Keep adding me to your favorites list and vote and I will keep telling you real stories about our Lifestyle. This is a fictional story based on fact. Names and locations have been changed to protect my identity and my wife's identity. If you recognize the events told here, do not let me know. I have changed enough of the story so as not to incriminate our friends either. Everyone in my stories is over 21. The story may be embellished or altered only to protect the actual individuals and create "fiction". I have always found that real life is way hotter/sexier than made up stuff.
Note: you should never enter the Lifestyle without a strong communication based relationship. The Lifestyle rarely cures marital woes.
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Our first Lifestyle party was in the past (see chapter 2 for that story). We had fun, but we really like to establish a personal connection with people before playing. To this point in our journey we usually only played with people we knew. Also, Theresa had not really done much sexual playing at all. She was very encouraging to me, and enjoyed watching me play with her friends.
We decided to meet some couples from the websites we had joined. Many of the couples would show some interest when we contacted them, some did not. The problem is that meeting a strange couple is it is fairly awkward. When you meet another couple you know they are interested in you physically, but you have no idea how your personalities and chemistry will work.
A strange dynamic in the Lifestyle and using a website to meet others is that you are basing this meeting on photographs alone. Not knowing if the photos are current, realistic, or really representative to how attractive people are.
A few observations about meeting in the Lifestyle. People tend to be nice. Having four people get along with good chemistry after just a couple of hours together is fairly rare. Agreeing to swap on the first date rarely turns out well, except for couples that only want a one-time event. There are exceptions to this, but generally that is how it has gone with us.
We had met only one or two couples before we got an invite to meet a new couple across town. Our previous attempts didn't go great but we continued to try to set up first dates. This new couple wanted to meet at a restaurant near them. The drive was going to take a while and we thought that meeting them, even if we did hit it off, would only create a distance problem.
My thoughts were basically, "let's give it a try, if it doesn't work out, we will just make the best of the evening together, talking about how horribly it went." Theresa and I enjoy each other's company a great deal and so for me the worst part of the evening could be actually meeting the other couple.
I was interested based on the pictures and profile written. Non-pressure, slightly older, and somewhat attractive. Theresa isn't usually attracted to men younger than her so that fit the bill. The woman was blond with large breasts (judging by the photos). The man wasn't overly attractive, but their profile seemed intelligently written with humor.
Theresa said "fine" with not a lot of enthusiasm. Theresa was nervous. She was worried about what they were expecting. She didn't know if there would be common interests and what the heck we would talk about. Honestly, I had no idea either.
I set up the meeting and we dressed up and headed out on our journey. Theresa wore a hot red and black top that showed a lot of cleavage. I dressed in jeans and a nice shirt. The weather was warm but not hot.
We joked and talked on the way, but the tension was high. Meeting strangers interested in possibly having sex with you, creates feelings of self-consciousness and doubt. Being rejected still hurts and makes you feel crappy. Also spending an hour or so with someone that rubs you the wrong way makes for a long evening.
But if it goes well, that too comes with stress. "Do they want to mix it up on the first date?" "Will they both be interested or only one?" "Am I really that interested to get naked with someone, even if it is obvious they are interested in us?" "How far do they expect to go and how soon?"
We arrived a few minutes early and waited in the lobby. Karen and Josh showed up. I instantly recognized them both from their website pictures. She was a tall medium build blonde. She wore a hot dress that showed her slender legs and showed off her incredibly large breasts. Josh was dressed similar to me except he was wearing a Harley t-shirt instead.
They both greeted us warmly and we sat down. We ordered some appetizers to share and the small talk began. "What do you do?" "How long have you been married?" "Have any kids?"
We learned that they had kids but they were old enough to be out of the house. They both worked and he owned his own business. He served in the military (an aspect Theresa likes). They both grew up without a lot of money and built a marriage during the service and grew closer together. It was obvious that their marriage was strong and that was a good thing.
My eyes kept scanning Karen over. She had a wonderful smile and a naughty grin. As she talked or laughed her chest expanded tempting me with her ample cleavage. I really wanted to see what was under that dress.
Theresa went to the bathroom and they started to ask me questions about sex, how far we wanted to go, how experienced we were, etc. I said "Theresa isn't that experienced and she likes to get to know people before playing."
"Oh we understand that. How about you?"
