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Stupid Annie

Sex = Female
Where it happened = Tillamook, Oregon
Language = English
Refnum = 45993
When I arrived home from school, my sister Sally and her old, divorced boyfriend, John, were drinking tequila and they asked me to join them. Now I don't really drink and I've never been drunk before but I was feeling particularly low at the time so I agreed to join. Sally and I were renting a single bedroom condominium with two beds. The two of them are on Sally's bed and I sat on the lamp table between our beds. Of course, not being used to drinking and unfamiliar with how much alcohol can make me drunk, I just naively drank away almost everything that John put in my glass. As I got more and more relaxed and uninhibited, I started confiding to my sister about Janice. I don't know exactly how sex became the focus of our conversation, but I guess it was inevitable since I was talking about my best friend getting fucked by a dud. And then, I must have mentioned about me still being a total virgin and having a lot of reservations about almost every guy who tries to get close to me. "Why, does that mean you've never been kissed before?" John asked. "No. Not even by my first and only boyfriend. I don't know, it just always felt like guys were always trying to get under my panties as if that's all that matters to them. That's why I've never even got close to being intimate with a guy." After this, the topic quickly got into my non-existent sex life. But as I confided to my sister, I didn't realize that I was also unwittingly revealing myself up to John who I didn't know was already trying to gauge how he can exploit my vulnerability at that time with the help of the alcohol. Like most boys, I know John lusts for me too. He had flirted with me many times and he must be ogling me all the time since I frequently catch him doing so. And since John became Sally's boyfriend, he had been a frequent visitor in our place, even sleeping with my sister in our room occasionally. Although I know my sister didn't want him to, she is much too involved with John to resist him when he insists. Now John is an intelligent person and a very good conversationalist, but that doesn't mean I like him. Actually, I despise him for using and playing my sister while flirting with me time and again, and I despise him more for the fact that he is already old and divorced and his youngest daughter is my classmate! He actually met my sister through me and my classmate. Since then, I had no choice but to bear with him 'cause my sister won't listen to me and leave him. It's a relief that talking to him is at least bearable. I just hope that some of my friends' fear that John only courted my sister to get near me isn't true. Anyway, Sally was already quite drunk when I joined them so it didn't take long before she was wasted. I wasn't doing much better either as I was feeling really tipsy already. With Sally half passed out, I didn't notice that it was now John who's asking personal questions. And with much of my inhibitions washed away by alcohol, I just kept on answering him. "Aren't you curious about kissing and petting?" "Maybe you're afraid of getting carried away." "Are you afraid of sex?" "Don't you wanna try it?" John kept asking and I kept on answering him! Although I was feeling really tipsy already, John's questioning kept my mind awake. And I didn't notice that his questions were leading me to think about sex and imagine it. He was also challenging and making me to re-think my inhibitions about it. "What if you can experience sex or even just petting or kissing without anybody knowing about it? Would you try it?" I do want to experience it out of curiosity, I thought. It's just that my values and probably my looks make it so embarrassing for me to end up giving myself to a guy who might brag or talk about his sexual of me like Chad. I am pretty and innocent and I like that about myself so it is imperative that I find a guy that will love and respect me enough, that he wouldn't dare turn into a kiss-and-tell. But now, John is playing with my curiosity about sex while my judgment is clouded by alcohol by floating the idea of anonymous sex - the chance to know what it feels kissing, petting or even having sex without consequences and without the risk of losing other people's respect and high regard for your purity. "Ummm, maybe. I don't really know," I replied coyly. Sensing my provoked curiosity, John started telling me about how good it feels to be intimate with someone. Without being too obvious, he quickly described quite vividly how kissing, then petting, then having sex feels. "I'm sorry. I'm really not supposed to be telling you things like these," he finished appearing apologetic. At this time, Sally was already completely passed out and John started to make his move. He told me how beautiful and sexy I am and how unfortunate it is that I don't have a boyfriend. He continued complimenting me and telling me how lucky my future bf will be and how much of a jackpot it will be to be my