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First Time Swinging - With a Boardgame

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I came from a religious extremist upbringing. Sex was something that was only spoken of in hushed tones and never in a positive light. Even after I was on my own I still felt tied to that upbringing until eventually I saw through the hypocrisy of it all and left it to become Christian. The sense of freedom was immense, as I learned there was a whole world out there I had never experienced.

Shortly after this timeframe I got together with a woman who spoke to me about swinging. She had been swinging years previously and enjoyed and told me a little about it. It sounded intriguing. Due to my upbringing throughout my college years on up to being almost 30 at that time, I had virtually no sexual experience outside of my ex-wife, so it opened up a world to experience and make up for lost time. We chatted about it frequently and discussed starting it up, but with kids and life in general it never happened. She decided she was going to start playing with my best friend behind my back, and then refused to stop even after caught in the act repeatedly. I learned through that series of events that the one thing most important in a relationship, especially one that will be open, is honesty with your partner in everything. I had not had a chance to engage in swinging when that relationship ended after almost 10 years, but I think I learned what is perhaps the most important lesson of all for the activity.

A few weeks after we parted ways I met a beautiful woman who would later become my wife. She too had previously engaged in swinging, but she was committed to the number one rule of honesty and openness in all things with your spouse. She enjoyed swinging and was open to introducing me to it. My kids were early teenagers but went to visit their mother every other weekend so we had ample opportunity to look into the activity. We put a profile online, sent emails to a few people, attended the local meet and greets, even attended a local dance. Unfortunately my wife being a bit overweight and myself being so new and 'a gentleman' to a fault, we never had any real opportunities.

We were near giving up when we met another couple online. For purposes of this story we will call them Phil and Ivy. We started chatting online a few times back and forth to get to know each other and decided to get together. Phil and Ivy met us for dinner at Applebees to sit and chat and get to know each other. Phil was quite tall, but not lean. Had he been shorter one might have said he was husky, but with his height the impression was simply that he was a big man. He had black hair that was starting to thin and a loved to talk and interact. Ivy was short, at least a full foot shorter than he was. She was plump but not exceptionally overweight. She had shoulder length blonde hair and large breasts that seemed to be a bit larger than I would have expected on a woman her size. She too loved to interact, but also had a naughty side where she really enjoyed sending naughty multimedia messages to others on her phone. After a very enjoyable evening we exchanged cell numbers and went our separate ways.

Over the next couple weeks I recieved a number of naughty media messages from Ivy, and my wife got a number of teasing texts from Phil. The chemistry was definitely there to take it further. They were interested in us, and we in them so we chatted about getting together for a bit more in the near future. It just so happened that there was a swingers halloween dance coming up on a weekend the kids were gone. Phil and Ivy had never been to one of the dances and were curious, so we all agreed to meet there and then go back to our place. My wife prepared jello shots, and we got the basement ready for a play area when we got home before heading out to the dance. I had found a computer game online that was much like monopoly, but when you land on a property to can pay with sexual favors instead of cash instead. I had been anxious to try it with another couple so I got that setup and hooked up to the big screen TV for the evening as well. We then headed to the dance.

We met Phil and Ivy at the dance. My wife was wearing a pair of fishnet stockings, crotchless panties, and a black petticoat with a worn out somewhat transparent white spaghetti strap blouse as an old west lady of the night. I simply wore a halloween styled vest over a white shirt, and jeans. Ivy came dressed as a vampiress, and Phil had a sheet to wear over his head, but never really used it. We went into the dance and found a table to sit at. While this was their first experience at a dance, for me it was the first one that didn't feel awkward. It was so nice having people we knew to chat with and socialize with while the dance progressed.

We had gotten out on the dance floor to do a little dancing and spent a lot of time at our table chatting. Some of the couples on the dancefloor were fondling each other and I wanted to take it up a notch. About that time my wife went to the restroom. When she got back she did not know that I had spoken to Phil and Ivy. I told them that she liked to have her ear lobes sucked on and light breathing in the ear. I told them when she got back he should kiss her cheek and then move to the ear and that Ivy should do the same. As she sat down she was initially shocked but then relaxed and melted into enjoying it. So much so that she did not see me slip under the table. I took me no time at all to find her wet pussy and clit with her crotchless panties, and i began rubbing them. In mere moments she was shaking with a flood of orgasmic pleasure. I then got out from under the table, kissed her cheek and told her I loved her. Then I sat back down in my chair with a wicked grin. The older gentleman at the table next to us smiled and commented on how she was so lucky to get such a royal treatment.

After my wife's orgasm she needed to rest for a few minutes so I took Ivy out on the dance floor. A slow dance had started so she pulled me close to her with her hands around my butt as we danced. My cock was already getting large after the treatment I gave my wife, and this just made it larger. She started to kiss me and then the abnormal bulge in my pants became quite obvious as she feigned shock and asked "Did I do that?". When the song ended we went back to our table and I checked on my wife who was enjoying Phil lightly nibbling on her neck. Ivy sat right beside me and began rubbing the bulge in my jeans. She commented on how nice it felt and how much she was looking forward to getting her lips around it later. As she kept rubbing I became fully erect and had to adjust my pants. Trying to be a little discreet about it I got up and took off my shirt so I was only wearing my vest for a top and my chest was exposed. I adjusted my pants at the same time. My attempt at discretion was a failure as my wife commented that it appeared I was having a slight problem in my pants, and Ivy reached up to rub it while I was standing and commented on how nice a problem it felt like.

