My first time with my rebel boyfriend

Today I want to tell you about when I was taught how to give head and then how to have sex…

I had a boyfriend who was two years older than me. We were in the same school, same grade, because he had been held back (he didn’t like school). I liked him because he was very outgoing and daring. He was everything I wasn’t back then since I was very shy, even though I talked to a lot of guys because several of them liked me.

No one believed I would go for him because even though he was popular for being rebellious and flashy, he wasn’t handsome at all. He was medium height, wasn’t skinny or ripped, had a bit of a belly, dark skin. His face wasn’t bad, but he wasn’t super good-looking either. But what he did have was a very noticeable bulge. At first, he annoyed me a lot (he sat behind me). He would scare me, poke my ribs, whisper things in my ear, until it escalated more and more. He would press against my desk and massage my ass with his knee, then directly with his hand. He would touch my legs, lifting my skirt. Since we sat against the right wall in the very back, no one saw anything. Then it escalated to him touching my tits. I acted like it bothered me, but inside it felt so good that if I saw no one was looking, I’d let him continue. I’d even push my ass back and grind against him so he could see how willing I was.

In the afternoons, he started messaging me on social media. Even though in person he was rude or made bad jokes in front of the other guys, on social media he told me really sweet things and that he liked me a lot. He didn’t even mention the groping—it was pure romance. And me, being the horny, naive fool that I am, started falling in love, hahaha (that’s when I started liking being treated badly and nicely at the same time).

I told him I wanted to kiss him and that I liked him, but I wanted him to ask me to be his girlfriend. The next day, he asked me to be his girl and told me to post the relationship online so everyone would know.

Since we were now boyfriend and girlfriend, it wasn’t weird for people to see us kissing or him grabbing my ass, although we weren’t that explicit in front of others. We would lock ourselves in a classroom, and he would grope me all over, finger me so good, and touch my tits under my bra. Later, he would brag to his friends about the smell of his fingers. I acted annoyed, but the truth is, I loved it because I was starting to feel like a whore who let her boyfriend do whatever he wanted to her.

Things always moved fast with him, so we were like that for only a few weeks.

One day, we locked ourselves in, and he was groping me all over and kissing me so good. He put my hand on his dick. I had never done that before because, like I said, I was very shy and inexperienced. I only did things when he pushed me to do them. I kept massaging it, not knowing what else to do. So he unzipped his pants and pulled it out. It was the first dick I had ever seen, and I got even wetter. He taught me how to jerk him off by putting my hand there and telling me how much pressure he liked and at what speed. He said, “Like that, baby girl, keep going, don’t stop.” I thought the lesson of the day would end there, but then he stood up and put his dick in my face. I didn’t know what to do. I just looked at him with my innocent little face (which really was innocent). He put his fingers in my mouth, opened it, ordered me to stick out my tongue, and placed his dick there. Then he pushed it in further and told me not to use my teeth at all, to squeeze softly, like applying a little suction. I followed instructions while enjoying his delicious taste. After I did it on my own for a bit, he said, “Very good, momma. You’re learning fast. Now you need to learn to take it and enjoy my cum.” He firmly grabbed my head and started pushing his dick down my throat. My eyes got a little teary from the gagging sensation of feeling his cock in my throat, but I enjoyed it so much and was so obedient to him (like with all my boyfriends) that I didn’t dare interrupt his pleasure. Then he pulled it all the way out of my mouth, jerked it a little, and shoved it back in fast. He did that several times until he said, “Here comes the milk. I want you to drink all of it.” I didn’t know what to expect, but I obeyed. I was so wet, and my clit was throbbing without anyone even touching it. I felt like I was going to cum from how good it felt. Then he shoved it in and pressed my head against his dick, not letting me breathe. I felt his balls against my chin. I felt it throb harder than before, and suddenly, I felt the liquid all through my mouth, making its way down my throat on its own. The taste was delicious and creamy. He pulled his dick out of my mouth, letting me swallow all his milk, and then told me to clean it by sucking it more and not leaving a single drop of cum. It felt so good that I tasted him in my throat all day.

After that, whenever we locked ourselves in, he would kiss me a little and grope me quickly to immediately put his dick in my mouth. He would say, “We have to keep practicing, my love, so you become an expert at milking me.” Obedient and convinced of everything he told me, I wanted to pull it out immediately every time we locked ourselves in, because the mere memory of his milk kept me always ready and wet for him.