first. These comments made me blush but maybe, because of alcohol, I didn't find them offensive. This made John bolder. "Do you want to experience a kiss right now? And maybe a little hugging?" I should have expected him to try to ask something like that, but being drunk as I was, I didn't. So I was really caught off guard with the question. But John didn't give me time to answer. "I'm sorry. It's just that I feel like you're missing something really good and I want you to experience it. I promise it will feel really good." "What?" I was still a little shocked and drunk to be angry . "I don't...I still don't think so." John was already sitting at the edge of their bed and as I stammered tipsily, he made his way towards me and sat beside me. His left hand quickly went over my shoulders and he slowly drew us closer. I couldn't react in disbelief. "It's ok," he said as he tried to kiss me. Instinctively, I turned my head away. "No, ..." I said but his right hand quickly held my cheek and pulled my face towards him. I know I was curious but I also know that I don't want what's about to happen. I thought of saying no again but he cut me off. "It's ok. No one will know," he assured me. I know I didn't want to let him kiss me because it was embarrassing to have an old divorced man who's been fucking my sister as my first kiss. But here is my chance to experience something sexual without any consequence...no one will know. Is this ok with me? I haven't thought about that yet but if I wasn't so drunk, I had time to think and I hadn't panicked, I would have realized that I didn't want to. But I was so drunk and inexperienced and even before I could start to think, he already had his lips over mine. At that point, my head just went blank and the only thing I know was how that first kiss felt, which was good. I tried to push him on instinct while trying to break the kiss but he didn't budge; I was too weak and tentative. When his tongue started to probe inside my mouth, I reluctantly let him. I don't know if it was instinct or helplessness or just me liking the kiss, but I responded. After a short while, I realized that my heart was beating really wildly. I was so nervous that when he briefly broke our kiss to ask if I was ok, I couldn't find my voice. John quickly took advantage of this. He kissed me more passionately while embracing me tightly. My breast was mashed tightly between our bodies while his hand roamed my back and teasingly squeezing my butt. His strength made me feel weaker and made me realize that resisting him might be futile at the time so I just went with the flow. I thought we were already kissing so I'll just let it be. I thought we'll make out for a while then stop. No one will know anyway. But after just a minute or two, his lips started to travel to my and my ears. I felt tingles all over my body and I couldn't help but let out a soft "Oh..." as I tried to move away again. When he sensed that I was pushing him, he reassured me, "it's ok. Just a little more." Part of me wanted to protest but I felt like it would be useless since I don't have the strength anymore and it never occurred to me that it could actually progress to having sex. It was so out of the question that I just assumed that this would end at some point. Sensing my slight surrender, his hands started to roam freely, first to my stomach and then to my breast. I tried to ward his hands off but they kept on coming back. I don't know when I decided to stop resisting but after some time, when his hands went to my breasts and started caressing it - squeezing it gently while pinching my nipple through my blouse - I just gritted my teeth trying not to moan as much as possible, but I didn't protest anymore. Two of John's hands were quickly all over my breasts and I was now pulling his head firmly as he kissed my neck. When his lips landed on mine again, I responded passionately. Having gone this far, I know I wanted to make out for a while before stopping...and we did. While doing so, he was able to expertly unzip the back of my blouse and slightly pulled down towards my front to expose my shoulder and the top of my bra. I barely protested when he softly planted kisses down my shoulders and just on top of my bra. The sensation made my heart beat faster especially when I felt him subtly slid my bra down my shoulder. When I felt him reached to my back to unclip my bra, my heart skipped and I froze. "John..." I called as I felt the clip separated. When his hands slid to my front to remove my bra, I instinctively drew my hands to hold them in place. But John didn't seem to mind this. He kissed me passionately again while his hands caress my back and my stomach. Then while trailing kisses down my neck to my ears, he softly tried to take my bra off my grip. But I didn't budge. "C'mon, it's ok." He whispered in my ear. "No one will know..." When I still didn't move, he moved to face me but I couldn't look at him in shame. I felt so guilty for letting him go this far. He then held my two hands and as he gently try to pull it open from my breasts, he kept on