Coming to terms

I was eighteen when I lost my virginity. It was sloppy and it was romantic. The two of us lay in his bed and we had been fooling around as usual. Then it all got very intense and without saying it, we knew we were 'ready'. He rolled over and I got a condom from the dresser beside the bed. Using half a tub of lube, I got myself nice and slick and slowly entered him. I might have lasted about a minute before I came, pulling out quickly and telling him I loved him. We broke up about a week later. Such is love.

It left me a bit gunshy and I went back to women. When I was nineteen, I lost my virginity again - this time in the bedroom of an English girl that I had met in college. First, we sat on the couch and watched comedy. Then, the comedy turned to porn as we tested each other's boundries. She slid her hand up my thigh and I kissed her on the neck. She thought I was gay; I had been out in college so what was to stop her thinking that? Well, she was surprised that day. I lifted her up into my arms, scooping her with a strength I really wanted to make her believe in, then walked to her bedroom.

The door shut tight, I lay her down and kissed her passionately. Her tongue filled my mouth as my hands pushed their way into her skirt and down to her wet pussy. My fingers slid inside her, bringing a slight gasp out and I felt her tighten around me. I thought then of that boy, tight around my cock as I pushed into him and I almost stopped. Then she kissed me harder and I started to really throb. She opened the drawer beside her bed and there was a box of condoms, open and waiting. In a blur, I took off her top and skirt, leaving her nearly naked on the spread. Her breasts were perfect, double D and wonderfully round.

Her flat stomach and thin arms was my idea of the perfect woman. I wanted her, really genuinely wanted her. I got naked and pulled out a condom from the box. I could see she was still a little bewildered by what was happening - so was I, I just couldn't show it. I had, after all, lied and said I'd done this before. I rolled the condom down my thick cock. It had been so long since I had done anything like it, I thought that either I had gotten bigger or condoms had gotten smaller. I was ready. I slipped her soaking underwear down her thighs and off over her legs. She lay there with her legs parted and her cunt on show.

First, I lowered my head and started to kiss it, letting the smell and the juices wash over my face. It was good. It was warm. I wanted her even more, though in my head I still thought back to the boy with his cock and his ass and his deep kisses. I shook it off and I pushed forward, literally, slipping my cock inside her and feeling her lips part then hold me deep inside. I paused, then slid out and in again. Every move I made, I had seen on TV at some point or another. In and out, in and out. I pushed deeper. She cried out, not used to a cock my size. We tried to continue to kiss but our breath kept catching in our throats.

Soon, too soon for me, I felt the unmistakable rush of orgasm, running through my chest and down, into my cock and out into the condom. I thrust one last time, fucking her with my cum-filled glory. Even then, I wished we weren't wearing any protection; that nothing would be there to separate us. She didn't come; rather she lay there out of breath, laughing a little.

'Well, I wasn't expecting that!' she gasped.

We started to see each other more regularly, becoming an item. We quickly moved past our 'solo orgasm' problem and soon she was coming every night. On good nights, we would come together and cry out together. However, most nights, my mind was elsewhere.

I started to think of guys. At first, it was just at the very end and it was brief, something I could shake off. 'No,' I told myself. 'I'm with her!' The feelings didn't go away though and I started to feel very guilty. But I was curious. Soon, I was going to gay bars with other recently out friends. I went to 'help them' get comfortable in the new gay scene. In truth, I went to check out guys. My relationship with the girl started to deteriorate. I started to fake coming when I was with her and we were drifting away from each other. When we finally broke up, neither of us were too sad about it. By then, I had met Chris.

One night, drinking more than usual and hanging at the local gay bar, I saw him propped up against the bar looking at me. He was taller than me and through his t-shirt I could see a great body. When he caught my eye, he gave me a cheers with his pint. I grinned and instantly looked down at the ground. When I looked back up, he was standing right in front of me.

'Hi,' he spoke as quietly as he could in the club. 'I've seen you here before.'

The introduction was brief. I bought him a drink, already feeling that I was a bit too far along but hey, if he caught up, what harm? It worked. Less than half an hour later, we were in a cab on the way to his apartment. In the back of the taxi, we grinned at each other stupidly. I looked out of the window, only to turn back in when I felt his fingers lock with mine. I started to tremble.

