First swinging encounter

When I was married, my wife and I decided to take a long weekend at a clothing optional resort in Fl. We had an active and adventurous sex life that started to sag a bit and we're looking for stimuli.

At the pool we began a conversation with an attractive couple. We had a few drinks while making small talk.

After some time my wife told me that she would like to head back to the room to shower, cool off, and rest up for the night's activities.

When we went to say goodbye to our new friends...I guess they weren't quite ready and asked if they could tag along to see our room. We had an upgrade room and they were in an economy room.

Being somewhat naive in the lifestyle we said sure, come on along.

When we got there, Bill, the male half of the couple asked for a beer. When Mary went to the kitchen, Ann, the female half went with her. Bill gave me a little jab and remarked at how fine Mary's ass looked. I returned the compliment and said I thought Ann's tits were fabulous.

When the girls got back with the beers, Ann casually walked around Mary and sat on my lap and offered me a beer. Mary was surprised and not quite sure how to respond until Bill asked her if she was going to give him his beer.

Ann said,"Go give him a beer hon, he won't bite...unless you want him to."

We were all nude so access was immediate.

With that, Ann reached down and grabbed my cock, which was hard as a rock by now. I watched as Mary looked over and saw what was happening. I smiled and said "I think Bill might like his beer delivered like mine."

Mary smiled a naughty grin and walked up to Bill seated on the couch and climbed on the couch and straddled him -- showing off her heart shaped ass, and looking back over her shoulder at Ann and me, lowered her pussy onto his lap.

I was so turned on to see Bill's cock touching Mary's shaved pussy -- just inches from penetrating..

Ann looked over at Mary, and asked " have you ever watched your man get his cock sucked by another woman?"

Bill answered before Mary could and said "I know I'd like to watch!" And reached up to cup both of Mary's tits in his hands

Mary answered -- "I'd love to watch you suck his cock -- but of course -- you have to share too."

Bill smiled and said "Looks like we both get to watch."

Ann slipped down off my lap and grabbed my cock, opened her lips and took my shaft in. I thought I was going to blow -- I had gotten blow jobs from other women -- and even once at a bachelor party, Mary encouraged her friend to suck me while she watched but, this was so hot and so sudden.

Bill looked over and said to Mary -- "Doesn't Ann suck cock great?"

I was shocked at Mary's response -- "Let's see what you say after I get your cock in my mouth."

Mary, still straddling his shaft rubbed her pussy up and down his cock, then slid off until she was kneeling between his legs. She spread his legs apart and with her hands on both of his knees, lowered her mouth onto Bill's cock. He gasped and Mary looked over at me -- still bobbing her head up and down on his cock. She grabbed him and stroked his cock while she looked at me and said" Do you like this baby? Me sucking another man's hard cock right in front of you."

I didn't know what to think - I was so turned on by her slutty behavior and at the same time -- jealous or maybe a bit ashamed that Mary enjoyed another man's cock.

Bill was enjoying himself and stroking Mary's hair, he lifted her head off his cock and pulled her face up to his and began kissing her. After a long wet kiss, he pulled back and said " I think we should treat our hosts don't you Ann?"

"Oh yes" she said -- "Lets."

Bill positioned Mary on the couch next to me and spread her legs wide -- exposing here wet, shaved pussy. He placed her leg over mine so we were both opened for access. "You need to have a good view Bob. I am going to lick that pussy till she squirms."

Bill knelt down between Mary's legs and slipped his tongue all the way into her pussy till she gasped with the sensation. I was so turned on watching Mary get her pussy licked.

Ann continued to suck my cock and began to lick my balls -- then down under my balls. "I need a bit more room." she said and re-positioned me with my ass hanging off the couch -- "Watch this Mary - I'm gonna rim your mans asshole." At which she slid her head down and began to tongue my ass.

"Oh my God." Mary breathed -- he loves that.

"Well," Bill said "I can't let Ann out do me." He grabbed Mary's ass and lifted it up, spreading her checks so we all got an unobstructed view of her asshole -- opened wide. He began to lick her asshole as he played with her pussy. Mary was crazy with passion, arching her back and pushing her ass into him as he thrust his tongue in and out of her tight hole.