reassuring me, "it's ok, let's just do this a little more. No one will know. Then we'll pretend like nothing happened. No one will know." I wanted to protest but somehow I couldn't find my will in my confusion. Still undecided on how to react, I had let him put my hands down to my sides, I felt so ashamed when my bra slowly slid down and off my breasts. I've always been proud of them and now, I felt so ashamed and disheartened that I had let no less than John see it. "Wow, those're the most wonderful breasts I've ever seen..." he said grinning as he removed my bra from my hands. I wanted to cover them but John's hands held mine in place. I could feel my face blushing like never before. Unable to do anything, I just said, "Don't tell anyone know about this ok?" I felt so stupid. "Ok," he replied, quickly pulling me to him again. This time, I didn't protest and just went with the flow. Soon he was caressing my bare breasts, and then he was kissing my neck again and then I felt him kissing me lower until he was near nipples. My heart was beating so fast now as I anticipate his moist lips over my nipples. Although there's still something at the back of my mind that is still telling me, "Stop! This is John, you can't let him do this!" curiosity is overwhelming me, "Oh my God, just a moment... just this once... no one will know..." But he did not immediately devour them. Instead, he teased me by sucking and licking the skin of my breasts around my nipples. . "Oh..." As he kept on teasing me, I started to notice the burning sensation between my legs. The sensation and anticipation was arousing me. But there was nothing I could do but moan and subtly move my nipples to his mouth. Then finally, his lips kissed my nipples. "Oohhh..." I moaned loudly. "Ohhh shittt!!" I kept on moaning as his kissing progressed gently to sucking. When his tongue joined the action, I was completely lost. I was pulling and pushing him at the same time while moaning uncontrollably. Knowing that this was my first time, John knew that the sensation of his nipple sucking will also suck off the resistance left in me so he quickly took advantage. He undid the zipper and clip on the side of my skirt and gently pulled me off the table a little so my skirt would fall down from my hips. He was right, I barely felt my skirt being undone until it fell off my waist; but even then, I found it hard to move my hands, which at the time were tightly gripping his hair. I was starting to make a feeble protest when he laid my butt on the table again and moved his head up to kiss me. Next thing I know, he had already opened my legs and pulled me until I could feel his hardness rub my vagina through my now very wet panties. With my vagina burning with arousal, having something touch it was heaven. It felt so frighteningly good. "Oh John...no..." I said softly as I froze, afraid of the sensation I'd feel if he rubs my opening. As he started to grind his hips, I couldn't help but open my legs farther apart and push into him as he firmly dry humped me. "Oh..ooh... John... shit... no!" I kept on saying as I felt the hotness between my legs finally being satisfied. At this point, I don't mind anymore how long John wanted to dry hump me; I felt like I was going to pee and explode as my arousal quickly built up. But John had other things in mind. After a few minutes, when I was obviously nearing my very first orgasm based on my rapid panting, loud moaning and frantic rubbing, he suddenly slowed our dry humping almost to a stop and let me hang for a few seconds. And then, after making sure I badly wanted to resume our dry humping, he pulled me off the table and across the room. Startled, I just allowed him to lead me to the bed. "Shit Anne, I'm so horny now. Would you let me fuck you?" he asked as he kissed me again on my neck and down to my breast. "No... John... ohhh.... I can't..." I said meekly. I wanted him so bad to rub my clit again but I don't want him to do anything more. "Please Anne... it's ok," he said as he sucked my nipples and then his hand went between my legs and lightly touched my panty. "Oooohhh..." I answered anxiously feeling my resistance start to crumble. "Please Anne... I won't tell anyone I promise." He said knowingly as he rubbed my vagina sparingly, careful not to rub me into orgasm. "Oohh...ohhh... nooo... John... just rub meeee..." I moaned desperately as I try to move my vagina towards his elusive fingers. "Oh John... pleeaaseee..." I pleaded helplessly as I felt him slowly get to his knees while lowering my panties. I made a feeble attempt to stop him but with him sucking my nipples while rubbing my clit, I was powerless. I desperately wanted him to rub me to orgasm, but he was seducing me to let him fuck me instead. After removing it, John kissed and breathed gently to my vagina before rubbing my clit with his tongue for a second. I couldn't do anything but moan. "Aaahhh!" When John got up, I was again left helplessly hanging for more of his tongue. John then gently moved me to the bed. "C'mon Anne. Get on the bed now... it's time to see how good