tagAnalFirst Time Anal Fuck

First Time Anal Fuck

byxxxcutiepiexxx©

Alice pondered her situation. She was 21 and had been dating a hot guy for a few months. He was the best fuck she'd ever had, but having said that, she wasn't all that experienced. During conversation one day it had emerged that her boyfriend, Sam, had been much more adventurous than she could have imagined: he'd been involved in group sex and even had anal sex. While the thought of it all kind of turned her on, she was worried that he'd get bored of her and find someone else to do these things with if she wouldn't. Sam had tried to assure her that he wouldn't do that, but she suddenly felt under pressure to be more adventurous in bed.

Alice knew deep down that the past didn't matter, 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. She felt inadequate during that conversation because up until meeting Sam she'd never even given head, never mind being with more than one person! She'd never really considered anal sex until it came up in conversation that day, and it sparked some curiosity for her. She could tell by the way Sam talked about it that he'd really enjoyed it, and she wanted him to be satisfied by her. She spent a lot of time trying to come round to the idea but wouldn't dare suggest it to him in case she changed her mind.

Alice decided to do some research online and of course found loads of information. Inevitably she also came across a vast amount of porn, which was another thing she'd never been interested in before. She couldn't believe she was even contemplating watching it, but curiosity got the better of her and she clicked on one of the links she'd found. Alice was amazed by the size of the guy's cock in the video, and watched as he pummelled away at the woman's pussy, fucking her from behind. She watched him start to thumb her arse and watched as the woman moaned in pleasure.

Alice felt her pussy start to get wet and her cheeks became flushed. She carried on watching as the man pulled his enormous cock out of the woman's pussy and pressed it against her arsehole, watching the woman grimace as he pushed it in slowly but firmly. She was astounded by how wet her pussy had become, she hadn't even touched it! She watched as gradually the man started to fuck the woman's arse harder, faster, getting deeper with each thrust. The woman was crying out and playing with her clit as she was fucked. Eventually the man pulled out of her arse and shot his cum all over her arse cheeks, and the video ended.

Alice sat for a moment, almost shell-shocked. She could not believe how much the video had turned her on - she also couldn't believe that the woman in the video could take such a huge cock in her tight arse. Alice couldn't help herself, she had to cum. She quickly shed her clothes and climbed onto her bed, reaching her fingers down to her smooth pussy and stroking the outer lips for a moment. She used her index finger to stroke her slit and felt how wet she was - her pussy was wetter than ever before and it felt electric. She began to circle her clit and found herself arching her back as she grew closer and closer to orgasm.

Alice stopped for a minute - she wanted it to last longer. She reached for her trusty vibrator from her drawer next to the bed, and slowly pushed it into her sopping wet pussy. She loved how it stretched her hole, and when she'd got it all the way in she continued to play with her clit again. Alice felt her orgasm building, quickly gathering pace. She was fucking herself with her vibe and furiously rubbing her clit when she erupted in the most intense orgasm she'd ever experienced. Her pussy squirted when she came, it was that good. Alice lay on the bed as her orgasm subsided, panting heavily. She pinched her nipples a few times, amazed at how hard they were. It was getting late and she should get some sleep...

The next day Alice and Sam were meeting up. She decided to wear some skimpy lace French knickers and a matching lace bra, fishnet stockings, stilettos and a red dress which accentuated her curves, leaving little to the imagination. She wore bright red lipstick to match the dress. She arrived a few minutes late for their date at the restaurant, to find Sam waiting for her at their table. When he saw her he almost did a double take, he was shocked at just how ravishing she looked. She joined him and noticed the grin on his face, letting her know he was more than impressed with her choice of outfit.

She took her phone from her bag and typed a simple message to him: "tonight I want it in my arse". She sent the message and put her phone away. A few moments later Sam's phone beeped and he saw the message.

He looked shocked and stammered, "a-are you, er, sure?". She smiled and nodded at him, and took a drink from her glass of red wine which he'd ordered before she arrived. He couldn't keep his eyes off her lips, they looked so sexy with that lipstick on. He couldn't wait to feel them around his cock later. The pair ordered and ate their meal with a brewing sexual tension between them. When they finished at the restaurant, Sam was desperate to take her back to his place. He hailed a cab and they climbed in, directing the driver.

