4 comments/ 101055 views/ 3 favorites My Very First Time By: Dirkstimson So, I'm lying in bed looking at my Hooter's posters. I have six of them on the wall. It took me six months for my Mom to let me put them up and every now and then my little sister Dody comes in, looks at them and whispers "Pervert!" shakes her head and leaves the room. But tonight, I'm looking at them and playing with myself. Okay, so I'm eighteen. But just eighteen, okay? The first time I jacked off was when I was twelve and I thought I'd found paradise. Since then about every two or three days I'll look at those posters, especially the one of Tiffany and I get a hard on and then, well, you know. I do sleep better after, that is for sure. But right now, I'm not thinking of Tiffany or any of the other posters. No. Tonight I am thinking of Angelica. Man, she is built! Her tits are like a thirty-four and she wears these real tight sweaters and tight jeans to school. I met her at this teen age club called Dukes a couple of months ago and we really hit it off and I danced with her and now we eat lunch together like four times a week at school and we had our first real date last week. My Dad loaned me his Toyota and we went to Dukes and we made out in the car afterward and I got to touch her tits but just a little and I am really hot for her and I think she is for me, too. Yeah, we got some girls at Lower Wellington High School who "go all the way" but it's not cool to date them. The football guys like fuck them all the time I guess, but I'm still a virgin except for my right hand, of course. Okay, so maybe I'm not cool because I'm still a virgin at eighteen. But that's the way it is. Well, my last girlfriend was Becky Bernstein and she was really cute and I've known her since Junior High.. So one day last year we were at her house and up in her room doing some research on her computer and sitting really close and she suddenly leaned over and kissed me and put her hand on my leg. I got like this incredible hard on and I reached over and kissed her and she tongued me and I tongued her back but that was it for that time. And after that, whenever we were alone up in her room we would kiss and one time we actually got on the bed when her folks weren't home. And she had this blouse on and she unbuttoned it and she was wearing a bra and she had these tiny tits. She was fifteen and I was too, but the truth is she is about the same now that she's seventeen. But that time she took my hand and put it on one and I kind of stroked it and I felt her nipple get hard and then my dick got hard and I don't know what would have happened next but I almost came in my pants. But then we heard the door slam downstairs and we got up really quick and she straightened out the bed and I sat down in a chair and she sat at the computer and she was all flushed. But then abut a week later some guy she used to know came back to school and that was the end of things for Becky Bernstein and me. Oh well. Anyway, I'm thinking of Angelica whose last name is Sanchez and I'm stroking my dick which is plenty hard by now. Angelica is Puerto Rican. Well, yeah, on her father's side and Venezuelan on her mother's side. So she is a really dark brown with huge brown eyes and like I said, this great build. And I'm thinking about her long brown hair and how it would feel if she gave me a blow job which I have never had but the guys tell me that it just this side of heaven. And I'm pounding away and then I cum and I'm shuddering and I grab the towel I took a shower with and wipe myself and now I think I can get to sleep. And I do. Well, it is coming up on Friday and I have nothing planned for the weekend. I'm not sure what Angelica has in mind and I have about a half day's chores at home that I could do on Saturday if I don't sleep in which is my regular routine. So at school I miss Angelica at lunch but I see her as school is letting out and she gives me this big smile. "Hello, JeromeWoodley!" She always says my first and last name together, but it sounds really neat. Now, she and I are both seniors and school has about three weeks left, so it is warm outside and we both have what we call "Senioritis" which is an I-don't-give-a-shit attitude about school. I mean we are still wading through the last of finals, but most of us have sent away our stuff for college and now comes the waiting period which sucks, but what can you do? Angelica is wearing a regular sweater with a V neck and I know she is wearing nothing but her bra underneath and the V is kind of deep and I can see some cleavage. Not too much, because Lower Wellington High School would never stand for that. "Hey, Angelica! Wha's happening?" "Nothing too much Jerome Woodley. What do you have planned for the weekend?" "Dirty work, I'm afraid. Like I have a garage to clean out and the lawn to rake. Big deal, huh? What about you?" "Well, I have to house sit the two dogs and our cat. Mother and Dad went to a lawyer's conference together." It's kinda weird, but her Dad is a Judge and my Dad is a lawyer and they know each other. That really doesn't have an impact on Angelica and me. At least not yet. "Shame!" I say. "I thought maybe we could get together at the Mall tonight." "No way, Jerome Woodley. I have to get home." She looks at me with those huge brown eyes. She has this way of staring right at you when she talks. It's like almost hypnosis, I guess. "Could you come over?" "You mean like now?" "Unless you have to get right to the garage and the lawn." "Umm...no! I mean, shit, that will wait until tomorrow morning. Of course." So we get on the same school bus and we're chatting up a storm about my loser friends and how I did at wrestling this year, which was better than last year when I broke my arm and missed the last three matches of the year, including the State Championships. "You look a lot bigger than last year, Jerome Woodley. Are you working out?" "Oh, yeah. Weights and running and push ups and stuff. I get in the weight room with the weight lifting team. Coach Dumtree wants me to wrestle in college." We are sitting together towards the back of the bus and the bus is not crowded at all. She reaches over and grabs my arm at the bicep. Now, biceps are still a pretty new thing for me. Until I started wrestling four years ago, I was a skinny twerp. But now I'm all the way up to 125 pounds. I know, that's no Incredible Hulk, but hey, for me that is really cool. "Jerome!" She says and her voice gets really breathy. "You have such muscles! Why did I not notice before?" "Umm...I dunno. Umm...do you like muscles?" What a stupid question. She breaks into a laugh. Her laugh is like bells tinkling and her teeth are so white against her dark skin. Man it is a turn on! "Jerome Woodley! Of course I do. She leans over to me and almost whispers in my ear. "I love strong bodies. I love to feel strong muscles." With that she just sits back and stares out the window. I'm glad because I got a boner that I'm afraid is showing through my jeans. We get to her stop and my hard on has subsided a bit, thank God. We walk about a block to her house which is really cool. I have been there a couple of times and met her Mom and Dad who are really nice. But we have never been there alone. I really don't know what to expect. We go in the front door, which of course I cannot do at my house. It is back door, shoes off. That is the rule and don't you forget it. So, she drops her back pack on a bench in the front hall and I do the same. "Whoops!" I say. "Better call my Mom to tell her I won't be home on the bus." "You can tell her where you are, Jerome Woodley. She's picked you up here before, yes?" "Yeah, right!" Angelica comes up really close to me then and puts her hand on my arm and squeezes my bicep again. "But not too soon, okay?" There goes my willie again! "Umm...sure!" I don't get Mom but I get her answering message which is just as well because I don't need to get into a big thing about why I'm at Angelica's now. "Mom?" I say into the phone. "Umm...I'm with some kids at Angelica's," I wink at her and she winks back. "And, umm...could you pick me up about five? Thanks Mom" I hang up and I'm grinning big time and so is Angelica. "Something to drink, Jerome Woodley?" "Yeah, sure, Angelica." She takes my hand and leads me into their kitchen. The kitchen is really cool with a big cooking island in the middle with all kinds of pots and pans hanging down. She goes in the refrigerator and takes out two Coke cans. She hands me both of them and I flip the tops and hand one back to her. She goes to the radio and turns on a Spanish station of which we have like eight in our town now. "So, Jerome Woodley, you want to dance?" Now understand I don't dance. I mean not normally. Yeah, the night I met Angelica at Dukes, I danced with her, but that is because she asked me to and I wanted to get to know her and stuff. But man, this is in her kitchen and just the two of us and I don't want to look like a dork. But I shrug and we start to do this reggeton. I'm moving as best I can and she is wiggling all over the kitchen and her boobs are bobbing up and down and her ass is moving like a cement mixer and man am I turned on. She slides right up to me and is up against me and I like stumble a little and end up backed up to that island I told you about. She stops right there and her eyes look all smokey and she puts her tongue on her lips. She has these lips. Man. I mean the lower one sticks out a little and is really sexy. She leans in closer. We are like crotch to crotch. "Jerome Woodley," she almost whispers. "You remember how we kissed in the car?" I can hardly breathe. "Oh man, yeah. I sure do!" "And do you remember what it felt like when you touched me?" "Of course I do!" "Well?" So I put my arms around her and lay one on her really good. It is a wet kiss like I never had before even with Becky Bernstein. And then her tongue! She is in my mouth and I'm in hers and I have a hard on like I never had and I don't know what comes next. Really. She backs off just a little and keeps grinding her hips into my crotch. I swear I'm going to cum. "You have muscles besides your biceps, don't you, Jerome Woodley?" "Umm...yeah, I guess." What the fuck am I supposed to say? She has a hold of both my arms and then she drops her arms and one hand reaches down and strokes my jeans right on top of my dick. I'm beginning to sweat. "Yes, Jerome Woodley, you have other muscles, do you not?" Suddenly she backs off and grabs her coke. She takes a big swig and smiles at me. What is she, big cock tease? Then she takes my hand and leads me out of the kitchen, into the front hall and up this winding staircase. I'm stumbling behind her. I've never been upstairs at the Sanchez house. At the top of the stairs she leads me into the second door just to the right of the stairs. "This, Jerome Woodley, is my bedroom." It is painted a light blue and the bed is about the same size as mine. There is a desk with a computer and a big chair in the corner and posters of these Latin singers on the walls. She sits down on the bed