your virgin pussy feels." "John please...I can't go all the way... I'm still a virgin..." I tried to plead but I was already allowing him to push me gently to the bed. At this point, I was panicking already; I felt so vulnerable and confused and I was still in denial that he would stop on his own. When my legs touched the bed, he continued pushing me backward while kissing me all over and rubbing my very hot, wet pussy. This made me off balanced so I held on to his neck to keep me from falling to the bed. "Lay on the bed Anne..." he said as he gently lowered me until my back touched the bed. And then he was kissing and sucking my nipples again while rubbing my vagina with his bulging pants. At this point, I couldn't do anything anymore but close my eyes and moan and grind my wet pussy with him. My arousal coupled with my slight drunkenness was simply too much for me to make any protest even as his mouth started to make its way down to my stomach and my pussy. And then he was breathing on my pussy again. He teased my pussy lips and walls first for a few moments before finally devouring my super sensitive clit. "Aaaaahhhh....aaaah.... ahhhh...." I screamed as I bucked my back and squirm like a worm in a salt. I was in so much ecstasy I didn't know how to react. I squeezed his head with my legs, then opened them again...and then squeeze again... "Johnnn....noooo...." I screamed as I was pushed on the brink of orgasm. I was ready to explode when again, John stopped his sucking to continue to torment me and make me surrender to him. I was in turmoil as he planted small kisses on the insides of my legs before he finally stood up. "Shit Anne, you're so beautiful." he said grinning while slowly removing his pants and briefs. "I've waited so long for this moment." I didn't move as he remove his clothing as I was still in daze. It was only when he removed his briefs to reveal his very erect manhood that I finally woke up from my stupor. Quickly, I covered breasts with my heads and closed my legs. "John..." I started to protest but he cut me off. "Move up!" he ordered as he moved to hold my legs and shoulders as if to carry me. "You're mine now, Anne. I've always wondered how good your tight, wet pussy feels." He whispered as he shoved me to the center of the bed in one push. And then he was moving on top of me. "John, what are you doing? Please stop. We can't..." I cried helplessly still hoping that he'd listen to me. "I've wanted to fuck you for so long, Anne." He said as he hold my knees to slowly separate them. Instinctively, my legs gave a token resistance, but that was all. With him towering over me and with the alcohol and the burning sensation between my legs, I felt so helpless under him. My cheeks burned in embarrassment as he opened my legs wider and wider to gradually reveal my dripping virgin cunt. "John, please, Sally might wake up...." I begged with my legs wide open. "John, please...I'm still a virgin..." I begged again as if it was all up to him whether I'll be devirginized or not. As if I have no say on what was about to happen as he moved on top of me by making a trail with his tongue from my pussy, to my stomach, to my breasts, to my neck...and then we were finally face to face while our bodies are tightly touch each other. "Sssshhhh, it's ok..." he soothed me as he started to rub my slit with his penis before kissing me. His penis rubbing my slit felt good and that heightened the feelings of his passionate kiss. Reluctantly I kissed back nervously. I was slowly surrendering. As if he could read my mind, he said, "I knew you'd give yourself to me...you're mine now Anne." When he started rubbing the tip of his cock in my opening, it was only then that the reality that I was really going to be fucked by my sister's old lover started to sink in. "John, I'm still a virgin..." I said desperately but without moving vagina away from his probing cock. At this time, I was too aroused to back out. "Oooohhhhh....oooohhhh!!" I moaned helplessly while gripping and pulling the sheets on my bed. I was desperate. He was slightly moving his cock in and out of my opening now. "John, nooo..." I pleaded but my hips was rocking already to meet his thrusts. John could've taken my virginity then but he wanted me to surrender it to her. "Do you want me Anne? Do you me to take your virginity like your sister?" "Noo..." I said embarrassedly still rocking my hips to chase his cock as I was desperate to be fucked to orgasm. "Ok. I don't want to force you Anne so just tell me when you want me inside you already." With that, he moved down on me again. When his tongue probed my slit again to torment me, I finally succumbed to his seduction. "Ohhh...please!" I said desperately. Finally hearing my surrender, John moved up to face me again. I couldn't look him in the eye in embarrassment. "Say it again." He commanded while gently rubbing my desperate clit again. I couldn't bring myself to ask him again so he stopped rubbing me and waited. After a few moments of hesitation, "Please." I said softly as I started to sob. "What? Ask