Dear Diary, Part 6 – August 1985 (Technically losing my cherry)

by Jacqueline_B

In the middle of the school summer holidays I went round to my friends one Saturday morning because we were supposed to be going into town. Her Grandfather who she lived with because her parents had died a few years before opened the door, He invited me in saying that she had gone to the shops with her Nan and would be back in about an hour but I was welcome to come in and wait for her.

I went in and he offered me a coke and said to take a seat and that he was just finishing something off in the garden. He came back in about five minutes later and I asked him if I could have another coke, he said sure and to go and get one out of the fridge. As I walked to the kitchen I could feel his eyes on me. I was dressed in a very short skirt and boob-tube which left my midriff bare. I grinned to myself and gave a little wiggle of my arse as I walked past him. I thought that he was quite cute, despite the fact that he must have been about fifty years old. He was also quite flirty, making suggestive remarks everytime I called round.

As I bent over at the fridge to get a drink he suddenly said, “If my daughter dressed like that when she was your age I would put her across my knee and give her a good spanking.”

Still bent over, I looked over my shoulder at him and said, “Huh! You wouldn’t dare.”

“Don’t tempt me,” he replied with a scowl on his face.

As I walked past where he was sitting I suddenly felt a WHACK on my backside. I dropped the can of coke and put my hand on my arse, it was really sore. I whipped round to see him grinning at me. “Oww,” I yelped, “that hurt”

“Well, you dared me,” he laughed.

“Do that again and you’ll regret it,” I said to him.

That was totally the wrong thing to say. Suddenly he grabbed my arm and I found myself laying across his knee face down. “Hey, what the fuck do you think you’re doing?” I protested,

He put his left arm across my shoulders to hold me down and said, “Your language is almost as disgusting as the way you dress. It’s about time someone taught you to have respect for your elders.” With that, he brought the flat of his hand across my backside again, only this time a bit harder.

I squirmed on his lap, trying to cover my arse with my hand as he repeatedly brought his hand down. “Owww stop it!” I cried. My struggling had made the hem of my skirt ride up and my knickers were showing.

He must have spanked me half a dozen times when I became aware of something pressing into my stomach. The more I struggled the harder it became. As he spanked me he leaned forward, trapping my body between his upper body and his thighs, he was grunting in my ear, “You’re enjoying this aren’t you, you little slutty bitch?” SLAP, “I bet you let the boys at school touch you as well,” SLAP, His left arm went right round my shoulders and he grabbed my breast in his hand, squeezing it. “Oh yes you definitely like this,” SLAP.

I was struggling like mad to get off his knee, but he only held me tighter. My arse was stinging, and his slaps slowly grew softer, his hand lingering on my cheeks and giving a little squeeze. Then I felt his finger go right between my legs and press into the crotch of my knickers. “Get you finger off my fanny you pervert,” I cried as I gave a great heave but only managed to fall of his knees and lay sprawled in a heap on the floor. Flushing, I quickly stood up and put my hand on my backside, it felt like it was on fire. I twisted my head and looked down at my arse, pulling my panties to one side I saw that both cheeks were bright red and there was an imprint of his hand there.

I stood right in front of him and raised my other hand to slap him on the face but he easily managed to catch it in his hand and held it above my head. He grabbed hold of my other hand and raised that one to grasp both of my wrists in one hand and pulled me towards him until we were stomach to stomach. “Go on, admit it, you like it really don’t you?” he grinned at me.

His cock was pressing against my breasts because he was so much taller than me. The strange thing was, I actually WAS beginning to enjoy it, I could feel the heat starting in my crotch. (I had better say at this point that even though technically I wasn’t a virgin anymore, having taken my cherry when I was eleven with the aid of a hairbrush, I had never been all the way with a male before.)

Without realising what I was doing, I started to struggle from side to side, my breasts rubbing against his cock. “Oh yes, you DO like it, all slutty girls like it,” he smirked, and grabbed me by the arse, his hand going right under me, and lifted me in the air. I was actually sitting on his hand as he lifted me, his fingers lying along my slit over my knickers, until my face was on a level with his. I could feel his finger pressing against me. Then he kissed me on the lips, and I kissed him back, closing my legs tight to trap his hand between them.