and I'm standing there like a dork not knowing what to do except I'm more excited than I have ever been in my life. Angelica reaches up and takes off her sweater. Oh my God! Her boobs are gorgeous. I mean she has this flimsy bra on so I can see a lot more than I would in a bikini top. "And can I see your chest, Jerome Woodley?" Now, I'm not really buffed, but I have been in the weight room. So, I pull my tee shirt out of my jeans and pull it off. She gets off the bed and comes real close to me and starts to rub my chest. She rubs my nipples for God sake! Now I never gave much thought to my nipples , but man they get hard too! And I get a sensation all way down to my nuts. "Kiss me again, Jerome Woodley," she whispers. So I put my arm around her and we go at it again, tongues and all. Then she takes her arms out from around me and reaches in back of her and undoes her bra. She shakes a little and it falls to the floor and there she is, half naked! I remember the one time I felt Becky Bernstein's boob through her bra, but this is way different. She takes my hand and lifts it to her right boob. "How does it feel, Jerome Woodley?" I can't talk. I'm leaning down and I'm stroking and kissing this incredible breast on the hottest girl I've ever met and I think I'm going to faint, or at least shoot my load in my jeans. "Are you wet, Jerome Woodley" she like whispers in my ear. At first I don't know what she means and then I realize that Angelica Sanchez is no innocent little girl. Not that I shouldn't have figured that out when she stroked my dick through my jeans or at least when she took her bra off, but she is talking about what the guys call pre-cum, that little wet stuff that comes out of your cock when you get really excited but haven't cum yet. "I, I think I must be." I have trouble breathing, never mind talking. "And I am too, Jerome Woodley. Feel." And with that she unzips her jeans, takes my hand and puts it down on her crotch. Oh my God! I feel her pussy through her panties! And Damn! It is wet as hell! "You see?" She whispers holding my hand against her pussy. I just leave it there, I don't reach in or anything. I mean this is new territory for Jerome. "I see, Angelica, and I feel it too!" God I finally managed to say something. "And you?" She asks, still holding my hand there. "What?" It's not the brightest answer, but what the hell... She takes her hand away from mine, but I don't move mine – not a quarter of an inch. She takes that hand, her other arm still around my back and pulls down the zipper on my jeans. She reaches in and actually touches my prick through my jockeys. Now I am going to cum, I know it. She takes her hand and reaches for my belt and undoes it and the top button on my jeans. Then she takes both her hands and pulls them down to my hips. She squats and my hand comes out of her jeans. She wiggles my jeans down to my ankles, reaches up and pulls down my jockeys. And there I am. Pants and jockeys down around my ankles so I can't move, my dick standing at absolute attention. Now, I gotta tell you. I don't have a twelve inch dick like those guys in the porno sites on the Internet. More like five, maybe six when it's hard. And it has this little crooked bend in the middle when it's hard. And it is hard now, very, very hard. Angelica is looking at it like it is some freaking artifact and I am just standing there hoping I don't shoot jiz all over her face. She smiles up at me and God! Her hair is around her face like in my fantasies. She reaches one hand out and grabs my dick. Not hard, but really gentle. She smiles up at me. "You are beautiful, Jerome Woodley." She begins to stroke me just a little and yeah, there is pre-cum on my dick and she is stroking it and getting it wet. I do not know what I am supposed to do. I can't move because of my jeans down around my ankles with my jockeys. I can't reach her because she is squatted in front of me. So I stand with my hands at my sides and my knees are starting to tremble. "For God sake, Angelica," I finally squeak. "I am going to freaking cum all over you hand if you keep that up." She smiles up at me and stops stroking my dick. I don't know if happy about that or not. She is standing beside me now, looking at my cock. Then she turns and climbs up on the bed/ lying on her back. She pats the bed next to her. Okay, what do I do? Do I pull up my jeans or at least my jockeys? Well, she still has her panties on so I wiggle my feet on my jeans until I'm out of them, slip out of my socks, pull up my jockeys and step to the bed. Okay, so we are lying next to each other, pretty close to naked. I'm still hard as hell and almost popping through my jockeys. She leans up on one elbow and looks at me in that way she has. "Have you ever been this close to a girl before, Jerome Woodley?" "No Angelica, I swear I haven't." She laughs a little and puts her hand on my chest. "I'm just asking, Jerome, just asking. You seem so nervous." "Well, yeah! I am. I mean you are the hottest girl I have ever known and here we are our first time really alone together and we are almost freaking naked and I am lying on your bed with you and God, Angelica! I am so horny right now!" "Of course you are, my darling," she winks at me with those incredible eyes. With that she takes the hand that is on my chest and brings it down across my stomach and reaches inside my jockeys and grabs my dick again. She sits back on her haunches and pulls my jockeys down with both hands and throws them on the floor. Then she leans down and begins to kiss the top of my dick. Oh my God! This is what I was jacking off to last night! "Does that feel good Jerome?" "Oh my God, Angelica, it feels, I mean, I mean..." She giggles again a little and the next thing I know she is holding my cock and sucking on it. I mean really lathering it with her tongue moving all around it and then taking the whole thing in her mouth and it is warm and wet and I am stretched out with my legs spread and my muscles all tight. I see her head gong up and down faster and faster and her hair is flying around her head and this is a ton better than my fantasy and then.... Oh man, this is it! I am going to CUM!! And with that, I shoot this incredible amount of jiz and she just keeps sucking on my cock and it is so freaking sensitive I think I'm going to faint. Finally she sits up and there is this little bit of my cum around her lips and her eyes are all smoky again. She licks her lips and then comes up and lies down beside me, with her head on my chest. I am still breathing like I just finished a marathon or something. She looks up at me. I slowly put one arm around her naked back. I feel her boobs against my side and I am actually dizzy. "Was that good, Jerome Woodley?" She almost whispers it. "Oh my God, Angelica. I never, I mean this is the very first time I ever, I mean, well, I've never been with a girl before! Not naked, I mean and then I mean I never had anybody take my dick in their mouth and before this I only came on my own like, well you know..." "I loved it too, Jerome Woodley. You are a beautiful man. Now, are you going to brag to all your friends that the Judge's daughter sucked you off?" I sit up really fast and she has to roll off me and is sitting on the bed with nothing but her panties on and her boobs are incredible and the nipples are hard and damn! I'm getting hard again, already. "No! Angelica! How could you even think such a thing! This is a well, a sacred moment for me. I don't want to share this with anyone. Honest!" "I believe you Jerome Woodley". She smiles then and reaches for me. She puts her hand behind my neck and kisses me really softly. I mean, Angelica is my age, but damn! She is a woman and I know now man, I am just a boy. A horny boy, yeah, but just a boy. As she sits back she looks down and sees my dick is hard again. She smiles at me. "Wow, Jerome Woodley, that did not take you long, did it?" "Well, for God sake Angelica, you are sitting there with prettiest boobs, I mean breasts I have ever seen and wearing nothing but your panties and well, for God Sake!" She puts her hand up to her mouth and giggles. "Well then come, Jerome Woodley, kiss them." With that she lies down on her back and stretches her arms behind her head and even spreads her legs out. So I move over and I'm like lying beside her and I lean over and kiss the right breast really gently and I see the nipple begin to get even stiffer and she starts to breathe a little harder. I have seen enough porno movies to get the idea here so I take my tongue and softly lick at her nipple. She begins to moan a little and move her hips on the bed. My Very First Time I take my hand and start to fondle it while I lean over and start to kiss the other one. Now both nipples are hard and she is moaning and breathing hard and I look down and see that her hand is inside her panties and she is stroking her pussy really hard. She takes her other hand and grabs my dick and begins to pull on it and I'm kissing her breast and she is pulling at her pussy with one hand and stroking me off with the other and suddenly she grabs my dick really hard and her legs straighten out and she twists and bites her lip and screams "I'm cumming!!" And she thrashes and pulls my cock one more time and her hand comes out of her panties and she shudders one more time and she lets go of my cock and begins to giggle again. "Oh mi amor, that was good." "Umm...I'm glad Angelica. I wanted you to be satisfied too." "Satisfied? Not quite, Jerome Woodley but that was a wonderful orgasm,. Much better than when I do it all by myself. "So you masturbate too?" "Of course! All girls do once we have reached puberty." "Wow, I didn't realize..." "So, this is really your very first time?" "Absolutely. I mean I never have had you know, like intercourse ever. And like I said, this is the first time I ever had, you know..." "A real blow job?" I feel my ears getting red when she says that. They always do when I'm embarrassed or uncertain. "Well, yeah." She giggles again. "Are you surprised I talk like that?" "Well yeah, kinda." She is sitting again, cross legged. "So, Jerome Woodley, then you've never been laid?" Now my ears are on fire. "No, no, never." I have no idea what is coming next. "Well, Jerome Woodley, neither have I. But I had an older boyfriend last summer. He was twenty one and a senior at Yale. He taught me about sucking and other things but he wouldn't fuck me no matter how hard I asked him." "Other things, besides fucking?" "Oh yes, other things to make a girl cum." "Well, like helping you masturbate?" "Sure. That and doing things with his mouth and tongue." "You mean like I just did?" She puts her hand up to her mouth again and giggles. "Well, yes, for a start. But there are more places to kiss on a girl than her lips and her breasts. My old boyfriend made me swear that I would not try intercourse until I was at least eighteen. But you know there are girls at school in my class who went all the way before they were even sixteen! They talk about it all the time." "Yeah, well there are guys in