Fun While Dicking Jayne; Charlie gets Paula’s Ass

The events relayed here happened many years ago when we were both younger and the world was a safer and more carefree place.

For years, my wife and I have had an open marriage. While we often have “normal” sex with just each other, we enjoy sex with several close friends, and with strangers that we like to meet and play with. Jayne loves almost any type of sex with women, men, groups, objects, or anything that gets her horny and gets us off. We live in a coastal “resort” town that gives her plenty of opportunity to hunt for pussy or dick. We own several vacation properties here that give us plenty of places to play.

Jayne (pronounced like Jane) is a petite redhead, weighs about one hundred and ten pounds, and stands about five and a half feet tall. She has small A cup tits, beautiful sexy legs and feet, pale alabaster skin (which can be a disadvantage for her living at the beach), a thick bush of red hair, and a very accommodating pussy (I am amazed at what she can fit into her hot hole).

Sometimes she goes out hunting alone and; comes back with entertainment, comes back smelling of pussy, comes back smelling of sweat and sex, or comes back with her holes used and full of cum. I sometimes issue a “challenge” to her of what she has to do, find, or fuck. Sometimes I get to watch, sometimes I get to help, and sometimes I just get to see the end results.

This time Jayne, Paula and I were traveling out of town for me to conduct some business. We were going to be back in the area where we had met a well endowed guy named Charlie on one of our previous outings. Paula is a good friend and “fuck buddy” that has an amazing ass and the ability to take it up the ass like most women can take a cock in the pussy. I swear that her asshole lubricates on its own like a pussy does. We invited Paula along to see if she could take Charlie’s huge dick in her ass. Jayne and I had told her about how big it was, and showed her Polaroid pictures of the night Jayne fucked him. Paula felt confident that she could get it into her butt.

I conducted my business on Thursday and Friday and finished up late Friday afternoon. We had made arrangements for Charlie to meet us in the Hotel restaurant Friday night. We had three suites, one for Charlie and two that were connected, one for the three of us to sleep in and one for the fucking that would take place. At the expected time, he arrived and we waved him to our table. We introduced him to Paula and all chatted while we ate.

After dinner we went to our respective rooms to freshen up and for the girls to get into something sexy. Charlie was to meet us in the fuck suite after he showered. The girls had brought matching outfits for the occasion. They were both wearing all black; four inch patent leather heels, stockings with a garter belt, no panties so their holes were exposed, shelf bras so their tits were readily available, and topped off with a sheer nightgown style wrap.

I went into the “sex suite” and called room service for two pitchers of Margaritas. I turned on some music and waited for the event to unfold. The girls wanted to make an entrance so once Charlie knocked and I let him in, I dialed our “sleeping” room and told the girls we were ready.

Charlie and I were sipping our drinks when Jayne and Paula strutted into the room. I thought he was going to drop his glass, but just his jaw dropped in surprise. I gave each of the girls a drink and we sat and chatted for a bit. After awhile, I suggested we pair up and dance to the music. Jayne and I were together and Charlie and Paula together. The girls were loving showing off in their sexy outfits! I was rock hard from Jayne gyrating up against me and I could see the huge bulge of Charlie’s cock in his pants. After a song or two, Paula suggested that she and Jayne dance and Charlie and I watch them.

We took seats on the couch and the girls began a very sensuous dance with each other. They dropped their nightgown style wraps as they danced. They would kiss gently and periodically rub their tits against each other, while lightly running their hands over each other’s body. Jayne looked at us and said “Both of you are wearing too many clothes to really enjoy the show.”

Charlie and I started stripping out of our clothes. When he removed his boxer shorts, his big hard-on popped straight out. Paula stopped dancing and said “Oh my god!!” She looked at Jayne and said “You got that monster all the way into your pussy?” Jayne laughed and said “Yes, it wasn’t easy, but it was soooo worth it to feel that inside me and have him shoot his cum into me.” Paula said “Well, the gauntlet has been thrown down. If you can take it so can I.” Jayne walked away for a moment and Paula moved over to Charlie. She reached out and started stroking his cock. Then she looked at Jayne as she walked back over to us. Paula asked Jayne if she wanted to feel it in her again before it was up her ass. Jayne said “Hell yes, but first I want to know how big it is.” Then she held up a tape measure. Paula got on her knees in front of Charlie and started licking and stroking him. Jayne stepped in and put the tape measure against the base of his cock at his abdomen and stretched it out along the top to the tip. She whistled slightly and said “Ten inches!” Then she wrapped the tape around the base of his shaft and announced “Six and inches circumference.”

The whole time Charlie had just been grinning from ear to ear. Then he asked “So where I am putting it tonight?”

