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The 19th Hole - A Swingers Tale

One sleepy Monday morning, my wife of almost 30 years casually announced over coffee that the girls were planning their annual get away weekend and she would be leaving next Friday to go spend a few days on a cruise ship, sitting by a pool with her best friends. I thanked her for letting me know, and asked if it would be OK if I spent a few days in the desert, working on my golf game and getting out of town. We mutually agreed that it would be a good idea, and we left it at that and headed to our offices to start the week.

Now, the annual girls trip was something of a legend, because while the group that consisted of my wife’s four best friends, and two of our neighbor’s wives, they usually made it sound like they only sat by the pool, drank cocktails, shopped a lot, had fancy dinners, danced to disco and 80s music at night, and spent time in the spa.

But we all had learned otherwise.

Not surprisingly, the real truth was that most trips involved heavy drinking, usually some girl on girl playing, and on special occasions the addition of a few younger men to satisfy the true cougars in the group. What happened during the girls trips was kept on the down low.

The truth came to light a number of years ago, when one of their friends had a few too many cocktails at a pool party, was pissed at her husband for cheating on her, and revealed that this group of women all in their early to late 50s, had done more than just tease a few guys they met on a trip to Vegas. She also hinted heavily that my wife and a couple of the girls liked to play with toys and sometimes each other during these annual getaways.

Some of the husbands took the news hard, and the trips stopped for some time, others like me didn’t care, and were mildly entertained by the thought of enjoying our wives participating in that type of kinky behavior behind our backs.

My wife Angie, and I (Ray) had been married for more than 30 years by that point, and had teased with the idea of swinging, and lightly talked about the idea, we never actually pursued it. We were both very sexual, stayed in decent shape given our corporate work, and shared interests in our fantasies from time to time. We had played with other couples in our younger days, but after our kids grew up we didn’t have time or much interest in doing so. I knew my wife liked women, and had encouraged her to tease and kiss some of our friends on occasion, so I was comfortable if she had some solo playtime with other women.

I was slightly taken aback when I heard that my wife had been involved with the guys they met in Vegas (allegedly she one of them a blowjob and jerked him off until he came) but I was skeptical, that it was just oral or hand job she was giving out, and was kind of turned on by the idea that she was into that. I was not jealous, and had always thought about playing solo too, but minus some light oral I gave to a good friend of ours one afternoon by the pool, I never cheated on my wife once.

Later that week, I booked a nice suite at a luxury resort and bought an all inclusive golf package that would allow me to golf as much as I wanted for a few days. I was all set and really looking forward to spending some quality time out of town.

The idea of meeting up with someone, or going to a local swing club crossed my mind a few times, but I never gave it much thought. I was going to go golf my brains out for a few days. That was enough.

The night before she left, we made love and I gave her a long slow missionary fucking, just the way she liked it. All along I talked dirty to her and told how much fun it would be to watch her play with other women, and maybe fuck and suck other men while I watched. I could tell that my words were turning her on as she got wetter and started cumming harder than usual.

I asked her if she approved and she purred, “Yes I do, I think I would like that, honey.”

I asked her what she’d like to do and she quietly let out, “I’d like to fuck another man with you, maybe a threesome, honey.”

I lifted her legs up and started pounding her hard until she asked me to fill her up, and I sent a built up load of hot cum deep into her wet pussy. She came so hard when my hot cum hit the back of her pussy, and a big smile came across her face.

“That was great, let’s do that again,” she said.

I was instantly aroused by her reply, and rolled her over on her knees for a second round, grabbed her nice full hips, and slid my cock into her pussy with a deep thrust.

“What exactly would you like another guy and I to do with you?,” I asked.

“I don’t know, anything you both would like to do with me, and maybe I’d watch the two of you with each other,” she replied.

‘I will do whatever you ask, you could do whatever you wanted, maybe I could be your Dominatrix, or you could both treat me like a slut or whore if you like. I’d like to submit, I think that would be fun,” she gasped as I pounded her from behind. .