me." "John, take me...please." "Ok, so you'll give yourself to me willingly like I'm your lover, ok? We'll be like we're lovers ok." I nodded submissively as my tears started to swell in my eyes. With that, John started to kiss me passionately. Having said yes already, I felt compelled to respond to him this time so I kissed back reluctantly at first and then, finally, I totally surrendered to him, kissing back passionately. And then he was starting to insert his cock in me. "Oh, Anne...you're so tight... so wet... aahhh... you feel so good!" He said as he continued to thrust deeper and deeper. And then he was completely in. I almost didn't feel any pain. I guess it was because I was already flooded with my juices. "Shit Anne, you're so tight... I can't believe I'd be the first." He said while looking at me grinning. I felt like crying and I looked away in shame. "Please don't tell anyone John..." I just said. "It'll be our little secret. Sure." He said soothingly as he started to thrust up and down slowly. The sensation was just incredible - I felt so full and the feeling of his penis rubbing my clit with his long thrusts felt like he was burning my vagina. Soon, I was fucking him back passionately while moaning loudly. "Ooohhhh...ahh...ahh...ooohhhh....shit....ahhhh..." I couldn't believe I was moaning like this but I couldn't help even as I realize...shit...I'm giving myself to John. "Anne, you feel so good. Aahhh..." John kept saying as he completely enjoy my body. As he commanded, I was fucking him back vigorously like a willing lover, all the time moaning loudly. I remembered a guy friend told me it is most enjoyable when the girl you are fucking is horny as hell since she is so hot and wet and her muscles squeeze the cock. Add to that the fact that I am a very tight virgin and I'm letting him fuck me without a condom and I thought, "I'm letting him totally enjoy my body." And then I thought, "I'm letting him fuck me without a condom?" But at that moment, I was finally going to get my first and most anticipated orgasm "Aaaaahhhhh... ooohhh... noooo... ooohhh... Johhnnnn... oooohhhhh!!!!" I almost passed out as I bucked my hips repeatedly in ecstasy. The sensation was incredibly overwhelming....I felt tingles all over my body as a gush of fluid explode from my vagina. John was close to orgasm himself. He kept pounding me hard rapidly and I kept on moaning as his pounding penis kept me on a high. "Oh, oh, ooohhhh... ahhh, ahhh, ahhh... Oh shit! Oh fuck! Oh fuck, oh fuck! Anneee! You're so gooodd!!" John said loudly as he went on the brink of orgasm. "Annie I'm going to cum inside you ok... shit I might get you pregnant, ok?" I could feel his cock start to throb now. The question startled me but even when I understood what he was saying I didn't stop fucking him back. "Anne... Anne... do you want to me to cum in you? Tell me...you might get pregnant if I do." What can I say? I was so close to my second orgasm already. "John, oh... no, don't come in me... just... ohhhh... just a moment more...ohhh!!!" In less than a second, John plunged himself deep into me and held me tight and then he grunted and sprayed his hot semen inside me. "Ohhh fuckkk Annneee!!!" Feeling his hot fluid did it for me also as I cummed for a second time. "Oooohhhh... John, nooooo!!!" I screamed again as I bucked wildly again. A minute later and our hips were still swaying, his penis moving in and out gently while my pussy milked every drop of his seed. Finally, I could feel his penis gradually soften as I felt the sensations inside me subside and I slowly regain my senses. I realized my legs were firmly grasping his body and my hands were holding on for dear life at each of his arms. As we untangled ourselves from each other, I could not look at his grinning face. The shame was just unbearable. I couldn't believe I let myself be tricked and seduced by a divorced old man who's also fucking my sister. It was like I have nothing more to show to anybody. "You're the best fuck...too bad for the guys I got you first..." he said mockingly and proudly. "Please don't tell anybody ok?" I begged meekly. "Sure," he said grinning as he leered at me. "I won't tell anyone how good a fuck you are... how you totally gave in... and how nice it was to hear you moan and scream in ecstasy....no, I won't tell anyone so long as I get to do this a few more times." The bastard was blackmailing me. After a John left, I slowly got up, picked up my clothes and dressed up. My head was still spinning from the alcohol but I was already starting to curse myself at the realization that I had put myself in a vulnerable position and John took advantage and tricked me. All of sudden, I realized how embarrassing it would be if anybody finds out. Anne, the most sought after lady in school...gave her virgin self to her sister's old divorced lover. And I knew I'd have to give myself to him again. I started to sob in embarrassment. It was four months later when I came up pregnant and nothing has been the same ever since.

Stupid Annie

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