His apartment was very close to the city and it took less than five minutes to get there. Up we went, slipping through doors. He was a perfect gentleman, holding my hand but not making a move, even in the small elevator. He let me into his apartment and turned on the lights.

Again the gentleman, he took my coat and hung it before disappering into the kitchen. I snooped, looking through his living room cabinets and gazing at the huge telly on the wall. He coughed behind and I turned to see two glasses of wine in his hands. I took mine and stared into his wonderfully blue eyes as we raised our glasses in tribute to the other. I felt, as I sipped the fine tempranillo, that I was drinking from the Devil's Cup. I couldn't have been more right.

The glasses were placed down. The advance was made. He stepped forward, putting his arms around me and pulling me toward him. He was strong; much stronger than I was. Holding me close, he moved us toward his bedroom. There, a huge double bed dominated the room. The lights went on and our clothes came off. His muscles, so defined, were not scary and huge but they were slim and toned. I wanted him to fuck me so badly. I still shook, though I tried to hide it.

As I stood there, his hands, with fingers rough and firm, found my cock and started to pull me off. Slowly at first, then faster as he found a good rythym. Up and down, up and down. All the while, he kissed me and I let sound out, moaning as he made me feel so good.

Suddenly, he moved down to his knees and took my cock in his mouth. He started by swallowing the whole thing, right down to my balls, slowly pulling it out again, tracing every inch with his tongue. I nearly came there and then, frozen with pleasure as he worked on my dick. In and out, again and again he moved, bringing me closer and closer to climax. Then, at the last second, he eased me out of his mouth.

'You taste so good,' he whispered in my ear. 'You're so fucking tasty!' He kissed me and I could taste myself in the kiss. I moved my hands down to touch him but, rather than let me do the work, he lifted me and deposited me on the bed. He raised my legs up high and started to kiss my ass, ringing my hole with his tongue. He slowly pushed into me, bringing a gasp out of my mouth.

'Oh God!' I loved the feeling. I felt it get deeper and wider; he was so good, I didn't realise that he had changed from tongue to finger and was sliding it in and out of me. I moaned and moved with him, taking the finger in deeper and deeper. Lifting his head, he smiled at me. I nodded, wanting this more than anything. His free hand slid up my body, stopping only to run his finger around my nipple, before moving to the bedside locker. There, a box of condoms sat. He slid one out, tore it open with his teeth and proceed to roll the condom down his huge dick. I had never seen a monster that size. I began to get very nervous about what was about to happen and I felt myself tighten a little.

'No, honey,' he gently admonished. 'I won't hurt you. I'll go as slow as you need.' Then he kissed me again. I felt myself melt.

Soon, his dick was teasing my waiting ass, just tipping the edges. 'Are you ready?' he whispered. I nodded, trying to look him in the eye but, after a moment, I had thrown my head back and gasped as he pushed the huge, throbbing cock into my ass. I felt it right throughout my body; an instant pain, new and wonderful. He asked me did I want to stop. I begged him not to.

He pushed in all the way and I gritted my teeth against the sensation, then let it flow up from me. He filled me completely, leaving no space for doubt. The walls in my ass hugged his cock, welcoming him with sensation and warmth. He fucked me deep and he fucked me fast. I could feel the head of his cock pounding in and up, rubbing my G-spot. It was making me so hard. I saw in his eyes that he was enjoying every second of it as well.

'Yeah Chris, right there! Faster!' I gasped and gasped, the pain gone now, only pleasure as he fucked. Then, I saw a change in him. His eyes screwed closed. My hand had been working my cock almost the entire time he was inside. I was close, very close.

'I'm gonna come!' he moaned and I felt the rush fill the bottom of my cock. 'I'm gonna come!!' he repeated. I felt him tense and then I felt the throb as he shot his load inside of me. I was seconds behind him, shooting my cum all over my chest and balls. I cried out, lost in pleasure. Together we came, crying out, before he collapsed beside me on the bed.

'That was fucking hot,' he kissed me again.

'Yeah,' I agreed, glad that I had a great time for my third, and last, losing of my virginity.