"Well, I have played more than Theresa, and I am comfortable playing."
Theresa returned and asked what we talked about. We were honest and filled her in. The rest of the conversation and evening went well. Josh and Karen were both engaging and interesting. Even though Josh did most of the talking. He talked about everything. I whispered to Karen that she must've heard these stories 1000 times before, she just grinned.
We exchanged phone numbers, hugged, and headed to our cars to drive home. We exchanged texts thanking them for their time and for a good evening.
We continued texting for a few days and decided to meet a second time. This time they wanted to meet at a strip club. Theresa and I aren't really into strip clubs, but we did have a good time with the couple and decided to give it a go.
Theresa was super stressed out. When we got ready, she dressed conservatively. She didn't want a "lap dance". She didn't want strippers touching her. She was a ball of nerves. I asked her if she wanted to cancel, but she knew I wanted to go and with a heavy sigh, got in the car and we were on our way.
This time Karen was dressed a little more on the hot side and Josh was dressed about the same. Clean but casual. We watched the dancers and Karen and Josh paid for several table dances. Theresa just watched uncomfortably.
I didn't think it was going well, but made the best of it. Flirted around and tried to be as comfortable as possible. They bought me a table dance and I returned the favor. They tried to buy Theresa one, but she wasn't having it. Finally later in the evening she agreed to walk to the stage and tip a girls some singles as long as Karen went with her.
The conversation still went very well. As the evening finished Karen asked Theresa if it was ok to kiss me goodnight and if it was ok for Josh to kiss her. Theresa agreed. In the parking lot we gave each other's spouse a warm first kiss. Karen was obviously excited about the titillating evening and I could taste the excitement on her tongue. We each kissed for maybe twenty seconds and said goodbye and left.
"What did you think?" I asked Theresa.
"Wasn't crazy about the strip club, but the kiss was nice."
Really? Wow, now that was progress. We enjoyed laughing about the uncomfortable situation, but by the time we got home, Theresa was ready to go.
She dropped her clothes and engaged my mouth. My hands explored her familiar body and we had some pretty hot sex.
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About three days passed and I received a text from Karen inviting me over to give her a massage. We talked about it the first time we met. I explained that I give a pretty good massage. I asked Theresa whether it would be ok. "Sure she will like it a lot."
I arrived at their house. She was dressed in a robe and panties only. The robe was white and tied tightly. She greeted me with a kiss and lead me into the bedroom. There was lotion on the nightstand and music playing.
She moved to the bed turning away from me. She took off her robe and laid down on her front. Her breasts pressed out from under her. This was very hot. I talked to her and gave her probably 45 minutes of massage. Her back was tight from her job and I was very much a gentleman even though I wanted to touch her breasts and ass.
She moaned and we talked. Then she flipped over and pulled me down in a kiss. Her kiss was warm and passionate. The massage must've worked on relaxing her. Her breasts were very large (later I found out they were 36DDs). Her nipples long and hard. I continued to massage her and avoided her breasts.
I eventually ran out of untouched flesh and then moved to her breasts, rubbing them firmly but not hard. She squirmed at the touch of the lotion and my hands. Her nipples responded further and I asked her if it was ok to suck them. She nodded yes.
My mouth enveloped her nipples, my hands explored her breasts. I slid one hand to her panties. They were wet. She lifted her hips inviting me to remove them. I slid them down, spread open her legs and kissed her shaven slit. The scent and flavor was different than Theresa's. Not bad or good, just different.
She moaned and I actually did bring her to an early orgasm. All that massage and talking must've gotten her close to the edge. She pulled me up on top of her. I put on a condom and slid into her.
The feeling of first entering a new woman is always incredible; she welcomed me in. Pulling me into her and thrusting to meet my rhythm. We kissed and I came inside her.
I rolled off her and we talked for several more minutes, then it was time for me to go. I thanked her and told her to thank Josh for me. She texted Theresa as I drove home, thanking her profusely for letting her borrow my talents.
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The following weekend Josh and Karen invited us to eat out then maybe go to another strip club. Josh and Theresa had been texting quite a bit; getting to know each other.
Theresa talked about them playing trivia games and matching wits with each other. Josh was engaging Theresa's brain and that was excellent motivation for Theresa to accept the invitation to meet them again.
