Adult Spring Break 2015 (Part 3, True Story)

Adult Spring Break 2015 (part 3, true story in Key West, FL)

Preliminary:

After our first meeting (Winter Meet and Greet Dinner) with Liz and Bob, the girls arranged a couples’ trip to Key West, Florida between College Spring Break time and Easter of 2015. Adult Spring Break 2015 - Part 1 and Part 2 are available for reading here in the Swingers Board Stories.

At a winter of 2014-15 hometown dinner with Liz and Bob, we all had commented on and discussed that we were maintaining our tans with hopes of going some place warm for a few days of sun. Since both couples individually have gone on trips to clothes optional adults only nudist type resorts in Mexico, the Dominican Republic, Palm Springs and Tucson, we discussed going together to a resort for a week. The girls decided to research on locations and try to arrange meeting at a resort.

A few days later, Lori called me at work and told me that she and Liz had arranged plane tickets to Key West, FL and two rooms for four nights (Thursday to Sunday) at a bed and breakfast near Duval Street. We would arrive in Key West Thursday afternoon and leave Monday morning the 4th week of March kind of in Spring Break time. Neither couple had ever been to Key West before and it sounded like something different and fun to the girls.

Day Three (Saturday Of Our Key West, FL Trip:

Lori and I slept in Saturday morning after our first same bed full swap with Liz and Bob the night before. As we started stirring and waking, Lori reminded me that we really had to discuss recreational swinging and trading partners with Liz and Bob since we had not swapped or traded partners with anyone else in well over 20 years. We knew we were ok with swapping with Bob and Liz on foursome, threesomes, and twosomes but wanted to discuss an exclusive relationship with them so as not to introduce chances of STD’s, emotional drama, etc.

A little after 9 AM, I rolled out of bed first and quickly shaved. Lori was dozing again, so I quietly left the room. Once again, Bob was already up, out and in the hot tub. I joined him to soak and chat a bit to discuss the fun we had the night before. I broached the subject of swinging. He said that he and Liz had discussed it a little too and were fine with swinging only just with Lori and me. If either couple decided to swing with any others we’d let each other know so our relationships and what was ok to do could be re-evaluated.

Just before 10 AM, Bob and I climbed of the hot tub and went to the rooms to get swim trunks and T-shirts on to get breakfast across the street at the B&B office and pool areas. The girls were both awake and starting to get ready to come out and nude sunbath. Bob and I walked across the street to the B&B’s breakfast area and loaded up a couple trays with coffee, raisin bread toast, yogurt, etc. and carried the trays across to the table on our rooms’ deck and hot tub areas. Bob and I set the table quickly, went to our rooms, told the girls we were ready for breakfast and stripped down heading back out to our table.

The four of us had a nice breakfast and briefly discussed exclusive swinging with each other agreeing to be extra careful and discrete about swinging near our home area. We all agreed that foursomes and threesomes were fine with us all and that very private and discrete twosome play and dates with each other’s spouses were ok as long as the others knew and approved of the dates. We all agreed that if we ever traded partners with any others, we would let the other couple knows before we traded with them again.

We all got comfortable and chatted, sunned, napped, and relaxed for the rest of the morning. We decided not to do anything special during the day but to go out for dinner about 7:30 PM and then go to Bonnie and Sam's and George and Connie’s condos (the couples we had met at the Garden of Eden the night before) and check out their “adult” party in the big complex next to the A&B Dock.

A bit after noon, Bob phoned and ordered in a couple of hot pastrami sandwiches from a place that delivered. Bob asked the delivery boy to phone when he got to our B&B so we could open up the side gate to let him in. The girls set up the deck table and got out the last couple bottles of white wine. When the delivery boy phoned, I wrapped a towel on and walked over to the side gate and let him in. He did get an eyeful of our nude girls when he sat the sandwiches and chips down on the table. Bob came out of their room with the cash to pay the guy who was making a serious effort not to look at the girls. Really good shared sandwiches and a couple glasses of wine went down well. During our lunch, Bob called Berlin’s on the second floor level about the A&B dock for dinner reservations.

About 6 PM we all heading into our rooms to get cleaned up and ready to go out to dinner. Bob and I both dressed in shorts, button shirts, and sandals and were ready in minutes. The girls were washing hair and primping, so Bob and I walked out and down to Fastino’s grocery and bought a couple bottles of nice wine and a small canvas bag to carry them in for a hostess gift at the condo party later.

