My first anal sex

I was in school and with a gf of the time Cassi. We were dating just about 10 months. It was school holidays and we planned to see each other as much as we could, although both our parents didn’t  want us home alone together. Well more my mom and her parents. My dad worked from home being an owner of a construction company so on Tuesday he said that cassi is welcome to come over for the day. While making plans her parents called mine and my dad assured them that he was going to be home doing paperwork the day.

The next morning her mom dropped her off just after 7 my dad meeting them at the door and letting cassi in. I came to say hello soon after. Her mom went off to work and my dad to the office to do his paper work. Not having breakfast yet I offered cassi bacon and eggs on toast. While we were busy eating my dad came down and asked me to make him a cup of coffee. He chatted to us for a while till he had finished his coffee and went back upstairs to the office. We soon headed to the lounge and watched movies, with my hand being in Cassi’s pants fingering her while she was playing with my cock.

Shortly before 10 as finishing the first movie I heard my dad walking down the stairs, he was on the phone shouting at someone, and didn’t seem in a good mood at all suddenly. He walked into the lounge tell me in an aggressive tone to pause the movie. He told us that he needed to go to site and was going to be out for 2 to 3 hours. He told cassi that she must just not tell her parents or the other choice was that we went with him. She quickly replied that she wouldn’t say anything. I walked him to his car and as he was leaving he said have fun but be careful. Saying I will as walking back in the house to the lounge.

Cassi stood up and gave me a passionate kiss. And we and we soon went to my room, which was right by the front gate and garage. Soon we were both naked and I was between her legs, eating her pussy while she laid down moaning as I made her cum. We didn’t have any condoms left as we used our last one at her friends house a few days earlier when we had sex there. Really wanting to fuck her and she feeling the same, I suggested why don’t we try anal. She replied hesitantly saying she guesses that’s our only option. After a few mins of discussing it we agreed to give it a try. We got bath oils and a towel, she first laid down on the edge of the bed with her legs over my shoulders.

I covered my finger in the oil and rubbed it around her opening to her ass. Slowly pushing it in and fingering her ass. She said it felt weird but was ok to continue. I kept adding more oil and soon entered another finger to loosen her up a bit more. I fingered her gently for a while before she said ok let’s try. We moved properly onto the bed and she guided my cock into her ass. I slowly pressed in. I laid in her motionlessly for a while as we just kissed giving her ass time to come use my dick. I started moving slowly back and forth as we stopped kissing, I asked if she was ok and she said yes, but wanted to on top. I pulled out and we changed around. She slowly lowered her ass onto my cock, as I entered her feeling the tightness of her once was Virgin ass. Soon I was altogether in her butt and she started riding back and forth. It wasn’t long till I exploded. Feeling my cock shooting my cum into her tight ass hole made me feel crazy. As I finished I asked her how it felt and if it hurt. She said it wasn’t bad and gave her a little pleasure. And didn’t hurt at all. I asked if we could try doggy anal and she said we can for a little while.

We moved to doggy and I entered my cock once more into her sexy tight ass. My cum covering my dick and lubing up her ass, I started fucking her in doggy as she moaned, she put her head down on the pillow and with one hand she started fingering her pussy, while I fucked her hard anally. She soon started moaning as she approached orgasmning her body tensed making her ass even tighter and I started shooting my cum into her once more, before pulling out.

We cleaned up and once done I told her that it was amazing. She said she couldn’t believe how quick I came both times. I told her it was from the tightness of sexy ass. I gave her a kiss and we went back to the lounge. She then mentioned she could feel that I was in her ass as it was now a little sore. But that she was ok. Soon my dad came back and it looked like we were still all innocent. Lol

Well that’s the story of my FIRST ANAL SEX

First time cuckold

I am a 35 year old guy, married now for 6 years to Chloe. Chloe is a gorgeous brunette with a slim, toned figure which attracts admiring looks from other men whenever she is out and about. While I feel lucky to be married to such a stunner, I used to get quite jealous when Chloe would tell me how she’d been chatted up while at work or when out in town at nights but I trusted her and knew that she wouldn’t do anything behind my back.

