Diary of a Very Bad Girlfriend – Chapter 1 – The Discovery

My name is Jessica, and I need help. My life should have been great. Just graduated high school. Nice parents. Moving into my own place with my boyfriend before starting college. It should have been every girl’s dream. So why was I so miserable. Well, it had to do with said boyfriend. Toby. Nice guy. Caring and sweet. But he lacks in a few areas… well… one specific area.

He sports a three inch dick. Four if we’re being generous. And all he wants to do in bed is a boring old missionary position. To make matters worse, he thinks he’s some sort of love god. Yeah, I think love gods last longer than thirty seconds. And they can definitely offer more than just once a week. It was so frustrating. Why couldn’t this guy be the complete package?

My friend Rachel was the only one who knew about my frustrations. She decided that we should go to a party that was happening on campus that night. Plenty of beer. Great opportunity to meet our future classmates. I thought, why not? Rachel and I wore our tightest dresses to show off our bodies. Toby wore baggy pants and a stained sweatshirt. Total turnoff.

We got to the party. Rachel and I went straight for the beer. Toby went for water. Fucking water at a college freshman party. Such a loser. I kept chugging beers to try and keep myself happy, and forget that I was getting fucked by that loser. Rachel was chugging with me. She’s such a great friend. Unfortunately, it seemed she drank a little more than she could handle. Toby quickly grabbed her before she fell over. He took her out to the front yard to get some fresh air. I was all alone. And when I’m drunk and alone, I dance.

I was dancing in a room full of strangers, when I felt a hand spank my ass.

“Yeah girl! What a great ass!” someone shouted. I turned to slap him, but as his face came into view, I stopped. He was Shawn. A really tall, sexy, suave black guy. He had the kind of smile that could melt ice in seconds. I liked him. He stared down at my chest.

“Great ass with nice boobs to match” he grinned “girl you are a complete set”

“Thanks” I giggled back. It was so nice to have someone compliment my looks. Toby never did. Shawn and I got talking. We talked long into the night, our chemistry growing with each passing second as my smile grew bigger and bigger. After a while, he put his hands on my ass. By this point I was so enchanted with him, I didn’t even care.

He pulled me closer to his body. I could feel something. There was a monster down there. I guess the stereotype about black guys was true after all.

“How ’bout you and me go upstairs baby?”

“Well… the thing is…”

“What?” he laughed “you got a boyfriend or something?”.

“Well… yeah….”. Shawn laughed again.

“I don’t see him here”. I looked round. He was right. Toby was outside with Rachel. No one else here knew I was with someone. Maybe I could. Shawn was totally my type, and he could fill my needs. Even if it was just once.

“Yeah… I guess he must have left. You’d better take care of me” I giggled. He took me by the hand, and led me upstairs.

He closed the door behind us, pushing me towards the bed. I was biting my lip and playing with my hair, giddy with excitement.

“I wanna see it” I squealed, “I wanna see if that stereotype is true”

“What stereotype?” he grinned, licking his lips as he eyed me in my tight little dress.

“You know… about being big… down there”. Shawn stroked my hair.

“If you wanna find out, why don’t you take off that dress for me”. I stood up, waving my hair around, dancing, stroking my body as I unzipped the back of my dress. Shawn liked that.

“Come here” he barked. I obeyed. He sat on the bed. I sat on his lap, Shawn’s lips travelling along my neck and around my chest. I’d never felt such a rush before. I could feel him getting hard. With one hand, he threw my bra clear across the room, unleashing my bouncing boobs. His eyes lit up when he saw them.

“Oh yeah” he smiled, kissing me on my tit, “I’m gonna have fun with these”

I took off his shirt. He was ripped. Crazy ripped. He had v lines that you could see a mile away. I started to undo his belt, sliding his pants down as I dropped to my knees.

“That’s right, you horny bimbo” Shawn grinned, “you know exactly what to do”. I pulled down his boxers…

THWACK

His cock slapped me in the face. The stereotype was true. It was HUGE. It was nearly as long as my arm, yet still fairly soft. I was in shock. He was at least three times bigger than Toby. Shawn laughed. He knew I was hypnotized by his manhood. He knew I was his now.

“That’s right. Twelve inches for you to play with”

“It’s… it’s… it…”

“It would look even better down your throat”. Shawn grabbed my hair, pulling my face towards it. My mouth was open. I was ready to accept him inside my mouth. I could barely fit it in. He pushed it in deeper as I tried to pull my head further forward. My tongue was slipping and sliding along his shaft as much as it could. His cock tasted great. Good. Impossibly good. Toby tasted pathetic. Shawn tasted like manhood and victory. He kept pushing his ever growing cock deeper down my throat. I was worried that I was going to choke. It would have been worth it.

“That’s right” he moaned “be a good little bitch for me”. Of course I kept sucking him off. It felt too good not to. My drool ran down his cock and dripped to the floor. My make-up was running down my face. Just the way I liked it.

