Double Pleasure by Cordwainer Kirby

Leslie is back for another hotel orgy. Two men and a very horny woman. If anal sex is what you want, then read on.

My name is Leslie, and I’ve been married to Steve for ten years now. I’m a good-looking woman who likes sex with both men and women – happily Steve likes to watch, and sometimes join in!

For some time since I persuaded Steve to have anal sex with me I’ve been attracted to the idea of being fucked in both my holes – hopefully doubling my pleasure. With Steve in my anus, I’ve fucked myself with a dildo, but it isn’t the same as a warm and unpredictable cock.

Steve was more than willing when I suggested the idea. In the past we’ve picked up our partners in bars and clubs, but in this case we needed to have someone who knew what the routine was from the start and wouldn’t get freaked out by ‘sharing’ a woman with another man. So, to the wonderful world of contact ads.

After scrutinizing the responses to our ad (‘couple seeks man in 30s for discrete fun’) which ranged from the funny to the scary and all points in between, we picked on Paul, a property developer with, he claimed, an ‘inexhaustible appetite for sex’. We’d see about that, I thought. We arranged to meet him in the bar of a local hotel where we’d booked a room. Steve and I checked in at lunchtime, making sure to put a few bottles of our favourite tipple into the mini-bar. We’d decided to heighten our anticipation hanging around in the bar having a few drinks. I’d taken a little time to prepare myself – whatever porn films want you to believe anal penetration can be painful. It’s best to work your way up to a full size cock, and although Steve isn’t the biggest man in the world, he’s sizeable enough for that orifice. When we checked in I’d given myself an enema, thoroughly lubricated my anus and inserted a butt plug to keep myself a little open in anticipation of the events. I was wearing this, a garter belt, stockings and a bra and little else under my sheer dress when we entered the bar.

A couple of hours (and a few cocktails later) we were feeling relaxed, when a shadow fell over our table and the pleasant-faced property developer introduced himself to us.

“Hi, I’m Paul, mind if I join you for a drink?” His pictures didn’t do him justice – he exuded sex the way a skunk radiates something considerably less pleasant.

We ordered another round of drinks and sat and chatted for a while – Paul’s charm even worked on Steve.

“You have a very beautiful wife, Steve. You must be a exceptionally secure man to allow other men near her.”

Steve smiled at the complement; “I think the best way to stay together with someone is to make sure that they’re happy.” He turned to me. “Happy, darling?”
“Radiant. Shall we…?”

I picked up my handbag and rose from the table. The men followed. I wasn’t sure, but I had a feeling that Paul wouldn’t have been averse to a session with Steve by himself – he had mentioned being bi-sexual in his letter.

When we entered the room I poured us all another drink. I gave one to Steve and then handed the other to Paul, keeping hold of his hand as I did. He pulled the hand towards himself and began to kiss it.

“A man in a hurry – I like that,” I said, and reached behind me to unfasten my dress. It was a bit theatrical, but once the fastening was undone the dress just glided off me, leaving me standing in high heels, a three-quarter bra (so those all important nipples are showing), garter belt and stockings. Paul looked at me and my adrenaline levels took a sudden hike as he put his glass down. He lowered his head and began to suck and bite my nipples. Fair’s fair, so I began to undo his trousers. He was wearing what looked like a very well packed pair of Calvins. They went and I began to see why they had looked so well packed. Paul had one of the biggest cocks I’d ever seen – so big that I decided it deserved some serious scrutiny. I squatted on my haunches and began to caress it with my hand. God in heaven, it got bigger! The purple head was close to the size of my hand, and as I took him into my mouth I realized that I was in for an interesting afternoon. He groaned as I started to work my tongue underneath the ridge of the head, and I heard another groan – I looked to my side and Steve had his pants down and was stroking the head of his cock, covering it with his glossy precum. I took the monster out of my mouth and spoke to Paul.

“Look how excited Steve is at me sucking your big cock – doesn’t that get you even hotter?” The twitch from his cock as he looked at Steve told me all I wanted to know.

