Converting a anal virgin

sex stories

Some years ago, we were lucky to meet a nice couple on a swingers site, Joe and Sandy, although not as kinky as us, they were good fun and we met them as friend's too, it was nice when Sandy rang to arrange a meeting for Saturday night, and asked about our web site, saying she had seen we liked anal sex.

I told her we both did, this shocked her a bit, and she asked more questions, then said she had wanted to try anal, but Joe wasn't into it, and that was as far as she had got, I told her if she wanted to try anal Saturday night, to just go with what we did, and let us work it out for her.

They arrived around 4 pm Saturday, Sue and Sandy went to try on some dress's, that's what we told Joe, Sue was showing Sandy how to use our douche, every now and then they came out to show us a dress or two to keep Joe happy.

We had a bbq then got into the spa, it didn't take Sue long, she had Joe sitting on the edge and was sucking his cock, I took Sandy into the bedroom and started working on her, licking and then fucking her pussy, then asked was she ready to try anal, a sly smile was all I needed.

I got her worked up, fucking her pussy harder, building her up with a good few orgasms, then with a bit of lube, slid a finger in her ass, she held firm, her orgasm got stronger, then a second and third finger went in her ass, she loved it, pushing back firmly onto my finger's, her orgasm louder than normal, so it was time to try her ass with my cock, with a bit of spit, I eased the head into her virgin hole.

Sandy jumped a bit but then pushed back, my cock slid in easy, now with slow easy strokes I was fucking her ass for the first time, each thrust more of my cock went in, then with one good push I sunk the full length of my meat in her ass.

I gave Sandy the amyl telling her to try it, she wasn't sure, but trusted me, sniffing it I felt her ass relax, so I fucked her harder now, then I told her to take more amyl, forcing more cock into her receptive ass, the first of her anal orgasm hit her in a big way.

Each orgasm got stronger and louder than before, every now and then she let out a low scream as her body shook, I knew the other's would have heard this too, I didn't give her any mercy, pounding her ass so hard she would be sore for days.

When I heard the air pump go on in the spa, I told Sandy, Sue would be introducing Joe to anal sex now, she looked at me, I said she's going to slide his cock in her ass this time, a smile came on her face, she got into the amyl more, her anus relaxing nicely, my cock tried to destroy her ass, every inch going in and more, as a finger slipped in next to my cock.

I fucked her for ages, she was loving my cock in her ass but I held back, keeping my cum for later, when I heard the air pump go off, I told her to turn over and lay on her back, I pulled her legs up my chest and returned my cock to her ass.

She had a few more orgasms, then Joe and Sue walked in, he looked at Sandy, then looked again, it took awhile before he realised I was fucking her ass, his face went strange, but his growing cock told me he was turned on. Sue got on the bed, and sat over Sandy's face, swatting over her face she pulled her ass cheeks open, Joe's cum began to run freely from her asshole, Joe saw this and of course realised where his cock and cum had been, his cock now grew to full size, and he was stroking it.

My balls couldn't hold back any longer, unloading my cum deep in Sandy's bowels, flooding her for her first anal cum load, as I did, I leant forward and licked Sue's ass, then as she got of Sandy I began to lick Joe's cum from Sandy's face, Joe let out a moaning noise, he had never seen me do any bi stuff before.
When my cock slipped out, Sue went down licking Sandy's ass, I told Sandy to sit on my face, she did, and I ate my own cum from her, poor Joe didn't know what to do, but he was still stroking his hard cock.

As we rested, Sue told Joe how she had sat on his cock in the spa, and slipped it in her ass, he said it had felt tighter, and that was why he hadn't lasted as long as normal.

We told him how we had got Sandy to clean herself, ready for her anal fun too, he told us that was why he hadn't wanted to try anal, because it was messy, but now he was keen to try more.

Soon we started to play again, this time Joe fucked Sandy, quickly pushing his cock in her ass, fucking her hard, I fucked Sue's ass, as we both built up speed, I turned to Joe and said, want to try something different?, he looked puzzled but said after this lot, why not, I said right, you're going to have to fuck all four holes, then pick one, and fuck it until you cum, then tell us who and what hole you have just fucked.

He looked amused but said ok, Sue put a eye mask on him, and I indicated to Sandy to kneel on the bed, with two fingers Sue eased his cock into her pussy, he fucked her for a minute or two, then I said ok, next hole.

Then I knelt in front of him, Sandy looked a bit concerned, but Sue eased his cock in, my ass took it all, then he fucked me for a minute or so, before pulling out.
Then I got Sue to kneel, slipping his cock in her pussy he knew what to do, he fucked her and then pulled back after a minute or so, once more I knelt in front of him, this time Sandy slipped his cock in my ass, he fucked me again, then moved back.

I stood next to him, and asked what hole number 1 , 2 , 3 or 4, he thought and then as I was hoping said 4, I think, so we said you have to fuck that hole, and after you cum, tell us who and what hole before you get to see or touch, ok.

I knelt in front of him his cock went in, I took some amyl, my orgasm started to stir, I had to pull a pillow over my face, Joe kept fucking me hard, more orgasm followed, as he pounded me quite quickly, then his cum flowed, the thought of not knowing who he was fucking seemed to increase his fun, and his cum felt so good inside my ass too.