Her response flooded my mind with excitement and the possibilities, and I began to give her a long steady pounding, fucking her doggy while she moaned and grabbed the sheets with her face buried in the pillow. I found my zone and was fucking her with a steady rythym and deep for a long time, knowing this would be a good warm up fucking for her cruise, which I was now sure would involve some pussy licking, and maybe some lucky hung stud being able to enjoy a blowjob and the pussy I was about to send on its way, nice and sore, and full of cum.

Finally she begged me to stop fucking her and cum since she had to get up early in time to catch her Uber to the airport. With that I dumped my second load deep inside of her, sending her deep to sleep with a long moan and heavy and thick stream of hot cum dripping out of her pussy. As she began to drift off into sleep, I slid up in between her legs, and enjoyed about 10 minutes of licking her pussy and ass, darting my tongue and fingers in and out of both, and savoring and tasting my cum and her juices in and their delightful combination of flavors. She was mildly aware of what I was doing, based on the subtle moans and inaudible words she gasped while my tongue and fingers slid in and around her pussy and ass.

I woke up around 6 a.m. to find her all dressed, packed and ready to go. She looked great and dressed really sexy.

I gave her a big hug and kiss and wished her a safe and fun trip. I noted that she looked a bit surprised when I told her to do whatever she wanted while gone, and have as much fun as possible.

“What do you mean?”, she said.

“I mean have fun. I don’t care what you do, as long as you come home to me, and try not to catch anything, if you know what I mean.”

“Would you care if I did?,” she asked.

“Not at all,” I replied.

“Well if you don’t, either do I and the same applies to you, just don’t catch anything either,” she replied.

I was mildly shocked at her reply, but knew that maybe I had let her secret out, and that was her way of responding given her surprise.

“I’m looking forward to learning how to golf again, so it will be a few long days on the course, and early to bed early to rise.” I said.

“Well if that’s the case have a good time, and save some for me when I get home, I’m sure to be as horny as I am right now, after last night,” she replied.

We shared another kiss, and then she grabbed her bags.

On her way out the door she turned to me and said, “I loved how you licked my cum filled pussy after fucking me last night. You usually don’t do that, Ray. Why last night?,” she asked.

“I don’t know, the idea that you were open to another guy with us might have done it. Thank you, it was delicious, and you are delicious and beautiful, Angela, I just hope you are not too sore for your long weekend.”

“Oh no, I am perfect. I’m still tingling from what you did to me last night. No need to cum again for a few days, but you never know. Maybe you can do that with me, and another guy sometime after I get back,” she replied with a wry smile, and turned around and walked to her waiting car.

I stood in the doorway with a big hard on protruding through my gym shorts as she drove off, my head in a fog of ecstasy until I realized my neighbor was walking her dogs down the street practically staring at my cock at full mast. I quickly turned around, closed the door, and went back to sleep for a couple of hours.

When I got up, I packed my bags, grabbed my clubs, and headed off to the hotel resort I had booked for a few days. It was time to golf, or so I had thought.

The drive to the desert took about 3 hours, and was uneventful. Fortunately, I left early enough to beat traffic and enjoyed wide open roads the whole way. All the while I was replaying my conversation with my wife, both last night and earlier in the morning.

After 30 years of marriage, raising a family, long and distinguished careers, and growing older, our sex life had devolved like most. We had fun, and had some really adventurous times in our earlier years, but that hit the skids in our late 40s. Seems like most marriages go through that as time goes by.

As I pulled up to the resort, I couldn’t help but hope that maybe our chat and sharing our interests, not to mention the fact that she now knew that I was aware of what went on during the girls weekends away might steer our sex life into a new direction. I could only hope.

I was especially intrigued by the ideal of a threesome with her, and the idea that bi play was on the table. As a young man growing up in a traditional family environment, the idea of bi play was repressed and was put away at an early age. A traditional relationship and family was a requirement, or so we were told back in the day, but the idea of bi play and a threesome involving my wife was always in the back of my mind.

The resort was just as advertised, and was beautiful. As I pulled up the valet took my bags, and clubs, and I headed to the lobby to check in to my room. I had booked an upgraded suite, and one that offered a view of both 18 hole courses, and the large pool area.

