Learning to deal with the world 3
Having my teacher suck me off was great and my sister is still on my mind but there's so many females who would never look at me and so little time.
The last week of school had me watching for girls who may've been dumped, which had me shocked to find a cheerleader crying as she sat on the floor next to the lockers. I heard her friend say that he was out of his mind for cheating on you, and with that slut. I stood across the hallway trying to not look straight at her, but when our eyes met her thoughts flooded in like a flash flood. ' Just because I wouldn't let him fuck me, so he goes to that slut. I should let someone else be my first, just to show him.' I thought over and over ' the guy in that blue shirt across the hall would show him, I should fuck him.'
After what had to be 3 minutes with class starting soon she wrote something on a piece of paper ripping it out, handing it to me. It said ' Call me tonight if you want to get together.' she had her number with her address wrote down. It's a good thing there's little a guy can do to improve his grades, as my mind was on her long brown hair that went down her back to her ass, with her green eyes and small but nice titties, but her ass was so fucking nice as she walked away, looking over her shoulder smiling at me. I was dreaming of her, as Mr. Johnson slammed his ruler on my desk bringing me out of my dream. I felt my face redden, as he said " Welcome back, now do the answer on the black broad, or do I just mark you at a zero for the day?" It's good thing the question was right there, so I could answer it.
I could hardly wait for school to come to an end, so I could rush home walking quickly, seeing that by Holly's address that she lived only 2 blocks from school, unlike my 15 blocks. When I got home my sister said " We may have a problem. My period should've started yesterday, and there's nothing so far." I said " Are you sure you have your days right, and what about your boyfriend? Could it be his? If you are you know, pregnant?" She give me one hell of a dirty look before saying " Listen, I'm not some tramp fucking everything that has a cock, and besides my boyfriend used condoms, and we didn't, did we smart ass?" That's when it hit me that I may've got my own sister pregnant. I said " We will have to get it aborted, we can't be having a kid you and me, I mean it could have a tail, or maybe 3 eyes, isn't that what they said in school?" My sister turned and as she walked away she said " Your a fucking asshole."
I went to my room thinking about the condoms I got from school, they had a few outside the nurses station. I grabbed the last 3 that were there. I unlocked my cell putting in the numbers I got from Holly. It rang twice before I heard such a sweet " Hello, who is this?" I told her before saying " You said we should get together, so how about tonight?" I heard " Oh I remember, but my boyfriend said he was sorry so I, no I can't, he cheated I'm not going to see him, I'm done I guess we could see how it goes. Your not the type of guy I normally go out with, and maybe that's a good thing." I said " How about outside the food court at the mall, or maybe I should come by and we could go together?" She said her address which she had already given me, saying saying for come by her place, we could go together.
Mom got home 20 minutes later with me asking if I could borrow her car, she told me to be careful with it, and not to run it out of gas like last time. Last time I used her car she didn't make it to the gas station, before she ran out, and was late for work. I told her I would fill it before coming home. I had a quick shower as I charged out the door. I pulled up in front of Holly's with her coming out, and her mom yelling something from the doorway. I got out and opened the door for Holly, as her mom yelled " You don't hurt my little girl. Have her home by 10." I waved, as I got in the car with Holly saying " Fuck her, lets go." We had a bite to eat at the food court, before we decided to go see a movie. As the movie started I started thinking over and over ' I want him to make love to me.' Maybe 10 minutes she put her head on my shoulder, as her hand went to my thigh maybe 2 inches below my growing hard on.
When the movie ended she looked at me saying " I don't know why, but I'm finding that I really like you, a lot more than I thought I would." Her lips found mine as we kissed, as other people we leaving. One asshole said as he looked back at us " You two need to get a room." His wife or girlfriend hit him arm, as they walked away. We walked arm in arm to the car. Once in I said " should we go to the old grave pit?" Holly said " How about down by Green lake, I really like it there." I drove maybe a hour to get there going half way around the lake on a dirt road. The half moon was up shinning on the lake, as we began kissing.
I grabbed a old blanket mom had in the back seat spreading it on the grass under some trees. As we laid there kissing, your clothes started to come off. Holly's tits were smaller then Mrs. Kerry's and a lot firmer, but I wish Holly's nipples were like my teachers. I sucked on them just the same, with Holly moaning as my hand went down rubbing her, just above her panties she still had on. Her moaning was getting louder, when her hand grabbed my arm pushing my hand down under her panties. She moaned " I'm a virgin, so please be careful, I don't want your finger going in to far." That little lump on Holly was a good half inch long, and when I stroked it, she began humping her pussy under my hand. I moved up from her nipples saying " Cum for me Holly, cum." I kissed her with her hanging just so close for a long time, before her orgasm hit her with her hips jerking, as spasms went through the body.
She looked at me before saying " Your the first person that made me cum." as she crushed my lips with hers. I got my pants undone, as I slid her hand in my boxers I had on. She moaned " It won't fit, will it? " I laughed as I said " I'm not bigger than any other guy is, so it will fit if you are sure you want this?" She kissed me saying " Go slow, I know it will hurt my first time." I kissed her nipples trying my best to remember what I did that made my sister so happy, when we did it. But her clit is a lot bigger then my sister's, so maybe it will make make her cum easier? Hell I don't know. I moved down her body with Holly asking " What are you doing?" I just kept going, and at her belly button I said " Relax, and it will be mind blowing." I got her panties down her legs seeing a lot of hair, which wasn't like my sister either. I slowly opened her legs, as I kissed on her thighs, I put a little hickeys on her thighs just where they meet her body. Then went between her legs licking her outer pussy lips, as her body trembled as I hoped it wasn't in fear.