A few months ago, I discovered Literotica and when reading stories from the ‘loving wives’ section, found myself getting really turned on by the tales of wives having sex with others, whether with or without their husbands knowledge. I became aware of terms like cuckold and creampie and I found that I was regularly fantasising about Chloe getting fucked by other men and then making me eat her pussy afterwards.

I have never had any bisexual feelings so I don’t know why the thought of eating another man’s sperm from inside my wife turned me on so much, nor why I would want to share my gorgeous wife with other men, but whenever I thought about these things I would become immediately aroused.

I didn’t mention anything to Chloe about these fantasies at first, although I started going down on her after I had came inside her and licking up my own cum, which Chloe loved. I also started asking Chloe to ‘share’ my cum when she sucked me off and she would always oblige, letting my cum drip from her mouth and into mine, before kissing me and swapping the salty fluid between each other.

Eventually I told Chloe of my fantasies and let her read a few stories of hot wives cuckolding their husbands and feeding them cum from their recently fucked pussy. Chloe was really turned on by the stories and we ended up in bed, talking about what we had just read; when I came inside Chloe, she straddled my face and opened her pussy wide, causing the cum to flood out and into my mouth.

As we lay in bed afterwards, Chloe asked me about my new revelation.

“So, you honestly would allow me to fuck other men and then you want to lick out their cum from me?” she asked.

“I’d love it honey, I know its bad but the thought just really turns me on,” I replied, “I would love you to come home to me, covered in love-bites and with the taste of cum on your tongue and full with another mans cum, and tell me all about what happened as I eat you out.”

“You are such a horny, dirty bastard,” laughed Chloe, “Well, I’ll keep it in mind and next time I see someone I like, you might get your wish.”

After that night, most times we had sex I would end up with a mouthful of my own cum while Chloe egged me on, telling me to ‘clean her dirty pussy’ or to ‘eat her lovers cum’, although outside of the bedroom, Chloe rarely mentioned my new fetish; I presumed that she just enjoyed the fantasy but was not up for making it a reality.

A few weeks later, Chloe sent me a text at work, telling me that I needed to get home on time as she was going out. I rang her back, asking where she was going and who with, but she just said we’d talk when I got back.

I got home just after 6 pm to find Chloe in the bath, shaving her legs.

“What’s going on then? Where are you going?” I asked her.

Chloe looked a bit sheepish as she replied, “You know your fantasy? Well, there was a really cute guy flirting with me at the mall earlier and I, well, I sort of gave him my number.”

This came as a total surprise to me as I honestly did not think Chloe would be up for going with someone else.

“Go on,” I said.

“Well, he rang me a couple of hours ago and he’s picking me up at the end of the street at 8 o’clock.”

I was gob smacked, but my shock was mixed with a stirring in my groin as I realised Chloe was serious about this.

“And you intend to let him fuck you?”

“That’s what you wanted isn’t it? If you’re changing your mind just say.”

I took hold of Chloe’s hand and moved it to my groin, so she could feel my growing hardness. “Does it feel like I’m changing my mind?”

“Mmm, well don’t get any ideas, you don’t get to fuck me till later and have your sloppy seconds,” she teased me, rubbing the outline of my cock.

Chloe told me to leave her to get ready, only calling me up to help her choose underwear and clothing for her meeting. She continued to tease me, asking me if I thought Jay, the other guy, would like certain items of clothing and whether he’d really want to fuck her if she wore this or that. I was so aroused it didn’t bother me, my dreams of having Chloe go with someone else were about to come true. As she dressed, Chloe told me that Jay was 25 years old and very attractive. She had told him she was married but that I was away on a course, and had made it clear she just wanted sex and not a relationship, which he was more than happy with.

Eventually she was ready, her makeup flawless and as usual, she looked stunning. She was wearing a summer dress and sandals, with white lace underwear beneath. She had initially considered going without knickers but had decided against it.