Clothes were coming off of people on the dance floor and it was not long before the women lost their tops. I had been looking forward to seeing Ivy without her top on and her large breasts did not dissappoint. We had fun dancing with our bodies mashed together taking turns who was in the middle getting their body rubbed, touched, squeezed, etc during the dance. During the slow dances I danced with Ivy and my wife with Phil. I would spread my vest slightly and pull her naked breasts up to my chest dancing skin to skin. Eventually all of us were down to our underwear on the bottom and nothing on the top. This gave Ivy access to my cock that she had so much wanted and she took full advantage of wrapping her hands around it through the underwear, stroking it, etc. At one point I had to tell her to stop so as to avoid a premature event. It was not long after this that we all decided we wanted to take it up another notch so we got our clothes back on and drove to our house.

We reconvened in the basement. I made some drinks for everyone as my wife brought down the jello shots. I then pulled up the game on the computer that we had mentioned to them previously and all agreed to try out. The game was a lot of fun, but I found it to be very luck of the draw. Right off the bat, Phil got a card telling him to remove his shirt, and only a couple turns later my wife had to remove hers. I was anxious to see Ivy remove hers, but the game would have me wait some time for that. We had a closed off section of the room that was dark, yet did nothing to prevent sound from traveling through and when Phil landed on my wife's property he had to go into a dark room with her while she guided his hands to feel her whole body with no clothing being removed. They disappeared behind the curtain for a minute or two. Ivy took advantage of the time to slide beside me and rub my cock through her pants whispering in my ear that she wanted me, while all we heard from behind the curtain was giggling.

Ivy next landed on my property and her card told her to sit on my lap for the next three turns. I think we both were a bit disappointed that our pants were still on, but I took advantage of the position to hold her nice firm breasts in my hands through her clothes. A few turns later I got the instruction that I was to be my wife's slave for a turn and do whatever she wanted. She had me go and refill the drinks while they continued to play the game. As the game progressed we had some jello shots and drinks and inhibitions melted away. Eventually I got a card that told me to strip tease the removal of my shirt, and shortly thereafter to remove Ivy's shirt using only my mouth. I took extra time with my mouth around the breasts enjoying every second of it, but she still had her bra on. Finally the card came up to loose her precious melons, and of all people it would be me doing the honors. By this time Phil had no clothes on, My wife was in her panties, Ivy was in panties and bra, and I was still in jeans and underwear. Unfortunately, the game seemed to have a sense of humor as it let me remove her bra, but I had to wear it on my head like a hat for three turns. Everyone got a good chuckle out of that. My wife then landed on one of Phil's properties and as he was already naked, it instructed my wife to massage his cock with her feet for a full minute. Next, Ivy landed on his property and the game pulled a multiple partner card. Phil got to sit there and enjoy both my wife and Ivy licking and sucking on his hardened shaft and balls for a full minute.

I got my headwear removed and shortly thereafter Ivy had to remove my pants. My hard, long cock had escaped the confines of my underwear and as she took down my pants she saw it sticking out and started licking the tip. I could see her excitement and anxiety to get the whole thing in her mouth, but the card was just to remove my pants and both my wife and Phil cried foul. She finished removing my pants with a fat lip at not being allowed to enjoy the treat any further. My wife got a card instructing her to take her panties off and push them into her wet pussy. She then got to choose who removed them. She was going to ask Phil to, but Ivy also wanted the privilege and so she let her do so. Ivy took her own sweet time, I imagine enjoying the warm salty sweetness of my wife's tasty juices, but she did get them out and then my wife joined Phil in the naked brigade.

Again Ivy got a card to sit on my lap for three turns. This time she could easily feel my hard throbbing cock with just the light fabric of our underwear separating us. I could feel her warmth and felt her getting wetter as she lay there. My wife got a card where she had to lay down and Phil sprinkled pop-rocks on the slit of her pussy. He then had to lick it clean. I think she had two orgasms during that card, but I had fun of my own. While she and Phil were distracted with their own fun I reached into Ivy's panties to soak my fingers with her tasty juices. She in turn reached down mine and grasped my engorged cock. She breathed in quickly, the sound of slight shock. It was later that my wife would tell me that Phil had a nice long cock like mine, but only about half as thick. One of my favorite sexual activities is to lick and taste a woman's juices. I had a wonderful coating on my fingers and quickly coated my mustache. The flavor-saver as my wife and I tend to call it. I quietly cleaned my fingers the rest of the way in my mouth before Phil finished cleaning off my wife's slit.