Sam put his hand on Alice's thigh, feeling the silky material of her stunning dress. Her dress was long but had a convenient slit up one side, which just happened to be the side Sam was sitting at. He slipped his hand into the slit of the dress and felt the top of her fishnet stockings beneath his fingers. He moved his fingers to the edge of her knickers and already he could feel the warmth coming from her pussy. He softly rubbed her clit through the lace, and felt her tense up and gasp. The cab driver seemed to be oblivious to what was happening, but his presence was exciting to both of them. Sam slipped a finger underneath her knickers and felt how wet her pussy was - he took advantage of the fact and worked his finger into her hot hole.

Alice was trying not to let on to the driver that she was being fingered, so had to keep her excitement inside as much as possible when what she wanted to do was moan out loud. Sam knew this, and made things more difficult for her by inserting another finger into her wet mound. Alice let him fuck her with his two fingers and she was doing quite a good job of keeping quiet. Then Sam started to press on her clit with his thumb and Alice let an involuntary moan escape her lips. 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. Alice came quickly and bit down on Sam's tongue as she did so, not too hard but enough to let him know she was cumming. His fingers were flooded with her juice and he smiled at her, seeing her face turn a beautiful shade of red. He slowly removed his fingers from her and discretely sniffed them, then licked them clean. His cock was so hard he was sure it was going to rip through his trousers. Luckily they would be home in a few minutes.

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. Now they were alone for the first time that evening, and Sam wanted to make the most of it. He hurriedly opened the door and pulled her inside, pushing her up against the wall and kissing her furiously. She reached down and unfastened his trousers, which fell to the ground, and she pulled his boxer shorts down too. His cock sprang up, it was huge and rock hard and oozing pre-cum.

They moved into the lounge and Sam sat down on the sofa with his legs apart. Alice didn't need an invitation, she virtually fell to her knees between his legs and immediately took his cock into her mouth. She could taste his salty pre-cum, and knew he was incredibly turned on by everything that had happened already. She bobbed her head up and down on his cock, taking just the head in her mouth, looking up at his face so he could see her big blue eyes as she sucked him. He grabbed her dark hair, gently pulling at it, as she took more of his cock into her mouth. She was swirling her tongue around his shaft as she wrapped her lips around it, and the head was bashing the back of her mouth as she sucked. Sam was in heaven. He watched as she fucked his cock with her mouth, tasting him. Alice cupped his balls in her hand and gently squeezed them as she sucked his cock. Sam knew he wouldn't last long and told her to stop before he came in her mouth. Slowly, teasingly, Alice removed her mouth from his cock, giving it one last suck as she went. Now it was her turn...

They both stood up and Sam moved behind her, finding the zip of her dress and slowly unzipping it. The dress fell to the floor, leaving Alice standing in her sexy underwear and stiletto heels. Sam loved the way she looked in her hold-up stockings: she was his little whore. He removed her cum-soaked French knickers and released her amazing 36C tits from her bra. Sam knelt in front of her, holding her thighs, inhaling her sweet pussy scent. He probed her pussy with his tongue, drinking in her cum. She whimpered as she felt his tongue slide up and down her pussy. He was nibbling her clit now, sucking on it then gently biting it. Alice felt her legs begin to buckle and Sam told her to lie on the rug on the floor. He spread her legs apart and again started to eat her out. Her pussy was already dripping wet and when Sam pushed three fingers deep into it she came again, pushing down on his hand and covering his face in cum.

Sam's cock grew even harder and he knew he had to fuck her right now. He climbed on top of her and pressed his cock against her pussy, pushing her lips apart and entering her. He shuddered as he felt her hot wet pussy engulfing his cock. Sam fucked her like this for a few minutes, nibbling on her nipples and making her cum again on his cock. As much as he was enjoying it, he pulled out and sat facing her on the rug. He dipped his fingers into her pussy again to get them nice and wet, and after checking that Alice was still OK with everything he began to lightly circle her arsehole with his cum-soaked fingers.

Alice shivered at his touch, it was gentle and felt good. He stroked her hole for a while, letting her get used to this new sensation. 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. Once his finger was in, Sam used his other hand to play with her clit. This helped a lot, Alice relaxed much more and Sam could move his finger deeper and slowly fuck her arse with it. She was enjoying it, Sam could tell. He kept playing with her clit as he worked another finger into her tight hole, stretching it wider. Alice's face contorted and she gritted her teeth through the pain, until it felt good. Sam took his cue from her and when she started to relax he finger-fucked her again with both fingers. Alice moved her own hand down to her pussy and furiously rubbed her clit until she came hard yet again, which Sam could feel with his fingers in her arse. He decided she was ready for his cock, which was so fucking hard now. Sam turned her over onto her front and got her on all fours with her arse in the air.