I got up to my room, tipped the bellman $20 for my bags and for taking my bag to the clubhouse, and put on my bathing suit and sat on the patio overlooking the pool taking in the view and having a beer. I could feel the relaxation take over my body and I was happy to know I had a few days to myself.

I decided to take a tour of the resort, and after walking the grounds I spent the rest of the afternoon hitting balls on the driving range and putting green. Before I left, I booked an early morning tee time and decided to spend a quiet evening in my room and get an early dinner in the bar.

I watched the sunset and enjoyed looking at the women laying out in the hot desert sun. There were quite a few beautiful women and some good looking couples out by the pool. After my second beer and watching the sun set over the hills, I decided to take a shower and head to the bar for a drink and dinner.

I got a text from my wife and she sent me a picture of her and the girls on the cruise ship. They were all dressed up, and some were looking very hot and slutty, including my wife. I could tell from her eyes that she was at least three drinks deep, maybe more, and I was happy, and instantly horny at the thought of the things she might be doing on the girls getaway weekend.

I strolled into the bar and found a seat near the end and ordered a glass of wine and asked for a menu. A ball game was on the tv above, and I sat back and took note of the early evening crowd dining and seated in the lounge.

It was an older group of couples and a few singles, but mostly men and women 40 and over, some of whom looked really good for their age. I ordered a nice salmon dinner, and sat back and enjoyed a big pour of red wine, and then another. Life was good.

Just as I wrapped up dinner, a couple walked in and sat a few seats down from me at the bar. He was a taller, thinner, white haired gentleman, maybe in his late 50s, and was very distinguished looking. I guessed he must be a lawyer or something like that. The woman was a bit younger, maybe early 50s, and was shorter and nicely shaped woman. She had beautiful skin, a very young looking face and a perfect fuller figure, at least for me. She was a lot like my wife, around 5’ 6”, nice full breasts, a perfectly round ass, and full thighs but nicely shaped calves. I had always enjoyed women with fuller figures, larger breasts, and darker complexions, so the woman sitting at the bar looked damn good to me.

I ordered a final glass of wine before getting ready to call it a night, when the gentleman looked down and asked me the score of the game. I gave him a quick recap and asked if he was rooting for one of the teams. He told me his favorite team was the Cubs, and I replied that they were one of my favorite teams as well. From there we hit it off and spent the next 45 minutes sharing an introduction, and a couple of drinks.

His name was Paul, and as predicted, he was a practicing attorney from out of state taking a long weekend to golf. His wife’s name was Anna, and she was here to enjoy the spa, sit by the pool, spend money shopping and relax for a few days. It was a great fit, and we all shared some laughs and a few too many drinks.

Finally, I told them I had to go to my room and get up for my 6:00 am tee time.

“You are here to golf too, Ray?” Paul asked.

“Yes, I am, my wife is away on a cruise with the girls, so we both get a weekend away to do as we please,” I replied.

I noted Anna dis-engaged from her phone when I mentioned that, and gave me a wry smile.

“We have a party of three starting at 7:00 a.m., would you be interested in joining us to round out the group? It would be much better than some random stranger,” said Paul.

I gave it some thought, and then said, “Sure, why not. You two seem like a fun couple and it would be nice to get to know someone while I’m here.”

“Great, I will call the front desk and have them re-arrange your time and fill up that fourth spot. Are you any good?”, he asked.

“To be honest I spend too much time in court to have a great game, but I’m decent,” Paul said.

“I’m an OK golfer, after a round or two, I’ll get my game back in order,” I replied.

“Well we are here until Monday, so maybe we can share a few rounds of golf and drinks, and see if we have similar games,” Paul replied.

“Me too, I replied, I have a few days of unlimited golfing, sounds like fun.,” I replied.

Then Anna asked a funny question.

“We might go to a club in town one night this weekend, if you are interested, maybe you can come along, Ray” she said.

