Annie Maxwell was feeling down. Her boyfriend, Robert, had just sent her a text breaking up with her. That was bad enough. What made it worse was telling Annie that he had dumped her for a girl named Betsy, a blonde with big tits and a sleazy reputation, known around school as “Blowjob Betsy.” She tried calling her best friend Molly to talk about it, but her phone was on silence.
Annie needed to get this off her chest. She sat down at her laptop to write in her diary about how she was feeling.
**********
Dear Diary,
Please help me understand why Robert prefers a slut like Betsy to me. Is it because she has big tits? That doesn’t make any sense. Mine are pretty damn good, and Robert certainly seems to enjoy squeezing and feasting on them. Does he really prefer a chubby-cheeked blonde with a big fat ass to a tall, good-looking redhead with freckles? I don’t think so.
I think that what Robert really wants from Becky is a blowjob, something he never got from me. It’s not that I have anything against blowjobs, but I had never given one and was a little hesitant. I was working up to it. I gave him handjobs and let him feel my tits and finger my pussy. We would have gotten there soon, but maybe Robert got tired of waiting. He’s probably had blowjobs from other girls he dated and expected it. After all, he is eighteen and a senior. I’m just sixteen and a sophomore.
Maybe Robert will ask me out again after he gets his blowjob from Betsy. Should I say yes? Part of me wants to. I often think about his soft wet kisses, his lips and tongue on my nipples, his fingers in my pussy, his cock throbbing against my palm, and his warm cum all over my hand. I miss it. But then I imagine Betsy with her lips wrapped around him and the look of agony on his face, or his cock sliding into her from behind, his hands on her big bubble butt, and I get angry.
One thing I will do is research how to give a world-class blowjob. I need to be prepared for next time. I’ll watch videos, read articles, and practice on objects like cucumbers, carrots, and brush handles. I’ll go to the adult store on the outskirts of town and buy a penis-shaped dildo. If Robert does ask me out again, and I decide to accept, I’ll be prepared to give him a blowjob he’ll never forget, one that even Blowjob Betsy won’t be able to match.
**********
Dear Diary,
A lot has happened since my last entry. Let me fill you in on the details.
At lunch the next day after Robert broke up with me, I unloaded on Molly about being dumped for a slut like Betsy. To lift my spirits, she set me up on a blind date with a boy named Dave. He works with Brian, Molly’s boyfriend. I was a little nervous because Dave, like Brian, is nineteen and goes to the community college in town. He probably has even more experience with girls than Robert. Would he expect a blowjob? Molly put me at ease by saying we were going on a double date.
On Friday, I was at Molly’s house getting ready for our date. I watched her put on makeup. She’s so pretty and looks a little like Selena Gomez with dark hair and big brown eyes. With her body, she could easily become a swimsuit model. She never stays with one guy very long and has a different boyfriend every month. Brian, a handsome blonde with bulging biceps, is her latest boy-toy.
We had just finished getting ready when the boys arrived at the front door. Molly introduced me to Dave. He seemed really nice. He was tall, which was good because I’m five-eight. He had curly black hair, deep blue eyes and a friendly smile. The best part was when we were introduced and he said I have beautiful red hair and pretty green eyes. Robert never said anything like that to me.
We went to dinner with Molly and Brian, and then to play putt-putt. After that, we stopped by the ice cream store where a lot of kids from school hang out. Molly and I went to the ladies' room to pee and freshen up. She asked if I wanted to go to the reservoir. It’s a place where kids go to park. I was game, even though it was a first date. With Molly and Brian in the car, nothing too bad could happen, could it?
When we arrived, there were several other cars there, some with steamy windows. Once Brian turned off the motor, he and Molly began kissing in the front seat. Dave put his arm around me and pulled me close. I could hardly object. Isn’t that why we came? As soon as our lips met, I could tell that Dave was an experienced kisser. He certainly knew how to use his tongue.
I wrapped my arm around his neck, and he slipped his hand to my waist. I knew he wanted to feel my breast because he kept sliding his hand closer. I lifted my arm in a way that let him know it was okay. His touch was really sensual when he squeezed my breast—firm, yet gentle and caring. When he brushed his thumb across my nipple through my top, I shuddered.
