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First Time
by EugeneTB
Quickly, I moved in for the kill. We chatted and I asked if he wanted to come back to my place. He nodded, slowly as if deliberating. I led us swiftly to my car and back to my apartment.
Once inside we kissed, long and slow, writhing on the couch. I could feel him hard inside his tracksuit, rubbing up against me. Scarcely able to let go we gradually removed our clothes. His body was magnificent, a real treat, smooth and hairless except for the patch around his member. His foreskin was long, covering his tip even when erect. His soft mouth enclosed my cock and his head began to move up and down rhythmically. Well experienced in sucking, I thought, this could be good. I pulled him up, our mouths meeting again, again his hips started to move as he rubbed his cock up and down. I flipped him back and started to part his legs. He stiffened; a look of fear in his face.
“What’s the matter?” I said. He looked at me and then down. “I never been fucked before, I scared it will hurt me.” I nodded. “Man tried to fuck me once, it was real painful – I do anything, suck you, anything, but please don’t fuck me”.
“OK” I said, “let’s wait for that”. He bent down, taking my cock in his mouth again. Before too long his expert work brought a stream of come jetting. He swallowed and sighed. I held him close while his hand went to his cock. “Come for me” I whispered to him. He pulled at himself, pressing against me, moving faster and faster until he shuddered and spurted his come up his stomach. He started to move. “Stay there” I commanded “just relax.” My mouth sought his, still a taste of salt.
After a while he said, “no-one ever wanted me to stay after I sucked them before”. “This is just the beginning” I replied.
He stayed the night, holding himself against me. The following day we showered and I took him to a shop I know. As we drove I said, “You need to be prepared, properly, so you can take me.” He didn’t look re-assured. At the shop I took him to the shelves, showing him the plugs. “We’ll buy a set” I said “and open you up gradually”. He seemed to relax at that and started to look round. I noticed he kept looking over to another part of the store where they kept panties, stockings and the like.
“Let’s go and look”. He appeared nervous. “It’s o.k.” We walked over. Despite his embarrassment I bought some white French knickers and some white fishnet stockings.
Back home I pulled down his tracksuit and pushed him forwards. “OK, lets lube you up. You wear this all the time.” My finger massaged his rosebud, rubbing in the lube. I pushed in slightly and he clenched in fear. I widened his legs and lubed the first plug. Quickly I pushed in it. He gasped and tried to get his hand round. “Wait, leave it like I say”. I pulled his pants up and held him.
Three weeks passed, each day he bent his head, obediently sucking my tool. Each week he presented himself for the next plug. The underwear stayed in a drawer.
At the end of the third week I looked at him and said “its time”. Gently I undressed him. The sweat had gathered in his crack, clammy as I bent him forward to take out the plug. “Oohhh” he gasped, as I lubed him again. “Put your things on” I ordered, pointing at the drawer. Nervously he went and got out the underclothes. As I undressed I glanced at him. His hands were feeling them. He slipped on the knickers, then the stockings. His cock pressed out, pre-cum staining the white material.
We kissed. He knelt down, clutching at my aching tool. I pressed his head against me, forcing my tool to the back of his mouth. Eventually he looked up. I pulled him to his feet and held him, his cock started to rub. “I’m ready,” he said.
I made him kneel on the bed, legs wide. I pulled his knickers to one side and put on a condom. Gently I moved my member up against his hole. I grasped him firmly and thrust. A scream escaped him. He struggled but I held him in place. I started to rut him, gripping him tightly.
“Oh please, please” he wailed and then “please! Oh please!” his tone changed. He had softened up while initially struggling; now he was erect again. Gradually he started to move with my thrusts, his member carving the air, the knickers stretched. “Ooh oooh ooooh” sounds were coming from his mouth. Then he arched, pushing right down on my cock, he shook, I felt his panties, come was bubbling through. I relaxed slightly and he flipped around, pulling off the condom. He sucked greedily as my jizz pumped out, dripping from the corners of his mouth. Desperately he tried to swallow and lick his lips, one hand rubbing behind him.
The first time was not going to be the last!
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