When we got back to the B&B with the wine, the girls were close to being ready, all tanned, lotioned up, makeup and jewelry on, hair done beautifully, high heels and nude!! The last step was to help them into “dresses”. Liz had brought a stretchy tight number that was strapless and boobsie and very short. Lori didn’t have anything quite like that so she had to improvise. Lori decided to wear a long summer strapped sun tunic top as a very short dress that she had originally brought to wear over white shorts or pants. The girls were giggling and laughing as we all had a last glass of wine at the room. They were discussing how they had never “dressed this way” to go out in public to dinner before and that they must be bad influences on each other.

Going down the few steps from our rooms’ deck area to the street, the girls’ “dresses” rode up a bit showing lots of ass and pussy…. simply great! The girls had to really walk carefully across the street holding their much too short “dress” hems down. When pulled down to cover bare pussies, the tops were dangerously low with lots of boob and cleavage shown. The outfits were great for us guys!! We all walked out, and by the time we were across the street and in front of the B&B office, the girls knew and decided they could not walk far on the heels and in the short dresses.

The B&B office man was more than helpful in arranging a golf cart vehicle to drive us to the A&B dock for dinner. Besides the great eyeful of our girls on the ride with their dresses riding up high to show high thigh and pussy, Bob and I tipped the cart driver well when we got to the A&B dock and got his card with the number to call later for a ride back to the B&B.

It definitely was not dark yet and the girls were trying not to show a lot of ass, bare pussy and boob as we walked the short distance on the A&B dock to the restaurant’s entrance on the harbor side. The nicer Berlin restaurant is upstairs above the Alonzo’s more informal restaurant. The girls in their short dresses basically almost showed all to the people in the first floor restaurant on the walk up the open steps to Berlin’s.

The host at the top of the stairs, with a big smile, led us to a table to seat us. First Lori then Liz took napkins off the table, unfolded them and put them on their chair seats to set their bare butts on as their dresses really rode up when they tried to sit. The host, water boy, and waiter all were smiling ear to ear. Our girls were actually blushing and trying to ignore the looks. Other women in the restaurant were giving looks to kill. Very funny.

We ordered a bottle of a dry white wine and read the menus for a bit. We ordered shrimp cocktails, salads and a couple of entrées to share. Sitting at the table, the girls were basically covered but the wait staff all did repeatedly glance down at cleavage, boobs and the girls’ laps as the girls tried to keep napkins strategically placed. It was great as we relaxed and visited.

When we finished dinner it was a bit after 9 PM. Bob and I dug credit cards out and settled our bill. The girls had a time getting out of their chairs with the whole room watching and holding their breath. Lots of ass and pussy was shown as they stood up from the table. The girls got their dresses pulled down over bare pussies and asses, and we walked over to the stair top to go back down. Bob and I waited with our hostess bag of wine for the condo party as the girls went to the restroom near the top of the stairs.

Walking back down the steps was a treat again as the girls in their heels had their short hemlines ride up again showing bare pussy and ass again. The girls worked at not making eye contact with people in the first floor Alonzo’s restaurant or with Bob and me.

By this time it was darker out, and the girls felt much more comfortable in the short skirts as we slowly walked along the dock to the big condo complex across the street from the dock area. We walked across the street and the girls were not so worried about the dresses riding up so high since it was even darker out now away from the dock lights.

In the condo’s courtyard, we walked over to the lobby and asked for Bonnie and Sam or Connie and George. The desk lady buzzed their condos giving our girls the eye. Someone answered the call upstairs, and the desk lady directed us back out to an outside elevator to wait,

A few minutes wait and the elevator opened with Bonnie in it. She was wearing sandals and holding her cover up closed. The girls air kissed and complemented each other on hair and make as we got on the elevator. Bonnie commented on how good our girls looked in short skirts and heels. Liz and Lori both laughed and lifted the skirt hems to show Bonnie the bare pussies. Bonnie flipped open her cover up and she was nude underneath too.

On the top floor of the condo building, we stepped out of the elevator with Bob holding my Lori’s hand and me with my arm around his Liz’s waist and walked with Bonnie towards one side on the outside balcony walk to Bonnie and Sam’s condo with Connie and George’s condo next door. At the turn next to the elevator, two good-looking young men in shorts and polo shirts were sitting to provide security for the party. With security, people could easily walk in the nude between the two condos on the outside walk areas without being seen by others people in the condo complex.