The scent of a different pussy so constant was heavenly and I felt my cock throbbing on it's own. At 40, it is not as often as it used to be that my cock is at full length and hardness. Don't get me wrong, it still gets nice and hard, and I have never found a pussy it didn't reach the end of, but it felt like it was at the full nine inches and almost two inches thick. Every breath was filled with the pleasure of that scent and I couldn't wait to get her panties off completely.

Phil got a card next telling him to go for full penetration with my wife and stroke in and out. The card also instructed the other players to critique his style. This instruction was a bit odd but Ivy really had fun with it. Not to mention reaching in my pants and grabbing my cock again while they were going at it. My wife got a card telling her to sit on Phil's lap for three turns so he sat back on the loveseat while my wife sat there pulling his cock up to rub on her shaven mound and clit. I noticed her reach down and rub it against her from time to time making them both emit soft moans. I got a card that said pop-rocks. I was so excited I would get to lick and taste Ivy's pussy but then I read more closely, and it did not have me removing her panties. Instead I had to put the pop-rocks in her naval and lick it clean. This resulted in quite a bit of giggling from Ivy as it tickled in the process.

Finally I got the card to remove Ivy's panties. I had to do so with just my mouth which I was quite excited about. Getting around the buttocks was the first challenge, but once that was done I took my time rubbing my nose up and down her slit as I pulled them down the front. The smell was divine as I got more of her juices all over my mustache. I think Ivy may have had an orgasm at that time but don't know. She certainly was squirming as if it was possible. Ivy got a card landing on one of Phil's properties. She had to sit on him, sticking him deep in her pussy and then pretend it is a joystick and she is playing a video game while describing the game.

The next card Phil got had him working for my wife. He had to lay there and let her pleasure herself against his cock without penetrating for two minutes. After they finished Ivy began complaining that my underwear were still on, so everyone agreed I needed to remove them. I did and set the game to know we were all now naked. A few minutes later I got a card where both women were to lick and stroke my cock for a couple minutes. Phil, my wife, and Ivy got a multiplay where my wife was to ride his cock while making out with Ivy. I took advantage of the opportunity to reach between Ivy's legs and get more juices from her which I began rubbing all over my cock. She moaned and enjoyed the touch. When the time was up she moved and said "look what you made me do..." As it turns out Ivy was a squirter. Not a strong or powerful squirter but a squirter nonetheless and there was a wet spot on the sleeping bag she was kneeling on at the time.

Phil got a card telling him to lick and suck on my wife while she gave him play by play instructions on how to do it, and Ivy and I decided to apply it to ourselves as well. Phil got another card to penetrate my wife and be critiqued. This time they did it in the doggy style position while Ivy and I fondled my wife's breasts.

For my first experience at swinging this night was one I would never forget. Ivy got a card instructing her to kiss me for a full two minutes not coming up for air, but to rub her body and hands all over mine in the process. She shuddered as I rubbed her clit during this time. My wife got a card telling her to ride Phil like a cowboy until he filled her. They stopped just short of filling her so the game wouldn't end too soon. It was already after 1am, so it was getting late anyway but so far Phil had penetrated each of the women multiple times and I had not at all. Everyone agreed to wait until I got some action so the game could continue. It was not long after that I got a card telling me to push my throbbing cock into Ivy. She looked at it again, stroked it a couple times, took a big chug of her cocktail and laid down to guide me inside her delicious, warm, wet opening. She apparently squirted a little bit as there was a little bit of wet building where her butt was on the sleeping bag. I felt the tip of my cock touch the surface of her skin and her wetness on the head, and was about to slowly push into her when...

The liquour she had been drinking all night caught up with Ivy. She stated loudly, I think I'm going to throw up and quickly stood up. I guided her up the stairs to the bathroom where she emptied out her stomach. Needless to say this can really ruin the moment. My cock was still large but not near as hard or throbbing as she finished up in the bathroom. She put her arms around me and apologized sincerely. "I am so sorry. I ruined everything. I wanted so much to feel you deep inside me tonight". I told her he was not as hard but he certainly wasn't limp if she still wanted to. She laid down on the carpet, pulling me down towards her as I guided my cock towards her opening. Just then Phil came up to check on her. He was suddenly very angry, told her he would be in the car when she was done and went downstairs to get his things.

As it turns out one of their groundrules for each other had been they only did same room play. Even though he had been inside my wife multiple times that night and Ivy had never had me, it did not change that rule and he was quite upset. Ivy and I stopped immediately, not only out of respect for their relationship, but also because the whole incident left me limp. He calmed down and we called it a night. After seeing them off my wife and I went to bed where I filled her twice and we fell asleep to a very relaxed slumber.

This was my first experience at swinging, at multiple partners, at being with someone who squirted, as well as a number of the activities in the game. The dance was great and the afterparty even better. I was still a virgin to full swap, but sure it would come later as it did (See my story "Movie Night A First Full Swap Experience"). We met with Phil and Ivy a few more times after that, but they modified their ground rules to no full swap. We still had lots of fun with the game, but no penetration. About a year later employment changes led to our moving out of state. My eyes had been opened to a whole new world, with new fantasies, new excitement, and new possibilities.

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