“Wouldn’t want all his cum leaking out of me before I get home,” she had explained, with a naughty smile.

I was still in a state of awe; here was my gorgeous wife, all dressed up but for someone else’s benefit, not mine. Still I wasn’t jealous at all, I just couldn’t wait for her to get home and tell me all about it.

Five minutes before he was due to pick her up, Chloe announced she was leaving.

“Make sure you wait up,” she said, “I love you babe, are you still okay with this?”

“Of course I am,” I replied, “I love you too.”

And with that, she left and I sat in front of the TV, trying but unable to stop thinking about my new found slutty wife. I was desperate to wank myself as I had pretty much had a hard on since I had got home, but resisted, wanting to save myself for later.

Just after 11 pm I got a text message from Chloe, ‘on way home, back in 10’.

I responded, ‘Ok, can’t wait ;)’.

Shortly after, I heard the keys at the front door and got up to open it. I was shocked, to say the least, when Chloe walked in followed by a good looking guy who I presumed was Jay.

“Change of plan,” Chloe said to me, kissing me on the lips. “This is Jay, Jay, this is Scott.”

This was an awkward moment for me as I shook hands with the guy who had, as far as I knew, just had sex with my wife, but Jay seemed relaxed and confident. Chloe told Jay to chill in the front room while she and I got some drinks.

In the kitchen I asked Chloe what was going on. She explained that Jay had took her to a bar on the outskirts of town but while interested in her, had felt uncomfortable being with another man’s wife. Eventually, Chloe had decided to come clean with him and although he was surprised at what she told him, he seemed more at ease. He hadn’t fucked her yet, but on the way home she had started to grope him and they had ended up pulling over so she could suck him off.

“Can’t you tell?” she said, kissing me and forcing her tongue into my mouth. I sucked eagerly at her, and could taste Jay’s cum in her mouth. “Don’t worry, the best is yet to come, if you’ll excuse the pun,” she laughed.

Gradually getting over my surprise at our new guest, we went into the front room and had a few drinks. Chloe sat next to him and I sat in a chair opposite, my cock solid as I watched my wife flirt with this young stud. The alcohol eased everyone there and not being one to beat around the bush, Chloe turned to me, “Well babe, how about we work on getting you your treat? You just sit and enjoy the show.”

She then turned back to Jay and kissed him on the lips, rubbing his erection through his jeans.

“Take them off,” she told him and Jay quickly removed his jeans and underwear, revealing an impressively sized cock, the pubes trimmed and his balls smooth, exactly how Chloe liked me to be.

Leaning down, looking at me as she did, Chloe gave his helmet a lick, tasting his pre-cum. She then straddled him as he sat back on the sofa and, pulling her knickers to one side, eased his cock into her pussy. Jay must have been about 9″ in length and she took it all inside her, moaning with pleasure as she did so.

“That’s it Jay, fuck your cock up my tight pussy. Tell me how good it feels.”

“You are one horny little bitch,” Jay replied, “I am so gonna fill you with cum.”

I watched as Chloe rode Jay’s cock, the two of them kissing passionately at some points or other times, Jay would be sucking at Chloe’s tits which he had released from her lacy bra. Chloe pulled him tight to her when he was sucking at her and I knew she would be marked, and no doubt a bit sore, in the morning.

“Come on Jay, give me your sperm, shoot your cum into my womb” cried Chloe as Jay hammered his cock up into her. She was clawing at his chest and seemed insatiable, meeting Jay’s thrusts, taking his length as deep into her as she could.

To his credit, Jay had some staying power. Chloe turned to me, “Come here Scott, stick your tongue in my ass,” she instructed. I got off the chair and knelt behind Chloe and, moving her knickers further out of the way, I started to rim her tight asshole. Jay’s cock and balls were just inches away from me, his balls sometimes hitting my chin when he thrust particularly hard.

“That’s it, get your tongue up me, I wanna feel it all the way in, ” Chloe urged and I did as she said.

