondling her tits with my hands. Kristi moaned softly and grinded her ass over my hard-on, that had been poking her rear. I capitalized on her cue by swiftly unzipping and pulling her shorts down. No sooner they were lose, she shuck her hips to drop them and step out of them, leaving her with just her thin panties. I turned to her side, holding one breast and using the other hand to massage her ass, gently pulling her panties by the elastic band each time that I squeezed her buns. She moaned and moaned again, kissing my neck, stopping to swallow my earlobe occasionally. I couldn't take it anymore. I was beyond being ready to fuck and no longer enduring. I turned again, this time to her back, pulling her panties further down, and then removing them completely. Bent my knees, held my cock in hand, and then stood up banging my cock-head at her sopping wet pussy. “Ugg… Wait Tom, not yet” Kristy yelled in panic. Being inexperienced and mortified, I jumped back withdrawing my cock from her folds. "Hmmm..." she said thoughtfully. "We need to go easy with all this cock. I have to get use to your size slowly” Kristy said and sat on the couch with her legs opened wide, displaying her breathtaking pussy, and then she ran her fingers between her pussy lips. “After you get me little more excited, mine will stretch easily to take you in. Come and help me” I knew exactly what she meant, so I quickly kneeled in front looking at what awaited me. I brought my hand slowly up her leg and used my fingers to spread her pussy lips, exposing her shockingly pink inner folds to my virgin eyes. I immediately dove in, deciding the wait was over. She nearly shrieked in surprise and arousal, and as I tasted her delicious pussy when she moaned uncontrollably, sometimes locking her thighs around my face. I must have licked her pussy and tongue fucked her to help her experience at least two orgasms. I knew that by how she grinded her pussy all over my face, how hard her locked my face with her thighs and how her body crumpled soon after. If she wasn’t ready to help me lose my virginity after all that, I thought that she would never be ready to do so. I stood up and kissed her lips, letting her taste her own cum. Then I took my cock and rubbed it along already wet slit of her pussy. She helped to spread pussy lips with her fingers and took my cock from my hands. She continued to rub my cock across her tender clit letting out moan after moan and raising her hips to bring her sweet wet hole to my view. Within moments, my head penetrated in to her sopping pussy. It felt amazing, better than anything that I had experienced before. I paused for a second to enjoy and remember the moment looking at Kristy’s glossy eyes and erect nipples, and then I pushed my cock in her tight hole little by little, while she bit her lips in anticipation and adjusted her hips to accommodate me. In a matter of a minute or so, I felt my cum start to erupt. My hands rested on sides of her breasts and my cock still trying to find the bottom of her love hole, I shot wave after wave of my cum, triggering regretful thoughts. Humiliated by my own staying powers, I hid my face between Kristy’s breasts and buckled. “That was fantastic you stud, you really drove me off the edge” Kristy comforted me by running her fingers in my hair. “Don’t worry, I am on the pill” she said and chuckled. I was relieved that Kristy wasn’t disappointed that I shot my load pre-mutually. My cock was still in her pussy and it was still hard enough to penetrate. Therefore, I lifted my hips again and fucked her slow and easy, while she arched her back and kissed me. My cum mixed with her juice lubricated her pussy to make my cock drill further inside making sopping sounds. Kristy whimpered, shivered and moaned as my sack bounced back and forth after making contact with her ass-cheeks. She had taken all of my length and my cock was clasped by her springy pussy muscles. We fucked, kissed, licked, and sucked in every position that I could think of for I don’t know how long. When I finally shot my second load and fell on her, we were both covered with sweat and trying to catch our breath after hot steamy sex. “My pussy is so sore and I will have to ice it tonight” Kristy laughed as she kissed me and left the house. That night, Tonya came rushing into my room to find out how things went between me and her buddy, Kristy. I heard her yelling for me soon as she entered the house and didn’t stop till she found me in bed, reading a book. “Well… Tell me Tom, tell me how it went. Did you impress Kristy? Did she do anything for you?” Tonya asked without stopping to breathe. “Yes, all was fine. She went home happy and impressed” I said smiling. More than impressing my sister’s friend, I had many reasons to be happy and smiley, losing my virginity for one. Without going into details that Tonya wanted, I told her in short how things went and we had sex. “I am happy for you Tom, I really am. But please don’t get serious with Kristy because she already has a steady boyfriend and she fucks others on the side” “Hmm… That might be true, but I can’t tell no to her if she wants me” I said being thrilled by her earlier that day and knowing that my heart long for having her again and again” “Please don’t Tom. If you really want to have a relationship, try someone like Amy. You know, that you can ask her out if you like, because I know she has a crush on you. Besides, she is not the type to fuck every boy she meets” I was dumbfounded. I couldn’t believe that Amy was hot for me. What my sister said was true; I have more prospects with her friends, on top of having my own sister at home for emergency releases of my sack. I thanked Tonya for setting me up with Kristy to get laid, hugged her, kissed her and finger fucked her while I whispered how I fucked Kristy. After she had multiple orgasms, I told her how Kristy had my cock between her folds, without letting it go inside her pussy. I didn’t ask for her permission, nor did she stopped me when I placed my swollen cock between her saturated pussy lips and fucked her slow, enjoying the moans that escaped my sisters mouth. I stuck my fingers in her mouth that she eagerly accepted and sucked furiously as she neared an orgasm. Her eyes were closed, faced turned towards the ceiling, yet kept moving her hips and legs in pure desire to reach her orgasm. I stopped pounding for a second, eyed her soaping pink pussy lips and aimed my cock directly at her small opening and pressed firmly to let my head. Tonya swayed her body moaning loudly as I pressed further into her hot hole. “Go on Tom; let me have the rest of you… Ohh... FUCK” She yelled as I banged hard into her hole. Having cum twice before that evening, I fucked her to multiple orgasms streching her tiny hole and finally allowing me to suck me till I errupted in her mouth for the third time that day. Needless to say, Tonya and I fucked whenever we were up to it, yet she had a steady boyfriend. Kristy came over to satisfy her own hunger often and we typically had hot steamy sex, even though she dated others. My sister set me up with Amy, whom I dated and became my girlfriend. Only my sister I and I knew that I fucked all there of them.