After what felt like forever, he pulled it from my mouth, my drool dripping down onto my tits. I looked up at Shawn. He was standing over me, his cock now fully hard. This was what men, real men, looked like. He picked me up, throwing me on to the bed with almost no effort. He was so strong. He laughed, groping my body as he did. His hands stroked my tits.

“Wow. Ya can tell these are real cos they’re so soft”. His cock still standing majestically hard. He had an evil little spark in his eye. I had a feeling that this was going to be the roughest fucking of my life… and I was going to enjoy every second of it!

“You lie there, legs spread for me like the whore you are!”. I obeyed. He lined up his cock, teasing me as he stroked my pussy lips with the tip of his manhood.

“I bet your a screamer”

“You’re probably right” I giggled, “You better fuck me extra hard to make sure I do”. Shawn forced his cock into me. He was rock hard. I screamed when he pushed it in.

“OH FUCK!” I yelled.

“Oh fuck yeah” he moaned, pinning me down.

“You may be a whore, but you’ve got such a tight pussy!”. He started pounding me HARD! With each passing second, he pounded me harder. With each passing second, he got faster. And with each passing second, I screamed louder.

“Oh yeah! Yeah! Fuck yeah! Oh yeah! Fuck me like that! Yeah!!! OH MY FUCK!!!! OH THAT COCK IS SO BIG!! OH FUCK YEAH!!! OH FUCK!!!!! FUCK ME WITH YOUR BIG COCK!!! OH FUCK!!! OH FUCK YEAH!! OH MY FUCKING GOD!!! OH YES!!! YES!!! FUCK ME LIKE A WHORE!!!”

He kept going and going, with no sign of stopping, and showing me no mercy. My whole body was shaking. He had to hold me down. He was so much better than Toby. Toby had sex with me like I was a project. Shawn fucked me like I was his prize.

“Oh yeah! Yeah! Fuck yeah! Oh yeah! Fuck me like that! Yeah!!! OH MY FUCK!!!! OH THAT COCK IS SO BIG!! OH FUCK YEAH!!! OH FUCK!!!!! FUCK ME WITH YOUR BIG COCK!!! OH FUCK!!! OH FUCK YEAH!! OH MY FUCKING GOD!!! OH YES!!! YES!!! FUCK ME LIKE A WHORE!!!”

Shawn moaned in my ear, kissing my neck and spanking my ass as he made soup of my insides. With a mighty roar, he came inside me.

“Fuck, you’re a good little slut” he whispered. He had cum, but his cock was still hard. He wasn’t done with me yet.

He picked me up, pushing me towards the window. He got behind me, pushing me over, my hands grabbing onto the window ledge. Looking out of the window, I could see them. Toby and Rachel. Rachel looked so bored. She was talking to Toby… that would explain the boredom. Shawn stood behind me, once again teasing my pussy as he stroked the lips with his tip.

“I’m gonna enjoy this”. He pushed it into me once again.

“OH FUCK!!” I screamed. I looked down. Neither Toby or Rachel had noticed… and it was making me so wet. Knowing that I was getting fucked by a real man, while that loser was in plain sight. So hot! Shawn started pounding harder. He bent over me, kissing my cheek as he fucked me. With one hand, he played with my boobs. With the other hand, he stroked my pussy.

“Oh yeah! Yeah! Fuck yeah! Oh yeah! Fuck me like that! Yeah!!! OH MY FUCK!!!! OH THAT COCK IS SO BIG!! OH FUCK YEAH!!! OH FUCK!!!!! FUCK ME WITH YOUR BIG COCK!!! OH FUCK!!! OH FUCK YEAH!! OH MY FUCKING GOD!!! OH YES!!! YES!!! OH MY FUCKING GOD!!! OH YES!!! YES!!! OH MY FUCKING GOD!!! OH YES!!! YES!!!”. I was cumming and cumming over and over again. I started shaking my ass for him with his cock still inside. He started pounding me harder.

After what felt like forever, he came. He came so hard, that it felt like my eyes were going to pop out of my skull. He pulled his long, majestic cock out from inside me. I licked the cum off from it. He ordered me to. It was the best feeling in the world. I quickly tore off a piece of paper, and wrote something down on it.

“What’s this?” Shawn asked

“It’s my number. In case you want to fuck me again”

“You sure your boyfriend ain’t gonna be a problem?”. I looked out of the window, staring at the completely clueless Toby. He was weedy, and boring. A total loser. Then I looked over at Shawn. Strong and exciting. A man.

“Don’t worry about him” I giggled “I’ll make it work”.

Walking home with Rachel and Toby was a challenge. Rachel was drunk, and I could barely walk straight after taking a foot long cock inside me for hours. It wasn’t long before I got a text from Shawn.

“Ready for round 2?” the text read.

Well… what do you think I did? Stay with boring Toby? Get real! Why sleep with a boy, when you can get fucked by a man!

Source: reddit.com/r/Erotica/comments/gll2pw/diary_of_a_very_bad_girlfriend_chapter_1_the