As we entered Bonnie’s condo, she pulled her cover up off and hung it on the back of a chair in the kitchen area. She was very nicely tan, with attractive small boobs and nude wearing only sandals. Bonnie showed us where to put our wine on the bar counter area and gave us a short tour of the condos. Both condos had a master bedroom with a California King bed and a second bedroom with two queen sized beds. Nightstands next to the beds had little bowls with condoms for the guests’ use.

The condos each had a loft area above the main floor with a walk out upper viewing/sun deck area. From the condos’ living areas, patio doors opened to deck areas overlooking the harbor area. The condos’ bedrooms were dark except for a couple of candles and the rest of the condos’ lights were romantically dimmed.

Bonnie said that counting us, there were perhaps 15 or 16 couples at the party. Connie and George came over to say hi. They were both nude and were picking up empty glasses, circulating and visiting with guests. Looking at the people we could see the guests’ ages ranged from the late 20’s or early 30’s to into the 70’s. Some people visiting and having drinks were nude and others were completely dressed. Bonnie told us that George was showing the ladies a good time in their bedroom. Bob and I went over and got glasses of wine for the girls and us.

As we watched, George came and went taking different women back to a bedroom. George appeared to be quite the athlete, leaving his wife to be the hostess. We figured right away that he probably was the horny bed-notcher type of guy.

Bonnie, George and Connie moved on leaving us standing in the middle of the living room area next to a young couple, probably the youngest couple there. We all introduced ourselves. The young couple, Gwen and Dennis seemed a bit uncomfortable as our girls started visiting with them. While I was holding hands with Liz, she told the young couple that we had met the host couples the night before at the Garden of Eden nude bar downtown and were invited to the condo adult party. Gwen told us she and Dennis were staying at the condo complex for a week. They had met Connie and Bonnie at the condo’s pool deck area where the girls had all been sunning topless. Connie and Bonnie had invited them to the adult party after meeting them at the pool.

Dennis was dressed like Bob and me in shorts and button front shirt. His young wife Gwen had white shorts on with a sheer white see thought shirt top on over a strapless white bra. They were a very good-looking young couple. They said they had never been to an adult nude swinger type party like this, were curious and decided to stop by. Liz and I told them, that this type of party was fun because of the open-minded people. There would be nudity to no nudity depending on the people in attendance. Some people would be naturists or exhibitionists and not into swinging and some would be pretty hardcore swingers. People were free to do as much or as little as they wanted and were comfortable with.

We told Dennis and Gwen that we were all married and that I was with Bob’s wife Liz and my wife Lori was standing and holding Bob’s hand next to us. Gwen asked if we were swingers. We all laughed and Lori told them yes and no. We did swing with each other but were not into open swinging with others. Both couples liked nude resorts and watching and being watched.

As Lori was talking, I was hiking Liz’s dress up to show her pussy and then together Liz and I carefully worked Liz’s dress up and off without mussing her hair and makeup. Liz stepped out of her heels. As Liz’s dress was coming off, Bob started working my Lori’s dress off too. I took Liz’s dress and heels over to a corner of the living room and folded them and put them down. I quickly got out of my sandals, shorts and shirt and laid them over Liz’s dress. I turned around to walk back to Liz with my cock already hard and standing straight out. It was very sexy and erotic looking at our nude wives.

Bob had Lori’s tunic dress and heels off and was stripping down too. He carried the clothes, heels and his sandals over to the corner too and walked back. The three couples were now standing together in the middle of the room with Gwen and Dennis still dressed. As we visited, sipped wine, and chatted, Dennis had his arm around Gwen and got her white bra top unhooked and off. Gwen was beautiful in shorts and the very sheer white top showing off her boobs. By this time, Lori had Bob’s hard cock in hand and Liz was holding mine.

We left Dennis and Gwen and split up and moved around the condos to watch and meet others. Liz and I picked up a couple of towels and went up to the loft area and out on the deck area to look at the moon and harbor. After a bit, Liz folded the towel, laid it on the deck. With me leaning back against the railing, Liz knelt down on the folded town and started very slowing licking and sucking my dick. Very nice!

After a few minutes, Gwen and Dennis were up there too watching. Dennis was now nude too and had gotten Gwen’s shorts off leaving her wearing just the very sheer white top and sandals. Gwen was young and knockout beautiful. After a bit, Gwen slipped her sheer top off and put it on a lounge chair. She then helped position Dennis next to me at the rail. His cock was really hard and pointing up. Gwen knelt down too on a corner of Liz’s towel and started sucking Dennis’ s cock. Watching the girls’ heads move as they sucked, I couldn’t hold long and told Liz I was going to cum. She sucked and licked faster. As I started to spurt a bit, Liz moved and got the towel up and caught most all my cum without having to swallow it all or getting it all over her face and chest.

