Note: This story was dynamically reformatted for online reading convenience. Tommy and Me During the past few months I have received requests by a few of my readers for more background on the intimate pleasures I have shared with my little brother... Tommy... over the years. OK... here goes! If you have read my personal story, you know that my earliest sex play adventures with Tommy began when I was about age 13, and he was 11. It involved mutual masturbation, shared oral sex play, and condom-covered intercourse (I had started my periods by then). We had a lot of fun with each other in those early days. If you read my story, you know that I had already been introduced to the pleasures of sex play by my dad... and (although Tommy did not know it), I was continuing occasional play with dad. Tommy and I continued our periodic intimate play until he was 14 and I was 16. By then I was on "the pill," so I finally let Tommy screw me bareback several times. He loved it. So did I. Tommy's cock was not as long or as thick as daddy's, but it still gave me pleasure. Since I was then 16, we made a pact to expand our sex lives by developing relationships with others. To motivate ourselves, we stopped having sex play between the two of us. Although Tommy did not know it yet, I had already started having sex with a couple different guys I knew from school. Soon Tommy came to me and confided that he "did" the next-door neighbor girl... a girl a year younger than Tommy. It seems that the two of them had gone for a hike in the woods, and they started to make out. Tommy managed to get her panties off, and surprised her by going down and licking her pussy. He said that she went wild! After she recovered, he unzipped his pants, pulled out his cock, and had her play with it until he was hard. It didn't take long before he had her on her back and entered her. He said she went wild again. He told me he had a condom with him, but had not put it on. He said he didn't even think about it until after he had shot his load up into her previously virgin pussy. Fortunately, she hadn't begun her periods yet. Over the months ahead, Tommy told me about several more times he screwed the neighbor girl... and another girl he had gotten to know (she was my age, two years older than Tommy). Clearly, he was finding his own way in the world of sexual pleasure... as was I. That summer, Tommy and me... and the girl mentioned above were swimming in the pool at her home. Her parents were not home at the time. I noticed Tommy swimming between her legs and copping feels of her breasts. When Tommy got out to take a pee, she said, "Your brother is so horny. I am embarrased by what he is doing." I asked why she was embarrased, went on to tell her I knew the two of them had been screwing... and told her it was OK with me. At first she was taken aback to learn that I knew she was screwing my little brother. But when Tommy came back and jumpped in the water, I noticed that she went over to him and stuck her hand down inside his swim trunks. They both looked over at me and smiled. Soon Tommy had his trunks in his hand and was waving them at me. I joined them and sort of sandwiched Tommy between us. She was obviously stroking his cock under water as I gave him a brotherly kiss. Then I reached between his legs from behind and started to fondle his nuts. He loved it! A few minutes later Tommy was sitting bare assed on the edge of the pool with his partly erect cock pointing at us. She and I both laughed. I told her to give him a blowjob. She said, "I can't do that!" I said, "I don't know why not," bent over his crotch and sucked my little brother's cock deep into my mouth. She was shocked at first, and then came over to watch. I reached over and untied the strings on her bikini bottom and pulled it away. "Has my brother ever fucked you in the water?" I asked. Without waiting for an answer I pulled Tommy back into the water and said, "Give her a good water fuck, little bro!" He didn't have to be told twice. Tommy bent her over the side of the pool and had entered her from behind before I could swim away. From the other end of the pool I watched him slamming in and out of her. She looked my way just as she started to moan out evidence of her pleasure. I knew she was on the pill so I shouted out, "Give her all you've got little bro!" Moments later I saw him hunch into her hard a few times, and then stay glued tightly to her. I knew my little brother was emptying his nuts into my fellow classmate. That was not the last time I watched Tommy screw that girl. Once I even sucked her titties as he fucked her. I think that was the first time I ever sexually played with another girl's body. I got a kick out of adding to her pleasure as Tommy pumped away... and finally unloaded inside her as she screamed in pleasure. By the time I reached age 17, Tommy's reports began to get me hot... and they led to us starting screwing again. I was regularly on the pill then. When we fucked, we were totally unrestrained in our shared pleasures. By that time I had already learned the pleasures of anal sex from my dad. One night I asked Tommy if he would like to "take my ass." He looked at me for a moment and said, "Are you serious?" I shook my head yes, turned onto my belly, and thrust my bare ass up toward him. I had been sucking his cock, so he was already quite wet. He pressed the head of his cock against my rosebud and started to push. "Be gentle," I cautioned him. He was, and soon his entire cock was deep in my backside. "Wow!" he said, "that's really cool. You're so tight back there." I began pressing back against his every inward thrust, while reaching under myself and playing with my clit and his nuts. Soon my body shivered, and I