Ted Rogers

Up Karen's Ass

INTRODUCTION

“'Let's fuck, Karen,' said my cousin. He was about fourteen and I was a year younger. We were upstairs fooling around in the attic, looking at the old junk in the trunks, and trying on Grandma's old hats and stuff.

“He really caught me by surprise when he asked me that.

“'You know what it means, don't you?' he demanded when I didn't answer right away.

“'Yeah, I know what it means,' I said.

“'Then how about it?'

“'I don't know,' I said uncertainly. 'I don't think it would be right.'

“'What's wrong with it?'

“'I don't know,' I repeated stupidly.

“I knew that I should just have said no and stamped downstairs indignantly. But I was curious and I felt sort of queasy and giddy. It was a peculiar kind of feeling that I'd never felt before.

“'Oh, come on,' he pleaded, 'nobody'll be home for hours.'

“'I–I don't know,' I murmured again.

“'Look,' he said, 'if you show me what you've got, I'll show you what I've got.'

“I was fascinated. I'd never seen a boy's wienie, and I only had a vague idea of what it looked like. They have these pictures in our hygiene book at school, but they don't give you much of an idea.

“'No, you first,' I suddenly said.

“He grinned like a monkey, and nodded happily.

“'Okay, me first.'

“He unzipped his trousers and his penis popped out. It was longer and thicker than I thought. It looked different. At first I couldn't look right at it. I had to glance and then turn away. I did that a couple of times and then I found myself staring right at it.

“'Now you,' he said. 'Pull up your dress and take down your panties.'

“'W-wait,' I pleaded, stalling for time.

“I screwed up my courage and touched his penis very lightly with my fingers.

“'Don't,' he moaned.

“'Why not?'

“'I'll come.'

“'What does that mean? Does it hurt?

“'No-o-o-o, I'll shoot off. Don't you know anything, you ninny?'

“I shook my head. 'I guess I don't know very much,' I said very softly.

“'Come on,' he said fiercely, 'you get undressed. It isn't fair.'

“'Oh, all right,' I said reluctantly.

“I was very shy and could feel myself blushing furiously as I raised my dress up to my waist and then, with even more reluctance, started to pull down my pink panties.

“'Come on, pull down your pants,' he snarled.

“'I will,' I said, 'just let me take my time.'

“I couldn't look at him. I turned my head away and closed my eyes. Suppose Mom and Dad should suddenly come home and catch us. That would be awful. I'd never be able to face them again. But I wanted to undress, and I also knew that I wanted to try what Gerry had said. That's my cousin's name, Gerry.

“'I'm waiting,' he said impatiently.

“'Okay.' With a swift movement I slipped my panties down and let them fall to the floor. Gerry unbuckled his belt, dropped his trousers and his shorts and stepped out of them, and I stepped out of my panties. We were both nude from the waist to our socks.

“'Let's fuck,' he implored.

“'I don't know, Gerry. I guess it won't hurt to try it once. But please be very gentle… I'm scared.'

“'Nothing to be scared of. It's nice, real nice. You'll see.'

“He looked around the room, then peered into the trunk and retrieved a large moth-eaten blanket which he threw on the attic floor.

“'There,' he said. 'You lie down on that, on your back.'

“Holding my dress high, I dropped to my haunches, all the while staring up at him, and then, very slowly and uncertainly, let myself down until I was lying flat. I closed my eyes. I felt him beside me. He positioned himself over me.

“'Spread your legs apart,' he ordered.

“I did. At that moment I felt his weight on top of me, crushing me to the floor. He was so heavy that I could hardly breathe. I felt myself trembling all over, from fright and anticipation. Then I felt him manipulating his wienie between my legs and toward my hole. I gasped as he pushed. It didn't go in.

“'Oh damn,' he muttered with frustration. 'Draw your knees up.'

“I did. But it didn't seem to help much.

“'I got to get some grease,' he said, pulling himself off me. He vanished downstairs, while I lay there panting, wondering if I shouldn't put a stop to this silly business right now. Suppose I got pregnant from what he did. At that moment, however, he returned with a small jar of vaseline from the bathroom medicine chest.

“'Now I'll be able to get it in,' he exclaimed confidently.

“He scrawled over me and let himself down on top of me again. Oh, how heavy he was! Then I felt his wienie pushing at me down there, pushing and pushing real hard.

“'I can't get it in!' he said fiercely.

“'Oh, please stop,' I pleaded. He was hurting me. I wondered what anybody saw in fucking. It seemed to be nothing but pure frustration and misery.

“'I bet you've got your cherry?'

“'Huh?' I didn't know what he meant. I really didn't, I was so innocent.

“'I mean, I bet you've never fucked before.'

“'Of course not,' I said indignantly.

“'I don't want to fuck a virgin,' he finally said.

“The real reason, of course, was that he had failed to penetrate me and he felt that there was something lacking in his prowess.

“He climbed off me and I sat up and smoothed down my dress.

“'Let me screw you in the ass,' he suddenly said.

“I furrowed my eyebrows. Back there? That was really dirty. I wasn't going to let him do anything to me back there. And besides, it would hurt like anything.

“'Oh, come on,' he snapped impatiently, desperation in his voice. 'We gotta do something now.'

“'But that's like an animal,' I protested.

“'So what? Animals usually do it the other way anyhow.'

“That was perfectly true, of course, but I was in no more mood for logical argument than he was. I really wanted to do something. Just being undressed in front of a boy had been enough to get me aroused.