Alice was apprehensive about being fucked like this, but she wanted to try it. She so wanted to let him take her in a way she'd never been fucked before, she wanted to know what it felt like to be stuffed full of his big cock. Alice rested her head on her forearms in front of her, legs spread wide, arse in the air, waiting for the invasion. Sam dipped his cock into her pussy a few times, making it wet with her cum. He took some lube and rubbed it into her arse; the cold jelly made her gasp in surprise. He knelt behind her, getting really excited about taking her anal virginity, his cock standing to full attention. Softly he held her hips, resting his cock in between her arse cheeks. She could feel how hot his cock was, she could feel it throbbing in anticipation. He then let go of her hips, steadied himself by resting his hand on her left cheek and used his right hand to guide his cock to her tight hole.

He rubbed his slippery stiff cock around her arsehole, making her moan, and after a few moments of this he started to apply pressure against her tightness. Instinctively Alice tensed up, so Sam reminded her to try and relax and let him in. She relaxed as best as she could while he slowly pushed his long, thick cock inside her arse. Her arse was so tight that it took him over a minute just to get the head of his cock in. He couldn't help but moan in delight as his cock slowly disappeared in her arse. Once he'd got a few of his nine inches into her hole, he stopped still to let her adjust to this new sensation. Alice was almost crying in pain but she didn't want him to stop. She was struggling to regulate her breathing and Sam stroked her hair to try and help her relax. After a few minutes of this, Alice was ready for more. Sam gave another push and another inch or so of his cock was inside her. He reached around to her pussy and stroked the nub of her clit lightly.

"Mmmmmmm" was the response from Alice. Sam knew she was starting to enjoy this and advanced his cock further as he played with her clit, until eventually all nine inches were deep inside her.

Alice started to shout "yes, fuck me, I want you to fuck my arse!".

Of course Sam obliged. He slowly pulled his cock out half way and then firmly pushed back in, making Alice gasp loudly. He kept going like this, faster, until she was crying out repeatedly each time he plunged his cock into her 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. Sam knew he couldn't last much longer, her arse felt too damn good around his cock. He began to slow down to prolong the sensation, causing Alice to complain because she liked it fast and hard.

"Baby I'm going to cum if I keep fucking your arse so hard" he explained, and Alice shouted at him to fill her arse with his hot cum. He quickened his pace again until he was fucking her even faster than before, making her almost scream each time he penetrated her, and within a couple of minutes of this he let out a loud wail himself and she felt his cock suddenly stiffen up inside her as his hot, sticky cum shot into her arse. He grabbed her hips tightly and rammed his cock as deep as he could into her as he came. His orgasm was the most intense he could remember ever having, and lasted a couple of minutes. When he thought it was over, he began to withdraw from her arse, and she cried out as his cock was removed. This is when Sam realised his cock was still rock hard, and still squirting his hot cum! He rested his cock on one of her arse cheeks and watched as it continued to pulsate and shoot his cum onto her soft skin. Alice's arsehole was still gaping open from the fucking and his cum was oozing out of it.

Alice said nothing, she was too exhausted to speak. Sam handed her her lacy knickers and helped her to put them on so they would catch the cum, and he took her to the bathroom and started to run the shower for them to clean up.

Alice and Sam held each other in the shower, the hot water raining down on them. They tenderly soaped each others' skin and kissed each other deeply. Alice felt a bit sore but knew that she would be asking for another arse-fucking session soon: Sam had awakened something in her that she couldn't ignore...

Report Story

byxxxcutiepiexxx© 1 comments/ 89954 views/ 7 favorites

Share the love

Tags For This Story

Report a Bug

1 Pages:1

Please Rate This Submission:

Please Rate This Submission:

  • 1
  • 2
  • 3
  • 4
  • 5
Please wait
Favorite Author Favorite Story

heartAtramentarious, aeldad and 5 other people favorited this story! 

Recent
Comments
by Anonymous

If the above comment contains any ads, links, or breaks Literotica rules, please report it.

There are no recent comments (1 older comments) - Click here to add a comment to this story or Show more comments or Read All User Comments (1)

Add a
Comment

Post a public comment on this submission (click here to send private anonymous feedback to the author instead).

Post comment as (click to select):

You may also listen to a recording of the characters.

Preview comment

Forgot your password?

Please wait

Change picture

Your current user avatar, all sizes:

Default size User Picture  Medium size User Picture  Small size User Picture  Tiny size User Picture

You have a new user avatar waiting for moderation.

Select new user avatar:

   Cancel