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Situations

My wife, Becky, and I had discussed giving the lifestyle a try for several years and she was comfortable, but not enthusiastic about it...or so I thought. She was raised in a religious home and had to work on getting used to the idea of playing with someone besides me. She usually said she wasn’t interested in swapping, but her actions spoke somewhat differently. Her actions shouted she had a keen interest, especially when we were out with Jack and Lisa.
Jack & Lisa were our good friends and were definitely swingers. Our relationship was truly friendship and they did not push us to play. They were open about their playtime and let us move at our own pace. Becky became more playful and more affectionate in public.
Let me tell you about the ladies. Lisa is hot. 5 feet 5, slender and a great C cup chest. Becky is a stunner too. 5 feet 9, 36 D chest, blond with a slender frame that looks great in short skirts or shorts. Both of them attracted their share of longing looks wherever we went.
We enjoyed our friendship with Jack & Lisa and began to discuss taking a trip to Hedo. Surprisingly Becky seemed comfortable with the idea. Lisa loved to hug and kiss. One evening at a club, she kissed Becky on the mouth. I was surprised because Becky seemed to enjoy it. I joking asked her how it was. She said it was strange and would take some getting used to. She had not been attracted to girls but Lisa did not hide her attraction to the ladies. I began to think that if Becky was going to take the plunge, Hedo was the place and Jack & Lisa would be perfect to take us there.
After we booked the trip, Lisa and Becky became fast friends. The girls shopped for dresses and tops that really showed off their bodies. Becky had her sexy dresses, costumes, and toga ready for the great adventure.
Then we had “the talk”.
“Do you think Jack and Lisa will want to try to get us in bed?”
“They haven’t pushed our limits yet. We will be okay and will have a great time no matter what”.
“Well okay then<” and she kissed me on the cheek. That was it…not another word.
My mind began to race. I kept my thoughts and fantasies to myself and began to lay the ground work for the trip. My fantasy of getting her out of her shell and into hot, play sex seemed to be moving toward reality.
The day arrived and we got on the plane to Jamaica. Jack and Lisa were sitting across and slightly ahead of us the plane. Lisa was wearing a great looking outfit and once we were off the ground excused herself. As she passed our seat, she winked at me and tapped Becky on the shoulder. Becky joined her. Jack looked over his shoulder and grinned, giving me a thumbs up sign. When the girls got back, Becky handed me her panties and Lisa had lost her bra.
We finally got to the resort and the place was fantastic. Becky and I wanted a room on the nude side but there was a mix-up. Jack & Lisa had a great location directly on the beach. We had requested adjoining rooms, but were well away from them.
We dropped our bags in Jack & Lisa’s room and I set out to get us moved while Jack entertained the girls. Becky grabbed her tiny bikini from her bag and hesitated. “Meet us at the beach when you get through.” Then she winked and put the top back in the bag.
The staff was super and got us into an adjoining room. I got the bell hop to let me into Jack’s room for my bags. I put on my trunks and went looking for them on the beach for about 45 minutes with no luck. I finally asked the bartender if he had seen a tall blond, a red-head, and a slightly gray headed guy. He told me they had several drinks and headed to their room. I had just missed them when I grabbed the bags. I thanked him and as I walked away he said, “Looked they were getting for some fun, mon.As I walked to their room and I had visions of Jack between the girls having a blast and could hardly wait to find them. When I got to their room, Becky was sprawled on their chair and giggly. Both girls had been well entertained and were feeling the effects of the rum.
Jack was mixing another round of drinks and handed me one. Lisa casually slipped off her bottom and was now totally naked. Becky reached to her side and untied the bottom, tossing towards the door. Becky was completely shaven and Lisa approved with wolf whistle.
We had a couple more drinks and the talked about the lifestyle. Becky expressed her reservations and then dropped a bomb on us when Jack asked her if she would ever play. “I probably would if the situation were right.”
Jack smiled and put on some music, handed Becky another drink and said, “Here’s to situations.”
The four of us began slow dancing with our spouses. The space was small at the foot of the king-sized bed. It was easy for Jack and I to steer the girls together and get cheeks touching. Becky and Lisa were basically back to back. I kissed Becky deeply and she pressed into me. Jack was kissing Lisa and as they were pressed into us.
If there was a starter situation this was it. I was playing with Becky’s boobs and rolled the dice. I took Jacks hand from Lisa’s back and put it on Becky’s breast. She offered no resistance and let out a soft moan.
Lisa slipped away from Jack and he began to play with Becky’s tits and rubbing her ass was we kissed. Lisa turned around behind Becky and reached her to play with my dick and rub her shaved lips. Becky did not pull away but moaned and pressed into me.