"Ann, you have to taste this." He said. "Let's switch."

Ann moved over in between Mary's legs and before Mary -- or I could say a word, she began licking Mary's pussy and ass while Bill held her open.

Mary moaned -- "God I never had a woman lick my puss before." I could not take my eyes off the wonderful sight of Ann going down on Mary and Mary LOVING it!

"Well Bob" Bill said --" Now that you got to watch your women get eaten by a woman - maybe she would like to watch you get your cock sucked by a guy."

"I don't know." I said "That is way over the top."

"Let him suck you baby." Mary said " I want to watch. I know you always fantasized about it." Bill smiled and began to suck my cock, cradling my balls in his hands as he did. I had gay encounters before, when I was much younger but, nothing during the time we were together. I think Mary had an idea though. It took a while but I finally got her to wear a dick and peg me. Once, when she pulled out and we were going to change positions, I stopped and grabbed her dildo and began to suck it. At first she was shocked but accepted it as part of our fantasy play.

We went on like this for some time -- Mary and I watching the other getting serviced and enjoying the gay encounter.

"Mary" Ann said " Do you want to try my pussy? I bet Bob would like to watch." It was as if Mary was shot from a cannon and jumped up and grabbed Ann's face and gave her a big kiss -- swishing tongues. "I can taste my pussy." she said -- "Now I want to taste yours."

Ann slid back to the other couch, and half laying back and half sitting opened her legs and spread her pussy wide with her fingers. "Come on Mary, come lick my pussy."

Mary went down on Ann without any hesitation buried her face in Ann's open cunt. "I want to lick your asshole too." Mary said and picked Ann up and turned her around and knelt her on the couch with her ass facing me. She spread Ann's cheeks exposing her tight asshole, Mary spit on her asshole then slipped her fingers in and began to fuck Ann's ass with two fingers. After a moment, she pulled her fingers out and Ann's asshole was wide open. "Now I can lick your ass." Mary said and began to tongue Ann's gaping hole.

"Do you like his Bod? Turns you on doesn't it?"

"God yes" I mumbled.

"Well give me something to watch -- I want to see you suck Bill."

I had not confided in Mary about my homosexual contacts before but now I was sure she knew.

Bill stood up and put his cock inches from my face. "Here you go." he said -- "Have at it."

I hesitated just a moment as Bill, Ann, and Mary watched. Then, without thinking further, I grabbed Bills cock, opened my mouth and took it in.

It felt so big and hard in my mouth but it came back to me and I sucked it like I had been sucking cock all my life.

Once my initial self consciousness faded I began to suck his cock the way I like it. I grabbed his cock with one hand and stroked his shaft while I sucked down his thick, hard dick. I began to stroke his balls with my other hand.

Bill was getting really turned on and he began moving his hips and fucking my mouth as I sucked him.


"Well, Ann said, I think it's safe to say that Bob likes to suck some cock! Do you like watching?"

Mary's answer was immediate. "I think it's so hot. I had no idea how much I would be turned on watching Bill with another guy."

"Think we should watch them fuck a little?" Ann asked.

Bill smiled and answered for both of us, my mouth was full of cock. "That would be a lot of fun but, you girls have to help out. If you and Ann get our assholes nice and lubed and and ready, I know I'd love Bob's cock in my ass."

"Mary, are you up to lick their assholes like you licked mine?" Asked Ann.

Mary surprised me again and went right to Bill and spread his ass. "OK Bill, you can stop sucking now and go over there and lean across the couch and open your ass up for me and Ann to lick." At that point, she bent Bill over the edge of the couch, opened his asshole wide and said "Watch this honey. I'm gonna eat his asshole like I do yours." And smiled a big smile and buried her tongue up Bill's wide asshole.

"Oh, we have to watch this for a minute, then I'll start on you." Ann said to me.