I figured it was a music club or dance club of some type, and responded, “Sure, There’s no question this bar will get a bit old after a couple of days.”

With that, I thanked them for their time, and asked the bartender to let me cover their drinks. Paul was quite surprised to learn I had covered the tab, thanked me profusely and gave me a nice firm handshake and Anna asked for a nice deep hug.

We embraced, she smelled so good, and I could tell she was holding me tight against her nicely sized breasts, all the while she rubbed up against my crotch to see if she got any reaction. Her body was a lot like my wife’s, full, but not too big, and so my cock was nicely placed right near her lower belly. As my cock stiffened, I knew she could feel it, and she looked me in the eyes with a sly smile, and that moment I could tell she had something more in mind than golfing and shopping that weekend. I just wasn’t so sure about her husband, Paul.

I slightly stumbled back to my room and fell fast asleep wondering what my wife was doing at the moment, while watching the evening edition of Sports Center on the television. I could not get the idea of Anna out of my head, and wondered if they were now back in their room having a good fuck session at that time.

I woke up early with a raging hard on. Got dressed, headed down to the clubhouse, got my clubs and met Paul and his friends on the putting green. It was time to golf.

Our morning on the course was fantastic. Paul introduced me to Craig, and Gabe, both in their early 50s like myself, and with similar “Dad Bods”, not overweight, but not in top shape.

I dabbled in minor league baseball before becoming an executive in my 40s. I had an athletic build, and a linebackers frame, a perfect compliment to my wife’s shorter and full figured athletic body. She had been a softball whiz as a kid, and played division 1 softball at a major university while in college. We were both elite athletes at one time, but age, kids and careers took a toll.

We finished up our round, and headed to the club to get lunch. Gabe and Craig played the best, and Paul and I actually had very similar games. We agreed we should play another round the next day, and maybe team up with Gabe and Craig to play for some money.

Lunch was delicious and Paul and I chatted at length. We had a lot in common, college graduated kids, good careers, a love of sports and golf, and shared a few Arnold Palmer drinks getting to know each other.

Paul mentioned that this was his second marriage, and his first tapered off after his wife stopped having sex with him, only for him to find out she was having an affair. Too many hours working as an attorney, and her interest in playing on the down low didn’t work out.

I noted how my wife was off on a get away weekend with her girlfriends and that it was known that they play and have possibly cheated while away. I shared with him that I finally told my wife that she was free to play, and she offered me the same in return while away over the weekend.

“That’s a healthy outlook, Ray. I’m happy you two can see it that way. Anna and I have a great relationship, and we are very open and honest about everything, which makes for a healthy situation, and can be a lot of fun,” he added.

“I am hoping that is what my wife and I can do now that we have an empty house,” I said.

I was just about to head off to play a second round when Anna walked up. She looked incredibly beautiful a distance, wearing a sundress, dark sunglasses, with her dark hair flowing down her back, and very tasteful sandals. Her skin was darker and glowed in the sun, and she offered a beautiful smile as she walked up to the table.

‘Hi guys, did you two have fun?, she asked.

“Great round, we are actually very similar level players, so it was fun,” said Paul.

“I’m so happy, that is great, you will have to play again tomorrow,” Anna replied.

“Already booked. How is your day going?”, I asked.

Anna gave me a big smile, and my eyes soaked in her body, and then she paused, almost on purpose, to seemingly tease the moment. I knew we were connecting.

“It’s been perfect so far, and we’ve got plenty of time on the clock left, don’t we?” she replied.

“What are you doing this afternoon, Ray?”, Anna asked.

“Go work on my game, hit the putting green, maybe play nine more rounds, and then go work out a bit, hit the sauna, I’m also thinking about booking a massage,” I replied.

“I like how you think,” replied Anna.

“You just reminded me to book a massage for later today. Maybe we’ll see later today at the spa. Thanks for joining Paul on the course today,” Anna followed.

“Paul, shall we go lay by the pool for a while?” she asked.

“Let’s go, it is a beautiful day,” said Paul.

And with that I headed back to the course to golf and they headed to the pool for the rest of the afternoon.

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