I glanced up and Chloe was looking down at me, over her shoulder. The next thing she said caused me to stop in my tracks.

“Jay, tell my hubby to suck your balls, tell him to coax your fresh spunk into his wife’s pussy.”

I thought this would be too much for Jay, but what Chloe had failed to mention was that before they had come home, while in the bar, Jay had revealed that he was bicurious, although had never had a man on man experiences.

“Go on cum-boy, suck my balls, feel the cum getting ready to explode into your slutty wife,” said Jay.

Still I was unsure, this was not part of my fantasy but clearly it was one of Chloe’s. Sensing my hesitation, Chloe again turned to me.

“Get that mouth on his balls Scott, you get your fantasy, I get mine.”

Moving down a few inches, I tentatively licked at Jay’s shaven balls. He moaned in pleasure as I tongued his sack and then sucked on each of his balls. Surprisingly, I found myself getting into it, my hard on was aching for attention but I ignored my own needs, instead seeing to those of Chloe and Jay, desperate to make this stud cum so I could eat his spunk from my wife’s cunt.

Chloe was riding Jay hard and suddenly cried out that she was coming. Jay sped up in response and Chloe kissed him passionately as her orgasm ripped through her. Seconds later Jay started to come as well and I felt his balls tighten in preparation.

“That’s it bitch, take my cum into your slutty pussy, you fucking dirty whore,” he yelled as he came.

His filthy talk was a real turn on and I knelt back and watched as his cock throbbed, knowing that Chloe was getting a full load of fresh creamy cum delivered deep inside her. Jay continued to thrust and I could see the base of his cock covered in his slimy fluid; once he’d finished coming Chloe moved off his cock and sat next to him on the sofa, her legs spread.

“Here you go bitch, eat my lovers hot cum,” she said to me.

I pulled her knickers off and studied her swollen gash, her clit was erect and Jay’s cum was beginning to ooze out. Moving closer I could smell the musky smell of her and Jay’s mixed fluids and licked at the cum that was now starting to run down towards Chloe’s ass. Jay’s cum tasted different to my own but I lapped it up greedily, then began to probe my tongue deep into Chloe, sucking out the cum of another man. Chloe’s hands were on the back of my head, pulling my face into her pussy, her and Jay’s fluids covering my face.

I glanced up and could see Chloe and Jay kissing, their tongues probing each others mouths as he groped at her tits. Chloe’s legs spread wider, encouraging me.

“Look at him Jay, eating cum like a dirty whore,” I heard her say, “Why don’t you get behind him and give him the fucking a dirty bastard like him deserves?”

Now this was getting out of hand. I stopped licking and looked up at my wife.

“Chloe…” I began to object.

“Just get back to eating me, you’ve got what you want now I get to see what I want,” she said, pushing my head back between her legs.

Jay got up and went behind me, unfastening my jeans and pulling my clothing down to my knees. I went to object again but Chloe just told me to ‘eat up’. I felt Jay probing my ass with his tongue and was surprised at how good it felt. Despite myself, I used a hand to push my jeans and underwear off completely so I could spread my legs.

I couldn’t believe what was happening, an hour ago I was just a heterosexual man with a fetish for cum and now here I was, on my knees in front of my wife, licking up Jay’s sticky mess from her pussy while he tongued my ass. The strangest thing was, I was enjoying every second of it.

Jay replaced his tongue with a finger, then two, as he worked to loosen my virgin ass. I pushed back against him and his two fingers slipped all the way into me, I could feel his knuckles at the entrance to my hole.

“You like that babe? Having your ass fingered, just wait till he gets that monster cock in you, you’ll love it,” Chloe commented to me. I didn’t answer, just concentrating on her pussy and waiting in anticipation for Jay’s cock.

Suddenly I felt Jay’s helmet against my ass and couldn’t help but tense up.

“Relax,” said Jay, “Just fucking take it like the cum eating man-whore you are,” and at that, he pushed himself into me.