enjoyed a delightful orgasm. He hardly missed a stroke. Soon I felt him pumping my buns harder and faster. Then I felt that wonderful sensation of hot cum shooting up inside my rectum. My brother had unloaded his first load up inside his sister's ass! I had enjoyed anal sex with dad numerous times before that night with Tommy, but it felt great having introduced my little brother into another avenue of sexual pleasure. My anal sex experiences taught me that my body had a whole new kind of enjoyable sensations when a cock probed my backside... different than pussy-fucking. It wasn't better... it was different... and gave me most enjoyable sensations. Tommy started working at night after school at a local pizza place. There, he met Arrone, a college-age guy who also worked there. Although Arrone was more than four years older than Tommy, they became great buddies. I met Arrone a few times when I went to pick up Tommy after work. I remember thinking that he was kinda cute. I admit it... I flirted with him a bit. Tommy told me that Arrone had told him he thought I was "really sexy and desirable." Apparently Tommy told Arrone about the sex play that he and I shared... eventually even telling Arrone that periodically I let him fuck my ass. Arrone thought Tommy was pulling his leg. Finally Arrone asked Tommy if there was some way he could get together with me. As it worked out, the three of us went to a drive-in movie together, in Arrone's car. It had a nice bench-type front seat. I sat in the middle. I remember that the three of us chatted as we waited for the movie to start. My breasts had already developed to a point where they fully filled my C-cup bra... and I was showing them off a bit (low cut blouse). Tommy finally said, "Show Arrone all of your tit's, sis... he'd like to see `em." By that point I had already enjoyed sex play with a number of high school and college guys, and I wasn't embarrassed by my brother's suggestion. Although I was already quite experienced (by then moving toward my 18th birthday), I had never been with two guys at once. I just grinned at my brother... and then at Arrone. Quickly, both of them began undoing the buttons on my blouse. The side windows of Arrone's car were coated in a dark material, so people in adjacent cars were not able to see what we were doing. When my blouse was open, Arrone reached over and gave me a big kiss as his hand fondled my bra-covered breasts. Simultaneously I felt my brother's hand reach up under my short skirt. I hadn't worn any panties. Tommy's fingers were stroking my clit and dipping inside my pussy. I remember that I was getting really HOT! When Arrone moved his hand, Tommy reached over and undid my bra's front closure. As it fell aside, they each cupped one of my breasts and began to play. I have always had rather prominent nipples, and soon they each had one of my nipples in their mouth and were sucking away. I just laid my head back and reveled in the doubled pleasure I was experiencing for the first time. We didn't see much of the movie that night. The guys worked together and managed to get all my clothes off. I also managed to get their trousers down and their cocks out to play with. I sucked each of them while the other played with my butt and fingered my pussy. Eventually they each came... in my mouth... and I enjoyed a series of mini-orgasms from all their fondling and fingering. But, the car was too cramped to do any serious fucking. Arrone finally said, "Lets skip this damn movie and go back to my place." That was OK by me. We got most of our clothes on and left the theatre. Arrone had a small buffet apartment. As soon as we were inside we all shed our clothes and fell onto his bed. Arrone fucked me first... as my brother lay next to me and sucked one of my breasts. Arrone made sure I had at least two intense orgasms before he let himself shower my innards with his juices. Then my brother climbed onto me. He was hard as a rock after watching his sister get fucked by his friend. He slipped right in. "God sis, you're really wet," he whispered in my ear, "I often wondered what it would feel like to fuck a just-fucked pussy." I managed another orgasm as my brother exploded inside me. Arrone opened some beers and we all talked for a while after Tommy was drained (and after I used Arrone's bathroom to clean myself). Both Tommy and I were underage for beer drinking at that point, so the beers were a special treat. Eventually Arrone got around the to question that had obviously been on his mind all evening. "Is it true that you let Tommy fuck your ass?" he blurted out. I managed a girlish grin as I replied, "Of course! Haven't you ever fucked an ass?" He admitted that he had never had. I noticed that his cock was hard again, so I offered, "Would you like to give my ass a try?" Arrone's cock was noticably thicker and a bit longer than Tommy's. So, I was happy when I saw that he had some KY gel that he got out and coated his cock. Meanwhile Tommy dipped a couple of his fingers in the stuff and began to coat my rosebud. He poked some of it inside me as Arrone watched. When Tommy was done I invited him to lay on the bed with his back against the headboard so my head was between his outstretched legs. I rose up onto my knees, with my buns up in air. I looked back at Arrone and said; "Go for it... if you are ready." As Arrone began to press himself into my backdoor, my body moved forward a bit, and I took my little brother's cock in my mouth and began to suck. I remember hearing Arrone saying things like, "That feels soooo good. Your ass is so tight." He pressed himself full depth into me and I could feel his crotch press against my ass cheeks... and his balls rest against my pussy. Then as he continued