Suddenly he threw me down onto the couch and I lay sprawled and panting there. He dropped to his knees in front of me and buried his face between my legs, starting to suck my pussy over the crotch of my panties. When I felt his tongue and mouth on me I lifted my feet up onto the couch and spread myself wide for him. He lifted his face from between my legs and said, “That’s it girlie, open wide for me.”

“I bet you like doing this to little girls you pervert.” I grinned back at him.

He buried his face back between my thighs, pulling my panties to one side and running his tongue along my slit. I gasped when his tongue went inside me and I grabbed his head in my hands, pulling it towards me and lifting my hips off the couch. Then he started to lick and suck my clit and I totally lost control when his finger entered me. I put my feet on his shoulders and his finger starting going in and out of my pussy faster and faster, fucking me with it. His other hand was moving between his legs and I looked down to see he had his cock out of his trousers and he was furiously wanking it.

Quickly he hooked his fingers in my panties and whipped them down my legs, I just lay there with my feet still on his shoulders and everything exposed to his gaze. “I can see you’ve got a really slutty pussy, how many boy’s cocks have you had up there?” he said. When I just shook my head, he went on, “I bet you would love a real cock in there, to give you a good fucking. Or do you prefer masturbating? I bet you do that a lot.” He was almost panting.

Then he took hold of the bottom of my boob-tube and lifted it up over my breasts, leaning back and running his eyes all over my body. “Do it,” he ordered.

“What?” I asked.

He grinned at me, “Touch yourself, touch yourself like you do when you are alone in bed at night you little slut,” and he stood up with his cock sticking out of his trousers and began to stroke it.

I watched him stroke his cock while I put my hand between my legs and started to run my finger along my slit. “Is this what you want?” I asked him, “to see little girls play with themselves?”

He nodded, his eyes never straying from between my legs. I opened my legs even wider and lay back full length on the couch, grinning up at him as I dipped my finger inside. He quickly dropped his trousers and sat on the edge of the couch near my shoulders then started to caress my breasts while I masturbated for him. Then he leant forward and began to kiss the tops of my thighs and the back of my hand while my finger was sliding in and out of my pussy. My free hand was resting against his bare thigh so I lifted it and put it on his lap, he took hold of my hand and placed it directly on his cock. I wrapped my small fingers around it and slowly started to wank him. He moaned and mumbled, “Yes little girlie, that’s it. I bet you do this to a lot of boys at school. I bet you suck they’re cocks as well.”

Then he knelt at the side of the couch, his cock only inches from my face. As his hand went between my legs, covering my hand with his, I leaned over and licked the tip of his cock with my tongue. It throbbed in my hand and he moaned, “Go on little girlie, suck it.”

I took his cock in my mouth and started to suck it, scraping my teeth gently down the length of his shaft. He groaned and I felt his finger enter me alongside my own finger. My pussy was dripping wet, I was sooo turned on. His cock was pulsating in my mouth as I sucked him, my cheeks bulging as he fucked my face.

“Come on,” he suddenly said, “I’m going to shove my cock right inside you, fuck you better than any boys can.” Then he lay on top of me, and with one quick shove it was right inside me, right up to the hilt. “Oh God!” He moaned, “You’re so tight.”

I raised my hips off the couch and lifted my legs up high, urging him to put more of his cock inside me. He started to moan as his cock thrust in and out of my pussy faster and faster. The sweat was pouring off his face as he fucked me. His moaning became louder and louder and he began to bite my nipples, leaving little bite marks. I thrust my hips up at him and he gave a shudder. Quickly he withdrew from my pussy and aimed his cock at my face, “Go on girl, suck it,” he panted, “suck all the spunk out of me.”

I took hold of his cock and he knelt on the couch with one knee either side of my body and his cock lying between my breasts. I took his cock in my mouth and began to suck hard on it. He reached back behind him and pushed two fingers inside my pussy, rapidly moving them in and out. I could feel a tingling down there as I started to cum. His cock throbbed in my mouth and suddenly let loose, sending a stream into the back of my throat. “Oh Fuckkk,” he groaned. I licked all along his cock, swallowing it all.