A Day of Firsts Part One

Allowing my boyfriend to plough my breasts.

“Come on, Sarah,” my boyfriend Joel begged huskily, as he unbuttoned my school blouse. “You know how much I love your big tits.”

“But I need to go home soon. It’ll be too messy,” I protested meekly, allowing him to open my blouse, exposing my bra and cleavage. “We agreed to do it this weekend.”

“I know, but that’s ages away,” he persisted, pulling my blouse down my arms, his lips grazing my neck softly. “Please, baby.”

“What if your dad comes home?” I tried to push him away, but it was a token effort, and the next thing I knew, my blouse was gone.

“We’ll hear him,” Joel said, thinking about only one thing. “I have oil and a towel,” he added, looking into my eyes, pleading with me to finally let him shaft my big boobs.

“Fine,” I sighed. “But don’t get it on my face or in my hair. I mean it, Joel,” I warned him.

His face lit up. “I won’t. I’ll tell you when I’m about to cum. I just wanna do it over your tits as I’m fucking them,” he said excitedly.

Joel and I were high school seniors. We’d been together for two months. I’d let him finger me a few times, and I’d given him countless handjobs, but I wasn’t ready to have sex or give him a blowjob. I wanted to, it just wasn’t as easy for me as it was for him.

Joel was tall, slim, and handsome, with short blonde hair and blue eyes. He was fairly popular, but quiet around the more popular boys. While I was a short and plump brunette, with long hair and hazel-green eyes. I had lots of freckles on my face, far from the prettiest flower in the garden.

However, I had developed young and ripened into a curvaceous young woman. Boys gawked and teased. Guys stared and grinned. I got used to it, but I remained suspicious and cautious whenever I was asked out to the movies or the local ice rink.

I’d always liked Joel, and he said he’d always liked me, but he was too shy to ask me out. I thought that was cute and decided to give him a shot. It took a month before I let him touch my boobs and finger me. I enjoyed it so much, it became a regular occurrence.

I excitedly gave him handjobs, loving the noises he made. I didn’t like the cum so much. It was too messy and stinky. I mostly just didn’t like the way it felt against my skin. I got used that too, but wondered how I was ever going to get through my first blowjob.

Before that, however, Joel was obsessed with me giving him a tit-job. I wasn’t scared to do it, I just didn’t want him ejaculating all over me, and I was worried about getting caught. In the end, we agreed to do it one weekend when his dad was away. Joel’s mom lived on the other side of the city.

The day it happened, we were studying in his bedroom, when typically, we started making out on his bed. I expected him to try and finger me, and then have me stroke him off, but then he unbuttoned my blouse, pleading for me to let him use my cleavage.

“Don’t cum on my face,” I warned him again, as I tied my hair back in a ponytail.

“I promise I won’t,” he said, taking off his black trousers and boxers. “Take off your bra and lie down on the bed,” he instructed.

As I reached behind my back, and unhooked my bra, Joel reached for the oil inside his drawer. His cock was so hard, throbbing with anticipation. I nervously put my bra on the floor, holding my boobs, stopping them from flopping about. I then lay down, trying to compose myself as best as I could.

“You look so hot, babe,” he breathed heavily, pouring a generous amount of oil into his palm. “Your tits are the best.”

“Shut up,” I giggled, blushing as he straddled my body.

“Just relax,” he grinned, rubbing his oily hands into my boobs, caressing and massaging until they glistened and swelled.

“Don’t cum on my face,” I warned once more, raising my eyebrows at him.

“I won’t,” he chuckled. “Just chill, babe.”

I thought my boyfriend was going to cum when he pushed my boobs together and slid his cock between them. He threw his head back and groaned up at the ceiling, before he began to move his hips back and forth, thrusting through my cleavage. It actually felt quite nice. I giggled and watched him.

“Oh fuck,” he moaned, speeding up.

My boobs were so slick, his cock sliced between them effortlessly. Then Joel really got into it, making all sorts of noises as he… well… fucked my tits. There’s no other way to describe it. It wasn’t loving. It was lust.

“Oh fuck, yeah!” he groaned louder. “Oh, I’m gonna cum in a minute. Tell me to cum over your tits, babe. Tell me to do it.”

“No, just do it,” I giggled, blushing with embarrassment.

“Oh fuck! Yes! I’m gonna cover your big tits, baby! Oh yes! Here it comes!” Joel panted.

As he pulled back and started stroking his cock, I stretched my neck and turned my head to the side, then I froze in fear. Andy, Joel’s dad, was standing by the door, which was ajar. His eyes were fixed on me but I detected movement. I couldn’t see, but it was obvious that he was touching himself.

I felt powerless and embarrassed to say anything, to scream. So I remained in that position while Joel plastered my boobs in his sperm. There was so much of it, I flinched each time a fresh spurt landed on my body. It felt never ending, just lying there, my eyes locked with Andy’s as his son came over me.

When it was over, Andy quickly disappeared, and I urgently pushed Joel away. I grabbed the towel, frantically cleaning my chest and neck. My boyfriend apologised, no idea why I was freaking out. He said he didn’t get any on my face, and he didn’t, but that was the least of my worries.

His dad had gotten a good look at me topless, had watched his son fuck my tits and cover them in cum. When I was ready to leave, Andy reappeared as if he’d just arrived home. Joel thought it was a close call, but me and his dad knew the truth.

To add insult to injury, Andy offered to drop me home. I tried to protest, but both he and Joel insisted it was better than catching the bus. I reluctantly got into Andy’s car. He didn’t say anything about what he’d seen. He took a small detour instead, somewhere private.

“This isn’t the way to my house,” I said, worried.

“No, but I need to show you something.” He unzipped his pants and pulled out his cock.

“Andy!” I gasped, staring down into his lap.

“You caused it, now you can get rid of it for me… or these photos might end up on the internet.”

He held up his phone, showing photos of me topless. It was obvious that I was letting someone fuck my tits before they came over them, but only my face and boobs were clearly visible. I inhaled sharply.

“Andy,” I murmured.

“Don’t be shy now, Sarah,” he smirked. “Open your blouse, take out those big juicy tits of yours, and suck my cock, princess.”