Jack stepped to the side as I steered Becky back onto the bed. Becky laid down and scooted up onto the pillows. I joined her as Lisa lay down next to her and we started making out.
I was thinking, “Where is this going? Is this going to be a soft swap or do I push the limits?”
Jack climbed on top of Lisa and began to play with her tits and pussy. We were all kissing for a while. Jack then slipped off the foot of the bed and began to eat our Lisa. I was fingering Becky and she was soaking.
I was sucking Becky’s tits and looked up to see Lisa passionately kissing Becky. Jack was doing his magic on Lisa and Becky was having fun too.
If this was the “right situation” it was up to me. Of course I had some dick logic to run through. 1. Can I do it now? 2. Should I do it? 3. Nothing ventured, nothing gained! Dick logic satisfied.
I reached down and moved Jack’s hand high onto Becky’s thigh. He looked up from Lisa’s pussy, checked out the girls, and looked me in the eye. I nodded and he pulled away from Lisa crotch and put his hands on Vs legs gently pressing her legs apart.
It is now or never. Will she let him? Becky relaxed opening herself for Jack to explore. Jack leaned forward, pressed his tongue to her clit, and began to work his magic. Lisa looked down at Jack and smiled at me. Becky moaned and took a deep breath. Lisa started alternately kissing her and sucking her tit. Becky was in heaven with Jack eating her while Lisa and I kissed and sucked her. Her breathing quickened and she went over the edge for the first time.
I leaned over and kissed Lisa as Becky shook through her first orgasm. Jack was eating and fingering her and she was starting to soak the covers. Lisa pulled away and said, “I want to watch you fuck.”
Jim slipped over as I slipped between Becky’s legs. The bed was wet with her juices and Lisa and Jack were watching me rub my cock along her slit. Jack had her soaking and Lisa reached down, opened her lips and guided me in. I was in heaven and Becky was feeling good. Lisa was fingering her clit as I worked in and out. Jack was eating Lisa from behind and she kissed Becky as I pounded her to another orgasm.
Becky was definitely getting into it. rode her hard and dumped a huge load into Becky and lay between her legs spent. My juices were mingled with hers and it made a slurping sound as I slipped from her.
Becky raised up on her elbows and had that holy-shit-what-happened look. She was sweaty, the bed was soaked and come was oozing between her legs.
She shook her hair and started to prop herself up higher as though she was going to get up. Jack gently put his hand on her belly and held her in place. He smiled at her and said, “Honey, we ain’t done yet.” She looked at me and smiled. Without a nod or wink, she lay back as Jack licked her clean and started working her to another orgasm.
I moved over to Lisa’s side of the bed and began to kiss her while Jack worked his magic again. My cock began to stir as Lisa and I made out. I heard a familiar sound and looked up to watch Becky come again.
I was thinking for someone not interested, she has certainly changed her perspective. It seemed the situation was right. As Jack licked her, Becky kissed me and whispered in my ear, “Is this what you were thinking about at home last week?”
She knew me and my fantasies too well. “It’s getting there. If you want, it will be in a second.”
Jack had heard what he wanted and stand and move between Becky’s legs. Becky reached over and touched my wrist as if to ask if it was okay. Jack looked her in the eye and asked, “Would you like to play with me for a while? Lisa will keep him busy if you want to.”
Becky looks at him, then me, and then at his tool. Jack was about 2 inches longer and bigger around. Becky said, “Oh my!” and smiled at me.
I was thinking, “Oh yeah!” I had been wondering how Becky would like a big one and this was that situation. I gave her a nod and she spread her legs for Jack.
Lisa was ready too and reached for my cock. I lifted her legs and lined up my cock. I was fully recharged and started kissing her and playing with her tits and crotch. She was soaking wet and ready but I had to watch Becky.
Jack picked up Becky’s legs and positioned his big cock at her opening. She was dripping with her juices and spunk from our fucking. She reached down and felt the heft of his tool. She pressed the tip to her lips and wet it. He put his hands on the bed to steady himself and arched his back. The head looked enormous and it seemed to hesitate. Then her lips slipped around it and he slid in to the hilt. Becky’s let out a gasp and wrapped her legs around his waist. He started to fuck her silly.
I pressed into Lisa and she came instantly. She was worked up from watching and playing with Becky and really gave me a real workout. I held out for as long as I could finally coming as Jack grunted his second load into Becky.
We rested for a few, got in some more kisses, hugs, and feels then headed to our room. I asked her, “How was it?”
“The situation was right...and perfect.” Life is good.

End of Story