I must confess that my wife let me try anal sex on her during a sexy nights fun. I started by rubbing some baby oil on her pussy and round her asshole beforeI dipped my little finger into her bum and she let out a sexy sigh and pushed her bum back against my hand forcing my finger deep up her hole. I added some more baby oil and slid another finger in her tight wet asshole. She was loving it, so I slowly removed my fingers and put some more baby oil on my cock and slid the tip in just al ittle bit at first she was pushing back and with a little more push from me my cock slid inside her ass. It felt wonderful and tight, she was soon in a state of orgasm and moving her hips harder back and I could no longer hold back my cum it shot up inside her ass and the feeling was out of this world I have only done it the once so far, but hope to do it again soon.

A young (22 ) lady friend and I have regular sex. Trying something new we got two dildos and started fooling around with each other. I started eating her pussy licking and sucking her clit tounging her asshole while rubbing her clit. She was sucking one of the dildos, then I got a dildo and started fucking her pussy and licking her clit licking the pussy juice from the dildo. Mmm it was so good…

She handed me the other dildo and I started teasing her asshole with it while fucking her with the other and licking her clit. She went wild when I slipped one dildo into her asshole! She was frantic,experiencing orgasm after orgasm. Then while leaving the dildos in place we got n the 69 position she started sucking my dick hard and deep as I double fucked her with the dildos and licked her clit. She reached down to remove the dildo from her pussy and started sucking my dick again and rubbed my asshole with the dildo. It was so warm and slicky from her pussy I pushed backward aganst the dildo for her to fuck me with it as she sucked my dick deep in her throat. She pushed the dildo into my asshole, oh god, that was great she was ramming the dildo deep in my asshole and sucking my dick driving me wild as I fucked her asshole with the other dildo and gnawed at her pussy she came and came.

My face was soon soaked with her pussy cumas she squeezed my head between her legs as she came hard and long while sucking my dick wildly and wearing my asshole out with the dildo. I could feel the cum boiling, ready to explode down her throat, I strained with every fiber of my body as I released my load I shot so much and so hard in her mouth she got strangled, jerked the dildo out of my ass scrambling to get up nearly ripping my ears off with her legs. She got to her knees coughing, and gagging so hard she blew the dildo out of her arsehole and onto the floor.

She ran to the bath room as I lay on the floor laughing so hard my sides were spliting. I finally asked if she was ok, she said yeah and I told her I’d clean up the mess. We both had one hell of a laugh later and still do we still have fun but she pulls my dick out of her mouth when I start to cum.

As I am writing this I am masturbating as I often do when I think back to my one and only time enjoying fucking a womans ass even though I fantasise about all the time.  I am married but have been unsuccessful in penetrating my wife’s ass.  I have a very large head and we have tried everything but it won’t go in and it causes her a great deal of pain so we gave up.  I went for five years secretly desiring it.

Finally I turned to a professional lady; a stripper who agreed to it and said size didn’t matter and she liked the pain.  We took a cab to an abandoned house that prostitutes use.  She was squirming and playing with herself in the cab much to my and the drivers delight.  Once inside we went into one of the rooms and undressed; from across the hall we could hear another couple fucking, quite a turn on.  She knelt in front of me and took my cock in her mouth and sucked for a few minutes.

Then she laid down on the dirty floor on her back, legs spread wide apart and knees drawn up tight.  She said stick it in my pussy and get it wet which I did fucking her for a few minutes.  She reached down and grabbed the shaft and pulled me out of her pussy and guided it to her asshole.  She arched back raising her ass up off the floor and reaching down with her hands on her ass cheeks she pulled them apart opening the whole up.  Okay baby she said fuck my ass just shove it in.  I grabbed the shaft pressed the head against the whole and pushed forward for what seemed forever. She was groaning and screaming I was sweating and I felt the entrance give way and fell forward on her as mycock slid all the way in as she let out the most incredible scream.  The feeling was so tight and so incredible that I just stayed there till she yelled come on and start fucking me.  I pulled back and slammed forward over and over just lost in the intensity her eyes were closed she was moaning and grabbing at her pussy stroaking furiously.  Finally with one final thrust I exploded inside her ass and collapsed on top of her.  She furiously clawed at her pussy and came quickly.  I pulled out, laid back, grabbed a cigarrette closed my eyes and floated.  When I opened my eyes she was gone.  I left the building and grabbed a cab and never forgot her.  I still desire to have anal but the opportunities don’t exist although I still have memory.

At work one friday afternoon the topic, as always, centered around sex. A long discussion took place on the joys of anal sex, the majority proclaiming their disgust at the thought of it. Working in a care setting I was working nights in a sheltered accommodation unit. Around 11pm, working on my own, the doorbell rang and a female colleague, great body aged 23, (Who incidentally proclaimed the loudest at her disgust that afternoon about having it up the arse) stated that she had been thinking about what I said about arse fucking and was turned on by it. Quite openly and without hesitation asked me if I would fuck her up the arse.

Of course I said yes and knowing all the occupants were in bed, went to the staff lounge, were she lifted her skirt dropped her knickers and invited me to suck her. I dived in and tasted the juices of her wet cunt and was soon in her with my very hard cock. She pushed me away, stuck her fingers in her wet cunt and then in to her arse and then told me to fuck her. It took some time to get past her ring but then suddenly I slipped in deep in to her. She fucking moaned and screamed in ecstasy as I soon shot my load deep. After a few minutes she got dressed then left, telling me that it never happened and will never again.