the locker room who have done it with girls at school and they name them. That's gotta suck for them." "You would think so, but well, some of them have no shame at all." I smile at her and I'm thinking man, this is strange. This beautiful girl is sitting on her bed with me. She is wearing only panties. I'm buck naked. She sucked my dick for me and I've been all over her breasts and watched her masturbate and we are like discussing morals. Weird, man. Angelica leans over and gives me a great kiss on the mouth, but no tongue. "Jerome Woodley, this has been a fantastic afternoon. You are a beautiful boy. I would like to do more of this but I have to feed the dogs and go to my Aunt Theresa for dinner." With that she slides off the bed, puts her sweater on with nothing underneath and hands me my jeans. I get dressed and we go downstairs together and I call my Mom to pick me up. Angelica and I are in the kitchen chatting about school and the summer and about college next year, but I can't get my eyes off her lips and thinking about where they were an hour ago. Weird. I hear the horn honk outside the door and I get up from the table. Angelica comes around and stands really close to me. She reaches down and grabs my dick through my pants. "Jerome Woodley, why not try to come over tomorrow and let us see what else we can learn about each other." "Umm...yeah, sure Angelica. Umm...yeah! That would be great." She lets go of my dick or I probably never would have left. I go to the front door and sure enough Mom is waiting outside. I get in the car and we pull out of the driveway. "Well Jerome, did you have a nice afternoon?" "Umm..yeah. Sure did, Mom." "You guys do some studying?" "Well, umm...yeah, like we did. Sure!" "And did you learn anything new." "Oh yeah, Mom. Oh yeah." End My Very First Time Hi everyone! My name is Megan. I am 26 years old and would like to write about my first sexual experience. If you decide to read this, you will have to pardon my grammar and punctuation. This is my first time writing a story and figured I would draw on experience to help. It all started when I was 18. Looking back I perceive myself as a dorky kid. My father was a lieutenant on the police force and kept me under lock and key. My extracurricular activities included track and studying over a friend's house. Parties and things of that nature were off limits to me. Having sleepover's at Brandy's house was as wild as it got. We could talk about the boys at school and the gossip that was going around. I had an athletic build, with small breasts. My hair was long and brown and my best feature was my green eyes. I was self conscious about my small breasts. I even bought a B cup bra thinking they needed room to grow. Really though, thinking back, it was because it made my chest look bigger. I spoke to a female doctor once (I could never have confided in a male doctor about my breasts) and she told me a lot of athletes have small breasts, something to do with lower body fat. I didn't believe her because some of the cheerleaders had low body fat, except in the right places. Fuck, I am rambling! Sorry! Anyway, my boring life was about to come to an end. Brandy's parents were going away for the Memorial Day weekend to visit her grandparents and Brandy's brother was home from college. He was to be in charge while they were away. I convinced my mom to let me spend the long weekend over Brandy's house, but still needed my dad's ok. I had something in my favor though, Darren (Brandy's brother) was the star running back when he was in high school and my father loved football. When my father came home from work, I asked him if I could spend the weekend at Brandy's. He smiled and said what are you not telling me? I hated when he did that cop thing to me. His tone changed and you always felt like you were being interrogated. Sighing, I told him the situation about Brandy's parents and how Darren, who is very responsible, I added, would be in charge. No, he said. No, I said. That's it, just No? He replied, yep, just no. I was fuming, but I knew better than to argue with him. I ran up to my room. Later that night after I refused to come to supper, I was brooding on my bed when my father came in. He sat on my bed and said, I hate to tell you no pumpkin, but it is my job to protect you. I am sure Darren is considered to be a very responsible boy, but boys at that age make choices that aren't usually done with a lot of forethought. This was the opening I was hoping for. Waterworks time! I started to cry and grabbed him in a big hug. I told him while sobbing that he never lets me do anything. All the other kids are going to parties this weekend and Brandy and I are stuck home. School is almost out and I will have another long and boring summer. My friends will all be driving to the beach together, going to concerts and parties. You won't even let me get my drivers permit, so I am stuck at home doing nothing, again. I bet you didn't have to stay at home every day when you were my age. I could feel him giving in. His body went from being rigid to somewhat softer. I made my move. Going from hugging to holding both his hands, I told him, Daddy, you could call Brandy's parents. I let go of one of his hand to wipe my tears and quickly grabbed it back. You could speak to Darren; he really is much older inside than his age implies. He would set your mind at ease. Please Daddy, please Daddy, please Daddy. Ok, pumpkin he replied, I will talk to them, but I am not promising anything. Will you call right now I asked? I know they are all home and you probably won't get them all home again, not before Friday. He sighed and said he would. Bingo I thought. I should have gotten an Academy Award for that performance. I smiled to myself, thinking I was going to have a whole weekend of freedom. I rushed down stairs to make sure my dad made the call. He looked at me and knew I was pressuring him. He picked up the phone and called Brandy's house. He spoke briefly with Brandy's parents and then Darren got on the phone. I listened the best I could and realized he was talking about football. This was good I thought, he wasn't grilling him on what was going on this weekend or was he laying down the law. I waited for my answer and waited and waited. Finally I sat down at the kitchen table to wait. After a year (really about a half hour), he hung up. He didn't even look at me and walked into the living room. I felt like a puppy, trailing behind him. He walked into the den and sat at his desk, still the bastard wouldn't look at me. I finally couldn't take it anymore and said WELL? He laughed and told me as long as I check in regularly I could go. I jumped up and down and ran over and hugged him. He smiled and started telling me about Darren's football career in college. I had to tune him out, I mean who cares? Brandy and I conspired all week, we figured that when Darren's girlfriend came over we could split and even if he did notice, he would have to make the choice of getting laid or coming to find us. No way would he call my father or her parents. Brandy said that there was a keg party at the gravel pit and figured we could go as long as we split if anyone started to get rowdy. I obviously couldn't be there if the cops showed up. All the cops new me and it would take half a heart beat before my father found out. He would send me to some nunnery in Montana or someplace like that. Thursday night came and I was alone in my room. I just hung up from speaking with Brandy and she told me that Chris was going to be at the party. Chris was this really hot boy that sat next to me at lunch a few days prior. Brandy told me that he liked me and I should bring something hot to wear for the party. After our phone call I went to my closet. I knew what I would find, nothing. I couldn't own anything hot. If my parents had only seen clear to give me an older sister, one that would be in college and would most definitely have something hot that I could borrow. Hell no, they gave me a nose picking little brother who wouldn't stay out of my room. Rambling again! Sorry. Anyway that night I figured I would at least shave my legs, I didn't have a lot of hair so I really didn't need to. Thinking I would wear the shortest skirt I owned and the prettiest panties, my legs should be smooth. During my bath I shaved my legs. A crazy idea came into my head. I wonder what it would look like if I shaved down there (you know where down there is). Thinking about it made me flush, thinking about Chris seeing it made me hot. What the hell, it isn't like anyone will see, I shaved smooth. It really felt good after it was bare; I was touching it, running my fingers lightly up my lips when I heard pounding on the door. MEGAN I heard, really fucking loud. It was my pain in the fucking ass little brother. Just so you know, he wasn't the worst brother in the world, but right then I could have killed him. What do you want, I yelled? Mom wants me to take a bath and she won't let me use her bath room, he said. Get out, he whined. I threw a towel on and pushed passed him. What a fucking mood killer I thought. Mood shot, I got dressed and went to bed. Friday yes fucking Friday, I thought. Half day of school and take the bus to Brandy's house. Life is good! I was peppy; I guess you could call it when I came down to breakfast. No Captain Crunch for me, just coffee. I was feeling like an adult and hadn't even gained my freedom yet. Dad grabbed me before I could shoot out to the bus stop and gave me the whole speech about how much trust they are giving me and how responsible I am to gain this trust. Bla, bla, bla I thought. I smiled and told him what a wonderfully good girl I would be. He gave me a sideways look and kissed me on the cheek. Bye daddy I said, see you Monday. School was painful. You never do anything before a long weekend and all the teachers know that if they give you homework you won't do it. So they don't bother. The only good thing that happened at school, was, Chris asked me if I was going to the party tonight and I told him I would be there. I could have danced after that conversation; maybe I could do one of those silly cheers that the cheerleaders do. I was euphoric. Nothing could go wrong!! Well except for I didn't have anything to wear and my tits were small, but other than that, yoo, hoo! Brandy and I got off the bus at her house just as her parents were leaving. Darren was standing out the yard with his shirt off. Apparently he had loaded the minivan, because he had this sheen of sweat that was reflecting off his skin when the sun hit it just right. I could feel my face getting red, it always did this at the most inopportune moments. I moved my eyes off his chest and noticed the bulge in his shorts. Fuck, fuck, fuck, I thought. Think of spiders or bats or something gross before your face burns off. God, I have to go talk to his parents, I can't be all flush like this. I bent down to tie my shoe, thank god I had shoes with laces, otherwise I'd have looked quite the fool bending down like that. Compose yourself I