The girls apparently had a plan, because Jayne spoke up and said “I want it in my pussy again until I cum, then I will help get it into Paula’s ass.” We all moved over to the bed and Jayne had Charlie lay down while she started licking and sucking him like she had done the first time they were together. I Started sucking on Paula’s big nipples and ran my hand down to her crotch. Her pussy was soaking wet, and she whispered in my ear that I should put my dick in her. Charlie was lying on the bed with Jayne licking and sucking his cock with her ass up in the air. Paula got on the bed and started to lick Jayne’s pussy from behind. I got behind Paula and slid my dick into her hot wet pussy.

After a few minutes Jayne moved over and straddled Charlie, she reached down and started guiding his monster cock into her pussy. Paula pulled away from me and said “I want to see it go in her.” She crouched near the foot of the bed to watch Jayne lower her pussy onto him. I got behind her on the floor and slipped my hard dick back into her furry pussy hole. As I was fucking Paula doggy style, we both watched Jayne slowing work the huge cock completely into her hole. The smell of pussy was wafting through the room and Jayne started moaning and began to ride up and down on the big dick. She would lift herself up to the head of Charlie’s cock and then moan loudly as she lowered her pussy back all the way to his balls. Paula was thrusting her pussy and ass back toward me faster and faster as Jayne began to quicken up her pace.
After a few minutes, Jayne announced that she was going to cum. She went all the way up his cock and then slammed her crotch all the way down and let out a scream of ecstasy as her orgasm hit her. From behind her, Paula and I could see her pussy and asshole spasm and pulse as her muscles convulsed from her orgasm. Paula and I had stopped moving to watch Jayne cum. I was just frozen there with my dick buried in her pussy hole.

Jayne was panting heavily and it took her a little while to catch her breath. She slowly slid off Charlie’s monster cock and her pussy queefed as she rolled off of him. She laughed and then looked at Paula and said “Your turn!”

Paula pulled herself off my cock and climbed up onto the bed. She got into what I call the frog position. It is doggy style but then she spread her knees wide apart so her ass is lower and at better angle to be more easily penetrated. Jayne had recovered enough to get up and go get some lube for the coming attraction. She got on the bed and spread some lube on and into Paula’s beautiful ass. Jayne then began to lube Charlie’s cock.

I climbed onto the bed and moved around so that my cock was in front of Paula. She took my cock in her mouth and began to lick and suck me. From my vantage point I could see Charlie move up behind Paula. He rubbed her ass and admired her ample ass cheeks for a moment before pointing his cock between her buns. He told her he would go slowly and if she needed him to stop just say so. She mumbled “mm hmm” around my dick. Jayne moved up beside them and spread Paula’s cheeks open, she took his cock and guided it towards Paula’s backdoor. Jayne was caressing Paula’s ass and lightly stroking Charlie’s dick. I reached over and rubbed Jayne’s tits. Charlie pushed into Paula and she moaned around my cock. Little by little over the next few minutes he eased more and more of his big dong into her ass. At some point a realized that Paula had stopped sucking me and was just lightly whimpering. Then Jayne announced “That’s it! He has it all the way inside you.”

Paula moaned and said “Now start sliding it in and out of my ass.” Jayne used a pillow to wipe the lube off her hands then moved over to me. We got beside Paula and Charlie to just watch the show. Jayne said “I knew she could do it, she can take anything up her ass.” Charlie was moving in nice long strokes in and out of her ass. I rolled Jayne over onto her back and got between her legs. I looked at her pussy and said “It looks stretched out.” She replied “It is stretched open like a slut hole should be, but it is missing one thing a slut hole needs, CUM. Why don’t you enjoy my stretched hole and pump your cum into me.”

I needed no encouragement, and quickly slid my cock into her. I started stroking in and out of her loose hole at the same speed Charlie was moving in and out of Paula. I looked at him and grinned and started to speed up. He got the hint and sped up as well. We were both fucking the girls and getting faster and faster.

Paula began to moan loudly and said “Keep going faster until you shoot your jizz up my ass.” Jayne pulled me close to her and whispered in my ear “I want you to shoot off in me at the same time he fills her asshole.” I replied that I would be glad to! Charlie started moving faster and Paula started moaning louder and louder. It was a good thing we were on the top floor, and our “fucking room” was between each of our respective “sleeping rooms”. Otherwise I am sure there would have been some calls to the front desk about the noise.

Charlie was fucking Paula’s ass with long fast strokes and I was pounding Jayne just as quickly. He started to grunt and said he was getting ready to cum. Jayne pulled my head down close to her and said “I need your cum when she gets his. I need you to empty your balls in my loose used pussy. Shoot your hot jizz up my slut hole, fill me up with it.” From beside us Charlie stared grunting and grabbed Paula’s hips as he started to cum. Paula said “That’s it! Fill my ass!! Fuck your cum deep into me.” At the same time Jayne pulled me close and said “NOW! Fill my stretched cunt with your hot sperm; pump it into my horny pussy baby!” I did as requested and emptied my balls into her as deeply as I could push.