Mary had his asshole wide open and was using her tongue like a pro to lick around his puckered hole and probe deep into it. She stopped a moment and said "Look at this." And spread his asshole open as far as she could to reveal his gaped hole. "Ann, bring Bob over. I want him to taste this asshole. If he's gonna fuck it, he should eat it too."

Ann led me over to where Mary had Bill's asshole spread open.  It was already slippery from Mary's tongue. "OK." said Mary -- "You're up!" as she held his ass open and guided my mouth to his hole.  I had never licked a guys ass before.  I loved eating Mary's ass -- even Ann's but, this was new territory. I was right there and so I stuck my tongue right up Bills ass, tasting Mary's juice from where she rimmed him. 

The two girls stood back and watched as I held Bills ass open and rimmed him, licking around his hole and jutting my tongue in and out.  I went down and licked and sucked his balls while I jerked on his hard cock.

"I think that ass is nice and wet" said Ann -- "What do you think Mary, should Bob fuck him?"

"Oh yes." Said Mary, and she came over and grabbed my cock and began to lube it up while Ann took some lube and began to finger Bills waiting hole.

Mary took my cock and pressed it up against Bill's ass -- "OK," She said. "Slip that cock in there." I had always fantasized about fucking a guy and now I pushed my cock against his tight hole until it started to slip in.  Bill sucked in air as my cock head finally pushed past his tight ass muscles.

"That is so hot." Mary said to Ann.  I looked back and saw that they were sitting on the couch with their legs spread and fingering each other's dripping pussy. 

It was all I could do to keep from shooting my cum into Bill's tight asshole. I was so hot I had to pull it out and take a breath. Without a moments hesitation, Mary grabbed my cock and put it in her mouth. " I love the taste of Bill's ass on your cock" she said and smiled a naughty grin. "But, you're too close, we need to cool you down some." Mary said. With that she guided me by my cock to the couch and bent me over the back rest. "Now it's Bill's turn." She said. " Come over here and lube his hole up Ann." Mary said as she handed her the KY.

Ann squeezed out a healthy amount right onto my asshole which was spread open and ready for penetration.

Bill and Mary sat back. "Let's watch Ann get him ready Bill said."

Ann started by swirling the lube around the outside of my asshole. Ann had used her finger on me before and knew I liked it but, this time she was teasing, lightly touching the the hole and barely slipping her finger in. My cock was swollen and pumped each time I clenched down on my ass muscles.

"Put your finger in it." said Mary.

"Do you want me to finger your ass Bob." Ann said.

"Yes, God yes." I said and reached back and spread my ass hole with both hands.

Ann slipped a finger in and started to push it in to its limit, probing my prostate and making me mad with anticipation.

"How about two." Said Bill.

Ann smiled and said, "How about three?" She slipped three lubed finger deep into my ass and pumped, lubing my tube and easing the muscles.

"You have to be nice and lubed and loose for Bill's cock." she said as she waved Bill over with her free hand.

Bill came over and Ann grabbed his cock and began to suck him while she finger fucked me.

Mary came over. "Let me play too." she complained and lubed up her fingers. She pulled Ann's fingers out of me and slid three of her fingers in.

"Oh, I can't wait to see you getting fucked by Bill." she said. "I think he's ready" Mary said. "Bring Bill's cock over."

Ann released her suction on Bill's cock and moved him behind me. She guided his cock up to my open hole and began to slip it in. I thought I was going to pass out from the sensations. Bill's cock spread my ass as he slowly pushed his cock in balls deep. I sucked in a big breath as he began to fuck me. My cock was still hard as a rock and Mary and Ann sat back to watch.

"Yum." Ann said. "That is so fucking hot. Do you like getting fucked like a girl? More fun than my strap on?"

"Ha," Mary said. "I have it in my back pack. Let me get it."

"But you have to fuck me first." Ann said and opened her pussy and began to rub her clit. "Here" she said. "Why don't you lick it to get it ready for a good fucking." and pushed her dripping pussy into my face.

I sucked her clit while getting hammered by Bill's hard cock.

"OK" said Mary. "Now its the boys turn to watch."

I was both relieved and a little disappointed when Bill pulled his cock out of my ass. "Look at that hole." He said slipped a couple of fingers in my gaped fuck hole.