thought. Spiders, bats, spiders, bats. Ok, Hi Mrs. Anderson I said as I stood up. I hope you and your husband have a great time visiting your parents. Shit, I am really a bumbling fool I thought, her mother is sick with cancer. This is fucking Darren's fault. Sorry, I meant I hope your time together is good, I said. I'm sure it will be, she said and thank you. What are you girls going to do this weekend she asked. Holy shit, we didn't discuss what to say to her parents. Thank god for Brandy, she said girl stuff and maybe go down to get a ice cream cone. The local ice cream place just opened up (keeping the name secret, for privacy reasons) she said. I didn't really pay attention to the rest of the conversation it took all my concentration to keep my eyes from reverting back to Darren. I wish he would put some fucking clothes on, I thought. Finally the Andersons left and Darren went in the house. Brandy asked me if everything was ok and I told her of course, what make you think everything wouldn't be ok? She said you seemed flustered. I told her it was because I didn't expect to lie to her parents. We went in her house and up to her bed room. I was complaining that I wanted something hot to wear, but my dictator of a father wouldn't let me. She said we can look in her closet. Brandy, you're filled out in places I am not, I said. I won't be able to fit in something you own. She said her mother has kept her clothes since she was a kid, she was sure she could find something to fit. Digging through her mountain of clothes we came across a skirt. I tried it on and it fit, but was really short. I was looking at myself in Brandy's mother's full length mirror when Darren came by and poked his head in. Holy shit, he said. Megan, I hope you don't plan on wearing that outside. Brandy jumped in between us and said we were just playing dress up and unless he wants to put on a dress he can take his ass somewhere else. I noticed he was staring at my ass, but Brandy pushed him out and shut the door. I can't wear this I said, it is just two short. Brandy said nonsense and asked if I had a pair of thigh highs. I told her no, I don't have a pair of thigh highs and I want to look hot, not like a slut. She said it is hot, and don't worry about feeling out of place; everyone will be dressed like that. It took forever for Darren's girlfriend to arrive. She was one of those girls that is easy to hate. For those guys who are reading this, you have to understand that girls never say we are envious or jealous of the way another woman looks, we just automatically hate them. Anyway she was beautiful; of course she was beautiful, Darren was beautiful. How could she be anything but beautiful? She was about 5'8" tall, long dark hair, perky tits and a tight ass. My eyes were better though. Anyway it was 9:30 when her highness finally arrived and of course we had to wait a few minutes for them to get settled in. So it was about 10:00 when we made our way down the street for the two mile trek to the pits. We arrived and I immediately felt self conscious. Along with my very short skirt I had a laced up halter top on (which would have looked awesome on a girl who was better endowed). We had picked up a pair of white thigh highs earlier in the day and Brandy assured me they looked hot. A lot of people showed up for this party and they had started it at least an hour or two before we got there. Some people already had quite the buzz going. I wanted to find Chris and spend some time with him before it started to get rowdy. Brandy saw her boyfriend and told me she would see me later. I made my way over to the kegs and poured myself a beer. I figured if I waited here, Chris would have to show up at some point. I was feeling pretty good, because I got some compliments from a couple of guys that I didn't know. Randy came up to the keg (Chris's best friend) and I asked him where Chris was. He said that he didn't know, haven't seen him all night. This was disturbing because they were always together. He was pretty drunk and after he refilled I followed his stumbling ass. He led me right to Chris, and of course Chris was not alone. Did I mention that I hate cheerleaders? I didn't need to get very close to see Mara hanging all over him. I moved away swiftly so Chris wouldn't see me, because I knew I was going to cry. When I got to the outskirts of the pits, I turned and ran. I was back at Brandy's house in an instant it seemed like and I knew I couldn't just go in the front door. I snuck in the back door and went up to Brandy's room to cry. Brandy came home about 2 hours later, she was pretty drunk. She asked me why I didn't tell her I was leaving. I told her what happened and we were talking pretty loud. I said some things like, I was ugly and I looked like a boy. Then we heard Darren yell up the stairs to ask if everything was alright. We told him fine and we got dressed for bed. Brandy was out in seconds. I on the other hand had to use the bathroom. I snuck down stairs to use the bathroom but when I got there I could see the light on. I turned to leave when the door opened. Sarah, Darren's girlfriend said don't leave, its open. I turned but kept my eyes down. I tried to move around her but she stood in the door way. I finally had to look up at her and she bent over and whispered in my ear. She said you don't look anything like a boy and you are beautiful. When she came away from my ear, she looked me in the eyes. I was so embarrassed that they had heard our conversation. I looked back at her and I could feel the tears coming again. She bent over and lightly kissed me on the mouth. All those feelings of self pity, jealousy and anger were gone. They were replaced by shock. She grabbed my hand and walked me into the bathroom. She brought me over to the mirror and we both looked at my face through it. I was wearing cheap make up and it was everywhere from crying. She grabbed a cloth and makeup remover and started to clean my face. She told me that I didn't need any of this to begin with. When she was done she took me by the hand and walked me into the living room where Darren was. She told Darren that I was having a bad night and was going to spend some time with us. Darren said cool, he was rolling a joint and said this will help with a bad night. Sarah sat me down and I finally focused. Sarah was wearing Darren's football jersey and a pair of panties. Darren was wearing boxers. I on the other hand was wearing jammies with unicorns on them. Darren lit the joint and passed it around. I had tried pot before, but remember my father is a cop and could tell if I came home high. So my experience was limited. When it came time for me to take a hit, I took it and sucked in on it, but didn't really get a hit. I think I was holding it to tight or something. Sarah took it out of my hands and put the lit part into her mouth. She drew me closer to her mouth and blew. A white stream came out and I sucked in. I don't know if it was the pot or the kiss by the bathroom door, but she was turning me on. After a couple of times with her blowing that smoke into my mouth she sat down on the floor with Darren and looked at me. She asked Darren if he thought I looked like a boy, for some strange reason Megan thinks she is ugly and looks like a boy. Darren laughed. He said to Sarah, have you seen her ass. How about those legs he said. I saw her in this little skirt tonight and her ass and legs blew me away. To think, little Megan is all grown up. Skirt, Sarah said? What skirt? Oh it was this really short thing, Darren said. I told her she shouldn't go out with it on. Well we aren't outside; surely she could wear it now Sarah said. Megan, why don't you go put that on so I can see. I started stammering and said that I don't think I should. I was cut off by Sarah. She said put everything on that you wore out tonight. Not like it is a secret anymore that you and Brandy went out. I want to see if you truly looked like a boy. She grabbed my hand and stood up bringing me up with her. She turned me and tapped me on the ass and told me to hurry up. I was walking back up stairs fighting with myself. She was turning me on so much, but I could just put on an outfit so she could gawk at me. I guess you all figured out that I was more turned on than embarrassed or I wouldn't be writing this story. Anyway I went into Brandy's room and grabbed all my stuff. I went back down stairs and headed for the bathroom when I heard Sarah say we are waiting for you. I went into the bathroom to get dressed and realized I was soaked. I had masturbated before and hadn't been this wet. I couldn't go back out there with these panties on. I couldn't go back up stairs and start rifling through my stuff to find some more. It must have been the pot. There is no way if I was in my right mind that I would have decided to go out there with no panties on, at least that is what I was telling myself. I put the halter top on, the skirt and then the thigh highs. No panties. When I came out to the living room, I was embarrassed. Sarah stood up and grabbed my hand. She put it above my head and told me to turn around. I spun quickly, thinking that Darren might not see that I don't have panties on if I do it quickly. Logic wasn't on my side. Darren was on the floor and I was standing up. When I spun around quickly my skirt rose. I heard Darren say yea! She doesn't have any panties on! Sarah, who was behind me stepped back and lifted my skirt, nope she said, she sure doesn't. Sarah moved away from me and went to the entertainment system to put on some music. I didn't know the artist, but it was soft with a beat. She came back and took my hands and started to dance. I figured I had better dance also, or I would look like a dork just standing there. Sarah turned around and started swaying her hips and pushing her ass on me, I put hands on her hips to keep rhythm. Darren stood up and moved behind me and started dancing with us. His hands were moving up and down my thighs and ass. My head was swimming. I could feel dampness on my inner thighs. Sarah turned around and while holding my hips started to kiss me. Her lips and tongue were so soft and god I really liked kissing her. Darren was kissing my neck and grinding his hard cock against my ass. I felt like I was a volcano, it kept building and building. My body was itching to be touched. If somebody didn't do something soon, I was going to explode. Sarah started to suck on my nipple; she flicked it with her tongue. Darren was biting on my neck and running his hand up the crack of my ass. Sarah pushed Darren away from me and lay me on the floor. She pulled off her panties and shirt and lay on top of me. She kissed me again then started to unlace my top all the way. When she was done she pulled it open, exposing my breasts. She moved down and started to kiss my inner thighs. Darren moved down to massage and suck on my nipples. He came up and started kissing me. That was it, I was on fire now. Every touch and nibble was sending me into oblivion. The only rational thought I had was please don't stop! My Very