I could hear moans coming from the front seat. Molly had her head thrown back. Brian was leaning over and tonguing her ear. In between her moans, she was saying things like ‘oh god yes’ and ‘right there.' She was getting fingered. It was the only explanation. Then she began to squeal like she was in pain. After the squealing ended, I could hear her heavy breathing.
Dave slipped his hand under my top and unfastened my bra. His fingers found my naked breast. He rubbed and squeezed and occasionally pinched my nipple. I threw my head back and moaned. Dave kissed my neck and slid his head lower, sucking a nipple into his mouth. I squeezed my thighs together to hold back the throbbing between my legs.
While Robert sucked on my nipples, I saw the back of Brian’s head in the front seat but not Molly’s and wondered what was happening. I should have known from the loud sucking and slurping sounds Molly was making. Brian stiffened in his seat, threw his head back and grunted. Not long after that, Molly sat up, wiping her lips. She had just given him a blowjob, and he had cum in her mouth. She looked back at me and smiled.
I thought we were going to leave, but Molly and Brian weren’t finished. He pushed his seat back. She threw a leg over him and straddled his lap. They kissed. Dave slid his lips back up to mine. His hand moved under my skirt and along the inside of my thigh. I knew he was going to touch my pussy. I wanted him to. I shamelessly slumped down on the seat and spread my legs.
His hand slid over the crotch of my panties. He pressed a finger firmly against me and rubbed up and down my gash through the thin material. I pushed back. The pressure building inside me felt like it was going to rip me apart. His fingertip brushed across my clit. Everything went spinning out of control. I bit my lip to hold back a scream. My body thrashed and jerked in a series of spasms. It felt like my insides were exploding out from between my legs.
I was still convulsing when he slipped a finger underneath my panties. He pushed it inside me, setting off another wave of spasms. He pushed a second finger in me, fucking them in and out until I could barely breathe. I finally collapsed back on the seat, trembling and gasping for air. Dave pulled out his fingers and fed them to me. I eagerly licked them clean, savoring the familiar taste of my pussy.
I sat up, locked eyes with Molly. She had her hands on Brian’s shoulders and was bouncing up and down topless, soft moans escaping from her throat. They were fucking. I couldn’t believe they were doing it right here in front of us. Watching them was so erotic. I could see the desperation in Molly’s eyes as she stared into mine.
Dave took my hand and guided it towards his lap. I felt the pulse of hard flesh brush against my fingers. He had pushed down his pants and freed his cock. Without hesitation, I wrapped my fingers around his girth and pumped up and down. His shaft was slimy with precum leaking out from the tip.
“Put it in your mouth,” he whispered.
His hand pressed down on the back of my neck. I didn’t resist. I was ready for this. I had studied and practiced. All I had to do was put my knowledge to use. My lips brushed against his slimy tip. My tongue shot out and swirled around his bulbous knob. I kissed down the underside of his length, licking his shaft. I pumped him with my hand as I sucked his balls into my mouth. His groans let me know he enjoyed it.
Molly’s voice startled me. “Put your finger up my ass."
I looked up at her face, contorted in agony as she bounced up and down on Brian’s cock. She winced when he shoved a finger up her ass. It was all so dirty and nasty. I felt my pussy twitch and went back to the task at hand. I took Dave into my mouth, sliding my lips down his shaft and swirling my tongue around the veins bulging from his flesh. I bobbed my head up and down, massaging his balls with my fingers.
Molly’s moans became louder and more desperate. Wet slapping sounds and the fragrance of sex filled the air around us. That, combined with Dave’s hard cock throbbing in my mouth, had me on edge. I slipped a hand between my legs to relieve the tension in my pussy, my fingers finding my swollen clit.
The next few seconds seemed to go by in slow motion. Molly screamed so loud I thought it might shatter the car windows. Brian’s roaring grunt told me he was filling her pussy with his creamy seed. I felt Dave swell between my lips. Spurts of hot cum poured into my mouth, washing across my tongue. I swallowed. It was like tasting an aphrodisiac. My pussy exploded in a violent orgasm, sticky secretions washing across my fingers onto the car seat.
We drove home. Brian passed around a bottle of vodka. I took a few sips, careful not to wash away the taste of cum still lingering in my mouth. It had been quite a night.