The pain initially was blinding and I pleaded with him to withdraw, but Chloe reprimanded me.

“Just get down and eat your sloppy seconds,” she said, “That’s it Jay, give it to him hard, ignore what he says.”

Jay grabbed my hips and started to thrust in and out of me. Slowly the pain subsided as my ass got used to his size and I actually began to enjoy the feeling of being full of cock. I began to push back against Jay, getting his cock completely up me until I felt his balls against my own.

“Look Jay, he’s enjoying it, my husband is a complete slut!” she said, “Tell him you want more Scott, beg him to shoot his cum up your ass.”

“Yes, please fuck me harder, give me an ass full of cum,” I begged, looking around at Jay.

I could no longer concentrate properly on Chloe’s pussy, and she took over, fingering her clit just inches from my face.

“Oh yes, this is so hot and you two are such fucking whores,” moaned Chloe, “Oh yes, I’m gonna come as I watch my husband getting fucked up the ass.”

Chloe’s body shuddered as the orgasm hit her, Jay in the meantime had sped up his thrusts and I sensed he was close to coming as well.

“That’s it Jay, stick it in deeper, shoot your cum into my ass,” I gasped at him, “Fill me with your hot sperm.”

Jay made a moaning sound and stopped thrusting; his cock plunged as deep into me as he could. I felt it twitching inside me and then the warm feeling as his cum spurted into my ass.

“Go on Jay, shoot your cum inside my slut husband,” Chloe said, recovering from her own orgasm but still fingering herself.

Jay thrust his now softening cock in me a couple of times and I could hear the squelching of his cum inside my now not so tight ass. He slowly pulled out of me, leaving me feeling empty.

“Oh fuck, Scott, you’ve got cum leaking out your ass, eat some for me babe,” Chloe instructed me.

Without a seconds hesitation, I reached around to my ass and, using two fingers, scooped up some of the cum that was at the entrance to my stretched hole. Looking up at Chloe, I brought my fingers to my mouth and licked the sticky mess of them, tasting the musky taste of my ass mixed with Jay’s fluids.

“You are such a dirty bastard,” giggled Chloe, “Now, suck Jay’s cock clean, we can’t send him home with a dirty cock can we?”

Jay knelt next to me, holding his cock in his hand. I licked at his helmet and then took his cock as far into my mouth as I could. Chloe moved behind me and I felt her mouth at my ass, eating me clean of any remaining spunk. I couldn’t believe my wife had turned like this, then again, I would never have thought that I would one day be sucking on a cock that had been in my own ass just minutes ago.

I worked on Jay’s cock, hoping it would go hard again, but to no avail.

“Sorry, that’s me done,” he laughed, “You two are gonna have to satisfy each other.”

Chloe stopped licking at my ass and got up, walking to Jay and then kissing him on the mouth, giving him a taste of his own juices.

“Thanks Jay, my husband needed that,” she said, “I knew from the minute he started eating his own cum that he needed a good ass fucking!”

“So, you fancy meeting again sometime?” Jay asked us as well all started to dress again. “I’ve gotta say, you two are the horniest fuckers I’ve ever met!”

Chloe looked over at me and answered for us both, “How about next Friday?” she said, “And if you’ve got any friends who wanna join in, the more the merrier.”

As we stood there, my ass throbbing from the anal assault by Jay, my face still smeared in both their juices, I realised that life for us, as far as sex was concerned, was going to change big time. It seemed that Chloe and I shared a fetish – getting fucked by a hard cock and, to be honest, I couldn’t have been happier!

The End.

Her first date ends through the back door

She stood in front of the mirror and stared long and hard at her reflection. She put her hand in her hair and ruffled it up and down, pouting her lips and opening her eyes wide. Katya had always been insecure about her looks, but for absolutely no reason, since she was a wonderful looking young girl. She was 19 years old, had long deadly straight shoulder length brown hair and tanned skin, inherited from the Portuguese side of her family, her mother’s side.

