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-
- FIRST TIME
- by Les Brian
-
- My girlfriend Cathy loves when I slide my finger in her ass
- while we're fucking or when I eat her. But she's always been
- hesitant to let me fuck her in the ass.
- "I don't know," she always says, "it looks like it hurts."
- No matter how much I persuade her, I still can't convince her.
- She has two housemates, while I have my own place. As a
- result, we spend more time at my place. One Friday night, we
- didn't feel like going out, so I rented a couple of movies. We did
- as we always do, watched the straight movie first, sipping wine and
- nibbling take out. Then, after the movie, we put on a porn tape
- and followed our inclinations.
- Well, the movie we rented was pretty hot. One scene showed
- a really hung stud working his tool into the tight backside of a
- sweet young thing. Cathy stopped playing with me and sat rapt,
- watching. The guy slowly worked his cock into the girl, while she
- obviously liked it. By the time the guy had fourteen inches in the
- girl's butt, Cathy was breathing hard. She bent to blow me, one
- finger working into my asshole. I worked her around on top of me
- and began eating her.
- I slipped one finger in her wet pussy, then worked it into her
- ass. Her checks clenched around it and she ground her pussy into
- my face. I worked another finger into her ass and her mouth went
- into high gear on my cock. Say what you like about anal sex; Cathy
- gives the best head I've ever had.
- Her pussy was wet and slippery, but no matter how I pleaded,
- she wouldn't let me slide my cock in her ass.
- "You saw that guy. I'm nowhere near that big."
- "It'll hurt."
- "I'll be gentle. I promise. If it hurts, I'll stop."
- "No, please, Doug. Please." She redoubled her efforts on my
- cock, her finger twirling in my asshole. I worked both fingers as
- deep as I could in her ass and concentrated on getting her off as
- hard as possible.
- "Stop," she said.
- "What?"
- "You're doing that on purpose. You never use two fingers."
- "They fit. That's how big my cock is."
- "No. Just no."
- "But you like my fingers..."
- Some guys I know would force her. After all, if she likes two
- fingers, she's gonna like your cock, right? But I'm not that kind
- of guy. Besides, even a finger in the ass hurts if you fight it.
- You've got to open up and relax or it's painful.
- "Doug, you're not mad at me, are you?"
- "I just really want to do it, that's all. I'll do whatever
- you want to do."
- "I'm sorry. I'm just scared."
- "It's ok, honey."
- She swung around and kissed my mouth. "Come on my face," she
- said. "You like that."
- It's true. Watching my come dribble off her lips, it was hard
- to stay angry.
-
-
- The following Friday, Cathy called me at work and invited me
- over. "Donna and Sherry are away. We'll have the place to
- ourselves."
- So, at 7:00, I found myself ringing her doorbell, a bag of
- take out Chinese food steaming in my hands. She met me wearing a
- tight pair of jeans and a white silk camisole I'd bought her.
- I should describe Cathy so you'll know what looking at her did
- to me. We're both in our late 20's. Cathy is about 5' 6" and
- slim. She has dark brown hair, so dark it's almost black, and
- really small breasts, which make her self-conscious. "I'll bet you
- never went out with a girl as flat as me," she once said. She
- never believed that it didn't matter.
- But it doesn't. I'm an ass man, and her ass is pure poetry.
- Two firm cheeks, long legs, and a pussy mound that juts proudly
- out. Dark, dark pussy hair and a clit that, when it's erect,
- sticks out of her pubic hair. In jeans, I come near creaming just
- watching her walk. And she knows it. She loves camisoles because
- she thinks they hide the fact that she's flat. So, jeans and a
- camisole meant Cathy was feeling randy tonight.
- She kissed me and locked the door behind me. "Put that away,"
- she said. "We're not hungry."
- "Oh, I could eat something," I told her. She laughed and led
- me into the living room.
- She had put a bunch of pillows on the floor and set up the
- VCR. She turned off all the lights except for one blue light. We
- both like blue light because it's real "night time" illumination
- instead of red, which is kind of tacky. Anyway, she put her hands
- on my head and drew me to her. She kissed me, thrusting her tongue
- between my lips, while her pussy ground against me.
- "Let's put on the movie," she said. When she started it, I
- was surprised to see it was the same movie from the week before.
- And it was cued to the ass-fucking scene. She stripped my pants
- off and, licking my belly, dropped to her knees and took my cock
- into her mouth. I stroked her hair, feeling my balls tingle. God,
- the girl loved to suck dick.
- "Sit down," she said, "I bought you a present."
- I sat beside her, while she reached under the couch.
- "K-Y jelly?" I said.
- "You don't like it," she said, sounding hurt.
- "No, sweet. I'm surprised is all. You know what you use it
- for, right?"
- "That's why I bought it. All week I kept thinking that if she
- could do it," nodding toward the VCR, "so could I. But go slow,
- ok?"
- I stroked her hair and kissed her lips, nose, both eyes. "I
- promise. If it hurts, just say so and I'll stop."
- "You want me to suck you off first. You know, so you won't
- be so hot?"
- "I think I can handle it." What can you say about a woman
- like that?