to slowly plow in and out of my shit chute he said, "Oh man... this feels like heaven!" Soon Tommy was quite hard from my oral ministrations. I had an idea... an idea about something I had seen on one of daddy's videos, but that I had never tried. I said, "Arrone, if you will pull out for a minute, I would like us to try something new. As soon as he backed away from me I pulled Tommy down flat on the bed and climbed on top of him. Tommy was not sure what I was doing. I straddled his body and aimed his rigid cock up at my pussy... while grinning at him. He knew I was about to ride his cock... but he didn't know what else I had in mind. I settled my body down against my brother's crotch, straddling his legs, and taking his hard cock up inside my pussy. By then Tommy had his hands folded behind his head and was grinning at me. I bent forward over Tommy's body, looked back at Arrone and said, "Put that hard cock of yours back where it was... deep inside me!" Then I gave my brother a deep soul kiss as I felt Arrone's cock begin to enter my backside again. I remember that when I broke my kiss Tommy said, "Holly crap Arrone... I can feel your cock inside my sister. Your cock is right next to mine!" It didn't take long for the three of us to get into an awkward sort of rhythm. It felt great having two cocks in my lower body at the same time. That was my first DP! I was loving every intense sensation. Arrone said he could feel Tommy moving inside me, and that it felt "really kinky." I remember that my body twisted and convulsed through several great orgasms before I finally felt Tommy's cock expand within my pussy... and then shoot his load deep inside. I just lay on top of him, trying to keep his withering cock inside me as Arrone continued to pump my backside. Soon I felt his cock expand... and he shot his load too. I felt his hot juices squirt deep inside. It felt like he was shooting his wad right up my backbone. My first DP had been a success... for all of us. After we cleaned up, Arrone took Tommy and me home. Later that night Tommy snuck into my room and the two of us screwed again. In the months ahead, until Arrone moved to continue his college work at a school in another city, he and I... and often Tommy he and I... often met for shared sex play. During the next school year Tommy and I focused on attracting new lovers, as we told each other; "to expand our experiences." About the only time we had sex together was when Tommy came home from a date and wanted to tell me about his latest "conquest." Often that culminated in the two of us screwing as we talked. Then I went off to Medical Assistant's school. Tommy visited me a couple times. Naturally we managed to find our way into a bed for some shared sex. One time my roommate came home while Tommy and I were screwing. She said, "I thought Tommy was your brother!" I calmly replied, "He is... and he is a damn good fuck too. Want to join us?" It did not take her long to join us. That was Tommy's first FMF threesome, and another opportunity for me to expand my experiences in sex play with another gal. It was a great afternoon for all of us. In the days that followed, she and I spent a few nights expanding our girl-girl sex play experiences. We both agreed that we really preferred sex with a guy (the sensations involved in sucking a cock... and having that hard cock fill our pussies). But we also acknowledged that it was fun to occasionally share girl-girl sex play. Then I met Tim and Bob. From then on Tim, Bob and I were like a three-way "couple." Eventually the three of us moved in together. We created a formal written (contractual) relationship that allowed me to get pregnant (four times since then) by Tim and Bob, and we have lived in our unique relationship ever since. Tommy finally found a girl he wanted to marry. Tim, Bob and I traveled to the city where Tommy was getting married, and were present for the big ceremony. Naturally I had already told Tim and Bob about my many sex play sessions with Tommy. So, the night before Tommy's wedding they managed to get Tommy to go out with them "for a last guy's night out." What they did not tell him was that the "outing" was at our hotel room. I met them at the door... totally nude. I gave my little brother a big soul kiss as Tim and Bob pushed him into the room and left. That night I gave Tommy every form of sexual pleasure I could think of. He was drained when he finally left at about 2 AM. Tommy's wife has proven to be a bit of a prude. For her, sex is missionary position only. She seems to enjoy having Tommy go down on her, but doesn't seem to enjoy giving head to him. And anal sex? No way! Well... he loves her, and they now have three kids of their own. Over the years since, Tommy has visited us in Colorado. He and I always manage to find private time for renewed sex play. Having no other outlet for anal sex, he always seems to want to include at least one anal fuck in our shared play. During one visit, I arranged for a friend of ours... a very attractive, trim black gal... to be waiting for us when I took Tommy down to our hot tub. She and I took turns sucking Tommy's cock and nuts until he was hard as a rock (by the way, Tommy's cock has grown since those early days). My guest sucked Tommy's first load out of him, and then got her face right up close to his. Looking him right in his eyes, she licked his cum off her lips and swallowed his load. Then she gave him a big soul kiss. When he finally recovered, Tommy fucked that gal (his first black gal) like there was no tomorrow. I rubbed his back, and necked with him as he rode her. Before the night was over my little brother gave me one more really good screwing. He really knows what he is doing these days. Joan