In my life I’ve had anal sex only twice.  It’s a real shame because I loved doing it for the dirtiness of it.  I must say the actual feeling of a pussy is better though.  Both times came about in the time I was a mate on different sailing vessels and the first time was about twelf tears ago when I was seduced by our cook.  She was about 50 years at the time and I was about 20.  I somehow always have had a thing for women older than myself.  She had a slim, nice body, which I had been able to see one day when she was sunbathing naked on the deck.  At that occasion I also noticed that she had shaved her pussy bald and it looked really tasty.

At one point during our cruise, we had a little party and I got real drunk on too much vodka, and that was when she seduced me.  Well, seduce maybe isn’t the right word for somebody who rubs herself against you publicly but it was very arousing just the same.  Funny thing was that on this particular cruise we only had gays onboard, the three crew members being the only straight ones, and I can tell you the guys present at the party really laughed their asses of when they saw I was going to get sex.

Anyway, we went to my cabin, kissing and fondling and we rappidly got undressed and in my bunk.  She was very aroused, breething heavily and I enjoyed feeling her body all over a lot.  A womans skin is so soft and nice to feel against your own body.  That’s when I got the first surprise of the night as I moved my hand between her legs and over her thighs: she was totally wet all over, literaly gushing her pussy- fluids all over her legs and crotch.  I moved my hand over her pussy and caressed her and I was moving my hand in an actual puddle of pussyjuice that was laying atop her nice bald cunt.  It was a major turn-on.  She loved what I was doing to her and after a while we got into a sixtynine and she would blow me while I feasted between her legs.  After some time we really needed to fuck and I got on top of her and put my dick against her lips, sliding it against her a bit.  I pushed into her and started moving and enjoying being in her while she was groaning beneath me.  She looked so sexy, moving her head from side to side, sweaty all over, making exited noices.  I was changing my rythm while I fucked her, going from slow and deep, to hard and real deep, and changing my angle of penetration.  She liked it and so did I but after a while she asked what I would like to do and I, still being drunk and totally uninhibited, told her I would like to fuck her up the ass.  This was a thing I hadn’t done before and this horny and obviously experienced fifty-year old seemed the perfect lady to try it with.  She instantly agreed with my wish, so I took my cock out of her wet pussy, placed it a bit lower against her asshole and pushed forward.  It wouldn’t go in though, so my lover turned around, stuck her ass in the air, took my dick in her hand and guided me up her butt.

I went in real smooth, reveling in the feeling of doing something so deliciously dirty and having the whole new sensation of somebody’s sphincter around my cock.  Her ass was like an oven; her shithole felt incredibly hot around my cock as I started fucking her but slowly.  After a little while of fucking and groaning and slithering our bodies against each other I came in her ass.  I’m not sure wether she came as well, I was to pissed to take much notice I’m afraid.  But it was a very nice experience for me and I sure am gratefull to her for letting me trying anal for the first time.  Next morning I casually mentioned to the captain what had happened and he grinned and told me our lady cook had visited him the night before, though they hadn’t gone as far as I had with her.

The second time I got to take a girl up the ass was a couple of years later when I had an ongoing fling with a female colleague of mine.  She was only a couple of years older and we had a great time together for a while.  We had ben fucking each other for some time when she mentioned that she would like to try anal sometime with me, since she had never tried it and it seemed nice to her.  I had no problem whatsoever with her wish so a couple of days later, while we were fucking she asked me to do it to her.  I was inside of her missionary style at the time so I turned her around and pulled her ass in the air.  Then I got some babyoil and put it on my fingers and her ass.  I slowly put one finger up her and she liked it so I put another and a third finger in her butt and moved them in and out and rotated them to loosen her up.  She had her head pressed against a pillow and groaned softly with her eyes closed.  That, I took as a sign of pleasure so I put some oil on my very hard dick and put it against her asshole.  This time it was in the middle of the day so I got to see the sexy sight of her little pink hole pressed against my cock, just before I was going to take it’s virginity.  Breathing hard I pressed forward slowly, wanting to take it easy despite my arousal.  I slid in her slowly and except for a little contraction at first, she took my dick without much resistance.  While I slowly moved about half of my cock in, she made some really horny noises under me and she told me it felt strange and new but real nice.  She asked me to take it slow and so I started moving my prick in her butt.  I think I fucked her about fifteen minutes, going in balls-deep and occasionaly touching her sweet pussy and clit to excite her further.  Then she came real good, shrieking and spasming her body, saying she never would have thought she could come just from me fucking her up the ass.  That was a major turn-on for me so I started fucking her harder, wanting to come myself.  She told me to take it easy but I wasn’t really able to and after a minute I shot my giant load up her canal.  Just the thought of my white sperm going into her dirty shithole was such a turn on that I came real hard and long.  That second time was really nice, especialy since my senses weren’t dulled from the alcohol.

Unfortunately, all the girls I have been with since, it be for a short or longer while, never wanted to be fucked analy.  But I’m a free man and still on the lookout for my perfect partner and her profile certainly includes willingnes to this delicious form of sex.