Six months ago I was a bit of a chubby and loner kind of girl, I’m now 19. I had been at the library most of the evening when I heard the wind pick up and I knew the weather was about to change.
I had to get back to my flat before it was too late. Normally I would go via the main road, but if I was in a hurry I would cut through the old warehouse area which saved me about 5 minutes.
A couple of minutes later the rain arrived and I only had a light jacket. I needed to get back as quickly as possible. I changed direction towards the warehouses, but it was not a trip I liked to make after dark. There were a number of dark alleyways and if you took the wrong turn, you could get lost quickly. I got lost and ended up in a blind alleyway.
I started to backtrack, but then I realized that I had been followed by a guy. I was trapped.
The guy came much closer and then took hold of me, growling for me to come quietly. I knew that I was now in trouble. He half dragged me back through a few alleyways then down another dark dead-ended alleyway. He then pulled open a door that was mostly hidden, and I was pushed into a small room with what I thought was weird gym equipment, along with an old mattress on the floor.
“Let’s see what you have got for me girl,” he demanded.
I stuttered, “What, what do, you, you mean.”
“Take off your clothes, girl,” he stated.
Deep fear filled me, I went numb as my fingers unzipped my jacket, then pulled off my sweater and top. I eased my skirt off and then paused, I hope I did not need to take off my underwear.
“Bra and panties off. Now!”
I unhooked my bra and reluctantly pushed my panties down my legs. I stood there slightly trembling.
He came close and pulled my hands behind my back, I felt a cord whip about then, binding them together.
“I’ve got a new ride, and I want you to try it out. Come with me.”
He pulled me over to what looked like a double stand with a vertical board running between them, the top edge was rounded and fairly narrow.
“Stand up on tiptoes,” He pushed me almost right against it, then he adjusted the board to be a little higher than before. He then lifted my left leg over the board and made me face him, telling me to stay on tiptoes.
I could feel the board against my thighs, and I knew it was just below my pussy. I quivered, I did not know what to do or what to expect. I watched as the guy took a few steps away, then he pulled out his cock and began to stroke it.
It seemed to be a waiting game of some kind, with the guy watching me intensely. I began to feel little cramps in my feet, I don’t usually stay up on tiptoes for long. I twisted my feet but it just didn’t make much difference. I felt an ache and then my calf began to cramp.
“Ohhh,” I muttered as my legs ached more. The guy looked at me more intensely.
I just needed a moment or two off tiptoes.
I began to ease myself down. The board between my legs began to make contact with my lips, starting to part them. I really didn’t like that sensation, but I had to let it part my lips and then push further in. I felt my pelvis then make contact with the board, I still was not right down from being on tiptoes.
For a moment I came to rest my body on the narrow top edge of the board. That quite quickly became uncomfortable and then it began to hurt.
“Oww, Aww Ouch!” I cried out, squirming a little.
I then pushed hard to get myself back up on tiptoes.
“Yes, good, nice,” the guy called out while jerking his cock harder.
I knew then I had to stay up on tiptoes, I knew if I didn’t it would hurt even more, and I didn’t want to get hurt there again. I struggled on for another minute or so, but then the cramps and aches returned. I squirmed and wriggled, but then began to get worse. Try as I might I began to think I had to go back down onto the board again.
“No, no, no, ah,” I whimpered as I slowly slipped back down.
“Argh, Oww, arr, Ohh.”
The pain returned again, I squirmed and tried to ease up but I had to rest my legs and feet a moment longer.
“It hurts,“ I cried.
The guy moved closer and looked at the board between my legs, he was grinning. Then he stood up and his fingers took hold of my nipple, pinching it hard.
“Arhh!” I cried again.
Somehow I managed to get back up on tiptoes, I really did not like having to rest on the board, that really hurt.
“Please,” I begged, “Please, get me off.”
“Not yet, you need to ride first.”
He backed away, still watching me, and slowly stroking his cock.
It was much harder this time to stay on tiptoes. I knew full well that it was going to really hurt again if I was to go back down. I also knew that I was going to go back down again, it was just a question of how long I could hold out.
I squealed as I slipped back down, the agony was just about instant, and I writhed. I wriggled, squirmed and twisted, but nothing could ease the pain between my legs.
I tried to rock a little forward and back but then as I rocked forward again, I managed to catch and pinch my clit against the board. I squealed again.
I managed to force myself back up onto tiptoes again, but it was really a futile effort. I came back down hard and caught my clit right under me.
Tears welled up and I almost bit my lips, it stunned me for a moment.
The guy came closer again and ran his hand over my breasts, pinching my nipples again.
Wriggling and jiggling, I squirmed on the board, then slowly I tried to push off just for a moment relief, then back again onto the board. I caught my clit again, making me squeal, it was becoming very tender.
After a minute or so I began to bounce up and down, almost as if I was riding a pony or a horse, it seemed to be the only way to get any kind of relief, but it also meant some awkward landing onto my clit again. The guy cupped and squeezed my breasts, pinching my nipples a few more times.
Then I felt an odd sensation in my lower belly as I landed hard on my clit again, I felt as if my clit wanted to burst. Then as I squirmed and rocked again, I caught my clit again. An odd euphoria overtook me and I groaned out loud. I felt a sudden wetness flow from inside me as I spasmed again. A moment later I realized that I just had my first orgasm.
“Yes!” the guy called out, clearly delighted by my response.
He then went behind me and lifted me off the board, taking me over to the mattress. I tumbled down and lay almost twitching in relief of being clear of the board.
The guy untied my hands and then rolled me over onto my back, his weight coming down as he forced my leg apart.
His cock quickly found my wet, but still virgin entrance.
A moment later his cock pushed in and I squealed, I was going to be raped.
He settled into a firm but deep thrusting, his cock adding sensations to my already swollen clit. Again the euphoria caught up with me and I orgasm again. I felt so ashamed.
The guy then quivered, and I felt him begin to ejaculate inside me.
He eased out then told me to get dressed again, I did so.
He then blindfolded me and took me back through the alleyways. I was still very lost, but at last, he took off the blindfold and spun me about. Then he was gone.
I figured out where I was, then made my way back to my flat. I knew I couldn’t tell anyone what had happened, they would not believe me.
I found out later that he had got me pregnant, I didn’t know what to do, so I hope that somehow it would just go away, but it didn’t.
Pony ride
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