“'Let's just try it anyway,' he said. 'You won't mind it.'

“'How do you know?'

“'Well,' he said slowly and uncertainly, 'I know because it happened to me in scout camp.'

“'You mean boys do that to each other?'

“'Sometimes.'

“He seemed to be embarrassed, which delighted me no end, and I decided not to let him off too easily.

“'What's it like?' I asked.

“'Roll over on your stomach,' he said, 'and you'll find out.'

“'Oh well, all right,” I finally said.

“I rolled over on my tummy with my bottom up. I felt him over me, then crushing down on me again. He was so excited that his wienie popped and his goo spurted over me back there; but then, before I could say anything, I suddenly felt it slither up my rear end. Oooh, it was nice! That really caught me by surprise. It hurt just a little, not much, and pretty soon it started feeling good.

He started fucking me, in and out. I spread my legs apart and moaned. He spurted again, and I felt it going in and wished I could have had the first dose in me. I was really sorry when he pulled it out, and it was all over. It was the best sex I ever had. The first of anything is always the best.

“I didn't see my cousin again until I was sixteen. He took me to a drive-in movie and, afterwards, screwed me in the back seat, the regular way. I didn't like it, and I wished he'd stick it up my rectum again, but I was much too shy to ask him, and, anyway, when I did jokingly mention what we'd done before, he said that was kid's stuff and dirty, and he apologized to me for it. He didn't have to because I liked it, and I was sorry we didn't do it that way again.

“Now I'm twenty-two, and I've had sex with a couple of boys, the normal, straight, old-fashioned way, and it doesn't do anything for me at all. It's also scary because I don't exactly fancy getting in a family way. It's much better to do it up the rectum. That didn't hurt anything, and it's much more exciting. But I'm about the only person I know that likes it that way. And it's too embarrassing to talk about. The only reason I consented to have sex with the boys I mentioned was that I was hoping they might just do it to me back there, but they didn't, and I'd never get enough nerve to ask.

“It's really awful wanting desperately to have an unpopular kind of sex experience, something that no one else shares with you. That's how I got this idea. I came over to England for my holiday, and when I saw those little ads I really flipped. I suddenly got this idea. Maybe I'm sort of lesby or bisexual, anyway, but I suddenly got this idea of calling one of those numbers and having a woman do me with a dildoe.

“The bulletin board with the ads on it is down by Piccadilly, up on one of the streets that leads into Soho. People, almost all them men, collect there reading the cards, and I walked around the block a couple of times before I was able to stop there without anybody else. All the way along guys kept giving me the eye and making propositions. You have to be careful if you're alone, and I don't go around there at night. This was in the afternoon.

“Anyway, I memorized one of the telephone numbers. It was for a blonde girl, and it gave her measurements, and then said 'specializes in correction.' That's for masochists, of course, but, although I sometimes think it would be nice to be spanked, I'm more interested in having something pushed in me back there than being paddled. Yet masochists and the certain kind of person I am have something in common. We both love bottoms and think that there's nothing as beautiful as round buttocks.

“I went back down to the Piccadilly station which is very large. There are quite a few telephone booths there, but people are always using them, so that gave me a chance to make up my mind about this crazy thing. I imagined that the prostitute would be very surprised to have a girl call for an appointment, and she might think it was a joke. Anyway, I felt so desperate that I just had to try it. One thing about calling on a telephone, it doesn't really matter if you're rebuffed, because no one will see you.

“I got into the phone booth and quickly jotted the number down. I'd been saying it over and over again to myself. Then I fished around in my purse for a sixpence. British phones are kooky. You have to dial the number and then put in the sixpence, and when the other party answers you have to push a button.

“An older woman answered the phone. That put me off. I thought I had the wrong number. Then I remembered that prostitutes have older maids so, very timidly, I asked if I could make an appointment. I expected her to act surprised, but she didn't. Instead, she told me it would be five pounds, and then gave me the address and what underground route I had to take to get there.

“I was all excited, just like when those things happened when I was a kid. I went down the long escalator, followed the signs around to the Circle Line, and, a few minutes later, found myself walking down a long block of houses looking for the basement number. By this time I was almost in a panic, scared to death, all of which added to the thrill of the whole thing. I kept saying to myself, 'Now, at least, you're going to have something shoved up your bare bottom.' I pictured my own bare backside and wondered if she'd have me bend over, get down on hands and knees, or what. I wondered what she'd be like, probably hard as nails. But that's all right. That was the kind of person I really wanted, a girl that would be something like a man.

“I found the number, and before I could lose my nerve I tripped down the stairs and rang the bell. A gray-haired woman appeared; she looked like someone's grandma. She smiled cordially and led me into the parlor. It was a cozy room, rug on the floor, typical wingback armchairs, fireplace in the corner, and the TV was on.

“Moments later a tall, buxom woman of about thirty appeared and sat opposite me, her legs crossed so that I could see her ample thighs. I was really nervous now, but I still wanted it, and this young woman appealed to me. I guess I must really be at least part lesby.

“'What can I do for you?' she asked in a pleasant voice, and smiled.

“'I guess it's kind of strange for a girl to come here,' I said.

“'Not at all. I have ladies who come. What would you like?'

“I hesitated a moment, wondering if I had nerve enough to make my embarrassing request.

“'I'd like to be worked over with a dildoe,' I whispered.

“'Sure,' she answered, and, to my immense relief, 'where, in front or behind?'