"Now you can clean my cock." he said and walked around in front of me and pushed his dick into my mouth. I sucked it like a little whore, tasting my own ass on his dick.

"OK boys, sit back and relax while I fuck Annie."

She set Ann down on the couch and opened her legs. She had a big cock strapped on. It look so fucking hot to see a woman with a cock. She reached down and grabbed Ann's head and brought her lips down to hers and began to kiss her while she guided her girl cock into Ann's pussy.

Soon Ann was moaning with delight as Mary fucked her, played with her tits and kissed her. The sight was amazing. Two women fucking.

Ann thrust her hips into Mary, meeting each thrust with a counter thrust of her own.

We were supposed to be cooling off but, Bill was stroking my cock and I grabbed his in return and we jerked each other off while watching the girls fuck.

"Come over hear Bob, let me suck you." Mary said.

"Ann, let's get these boys to give us their cum." and pulled her strap on cock out of Ann's pussy. "Turn around so you can suck Bill."

"You boys have to tell us when you are going to cum." Mary said. "Ann and I want to watch you shoot your loads."

Ann was on her knees on the couch and Bill moved his cock up to her face. She hungrily began to suck it and reached back with her hands and spread her asshole.

"Oh, you want me to fuck your ass while you suck Bill?" Mary asked.

"UMM, UH." Ann mumbled with a mouth full of Bill's cock.

"OK." Mary said. " Bob, you lick her ass so I can stick my cock in."

While Mary applied lube to her dick, I began to eat Ann's throbbing asshole, probing her tight ring with my tongue.

"UMMMMMM" Ann mumbled. "Fuck me Mary" she said, taking a quick break from sucking Bill to encourage Mary.

"Watch Bob." she said as she pushed me away and slip her cock into Ann's open asshole.

"Oh fuck" Ann cried as Mary buried her cock into Ann's ass.

"I'm gonna cum!" Bill gasped and pulled his cock out of Ann's mouth and began to pump it furiously. "Ahhhhhh!" He yelled as cum exploded from his swollen cock and shot all over Ann's face. She opened her mouth like a baby bird to catch his cum and it dripped from her open mouth as he shot his load.

"Oh yeah." Mary said. "Shoot that cum.

"Get some Bob." she encouraged and I began to kiss Ann and lick Bill's cum from her face and dripping lips.

"Fuck!!!" Cried Ann as Mary continued to pump her open ass with her cock.

Bill moved his cock down to Mary's lips and she began to suck the last bit of cum from him while I took his balls into my mouth and pumped them for all the cum he had left.

Mary slid her cock out of Ann's ass and said "Now it's my turn to get some cum." And walked around and grabbed my cock and began sucking and pumping me with her mouth and hand.

I was so fucking hot that I did not last a minute.

"I'm cumming!" I croaked and Mary let my cock out of her mouth and continued to stroke me. "Feed me that hot cum." she said and opened her mouth just as Ann had and I immediately began to fill it with Sperm. I came again and again, shooting cum into her open mouth, across her face and all over her tits.

She grabbed my cock and told Bill "Come and clean this cock honey." Bill complied and Mary once again pulled Ann's face to hers and let my cum drip from her mouth to Ann's.

Bill stepped back from my cock and took Mary's face and began to kiss the cum from her lips and lick her face. I did the same with Ann sticking my tongue into her mouth and scooping any left over cum into my mouth.

In a moment we all collapsed. Spent.

My cock was still hard and throbbing, while Ann slowly massaged my cock and balls while we kissed.

"I think we have some new playmates." Mary purred and Bill nodded. "Yes we do. "He said. "I can't wait to do it again and again."

"Me too." I said "But, I need a minute!"

Ann and Mary and Bill and me began to laugh as we lay back panting.

"God that was so fucking hot." Ann said to me. "I can't believe how much fun that was. Can we do it again??"

"Yes sweetie. Again and again." I said and we kissed and I rubbed her wet pussy and licked my fingers.

And so we entered the lifestyle as amateurs but emerged from our first experience like pros!