Legal Teen Sex: First Anal Sex Hookup!

I’m Tasha and just turned nineteen (19 sex) years old, I’m heterosexual (thus far) and have had a lot of sex partners. I’m proud to say that my teen pussy has been fucked often by all kinds, colors, shapes, and sizes of cocks. In fact, I’ve had many hookups for last twelve months or so. The nasty part is that I didn’t even know most of them or had met hardly any of them previously them previously. Now, I’m gonna tell you a story about my legal teen sex: first anal sex hookup, which occurred in the school library of all places!

Social media is great for an 18 sex slut like me! I just love sex and know that it feels so good having my barely legal pink pussy getting fucked a lot. I’m slender, stacked up top with short pink hair and lots of tattoos all over my tight teen body. If asked, my best features would be my perfectly round tits and well-rounded ass. While I was no virgin when it came to pussy fucking and sucking cock, I had never had a dick in my ass before.

Andrew and I attended classes together. He was tall, with black hair and a gorgeous smile. I was reluctant when I saw him for the first time but after a while, we kept getting in touch. He was in a relationship with the crazy Annabelle, a submissive girl, not able to break up with. Between the classes, we had short chats and after a while, we started to take class notes together. The attraction was mutual, so we started flirting and talked about whether or not we would ever hook up and have sex. I was getting into him and I had no idea what to do with him, except fuck his brains out. I didn’t want to be just friends, I wanted his cock!

Anyway, one day after our algebra class, he said: “I want to have fuck you in the ass, Tasha!” I smiled and said; “Anal sex with you, huh? You think I’m going to let you bust my anal cherry, huh?”

We both smiled.

The reason I’m talking about this particular hookup was that it was in a historic library. Although no stranger to legal teen sex, I always wanted to have sex in a public place.

It was called Knoxville Library, one of the oldest libraries in the world which were recently restored. I knew the librarian, so I had the chance to take his key. It was 10:00 pm and the library was empty, there were only one or two students left studying for exams. We made our way back to the secluded study rooms and pretended like we were actually studying but, I don’t remember everything exactly. My pussy was so fucking wet then and it’s getting wet now just thinking out the fucking my teen pussy and ass took that night!

I licked my lips and said, Andrew, I’m having problems with algebra, I don’t know how I will pass the algebra exam. I took off his pants and took his massive cock in my hands and began jerking it with both of my hands. I put the head into my mouth and continued jerking. I teased his head with my tongue, and then I reached his balls with my right hand. Then, I put the entire length of his cock into my mouth down to my throat. Luckily, for me and my sexual partners I was able to Deep Throat from the very first time I ever sucked a cock. I couldn’t tell if he is ready to cum or not because he was moaning. All I knew was I should continue to do the best I knew to do. I continued to deep throat his huge cock and waited for him to cum in my mouth so I can swallow every drop. His face was full of ecstasy and became more excited.

Suddenly, he pulled back and said: “Now, I’m going to fuck your pink teen pussy and once its good and we, I’m going to shove my huge cock in your ass!”

I stood up and started to kiss him passionately. Andrew let his hands roam from my back to my ass to undress my skirt. He threw my skirt and shirt on the floor. He did the same with my bra. He started to lick my nipples with the tip of his tongue, and to nibble them hard. He played an interesting game with my tits, perhaps you can imagine the way he was touching my huge teen tits.

He slowly moved his right hand down to my soaking wet pink pussy with pouty lips and started rubbing it with his middle finger. I began to squirm. He got on his knees and he was licking my teen pussy lips, then took two fingers and shoved them deep inside my honey hole while flicking my clit with his tongue. I covered my mouth with my hands because I didn’t want to be heard screaming. I cum fairly easy and this was no exception as I had a strong orgasm dripping juice all over his face. Andrew’s fingers were full of teen pussy cream and juices and he was smiling broadly as I was still breathing heavily from my climax.

Then he turned me on my back on the table and smirked in a very sexy way: “Now, I’m gonna stick these wet fingers in your ass and lube it properly. Then I’m going to fuck your anal cherry away!”

I wasn’t prepared for such a thing. With all the force he shoved his full finger length into my brownish teen asshole. I was moaning loudly in pain, yet a certain degree of pleasure. I cannot describe with words what kind of satisfying pain it was. It was a pain that makes you groan and you don’t know whether to tell him to stop or not. “Ohhh yes,’’ I started screaming in a library appropriate muffled tone. I wanted Andrew to shove every inch of his cock into my teen brownish asshole. I could feel his cock reaching maximum size inside me or perhaps it was just my ass being stretched to the max! Andrew then grasped my hips and started thrusting his cock so good, so hard and so fast!

I had fucked so many times I was a good judge when it came to knowing when a man was going to cum. Even though many would call me a teenage whore, I never let someone cum inside me. Actually, I prefer a facial or better yet, swallowing an entire load in m mouth, savoring the salty sexy flavor. As I pondered how I was going to handle his man chowder, Andrew continued to pound my once virgin teen ass. The pain coupled with pleasure was unbearable. Just when I thought my ass couldn’t take it anymore it started to get interesting.

Andrew withdrew his cock from my ass and asked me to search for the legal teen sex book “Insane Anal Sex!” and start reading parts of the book. As I flipped through the pages I came across a bookmark passage reading “Insane anal sex with a sexy teacher having the orgasm of her life. . .” I’m sure Andrew planted this book there and by all things considered was acting out the plot on my own personal ass!

Andrew then started spanking my ass and kissing the back of my neck. I didn’t know what’s next on his to-do list as I had dropped the book on the floor by that point. I liked the way he was bending me over in cock ready mode again, pushing my ass up closer toward his waiting member. I knew cock was forthcoming and liked the way he was manipulating my ass cheeks.

Without warning, he drove his cock back into my wet teen pussy, moving in and out, as he worked his thumb back into my budding asshole. He thrust his cock accurately and increasing the intensity of experiencing double penetration (DP) was all my young teen pussy could handle. I was playing with my clit underneath when I had one of the best (if not best) orgasms of my young teenage life. Suddenly, I discovered that given the right scenario and right size cock that I could squirt!

As my pussy juice drenched our mid-sections, I knew he was going to blow his load shortly as my pussy muscles contracted hard around his shift with my orgasm. I could feel a waterfall of cum headed my way but, wasn’t going to dare let him creampie my ass or pussy for that matter! I pushed his cock out and placed it in my mouth. I didn’t give a fuck that it had just been in my ass or teen pussy at that point.

With my mouth open wide I started sucking it. I wasn’t afraid to use my tongue too. I was licking his head as he was moving my wet mouth towards his pulsing huge cock that had just exited my throbbing asshole. It felt so good. I sucked and sucked hard, then took a massive breath and continued sucking it balls deep. He started groaning again, there was no doubt he was about to cum. He shouted and pumped hot loads of cum all down my throat. Believe me, having complete gag control was a huge benefit or else someone would be calling 911 over someone choking due to too much cock in their mouth.

The library lights then dimmed as a signal it was time to close, or in our case, put our clothes back on and stop fucking before we got locked in for the night. While we were getting dressed Andrew said:”Now that we’ve had our Legal Teen Sex: First Anal Sex Hookup and your ass cherry has been officially popped, next time how about we fuck in the school bathroom?” as he smiled.