We all lay there spent, sweating, and panting. After several minutes Charlie rolled off of Paula and there was a slight pop as his cock came out of her ass. Jayne said she wanted to see Paula’s just fucked asshole. I slid out of her pussy and we both moved over to look at Paula’s ass. Her cheeks were shiny and slick with lube, and her asshole was gaping open about the size of a quarter. There was no evidence of cum, it was buried up inside her hole.

Jayne snuggled up to me, Paula slid over against Charlie, and we just lay there basking in the “afterglow”. After some time of just laying there chatting, the girls suggested it was getting late and they wanted clean up before bed. They told Charlie goodnight and then headed into our room to shower. Charlie and I sat talking a bit more before he pulled just his pants on and stepped out in the hall to go next door to his room. I hit the shower in our sex suite and then headed to bed. The girls and I climbed into the king bed with me in the middle and we all drifted off to sleep.

Sometime in the early morning hours, I came awake and realized that my dick was in a warm wet mouth. I groggily looked down, and in the faint light I could see Paula sucking me. I enjoyed her talents as I became more awake and then noticed Jayne was not in the bed. I asked Paula where she was and she stopped sucking me, looked up and said “Shhhh, just listen.” I then noticed that the door to the “sex suite” was halfway open and I could hear the sound of skin smacking against skin, and could hear Jayne moaning softly.

I said “Let’s go peek at them, but we won’t disturb them.” She and I walked over to the door and looked into the room. There was a beautiful sight! My sexy wife was on her hands and knees and Charlie was behind her stroking his monster cock in and out of her.

Paula was rubbing her pussy with one hand, and stroking my cock with the other as we watched them. I started rubbing her big nipples and stroking her ass. I took her hand and led her back to the bed. I had her lie down, then I climbed between her legs and began to eat her pussy.

After a few minutes of me tongue fucking her and sucking her clit, she grabbed my head and held it against her crotch as she had an orgasm. She pulled me up to her face and kissed some of the pussy juices off my lips and chin. She told me that we should pretend to be asleep. Then when Jayne came back, I could have sloppy seconds and she would sit on Jayne’s face. We listened to them reach their climax, and shortly after, Jayne quietly came back to the room and carefully slid into bed. I pretended to sleepily reach over and put my arm around her. Then I grabbed her, flipped her onto her back and straddled her. Paula quickly moved over to her and said “You horny little slut, you had the have that monster cock again before we leave today.” Jayne replied “Hell yes I did!”

Paula took charge and said “Your slut wife is going to eat my pussy while you fuck her used hole.” She straddled Jayne’s face with her face towards me. As I got between Jayne’s legs, Paula grabbed them by the ankle and held them up and open. She said “Look at her used cum dripping hole, she is such a hot horny slut.”

Jayne’s pussy was gaping open slightly; and her bush, pussy lips and tops of her thighs were glazed with cum from her and Charlie. Paula pushed lightly on Jayne’s lower abdomen and a huge glob of cum rolled out of Jayne. I aimed my raging hard-on at her hole and in one motion sank into her up to my balls. Jayne grunted as I entered what felt like a jar of warm mayonnaise. Paula lowered her pussy to Jayne’s mouth and said “Eat me and make me cum!”

Jayne started licking and tongue fucking Paula in earnest, as I started stroking and out of her. I started playing with Paula’s tits and big nipples and every now and then would stop stroking into my wife to take a tit in my mouth and suck on it. Paula started to cum from Jayne licking and sucking her pussy. Hearing her starting to orgasm got me more excited and I said I was going to cum soon. Paula let her orgasm sweep over her then she leaned forward to me a started talking dirty. She said “Fuck her used pussy. She is such a horny slut, she snuck off in there this morning to have that huge cock ream her out again. Is she loose and sloppy like a used slut should be?” I nodded yes and she kept talking. “You need to fill her up with your cum to show her that she is still your little slut. Fuck her deep and dump your sperm into your slut wife’s hole!” I did exactly that, and filled Jayne with my cum.

Paula told me to pull out of her, when I did she lowered her mouth to Jayne’s double filled pussy and started to suck and lap the cum out of her. Jayne absolutely loves it when someone eats her just fucked hole. It didn’t take but a few minutes of Paula licking her before she announced she was cumming and let out a whimpering moan as her orgasm hit her.

From the doorway of the middle suite we heard applause, Charlie had been watching us the whole time. We all broke out in laughter and Charlie said “I have worked up and appetite and I bet you have too after all that. Meet me downstairs in the restaurant in half an hour. I will buy everyone breakfast, as a thank you for the best weekend of my life!”