First Time Daren placed a knee on either side of my head and lowered his balls into my mouth. I was so happy to have something to do, something to focus on. Sarah had moved to my pussy and If Darren's balls weren't in my mouth I would have screamed. I was making these panting almost crying sounds that I couldn't believe were coming from me. Sarah was making something happen with her tongue (I hadn't ever had an orgasm before this), I could feel myself convulsing, I was gushing so badly, for a minute I thought I was peeing. Sarah was kissing my pussy now. My clit was so tender, that whenever she brushed it I jumped. I could focus a bit now and saw Darren's hard cock. It was huge (it really wasn't, but it was the only hard cock I had ever seen, so it looked huge then), for some reason I told him I was a virgin. He smiled, moved to my ear and said don't worry my baby Megan, when I am done, you still will be. I remember being somewhat relieved, again I had no idea why. Sarah moved up and pulled me up to face her, she started kissing me again. She leaned back and brought me with her. I was now on top of her and I kissed her mouth, her chin, her neck and I moved to her breasts. They were beautiful, firm and her nipples were rock hard. I sucked them and flicked them with my tongue. Darren had moved in behind me and started to kiss on my ass. He kissed the bottom of my cheeks and I was surprised how good it felt. I moved down Sarah's hard belly to her belly button and licked it a bit. I knew I needed to taste her. I couldn't think of anything else, so I moved to her inner thighs. This brought my ass up and Darren to full advantage. He licked and kissed my asshole. Somewhere in the back of my mind I was surprised by this, but I needed, badly to taste Sarah. When I finally got to her pussy, I inhaled hard. She had this sweet musty smell that didn't smell anything like my pussy. She smelled like moist heat with a mix of some perfume. My tongue moved to her wet slit and I felt my whole body jerk. I wanted so badly to please her. I started running my tongue up her lips, and oh my god, I thought her mouth was soft. This was like velvet. She was clean shaven and open. I ran my tongue back up her slit for more of her essence when Darren pierced my ass with his tongue. I was jolted but pleased. I found Sarah's clit and started to tease it. She was moaning now. Darren was pushing something against my asshole and it hurt, but it seemed like it wasn't real. Then there was pressure, intense pressure. I concentrated on Sarah's clit. Watching her body quiver when I brushed my tongue across it, was fueling my fire. I was feeling myself getting wetter. My thighs were sticky. I started to rhythmically rotate my pelvis and push against the pressure. My tongue was darting faster and faster over her clit. Sarah was moaning louder and louder. Something, the pain, the pleasure, my emotions, everything was so confusing. Darren pushed his cock into my virgin ass. I screamed. Did it hurt? Was it pleasure? Sarah was going to climax. My head was spinning. Darren was fucking my ass; he was fucking it fast and hard. Was I cumming? Sarah dug her nails into my shoulders. Did that hurt? I don't know. Sarah is cumming. I moved lower and licked her wetness. Fuck, I thought. Darren was pounding me now. He gave one last thrust and grunted. He stayed there for a minute and pulled out. I rolled on my side, laying my head on Sarah's inner thigh. I was so fucking spent. I lay there for a few minutes breathing hard and I had this stupid thought. They didn't care that my breasts are small. I smiled to myself. Darren came down and kissed me on the cheek. Nice touch Megan, shaving your pussy like that. I sat up and so did Sarah. She asked me if I was still having a bad night. I hugged her and said no, thanks to you. Sarah and I are still friends today. We sometimes talk about this time we had together, although if she knew I was sharing it with you she may not be happy. She is a mom now and a great one. Her wild days are behind her and she tells me she needs to keep it like that. I hope you liked my story and maybe I will write another one if you would like. Hey I spent 4 years in college after all! Megan My Very First Time My first time started before I was married, I was virgin at 18 and I was babysitting for a family of a soldier that I knew from my Fathers unit. The Father of the children was a handsome man, in his early thirties, I had always found him attractive. I am not sure, but I suppose I was predisposed to flirting with him due to this school girl type of crush. That night, after they came home, he offered me a ride home and I accepted, not thinking any thing could ever come from being alone with him in his car. He did not take me home, instead he drove to a secluded spot in the woods and stopped the car. I didn't know what to expect, I was scared, excited and aroused all at the same time. He took me in his arms and began to kiss me, I liked it, I was happy that he was doing this to me. He continued to kiss me for a time then he began to fondle my breast, putting his hand up my blouse and moving my bra from my tits. He then began to touch and play with my nipples. All the while he was kissing me he had unzipped his pants and pulled out his cock. As he moved his hand down toward my pussy, He said "I want you," but I stopped him and told him no because I was on my period. I guess he must have accepted the fact that he wasn't going to get any pussy. He then began to pull my head towards his cock. I remember thinking, this is the first man cock I had seen and it seemed so big. I asked him "What do you want?" he told me "I want you to suck my cock," I told him I had never done that before and he said "Don't worry, I will tell you how to do it." He began by telling me to take the head of his cock in my mouth, so I opened my mouth and took the head of his cock between my lips, then he told me to suck while I moved my head up and down, like fucking his cock with my mouth. I guess I was doing it right as he began to moan and hump his cock into my mouth. I sucked his cock for a time but had to stop as my mouth and jaw was getting tired. I could tell he was disappointed. So he began to play with his cock moving his hand up and down on it. Shortly he began to ejaculate and the sperm shot out on to my belly and chest. I remember thinking about how warm it was, what it looked like and that there was so much of it. When he finished I wiped his sperm off my body and we left and he took me home. Nothing more was said. In retrospect, had I not been on my period, am sure I would have fucked him. So much for hind sight. Time goes on, I met and married my Soldier husband, had a child and about six months later, it was early winter morning. I was home alone, my husband was at work. I was certainly not expecting anyone and I was dressed in just a long robe, I was naked underneath. I heard a knock on the door and I went to see who was there. I was surprised and maybe a little shocked all at the same time. But there he stood, We exchanged the usual small talk, but I became suspicious of his motives for coming to see me, so I asked him how he knew where I lived and he told me my parents told him. Well it quickly turned into a bit of a mess, he placed his hands on my shoulders as he backed me up against the wall and began to kiss me on the lips. His hand quickly found their way under my robe, touching my tits and very quickly down to my pussy. The next thing I knew my robe came open. Funny I don't remember if he had or I had opened it, and exposed my naked body. He then, as he was holding and kissing me, walked me backwards into the living room. We ended up on the living room floor with him on top of me. He had somehow lowered his pants and now was naked from the waist down, his cock was rock hard and threatening. I really didn't want to do it, but them a thought creeped into my mind. You see my husband and I had discussed how I was a virgin when we met and I had not experienced dating and sleeping with other men. He told me that if ever I felt the need to date other men, that it was alright with him. No need to elaborate what our discussions were I am sure you get the jest of my thoughts. You get the picture. So here I was, laying on the living room floor and this man was on top of me with his hard cock wanting to fuck my pussy.. I said to myself "Why not, my husband said I could," so I opened my legs and took his hard cock in hand and guided it into my wet pussy, yes it was wet, from the teasing, touching and the fear I had, but them again I am always wet. He fucked me without saying a word, he just pumped his cock in me, in and out, in and out. In a short time, he began to breathe much harder and moan, his cock expanded inside my pussy and he began filling my hole with his hot sperm. It is hard to describe just how it felt to have another mans cock in my married pussy, but I remember It felt really good. I loved the feeling of his hard cock moving in and out of my pussy, and when he came, wow, what a feeling, I wasn't scared anymore. I remember laying there with his sperm leaking out of my pussy, reaching down to feel my wet pussy, I was feeling so naughty. I thought "I did it." He got up and put himself back together and left. Unfortunately I never saw him again. Afterward I was very happy I had fucked him, I loved the feeling of may pussy being opened up by another man, and I loved the feeling of his sperm leaking out of my hole. At the same time I was little scared thinking about, "What would my Husband say?" I needn't have worried about what my Husband would feel. A few weeks later we were having a party with some close friends, I had a few drinks and told a friend of mine I had done something and I was afraid my husband would get mad at me, I asked my friend intervene. We were laying on the some big throw pillows at the time on the floor, not far from the spot where I had fucked him. She told my Husband that I had something very important to tell him, and made him promise he would not be mad at me. She got up and left us alone to talk. It was the hardest thing I had done up to this point in our marriage. He finally asked me what I had done that was so bad. I started by asking him not to get mad and he promised not to. I was so afraid, my stomach had butterflies going a gazillion miles and hour, but some how I got it out. I told him that I had done what he wanted and fucked another man. He looked at me and asked "You really did it?" He had a really strange look on his face, it wasn't a look of anger, maybe a look of surprise and lust all at he same time. I told him "Yes." He started to ask all kinds of questions, but I told him to wait until after the party. I then asked him if he was mad at me and he said "No." He then reminded me that he had said it was OK for me to date other men, and that if I wanted to fuck them, then I should do it. He also said " I have no right to be mad, I told you to do it if you wanted to and I won't go back on my word." Although He did say he was a