It was her first date with Mark, who had asked her out in a café the previous week. She had been sitting there reading over some law books for an upcoming exam and he had come over, asked if he could sit with her and they had started chatting. He had asked for her number and after exchanging some texts, they had decided to meet. He was a nice looking guy and it wasn’t as if she had anything better to do on a Friday night. Her Friday nights had been doomed to studying law books and it enraged her that her social life had developed into such a state of nothingness.

Katya blew a kiss to her parents and left the front door, swinging her keys in her hand as she did so. Outside Mark sat in his car, the music blasting, he smoked a cigarette and when he saw her slender body making its way down the driveway towards him, he flicked it out of the window and watched it land on the pavement.

She jumped in and smiled at him “Hi you” she giggled, her strawberry scented perfume filling the car. She was wearing a white dress and underneath thick black tights, which showed perfectly the curves of her wonderful young body. Mark couldn’t take his eyes off her.

After a dinner, a bottle of wine and a long conversation in the local Italian, Mark drove her back to her place. Her parents had gone out for the evening and she asked if he would like to come in. He smiled and agreed.

Inside he took a seat on the sofa and ushered her over to sit next to him. Shy turned a slight shade of red and shyly came over and took a seat on the corner of the sofa. He leaned forward and kissed her. She barely responded, nerves getting the better of her.

“Come on, Katya” he said emphatically.

“I’m just… I’m just a bit new to this” she laughed nervously, looking down at the sofa, studying the patterned pillows.

He slipped a hand underneath her dress and pressed against her tight covered crotch. She gasped and jumped backwards, shocked at how rapidly he had come on to her.

“Woah, woah!” she laughed.

“It’s that time of the month I’m afraid!” she said. She turned an even deeper shade of red from embarrassment about having blurted that out.

“Then maybe you’ll show me your cute little arse?” He asked cheekily.

She burst out laughing and gave him an expression of “Are you mad?”

He looked at her lustily and asked her to turn over, pull up her dress and lie face down on the sofa. She looked at him astonished. Was he being serious? She didn’t know what to do or say. She was so caught in the moment that she turned and nervously lay down on the sofa, hitching up the back of her cute white dress, exposing her behind covered in the thick black tights she had bought and put on before coming out this evening.

Mark smiled at her and placed a hand on her arse. He slowly pulled down her black tights and with it the light green panties she was wearing. He could hear her gasping in shock. She was almost paralysed in the moment. He spread her arse cheeks apart with two hands and stared in admiration at her cute little arsehole. He licked a finger and ran it around the pink hole which was now winking at him. She moaned in pleasure, completely overcome by the moment. He slipped a finger inside her arsehole and she tightened up and gasped… “Uhhhh god….” She moaned.

Mark moved his hand down to his belt and unhooked it…. He was going to finish this job properly…

Katja turned her head, looked up at him and a look of shock spread across her face. He reached for belt, unbuckled it and slid it off his trousers, slowly. He put his penis at the entrance of her wonderfully tight little arsehole and pressed… She seized up and shouted “Woah woah woah, stop!!!” He whispered in her ear “Go with it Katya”…. “Just go with it”….

His cock eased slowly into her tight arsehole and he moaned as he felt the tight sphincter walls close in around his shaft. At this point, Katya was gasping, holding the side of the sofa and moaning into a pillow. He pushed until he was almost up to his balls inside her virgin arse and then slowly pulled back out again.  She turned and looked at him and he had a pure lust in his eyes. He wanted her so badly. He showed her his cock, which was rock hard, bouncing up and down in front of her face, glistening from the pre-cum which had oozed out as he had explored the inside of her wonderful arse. He spread her arse again and placed his cock at the entrance, pushing himself in this time faster, right up to his balls. She gasped again and her knuckles turned white as she grabbed one of the pillows. He began a rhythmic in and out motion, his balls slapping away on her arse-cheeks as she moaned in a mixture or pleasure and shock…. Thrusting her hips and arse up into the air….