After he had finished we let him think, then asked him who, and what hole, without looking he said I think Sandy and her ass, it was then Sue pulled the eye mask of him, his cock and cum still in my ass, Joe jumped back, pulling his cock out, then said wow,, no way, Sandy laughed and said yes, you fucked him good too.
Joe stood with his cock still covered in cum, I turned and sucked it dry, he didn't move as my mouth swallowed him fully, his cock twitched in my mouth, feeling a bit harder than before, Joe was warming up to bi sex now too.

Sandy kissed him long and hard saying she had loved seeing him fuck me and that he now enjoyed anal sex, Joe looked a bit stunned but nodded, his cock was already getting hard again.

This time we let him fuck Sandy's ass hard, she used the amyl, I gave Sue the eye, and we both sat on either side of Sandy, then with some lube on her hands we slipped onto her fists, she and Joe both gasped as our ass's swallowed her arms, she soon got into fisting, my orgasm started and my anal muscles gripped her hand tight, she wriggled her fingers inside me, causing more orgasm.

Joe was slamming into her ass, as he watched us both use her, then I asked Sandy if she wanted two cocks in her, she smiled and nodded as I slipped of her arm.

Not knowing what to do Joe waited for me, I got Sandy to lay face down on me, my cock went in her pussy, then Joe slid his cock in her ass, within seconds Sandy let out a moan as her first dp orgasm shot though her body.

We kept her going, Joe was loving her ass, then I asked Sandy how she felt about taking us both in her ass, she said was it possible, I told her with amyl, and lube anything is possible if she wanted to try it.

Sandy took several good sniffs, my cock now poised at her ass, Joe moved back and let me slip in first, then I told him to push his back in, as he eased his cock in next to mine, Sandy tensed up, I helped by giving her more amyl her ass opened up nicely, as Joe's cock sunk fully inside her.

Sandy cum that hard I had to hold her down, Sue was also working her pussy next to us with her big vibe, as Joe and I built up speed, his cock going for a third cum of the night. I knew I was going to explode soon too, Sandy took to anal like a pro, that was it, Joe shot his first huge load of cum in her ass, that set me off, my balls let fly, as Sandy orgasm again and again.

When we let her free, Sue went down licking her ass, I joined her, then to our surprise Joe also wanted in, we moved to let him lick her ass dry, he not only licked her, but I saw him stick his tongue into her cummy ass too, Sue gave him a big kiss sharing the cum.

Sue got me to kneel and fucked me with our big toys, Joe and Sandy watched, when my huge 12 inch dildo went right in they both gasped, my orgasm one long stream, as she fucked me relentlessly, then her fist went in, half way to her elbow at first, then with some amyl she got further in,

Joe said how kinky we were, but said it looked intense too. I told him it's better than a cock cum too, as I can have lots of anal orgasms one after the other.
After Sue had fisted me for awhile Sandy asked if she could fist me again, her fist went right in, she was enjoying having fun making me cum, Sue was now playing with Joe's cock, but he was done for, so she lay in front of me to have her pussy eaten. I told Joe to finger her pussy or ass, and try more fingers, he caught on, and soon had his fingers playing in her ass, then I saw him push harder, he was now fisting her ass, and Sue was going wild.

Well time had got away from us, and Sue and myself had heaps of anal orgasms, finally we let them rest, talking freely about our new found fun, Joe more than happy Sue had tricked him into anal.

When they were leaving, I got Sandy on her own and asked her if she wanted to try a group fuck on her day off Wednesday, her face lit up, I told her to call for details, and I would arrange 6 or 7 guys or more, she gave me a big cuddle and said can't wait.

story by: biguy181

Tags: bi-sexual cum swallowing anal true story toys fisting ass to mouth sex story ass to pussy

Author: biguy181

Related sex stories:

  • Married couple sex story

    He pulled the sweaty shirt he still had on over his head and he pinned my hips to the mattress. His face was in my crotch, and I felt his warm saliva drip from my clitoris down into my wet pussy. As his tongue moved back and forth across my clit he put one finger inside of me. We walked down the wooden deck to our deluxe water villa, and it took all of my might to slow my pace...

  • Wake me up

    Her fantasy has always been to be waken up by a complete stranger and have him make love to her. I have known this for quite a while and I thought I could make this happen for her. It took quite a search to find someone that I knew she would like. We are in our early 60's and in good shape. She is 5 feet 10 inches tall and weighs about 150lbs, with very long shapely legs and a...

  • Suprise of my life (group)

    Getting right to the story Joe was having a birthday so as a present to him my girlfriend and I decided that it would be nice to throw him a little party. Well all the preperations were made that we would have dinner at a restaurant just the guys (Joe,Fabrizio and Santino(me) ) then we would mke an excuse to run back to the apartment for something. Dinner was awesome steaks all around a real mans night, but I got...

  • What a great 4th of July

    It started out looking like a day when we were going to be out by the pool all alone for the holiday. I was online as usual and Debbie was just messing around as she woke up. She asked what I was doing and I said just chatting with a couple of folks online. She asked who. "No one we know, just a couple of guys and a couple." I said it was too bad we didn't know them so...

  • Vacation without hubby

    Judy here, im a married woman, My husband Jim is a hard working guy and a good lover. But he was working to many hours in our love life was hurting, So we plan a vacation to get out of the snow and into a nice warm place to have fun and get our sex life fired up. I went out and bought some hot sexy clothes and a really small bikini. Just to get him going. Well i was...

Ski lodge fun

Unexpected playtime

My voyeurism story

On the freeway

Sandy’s sex toy store

Leave a Reply

Your email address will not be published.