little upset I had not told him that day so he could enjoy my just fucked pussy. I remember wondering after my revelation that he must not love me if he is OK with me fucking other men. But I later found he really did love me, in fact after I started fucking other men, I think he loved me more. I remember him later saying many times that old saying from Mae West, "When you're good you're good, but when you're bad you're better." By the way, after the party, I told him all about it and he fucked the shit out of me! That part of his desires is another story, about my dating days. My Very First Time! This is my first story so please go easy on me! It was a Friday night and I needed something to do. I made a few phone calls to see where I could go and what I could get in to. I decided to text this one guy I knew would come get me and show me a good time! I text him and asked him what was up? "Just getting out of practice" was his reply. "What are you about to get into?" I asked "I don't know yet. What about you" He said "Anything to get me out of this house!" was my response! "Well where are you trying to go" he asked. "Wherever the wind takes me!" I told him. "How about my bed?" "Let's go" I said Perfect! My plan was about to spring into action! He showed up to my house about 30 minutes later. In my mind I didn't want to do anything but tease this boy but I knew it might go further. When we pulled up in front of his house, butterflies filled my stomach! Was this really about to happen? We went to his room and turned on a movie. At this point nothing was going on and that was the way I planned it! Before I knew it, we began kissing! My mouth was saying I'm not ready but my pussy was saying take me now! Due to previous "accidents" my shoulders and neck were killing me! So I asked him for a massage. He told me if I wanted a massage I had to give him one first! No problem! I loved giving people massages because it was my specialty! Well needless to say, he fell asleep on me within 5 minutes! About 20 minutes after I began his massage, he woke up. We began kissing and he started playing with my vagina! I wanted to stop him but something in me couldn't! Before I knew it, both of our pants were off! I didn't tell him I was a virgin but he would soon find out! I started out on top and as soon as he slid his penis in me, I wanted to cry! I lifted up and tried again! Same pain. So I decided to try to switch things up! I told him that I wanted to get on the bottom but he hated being on top. If I was on top we wouldn't be doing anything! It hurt me so much but I wanted to keep going! I finally convinced him to out me on the bottom and he get on top. He began to finger me and it felt so good! I've master bated before in the past but the feeling I was getting was nothing compared to the feeling I gave myself. Before I knew it, he slid it in. The feeling that I got in that instance was unlike any other feeling I ever had! He wasn't that big but baby he could hold his own! I couldn't help but let out moans of pleasure! "Oh yes!" was the first moan that escaped my mouth! After it came out I felt so embarrassed! But I couldn't help it! The first moan was followed by a lot more! This dude had me saying things I never thought would come out of my mouth! He took his hard dick out and began to finger me again! I could feel myself reaching the point of body convulsions! I wanted him to stop and put his dick back inside my leaking pussy! The second time he put his cock in sent me over the edge! He controlled me at this point and whatever he wanted I was here to give it to him! In the back of my mind I knew what I was doing was wrong but it felt so damn good! We came almost simultaneously! I felt him shoot his load inside of me and it felt so good! Before I knew it I came as well! After our sex session, we both took a hot shower together. He lathered up the towel and began to wash me up. As he ran his hands against my body I recalled what we had just did. I then stood on my toes to kiss him. it was a long passionate kiss and I didn't want it to end. I then took the towel and began washing his back. He fingers led to my wet pussy and began fingering it. This time however, his fingers went deeper than before. My pussy was now wet from soap, water, and my juices. Then my hand found his semi-hard dick. His smooth cock felt so good in my hand. I began jerking him off until I thought he was about to cum. Before he did I got on my knees and sucked him off. I couldn't believe what I was doing because I never sucked dick in my life! Feeling his hard dick in my mouth was amazing! I remembered what I use to see on the porns I use to watch. I tried my best not to let my teeth scratch him! I didn't want him to cum in my mouth so I stood up. By this time all the pain had left. It wasn't pain anymore but now it was pure pleasure! I stuck his hard cock in my wet and ready pussy. He seemed so in to it and that made me go crazy! I began to push up against him so he could slide in deeper. He must have got the hint because he began pumping harder. Every time he pushed up, I pushed back. It felt so good to have his hard cock inside of me! I could feel his cock getting harder inside of me and I knew his second load was coming! I felt his hot load inside of me and it felt so good! We went back to washing each other up and we got out and dried off. This boy made me feel so good and I loved the way he was catering to me! He dried me off and kissed every part of my body. He then began to lotion my back and stomach. We took turns lotioning each other up and kissing each other. By the end of the night he left me feeling very satisfied! Maybe it's time to make this boy my main! Part 2 will be up shortly I'm sure! As long as he keeps doing what he does! My Very First Time Ch. 02 Okay, So I spent Friday afternoon at Angelica Sanchez' house. She is my new girlfriend and she is beautiful. The weird thing is that we are both eighteen and neither of us has been laid. Not even once. She knows all about oral sex, because she sucked me off this afternoon until I thought I would faint. And I got to see her stripped except for her panties and touched her pussy and licked her breasts and man, what an afternoon. But she said that she promised her old boyfriend who taught her all about sex that she would not get laid until she was eighteen. Okay, so a month ago was her eighteenth birthday and January was mine. So? Well, she asked me to come over to her house tomorrow. Her folks are away for the weekend at some legal conference, so it's just her and her two dogs and a cat at the Sanchez house. So, am I getting over there on Saturday? Right! For some reason I slept like a freaking log on Friday night. I woke up at eight on the dot thanks to the radio alarm that plays the classic rock station. I jumped into a pair of sweats and a tee shirt along with my beat up Nikes. I jumped down the steps two at a time and invaded the refrigerator of three granola bars and a huge glass of orange juice. Then it was attack the garage and the lawn and suddenly it's eleven thirty. So sweating like a fountain, I pick up my cell in the garage and call Angelica. "Hola!" "Umm...Angelica?" "Jerome! How are you?" "Are you kidding me? After yesterday? I am a changed man!" She laughs that great laugh of hers. "And are you working today?" "Shit no! I got up early to do my chores. Jerome Woodley is a free man." "Would you like me to make you lunch?" "Depends on what is on the menu." She laughs again. "Oh, I'm sure I can make it interesting. About one?" "Si, Senorita! See you then!" I hang up and punch the heavy bag hanging in the garage five quick ones. Man! Am I lucky or what? I get in the shower and scrub every inch of Jerome Woodley. I began to shave like six months ago, but really I only have to like once a week. But I take the Old Spice I took from my Dad and I splash it on my arms and my face and even under my arms. Then I put on my really tight Perry Ellis Tee shirt that Mom got me for my birthday, a pair of Docker shorts, clean socks and of course, my Nikes again. I bop downstairs and it's twelve fifteen. So I get on Space Book for fifteen minutes and screw around with people I don't know.. Okay, trick is to ride my bike slow enough so I don't get all sweated up again. I'd love to drive over, but Dad is on the golf course and I know Mom has got running around to do. "Mom!" I call. "Garage is clean! Lawn is mowed! I am outa here!" And I head for the garage without waiting for a reply. I have a two year old Trek bike. It is really cool and cost me most of the money I earned working at camp last summer. But I found it on e-bay and I think I stole the freaking thing. I pedal easily out of the driveway and take the bike path that runs through our town of Wellington. It is cool for May, but I am floating along. Is this the day that two soon to be graduates of Lower Wellington High School lose their virginity? I can tell you that she is the hottest girl I have ever dated, which in itself is no big deal because I have not dated that much. But she has these great boobs and a tight ass and wonderful lips and they were wrapped around my dick yesterday. Weird! I ride some neighborhood roads and only have to get out on a main road for about a mile and I swing into Narberth hills where the Sanchez family lives. I come up to the house and leave the bike on the front walkway. On a Saturday afternoon I figure it's safe. I ring the doorbell and before I get my finger off the bell the door swings open and there's Angelica. She's wearing a large dark blue sweat shirt with Holy Cross in red on the front. I guess she's wearing shorts under it, but I can't tell. It comes down to her thighs and that's about it. She takes my hand and like pulls me in the house. She comes right up to me and kisses me really softly and her tongue comes right out and into my mouth. I do the same and we are kissing like crazy and she has her arms around me and I have mine around her. I pull back just a little and put my hands under the sweat shirt and up her back. Holy shit! She's not wearing anything under the sweat shirt! She pulls her head back and smiles at me. "Surprised, Jerome Woodley?" I smile back. "Well, yeah..." She backs off and takes my hand and leads me in the huge kitchen they have with all the pots and pans hanging off the cooking island in the middle. She has a huge plate of cold cuts and cheese and crackers laid out on the island. She goes in the refrigerator and gets two Cokes. She hands them to me and I pop them open and give one to her. She grabs the plate with the cold cuts and signals for me to take the crackers on the other plate and follow her. She leads me out to their back patio. It's got these great flagstones and a table with an umbrella, four chairs around the table and a couple of lounge chairs. But, the neatest thing about it is that there are about a dozen huge pine trees surrounding the whole thing except for one little path in the middle that leads out into the yard. I mean nobody can see who is doing what on the Sanchez