We were like that for about two weeks, until one day he said he wanted to put it inside me. I said yes but told him to buy condoms. He laughed and said condoms were for girls who weren’t truly in love. Guilt-tripping me, he said, “What, you don’t love me enough to let me fuck you without a condom?” I told him I did love him, that obviously I was crazy about him, but I didn’t want to have his baby yet. He started joking that he would love to get me pregnant and that for me and the baby, he would actually try harder in school and get a job. Then he said he was joking and that obviously he didn’t want that either. As naive as I am, I actually imagined having his baby and the whole story, but since he said it was a joke, I stopped imagining it, though the desire stayed there.

Since he had more experience (he had two older ex-girlfriends who taught him a lot), he told me that if we had sex ten days before my period, it was impossible for me to get pregnant. I didn’t know if what he said was 100% true, but a girl in love and dick-whipped believes everything and could never say no to that man.

We did the math. My period was six days away. So the next day, when we locked ourselves in, we followed the usual ritual: a few hot kisses, quick groping, and I put his dick in my mouth. Only this time, he let me do it myself without him grabbing my head and shoving it down my throat. After I got it nice and lubricated and drooly, he sat down and told me to take off my panties. Very shyly, I took them off in front of him. He took them, smelled them, and pocketed them. “Get on top of me and feel my dick against your vagina.” I climbed onto him. He grabbed my ass, and holding his dick, he massaged my whole vulva with it, up and down. Then he placed it at the entrance of my vagina. “Now sit down slowly, my love.” I sat down slowly, feeling my vagina open more and more. I confess, I was in a lot of pain. “It hurts so much, baby.” “That’s just the tip. You have to take it, baby girl. Or do you want me to go find another girl who can take it?” I immediately answered no, that I could take it. “Then here it comes, my love.” He grabbed my hips and sat me down fully onto his dick. I groaned in pain, and he immediately covered my mouth. “Shut up, dumbass, someone will hear us.” I obeyed and tried to keep my whimpers as quiet as possible. “There, baby girl, it’s inside you. Now learn to bounce and milk me.” He grabbed my hips so hard that his hands left bruises. He pushed me up and down, again and again. In a lot of pain, I tried my best to do the movement myself. “That’s it, baby girl, bounce on my dick,” he said to motivate me. That made me get wet again and leave the pain behind a little. I bounced harder and harder. “That’s the best part about new girls—they’re so tight.” I felt his dick shudder inside me, and it felt bigger and bigger. Then he held me firmly to make me stop moving. Lifting his hips and bracing his hand against the back of the chair, he started pounding me hard, moving his hips to shove it in and out fast. I wanted to scream and just covered my mouth tightly to contain myself. Suddenly, I felt all his hot cum fill my vagina. He stayed still, waiting for it all to come out. While I whimpered softly, he pulled his dick out, and I felt my vagina pulsing hard. Cum started dripping out of me. He took out my panties that he had pocketed and wiped what was leaking out. “Now I know you really love me, my love.” I kissed him a lot and told him I loved him so much. Then he told me to clean his dick like always. When I went down, I saw it had blood on it, and the cum leaking out of me also had blood. It felt so good that he had been my first time that, in gratitude, I left it very clean. Then he put my panties back on me, now full of his cum. Very proud to have taken dick for the first time, I walked away enjoying all the liquid in my panties and dripping from my vagina.

After that, nothing stopped us. We fucked everywhere. Later, he taught me how to get on all fours, bend over, and all the positions, but those were the ones he liked most. We started going to hotels because our sex sessions got longer and longer, and we couldn’t make do with just the short time we could lock ourselves in. We stopped only doing it on certain calendar days. Nothing mattered to me anymore. I let him do it whenever he wanted, which was almost daily. But sadly, I never got pregnant.

Then he cheated on me with an ex-girlfriend (he always cheated, but I always said I forgave him). But this time, he got her pregnant, and his mom forced him to take responsibility and marry her. So he left me. He always asked me to be his mistress, but I felt bad for the baby, so even though I was dying to because I loved him so much, I said no.

After that, I became very promiscuous but always falling in love with men who used me. Just like now 🙈