I said " Holly just let me make you feel something you have never felt before." I lowered my face to her pussy licking her outer lips again, before going inside those lips, finding her not as wet as my sister was, but wet enough, as I pushed my tongue in her opening with her taking a real deep breath. When I licked her over her clit she moaned, as she trembled was more of a shiver, as I started lightly sucking on her clit with her moving under me, with her breathing deep but not regular. It was like her breath was catching in her lungs at times. When her hips started being pushed at me, I knew she was enjoying it. It was like she was jolted when she give a animal like grunt or growl coming for the first time with me eating her pussy. Her hands went to my hair pulling it hard, as she kept jerking with each lick.
I heard " Please, let me breath,. Oh god, Here I GO AGAIN." As she came for the second in only minutes. Now I only hoped I could make her cum again, when I broke her cherry. I got my pants and boxers down to around my knees, as I pushed my hard cock against her virgin pussy, not going in, just rubbing between her lips getting the tip of my cock wet, from her wetness. Holly moaned " You have to use a condom." In my excitement, I all but forgot about the condom. I got my hand in my pants pocket pulling out what I had, dropping all but one, ripping open the package with my teeth, as I tried to put the dam thing one one handed. When I finally got it on maybe halfway down, I got back between her legs finding her opening, as I kissed her hoping it would relax her.
I pushed forward, and I'm here to tell you, never have your tongue in a females mouth, as you break their cherry. She had to of tasted blood, as she bit down hard on my tongue, as I went through her cherry. Fucking hell that hurt so fucking bad, and she was groaning for me not to move, as I could taste my blood now. I couldn't even think of moving with the pain in my mouth. Holly then said " I'm sorry I bit you, but the pain was so fucking bad. I think you can move now if you want." Her words got me back to the here and now. I felt her tense up, as I pushed in just a tiny bit, as I said " Holly if you want, I will stop if it hurts to much." She said " No I want to keep going, the pain so slowly going away." If her pain was like with my tongue, it's becoming a throbbing pain now.
I made slow loving sex with her, and once I moved so I could rub her clit, she seemed to be responding a little more all the time. I was now not doing Holly like with my sister, but still it felt fucking fantastic with Holly now moaning under me, I knew I couldn't last much longer. I tried to will her to cum, but it just didn't happen, before I let lose inside of her. I felt my balls shooting over and over again in her tight pussy. I dropped down on top of her kissing her, but no tongue this time, as Holly said " I can't say it wasn't painful, but by the end it wasn't to bad, and I did enjoy the feeling you were giving me. Maybe we should do it again in a day or two?" I nodded, as I rose up and with the light from the moon I saw no condom on me. As I looked down it was hanging partway out of her pussy. I pulled it out seeing my cum in the end, so it should be ok, but I thought there would be a bunch of blood, but there wasn't much at all.
I pulled my pants all the way off along with my boxers, using my boxers as something to help clean her up, which worked better when I got them wet in the lake. Holly got dressed as she said " How's your tongue? It was just that sharp pain and shock made me bite down, and did I taste blood?" I pulled my pants up chucking my boxers on the floor of the car turning said " Well, I don't taste any blood anymore, but fuck that hurt, so I guess we are even." Holly smiled before giving me a kiss without any tongue. She then said " You know I always thought you were well different, but being with you I now see that you're a real nice guy, I would like to get to know better. So I'm I going to see you again?" I asked " You got your phone with you?" She went to her purse handing it to me unlocked, as I found my call, putting me in as ' My love ' before handing it back to her. Her phone went off as she looked at it saying " It's my mom." She answered saying she would be home soon, and that she had a great time.
I stopped about a block from her place turning to her said " Holly I hope this wasn't a one time thing, cause I do like you a whole lot and really want to see you again." Holly kissed me in a very tender way, before asking me " So what are you doing tomorrow after school?" I smiled saying " Walking you home, or where ever we decide to go." We kissed before I took her home to a very pissed off mother standing with the front door open. I opened the door for Holly, as her mom yelled " Well at least he has manners unlike that other asshole you were with." Holly looked at me saying " Sorry." I walked her up to the stairs looking up said " I'm sorry but Holly and me were having such a good time, we lost track of time. I'm very sorry we got back this late." Her mom said " Don't let it happen again young man." She pulled Holly through the door slamming, it as I turned to headed home.
When I walked in the door my sister threw what looked like a white tube at me saying " We got lucky, I was just late that's all." I picked up seeing what she threw was a fucking tampon at me. Well that was a relief. My sister was standing at the top of the stairs saying " So bro, did you fuck that little girl?" I said " It's none of your business, and she's 18 just like me." I was standing next to her when she bent quickly pulling my pants down, as she was inches from my soft cock. " I smell pussy on you, and there's some dried blood, So you fucked her on her monthly then?" I grabbed my pants as I said " No, I was her first ever, and she wants to see me again." " Oh so I'm not good enough for you anymore, is that it, wham bam and your done with me? I see how it is." I turned saying " When your not having your monthly I will be spending the night with you, and I won't be using any condoms either." She laughed saying " Your not getting anywhere close to this, without there being rubber on, or it's a no go brother." I went in my room thinking that I could change that if I want it to.
A Note to those asking me to finish a blackmail story I started a couple years ago. I will finish it once I'm bring this story line to a close. Thanks for reminding me and your comments sorry for leaving you hanging.
JLM
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Comments (1)
Charles: Can you continue this story? /2023/10/blackmailed-my-past-caught-up-with-me Liked it a lot but also tragic. Maybe some happy touch in pt 2 would be better.
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