patio. And, there is some shade there like almost all day. Today there is a nice breeze blowing and the sun is out. The trees are just waving a bit and whispering around the patio. We put our plates down on the table between the lounge chairs and stretch out. Angelica takes a cracker and puts some cheese and baloney on top and hands it over to me. I tip my Coke can at her. We start talking about school and our plans for summer. "What is your friend Justin going to do?" She asks me. "Well, his mom is getting divorced again and it looks like they will have to move, so I don't know. Dude stayed out of trouble most of the year, though, didn't he?" "Yes," she says, sighing." She munches on her cracker for a minute and I'm looking at her lying there with those great legs stretched out and that lower lip that extends just enough to make it sexy. "I bet there are a lot of sad stories at Lower Wellington that we don't even know about." I reach over to the table and take some cheese and another piece of baloney. It's getting kinda warm so I start to take off my tee shirt. I stop. "Umm...is it okay for me to take off my tee shirt?" She laughs that great tinkling laugh of hers. "After yesterday? What a silly question, Jerome Woodley!" "Oh, yeah. I guess." My ears are getting red. I take off my tee shirt and stretch out again. Without even looking over at Angelica, I say, "aren't you getting warm?" Now, I swear, I was just making conversation, honest! But I hear her giggle again and I hear some rustling an when I look over again, she has taken the sweat shirt off and man! I was right! She's wearing nothing underneath but a pair of bikini bottoms! She is propped up on one elbow looking over at me and grinning. "Wow! Angelica! I didn't...that is, well, umm..." She laughs again. "Like what you see, Jerome Woodley?" I sit up. "Hell yes! Wow! You are really something." Her eyes half close. "What do you like about what you see. Tell me." "Umm, everything. I mean you got those great legs and your boobs, I mean breasts, are just, well, magnificent." She reaches under the table and pulls up a bottle of sun tan lotion. "You know, Jerome Woodley, those UV rays get through the trees really easily. Would you rub some lotion on me?" With that she rolls over on her stomach and stretches her arms over her head, holding the bottle out to me. Well, by now I have a boner that is stretching my shorts, big time. I take the bottle and move over to the bottom of her lounge chair. I rub a lot of the stuff on both my hands and go up to her back and start to rub her shoulders. "Man, Angelica," I say, "I never realized what strong shoulders you have!" "I am a swimmer, Jerome Woodley. Not at school, but I belong to a swim team in the summer." "You never told me that!" With that she suddenly rolls over and is laying there with her boobs splayed out on her chest and her flat stomach and incredible legs right in front of me. "There is a lot about me that you don't know yet, Jerome Woodley." I am trying to look her in they eye, but it is not easy. I mean man, her boobs are but gorgeous and as I'm staring at them because I can't help it, her nipples become hard and stand up as if they are taunting me. "Well, Jerome Woodley, don't stop. This is where the sun can do the most damage, you know." "Oh yeah. Right. Sure" So I lather up my hands and start up at her neck. I'm rubbing very softly on her neck and bring my hands down to her shoulders and rub the lotion on her arms and then, well there is no way to avoid it – not that I want to, understand; but I drop some lotion on her breasts and she wiggles a little. I'm on my knees now, between her legs and sitting back on my haunches. I'm rubbing the lotion in on her breasts and she is starting to wiggle even more and breathe harder. She has both hands up over her head and is holding on to the top of the lounge chair really hard. I am lost in those boobs. And my knees are killing me. So I shift so that my legs are hanging over the side of the lounge chair. This lets me lean back a bit and I reluctantly leave the wonder of Angelica's breasts and begin to rub her stomach. I get down to the bikini bottoms and she raises her buttocks and brings her hands down and wiggles out of the bikini bottoms. She is stark freaking naked. She is glistening from all the lotion I've put on her and I am in dreamland. Then she spreads her legs a little more and murmurs up to me "Finish what you started, Jerome Woodley." Well, my hands are still slick with the sun tan oil, so I start to massage her upper legs. They are really strong and buffed. Yeah, she must be some swimmer. I move my hands up and down her legs, kneading them, but not too hard. She draws her legs up a little and my hands slide down her thighs and I am massaging the inside of her legs, right near her vagina. Now, with another girl I might call this her pussy. But this is Angelica freaking Sanchez, for God sake! So I'm rubbing and her legs are moving farther apart and she takes my hands and moves them right on top of the little bit of brown pubic hair that she's got. Now she's guiding my hands and she takes the right one and begins to use it to rub right at the opening. "Go ahead, Jerome. Go ahead," she whispers. Well, okay, so I gotta do what I gotta do – shit! What I am dying to do! So I take my hand and slip one finger inside her. She is warm and wet and thank God for porno sites! I know how to stroke gently and then harder. She is now moaning and wiggling on the chair. Her hands are back holding on to the top of the chair. I slip a second finger in and there is still plenty of room. Now, I know about a girl's hymen and how you might break it with anything including a horse back ride. But I don't feel anything there except a lot of slick wetness that is getting wetter all the time. She is now arching her back and really writhing from side to side. She takes her hands down, sits up just a little and grabs my head in both hands. "Kiss me, Jerome Woodley," she moans. "Kiss me." So my fingers slide out of her and I'm laying right on top of her naked body, with the boner in my shorts pushing right where my hands were a second ago. We are kissing and she is pushing up against me and our tongues are going at it big time. She reaches down and grabs the top of my dockers and pulls the belt open and slides the zipper down. I get real cooperative and take them off myself. I'm laying on top of Angelica in my jockeys and she is naked under me and my jockeys are getting wet from her. What the hell. So I slide the jockeys off and now I am on top this incredibly hot girl and we are both naked and I know what has to come next. But I don't know how to start things at this point. Her eyes are half closed. "Jerome, Jerome, mi amor, she is sighing. What are you waiting for?" Well, to tell the truth, I don't know. But I am. She reaches down and grabs my dick in her hand. It is wet from her vaginal juices and when she takes ahold of it, it gets even bigger. She raises her legs, pushes her ass up in the air a little and guides me into her. Guides me into her! Oh my God! I'm getting laid for the first time in my life! I'm fucking a beautiful girl! And not with some cheap whore or one of those easy bangs at school – but with Angelica Freaking Sanchez! On her back patio on a lounge chair covered with a big towel and the sun beating down on my back! The trees are waving for me to keep it up. She is holding on to my back and moaning in my ear and her legs are wrapping themselves around me and she is holding me in a freaking death grip. I am pumping up and down really slowly. Not that I know that this is the right way to do it, but because I'm afraid if I pick up speed I'll cum and I really don't want to do that just yet. She grabs me with her legs like a wrestling hold and arches her back and says in my ear "now, Jerome Woodley, now!" And she starts to call out in a language that I know isn't English and also is not Spanish. And she grabs my ass cheeks and pulls me in even closer and she squeezes with her legs and I feel her vagina close around me and HERE I CUM!. I shoot what must be a quart inside her. She shudders and shudders and finally stops and her breathing slows down and I am sweating up a storm. My dick begins to shrink and slides out of her. Suddenly I feel all the plastic under the towel and realize how uncomfortable this is. But a minute or so ago, man, I was flying. I felt nothing but Angelica. So this is what it is like. No, this is what this was like. It can't be like this every time. No way. I lean back a little and look down at her. She is smiling at me. I sit up and our bodies come apart. I lean back and swing my legs off the lounge chair. She is still smiling at me. "First time, Jerome Woodley?" "Yeah, Angelica, I told you! Was it okay for you?" "It was magic, Jerome Woodley. I have masturbated and cum. My old boyfriend Joel would make my cum with his hand and his tongue. But I told you, I never have had intercourse before. I t was wonderful Thank you." "No, I mean, thank you Angelica. Wow! I was, I don't know. Like I was not even here. Like somewhere else. Know what I mean?" "Oh yes, I do. I was too. I think I love you, Jerome." "Umm..I love you, Angelica. I cannot imagine ever making love to anyone else. Can you?" She shakes her head and giggles. "No, not right now, I can't!" With that she swings her legs off the lounge chair, takes up the towel, her bikini bottoms and her sweat shirt and motions for me to come inside. I pick up my clothes in a bundle and follow her. Without a word she heads upstairs and I follow her naked butt, a little red from what we just went through on the lounge chair. She leads me into the bathroom and into this huge stall shower. The water is semi-warm and we soap each other up all over and just giggle and wash each other. Then we come out and dry each other all over. She slides the sweat shirt back on, without the bikini bottoms. I get dressed and she leads me back downstairs. We are standing in the front hall. "So, Jerome Woodley, we are now lovers, yes?" "Hell yes! Angelica - I love you!" She puts a finger up to my lips. "Let us see how we get through this summer. Oh – and Jerome? Next time you come over and we are alone? Bring some condoms. We cannot take these chances, right?" I grin from ear to ear. "Right, Angelica. I promise." We do along, long kiss goodbye and I open the door and go out. She is standing in the doorway with her arms crossed under her breasts in that sweatshirt. I get on my bike and wave. She waves back and I start for home. The breeze is blowing past my ears and I want to shout to the whole freaking neighborhood: I made freaking love this afternoon! Not just got laid, but made actual freaking love! Jerome feels like a man! END MY Very First Time In Meeting A Man My first time with another man. I have always considered myself straight, my entire life has been consumed by woman, I am attracted to them, I want them, I desire them and I have sex with them. But and this is big but, I have always had a fascination with cocks, ever since the