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As I was fastening the button on my jeans in waked the handsome older man from last night. The first time I ever fucked a girl up the ass was in ana Senior year of high school. We had been having vaginal sex and oral sex.

She took her phone from her bag and typed a simple message to him: "tonight I want it in my arse". Soon Sam was fucking his girlfriend's tight arse hard and fast; her arse had stretched enough to take it without causing her pain, and she was even pushing her arse back to meet his cock. He was the best fuck she'd ever had, but having said that, she wasn't all that experienced. Man's Story: First-Time Anal. I felt him start to pull down my bikini shorts and didn't stop him.

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When all was ready, I knelt behind Adelaide and, taking my penis in my hand, placed abal head in the crack of her ass and moved it up and down, teasing her asshole the way I tease her pussy. Turns out anal was something that we found interesting and different.

He stuck his tongue in and out of my ass, while his fingers were getting wet with all of my firet. She knew she couldn't scream because there were a few men in the bathroom by now, talking. She went on all fours, I applied a little lube to her ass, and inched my way in.

He started rubbing my shoulders, saying what a great massage he gave. Adelaide eventually got up on her knees on our bed, her head down and her pretty bottom up.

When he finally stuck his penis in, I completely freaked out and kicked him in his chest with both of my feet. Adelaide grunted and groaned with pleasure as I rhythmically reamed her rear hole.

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I am a student. When it was time, Adelaide moved to the middle of the bed and slowly got up on her knees, resting her head on a pillow and lifting her beautiful bottomin the air.

Sam took the opportunity to kiss her sumptuous lips and pushed his tongue into her mouth, all the while continuing his gorgeous attack on her pussy. The day before my birthday, she rang me and told sez to come around the next day as she had a "birthday treat" for me. I squeezed lubrication storiew the nozzle and inserted it into my anus letting the water fill my cavity. Already I was feeling more confident going into my next sexual encounter with anal.

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Sam's cock grew even harder and he knew he had to fuck her right now. We hung out all the time, but just as friends. When they arrived at Sam's house, he helped her out of the cab and took her by the hand, leading her to his front door. A few months ago my wife of three months, Adelaide, and I were relaxing in bed after having made love.

Alice pondered her situation. One night after we enjoyed our movie I started to lick her cunt.

The semester ended about two weeks ago, and, as every year, sex the last day there is the annual diner-and-dance night. There really shouldn't be any. Alice knew deep down that the anal didn't story, and that the pressure she was placing on herself was coming from within, but she couldn't get the whole thing out of her mind.

We talked for ages sitting on the high bar stools and straining to hear one another over the music. I asked her if she wanted to stop, but she said "No, I have to get over the pain". The next evening we went to dinner with time friends knowing full well what we would be doing that evening.

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Once you've got the time, lube, condoms, and a patient, consenting partner, you'll be good to go. Men had fingered my ass, slapped my ass and even licked my ass but at this point, my ass was a total anal sex virgin. He gradually built up the pressure so that his finger was almost past her tight sphincter, and he pushed it in while Alice moaned and tried to relax for him.

She wore bright red lipstick to match the dress.

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Sam was in heaven. She showed me a letter about a woman who had used anal sex and "naughty talk" to give her husband the thrill of his life. We left the bar and he took me to the beach. Alice felt her legs begin to buckle and Sam told her to lie on the rug on the floor.

Adelaide snuggled up next to me and whispered. After a few minutes of getting her ass used to being full, the cries of pain turned into storie of pleasure.

That Friday I decided to head to the same bar I tsories him in, to see if I could bump into him again. He slipped his hand into the slit of the dress and felt the top of her fishnet stockings beneath his fingers. The cab driver seemed to be oblivious to what was happening, but his presence was exciting to both of them.