- I drew her to me and slid her jeans to her knees. Her clit,
- when I touched it, was stiff and her pussy was dripping wet. I
- slid my finger up and down the slit. Cathy moaned and bobbed her
- hips in time to my finger.
- "You're so sweet to do this," I said.
- "I want you to be happy," she said.
- "You make me happy."
- I slid her pants all the way off. I kissed her breasts
- through the camisole, pinching the nipples between my lips. I
- lifted it and licked her belly, following the faint dark line down
- to her mound.
- I laid her back and, cupping her ass in my hands, began to
- lick her. Cathy usually has several orgasms to my one and i wanted
- her as relaxed as possible. I slid one finger in her pussy, in and
- out until it was slick with her juices, and then touched her
- asshole. She jumped.
- "I'm sorry," she said, "I'm just nervous."
- "Not to worry, I'm here." I spread her cheeks slightly and
- slid my finger just into the opening. Leaving it there, I licked
- her clit, slowly. Her pussy smell got stronger and my mouth got
- wetter and wetter. She started to clench her ass cheeks on my
- finger.
- I worked the finger deeper into her ass, past the muscle. I
- slid it back and forth in time to my tongue. She began to buck.
- "Oh Doug. Doug..." she whispered. Her cheeks grabbed my
- finger so tight I couldn't have pulled it out and she rocked up and
- down on the finger as I licked the tip of her clit. She sighed,
- froze, and relaxed.
- "Slip it out," she whispered and I started to curse myself.
- Now that she had come, she was going to regret her offer.
- "You don't want to..."
- "No Doug," she said. "Please. I want you to."
- I put some jelly on my finger and touched her hole. She
- jumped. "It's cold."
- "Not for long." i slid it all over the hole, then pushed my
- finger inside. Lubricated by the K-Y and by our previous playing,
- it slipped deep inside.
- I took it out and put some K-Y on the tip of my cock. I put
- her on her side and, using my hands to open her cheeks, brought my
- cock to touch her hole. She shivered and pushed back on my cock.
- It took a little working, but the head of my cock slipped into
- her ass. I stopped to let her get used to the feel, then spreading
- her cheeks wider, slid my cock in deeper. It hit the muscle and
- she jumped.
- "It hurts," she whispered.
- "Just relax. I'm not going any further. Just relax and get
- used to the feeling."
- I stroked her side, then her belly. I kissed her neck and she
- arched. "Mmm," she said.
- I rubbed one hand against her pussy mound. She raised one leg
- slightly, and I slid a finger against her slit. "No hurry," I told
- her. "We've got all night."
- "Deeper," she commanded.
- I slid my cock deeper in her ass. She gasped, then I popped
- the ring her ass muscle and my cock slid in. In. I was in my
- honey's ass. The thought nearly made me cream.
- "I'll wait," I said. "Just relax and it'll be fine."
- She rocked slowly back and forth, my cock sliding in and out.
- "Don't move," she said, "I want to try this."
- She curled up, making her ass open and grab my cock. Her
- cheeks touched my body. "That's it," I whispered. "That's as far
- as it goes."
- "Good," she said. Her voice had that faraway sound it
- sometimes gets when she's really into her own pleasure. She opened
- her legs and put one leg behind me. It made her pussy open up and
- let her use her leg to lift herself on and off my cock. Again and
- again she lifted, each time getting a little higher. Finally, she
- lifted so high, my cock slipped out of her.
- "Oh," she said. "Wait." She reached under and pointed my
- cock at her hole. With a swift motion, she sat on it. "Whew!" she
- said.
- She started rocking on my cock, squeezing her ass cheeks. Her
- breath started to come ragged and she slipped one finger to her
- pussy. "Doug," she whispered, "do it, fuck my ass."
- I started rocking in time to her own rhythm. God, she was
- tight. I could almost not move anyway, and when she squeezed, it
- nearly stopped me cold. Her finger twirled around her pussy and
- her rocking started to get more spasmodic.
- "Come," she whispered, "oh come in my ass."
- "I will. I'll come with you," I said, kissing her neck.
- "Yes...now," she said, each word coming slow and distinct.
- She fingered herself furiously and her hips rocking into mine got
- faster and faster. "Doug...I'm...going...to..." She squeezed my
- cock so hard I froze, the come beginning to explode in my
- testicles. "...come!"
- With a violent shudder, she pushed back on my cock. Her
- cheeks suqeezed and squeezed. Her body shuddered with wave after
- wave of coming. My own orgasm started to rise and I was blind with
- frenzy, pumping her her ass again and again. With a final thrust,
- my come pumped deep in her asshole, again and again. The force was
- strong enough, I felt it shoot back against me, leaking around my
- cock out of her asshole.
- We collapsed that way, my cock throbbing and her cheeks
- clenching and unclenching for a long time. We both shivered as the
- waves of our coming subsided.
- Finally, it was over. She twisted, and my cock slid out of
- her ass, followed by dripping come and K-Y.
- "That was nice," she said. "It really was."
- "I'm glad. I loved it. Did it hurt?"
- She sat up. "Yes," she said, smiling. "Let's eat and then
- you can make it up to me."
-