first time I saw one as a teenager in the locker room. I know as men we are not suppose to look at other guys cocks but I was fascinated by them. I of course being a heterosexual male put it out of my mind. I went of to college and had lots of sex with woman. Eventually I got married and had kids. When the internet came into being I was obsessed with looking at porn, eventually I made my way to some gay sites and my curiosity was peeked. Here I could look from the comfort of my own home at all the cocks I wanted to without fear of being caught. Then you start to fantasize about acting out, maybe I could hook up with someone without getting caught, someone anonymous, that doesn't know me, someone that would not shatter my entire world as I knew it. So this is the story of that encounter. I joined several gay sites It seemed so simple yet I was scared to death to actually go through with it, it was one thing to fantasize about it, quite another to actually do it, could I really go and meet someone and have sex with them. I, unlike many people, like to experience everything. If I was going to do this, I was not interested in just jacking off with a guy, or even just a blowjob, I wanted to experience it all, including getting fucked by a guy. I put an ad out of what I wanted, and I also looked at other guys ads. It may sound bizarre but I wanted a good looking cock, long and cut with a nice mushroom head, in reality quite different then mine. You see, I am uncircumcised, I am very well endowed with a cock that is 7 inches in circumference at the base, very thick indeed, but not cut. I eventually met a guy who was gay and was interested in meeting with me. He was a good looking guy, and from the picture he sent, a very nice looking cock. His ad stated he was a top, which was fine with me. I have fucked a lot of girls, I was ready to experience what it was like to get fucked. We chatted on instant messaging and eventually talked on the phone. He was hot to meet with me but I was resisting. It was one thing to have a fantasy, quite another to actually act on it. I wanted to meet with him, I wanted to suck his cock and get fucked by him and I masturbated to it many a nights imagining what it would be like. But to actually do it was another story. I wasn't prepared to shatter my heterosexual world. But to his credit Jim persisted. He kept begging me, he wanted to hook up in the worst way. I finally agreed, and as the day approached the more nervous I became, could I actually go through with it. I was determined to, but would I lose my nerve at the last moment. I made the long drive to his home, he lived about 45 minutes from my house, plenty of time to chicken out. But I didn't, as I approached his home I really got nervous. I pulled into his drive way and looked around I was worried someone might see me going into his home, even though I didn't know anyone in his neighborhood, it was sheer terror, was I coming out of the closet. How could I be, I still liked woman, I was straight, maybe, slightly bi. I knocked on the door and Jim answered, welcomed me in, and I took a real good look at him. Very good looking guy about 5foot ten to 6 feet tall about 200 pounds, short hair and did not act gay whatsoever, one of those guys you see in public maybe working out, never dreaming that guy is gay at all. Of course he looked me over as well, I wasn't sure what he was thinking, I found out later I am just his type. I am built like a big football player 6 foot tall about 245 pounds solid all over, hard like a football player with a bit of a gut I need to lose. Been described by others as a mountain of a man. Jim showed me around the house very neat and clean and well decorated, now I knew he was gay cause no heterosexual man take care of their home that well. We seem to hit it off pretty easily and I was looking forward to seeing his cock. As he showed me his home we started to migrate toward his bedroom. His master bedroom had a glass door that lead to the pool area and two things came to mind, the first was I would love to suck his cock as he sat on the edge of the pool. The second thought was, his door has no curtain, if someone wanted to, it would be possible for them to look over the fence and see Jim and me together. Jim and I both looked at each other and we instantly knew it was time, he was on one side of the bed and I on the other, we both started taking our clothes off, as Jim bent down to take his underwear off I knew I would be finally getting a good look at his cock and I didn't have to look away, I could openly stare at it and it, was ok. Jim had a very nice cock, I have been told there are two types of cock, showers and growers, I am a grower, it grows to a long thick cock. Jim is a shower, his cock was long and beautiful even soft. I openly admired his cock as he laid on the bed. I finished undressing and also laid on his bed. We got in a natural 69 position so we could both play with each others cocks. Moment of truth, I was about to put my hands on a cock other then my own, I was living my fantasy, and for all those guys reading this story that has always imagined it but were afraid to act on it. I can tell you honestly it was amazing and I enjoyed every minute of it. His cock was still soft and it felt spongy in my hand, I was very warm to the touch, I felt like I had a new toy. I was so consumed with Jim's cock that I had forgotten he was playing with my cock. Reality hit me in the face when I felt his tongue licking my cock and then his mouth swallowing it. Oh my god, it felt so incredible. It is true, guys do really give better blow jobs then girls. As he swallowed my cock I brought my attention back to his. I took his cock and looked at it, trying to get the nerve to bring it closer to my lips, I knew if I did that I would be forever known as a cocksucker, even if it was only me calling myself that. I did it anyway, I brought his cock to my lips, I licked the head, letting my tongue swirl all around it. It was the most natural feeling, like I had been doing it all my life. I found something about myself at that moment, I loved sucking cock, and this would not be the last time I sucked a cock. Yes I still loved woman but I found out I liked cock as well. I tried to take in as much of his cock as possible, but I have to admit I gagged on it because he was so long. But I kept trying, I loved the feel of his cock in my mouth he was starting to get hard I wanted to feel it expand in my mouth, and it grew even bigger and harder. I was sucking his cock like there was no tomorrow, I kept hoping this day would never end I could tell Jim was getting really excited, I must have been doing a hell of a job on his cock, his legs started to tighten up, I heard him grunt. I relaxed and let nature take its course. He exploded inside my mouth. I felt the first wave of cum hit the back of my throat, it was so hot. It wasn't as bad as I thought, but he kept pumping more cum in my mouth, I couldn't hold it all in, some of it dribbled out of my mouth but I swallowed as much of it as I could. If you had told me a month ago I would let a guy cum in my mouth I would have told you that was crazy, never happen. And it just happened, and I welcomed it, I wanted to taste his cum, I wanted to feel his cock throbbing in my mouth, I wanted to feel it jerk and inside my mouth as he came. His cum was salty, but I didn't care, it felt so good. I know what it feels like to cum in a girls mouth and now I know what it feels like to have a cock exploding in my mouth and I was hooked. I could tell Jim's head was very sensitive and I gave it a couple of more licks before letting him slide out of my mouth. He then went to work on my cock, I relaxed and let him enjoy himself. He was an expert cocksucker, it takes allot for me to cum through a blowjob but he did and soon enough I grabbed the back of his head and held him to me as I exploded inside his mouth. I cum allot I have been told by many a girlfriend that I am a heavy cummer, I guess it was too much for Jim, he could contain it all, so he got up and went to the bathroom to get rid of the excess. We both laid in bed talking, I absentmindedly played with his cock and he rubbed my chest. We soon got horny enough that I asked him if he wanted to fuck me and he said yes. Here was another barrier I was about to cross, I laid face down on the bed, facing the poolside glass door, Jim got behind me and laid on top of me. I told him to go slow because I was not only had a virgin ass but a very tight one at that. Jim reassured me we would take it as slow as we had to. I could feel the weight of his whole body on top of mine. I could feel his growing cock on the crack of my ass, he was rubbing it all over making himself hard. I felt it growing, all I could think about was feeling him inside me. Here was another milestone I was about to cross, I felt his cock at the entrance of my ass and I felt him give a little push, he tried to slip the head in and OMG the most intense searing pain shot through my body and I told him to pull out. He did and told me to relax my ass muscles. I didn't think I as going to be able to take his cock, maybe his cock was too big and my ass was to tight but I was determined to feel it, I told him to try again but to go even slower. Jim took his time and this time he only slipped in the very tip of his cock, I relaxed my ass muscles and told him to push further. The pain was still intense but not as painful as the first time. I encouraged him to push further till his head broke through and was inside me. He felt me take a big breath and waited for me to tell him to keep going. Jim kept pushing until before I realized it, his whole cock was inside of me. He laid back on top of me and we both relaxed a bit. I could feel all the weight of Jim on top of me but now I could also feel his cock inside of me. I really loved that feeling, my ass was full of cock and it felt incredible. Jim placed his hands under my chest to draw me even closer to him and as he laid on top of me he started fucking me, nice and slow, I could feel every inch of his cock inside of me as he pulled out and pushed it back in. We had a rhythm going, Jim was really getting into it, he was now fucking me fast and hard. I whispered to him, "Fuck my ass Jim, fuck me hard, cum inside of me, I want to feel your cum exploding inside of me." That sent Jim over the edge and he exploded inside my ass, I actually wished we could keep fucking, it felt that good. He finally pulled out, sweaty and exhausted from fucking my ass. We laid in bed together for a while, both of us resting, catching out breath. Finally after laying there for a while we both got up and got dressed and I left his home, agreeing to meet again. One final thought, I was very lucky that Jim was my first, I needed someone who was both knowledgeable and gentle at the same time but could turn into an animal when needed. I can promise you this would not be the last time that Jim fucked my ass and I was already looking forward to the next time as I drove away from his home.