As I was cumming, Dennis reached down to hold Gwen’s head and she really started sucking and stroking his dick. With Liz kneeling next to Gwen watching and me standing next to Dennis watching, Dennis stiffened and started cumming. Gwen was able to hold and swallow the first couple spurts of cum with the rest filling her mouth and running and dripping down on her boobs. As Dennis’s cock was drained and went limp, Liz helped Gwen wipe the spilled cum off her face and chest.

For the next 30 or 40 minutes, Gwen, Liz, Dennis and I visited while looking out over the harbor and dock and the moon. We told the younger couple that in swinging “NO means NO” and you do not have to anything you feel uncomfortable with. Liz told them that even though she and Lori were trading husbands on this little trip, they didn’t swapping and swing with anyone else. I told them, both couples had started sunning in the nude, going to nude (not swinger resorts) before moving on to watching and being watched having sex. This weekend was really the first full swapping experience either couple had and that we had agreed that it should be exclusive just to the four people and not involve others.

Since it was getting late, Liz and I moved downstairs to find Lori and Bob. They were in one of the master bedrooms and Lori was on top riding the heck out of Bob. Liz went and got a couple glasses of wine, and we stood in the bedroom door way and watched Lori and Bob screw too. After a couple minutes Dennis and Gwen, both still nude, joined us to watch. I gave Gwen my glass of wine as we watched. Bob got Lori to roll off and he rolled on top. He got Lori’s legs up high and moved his arms to hold her legs higher as he pounded her pussy. After a bit, he pushed in deep, arched, and came a big load deep in Lori’s pussy. Liz and I both applauded with Dennis and Gwen joining in.

Lori and Bob crawled out of bed and moved into the master to clean up as Gwen, Dennis, Liz and I went back out to the living room area. We chatted with Connie and George for a bit until Lori and Bob were back to join us. We found and thanked Bonnie, George and Connie for the nice evening, and Bob and I walked over to get our clothes. As we were talking with Gwen and helping Liz and Lori back into their dresses, Dennis left for a minute and came back with their clothes. Dennis and Gwen quickly dressed, made their good byes and left for their condo.

I borrowed Bonnie’s phone and called our B&B and asked the desk guy to have to golf cart pick us up at the condo complex in about 10 minutes. We made our goodbyes and thanked our hosts and left. At the elevator, the girls put their heels back on and down we went. We waited for a couple minutes near the elevator and our B&B golf cart ride showed up.

Liz and I squeezed into the front seat with the driver with Liz half on my lap and her dress hiked to her waist. Bob and my Lori got in back. Liz took one of the driver’s hands and put it on her bare thigh. The driver was grinning from ear to ear. It was a quick drive back to our B&B where the driver parked in front of the B&B office and let us off. Both girls giggling hiked their “dresses” to above waist and walked bare butt across the street ahead of us to our rooms with the cart driver watching.

Once back on our B&B deck area, the girls slipped out of their heels and dresses, teased a bit, and head to their rooms. Bob winked and followed Lori to our room and I followed Liz to their room. By the time I had my shirt and shorts off, my dick was hard, and I sat Liz on the bed and laid her back down, kissing and feeling her up. We had a slow screw missionary style, very huggy and kissy. After I came nicely, we fell asleep.

In the morning, I woke up with Liz stroking my cock with her hand. In a second I was hard again and we had a nice wake up screwing session. When we were done, I opened the B&B door to the deck and left it open and crawled back into bed with Liz since Lori and Bob’s door was still closed.

After awhile, we heard Lori and Bob stirring, talking and laughing. Lori and I climbed out of bed and looked out and saw they had the room door propped open too. We walked next door to check on Lori and Bob. We all decided we had had a good time. The girls were going to freshen up, hot tub a bit, while Bob and I got dressed to go across the street to bring breakfast back again to our rooms’ deck area table.

We ate breakfast in the nude again on our rooms’ deck, sunned at bit, soaked some, etc. After lunchtime, we all cleaned up and got dressed. A golf cart cab took us over to the Hemingway house, which we toured. We ate a late lunch/early dinner at a Bodega Restaurant, which was very good. The restaurant called a cab for us and we went back to the B&B.

Since it had been a busy few days, we all turned in early because we had to be up so early to take a cab back to the airport to go home. Talking it over, we decided to watch plane fares and in a few months try to make a nice trip together again with such good friends.