I stood up. “C’mon, big boy, we’ve work to do.” Still holding his erect organ I lead him to the bed and stripped the rest of his clothes. He laid down on the bed holding his cock upright. Here went nothing….

I moved over his body and perched my pussy above the monstrous head of his cock, letting it nestle in the folds of my labia. I moved across the head, covering it with the juices dripping from my wet slit. Slowly I lowered myself onto it, looking into Paul’s eyes, which were glazed in anticipation. Now he was fully hard his cock was at least eleven inches long and as it entered me I realized that the butt plug was still in - I’d never felt so full in my life. I bit my lip as I continued down.

“Jesus…” I whispered as I slowly hit bottom. I’ve been around, but it still took me some time to adjust. Slowly I started to move up and down on his cock.

“Mmmm… does that feel good Paul? You like that?”
“Oh god yes – faster…!!!”

But I didn’t go faster. This was going to last as long as I wanted it too. Slowly I milked his cock with my cunt muscles, contracting and expanding now I was used to the gigantic invader.

“I love your cock Paul, use my breasts, use my pussy - you love it too, don’t you? Tell me how much you like this!!”

“God Yessss!!”

Behind us Steve was disrobing, readying himself for the second act of the drama. I reflected that my legwork at the gym was standing me in good stead. I continued to fuck myself onto Paul’s cock as he grabbed my nipples and began to pinch them. Electricity ran from them to my cunt and I gasped in pleasure. I began to gasp and moan - God knows what I was saying.

“See how we’re turning on Steve, see how big his cock is Paul from watching you and me. “Yes, OH GOD YES! I love your cock, don’t stop —God I’m such a fucking slut!”

Paul turned to see Steve as he climbed onto the bed. Steve grasped the butt plug and slowly pulled it out as I rocked up and down on Paul’s gigantic organ. As it got to the thickest part of the plug I thought I would pass out and thrashed my head from side to side, screaming, “God, you’re splitting me in two!!!” I stopped moving for a moment; slowly the pain passed and Steve pulled the plug out.

Steve grabbed the base of his cock and applied more lube to it, bringing it to my anus. He pushed the head of his cock in with a rubbery pop and I thought I was going to die. I felt as if the entire world was between my legs. I stayed still and slowly the feeling dissipated and was replaced by a feeling of fullness and warmth spreading from my cunt to my anus and up towards my tits. The sensation was incredible. Steve suddenly pushed all the way into me and I shouted. “Yesssss!! Fuck me now you bastards”

As good as my word Paul and Steve started to fuck me with a vengeance, stroking alternatively into my ass and pussy. Steve told me afterwards he could feel Paul’s monster cock through the thin membrane that separated them. They were so close I could feel Steve’s balls hitting the bottom of my slit and Paul’s cock and balls. Knowing they were so close was intensely exciting to me – it was as if they were fucking each other though me! From Steve and Paul’s reactions to each other it looked as if that might be possible in the future!

“God, fuck my ass, fuck my cunt ..Ohhh God!!!! I’m so so full of cock...Paul’s monster is going to ruin my pussy forever!!! Fuck my ass Steve, don’t stop buttfucking your slut wife!!....God in Heaven!!!!”

My hips were a blur as I drove them on to greater exertions: if I could had I’d have had a cock in my mouth and one for each hand as well as I continued to be rammed in the ass and in the cunt at the same time. “YYYYESSSSSSSSSSSSSS – don’t come yet you fuckers” I was in a world my own where cocks existed just to pleasure me – I could almost feel them in my hands and mouth, jerking, covering me in jets of cum. The warmth in my pussy and ass grew to a fever pitch and suddenly I realized I was going to come. I didn’t want to, dammit! I wanted this to last forever. Suddenly the pleasure overtook me and I was thrashing on their two cocks like a demented rag doll, twisting my own nipples and screaming at the top of my voice. The sight of me sent Paul and Steve over the edge as well and in the haze of the most intense orgasm I’d ever had I felt their spunk jetting into my bowels and cervix, adding to my pleasure. Their hips jerked as they pumped their cream into me, finally ceasing as they, and I, toppled over into a heap of humanity, exhausted.

Well, exhausted for a little while anyway. But that’s another story.