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A Boost Of Confidence

We had been in the lifestyle for around two years. We had actually only played... with a single guy, and a few couples. Though with the couples it was more making out, maybe a little fondling of a pussy or cock. But my wife had gone all the way, but I had yet to experience another woman fully.

I think it bothered my wife that I had not been with another woman, and so she was always trying to set things up for me. I'm an attractive 40 year old, but like most men my age, I had developed a small belly, and when it came to the flirting game I found myself way out of my element. Plus, when we were ever with other couples I always thought that the reason they wanted to be with me was because of my hot wife. So I guess you can say I had a confidence issue and it was beginning to frustrate my wife.

It all came to a head one night, she was flirting with another guy and was talking to me about it. I wasn't jealous that she was talking to another guy, in fact it turned me on. But I was frustrated because I didn't know how or feel confident in my own skills in regards to this guys wife. So as usual I just sat back and watched and listened. My wife though was furious after seeing me fail to engage once again. She asked me if we should just take a long break from the lifestyle, and I told her that I was not jealous of her, and reassured her that it was just me. Finally I admitted that I just didn't feel that I had the game... anymore and felt like a frustrated teenager. She then softened when she realized that it really wasn't her, and she gave me a big hug and said not to worry.

Later that next week, I was at the office knocking out some sales reports for my boss, and I get a weird phone call. My wife asks me if I'm up to a lunch with her and a friend. A friend .who is it I ask? She states that it's an old buddy from college and she needs me not to be late. So I grumble a sure, be right there..., and I grab my keys and I'm off to our favorite café.

I arrive at the café and walk up to the table where my wife is sitting with her friend. Stunning does not do this girl justice, she's amazingly hot. Five foot nine inches, gorgeous blue eyes, luscious lips, large eyes, and wavy blond hair, for a second I thought I was meeting a movie star. My wife is stunning as well, 5-3 with perfectly placed curves and flowing auburn hair, her smile could melt steel. The two of them together was almost too much. My wife introduced her friend Holly to me, and motioned me to sit down between the two of them. Soon my wife was bragging about me to Holly, which of course made me self conscious and Holly kept looking at me, and for a second I was self conscious that she wasn't pleased.

As our conversation continued I noticed some pressure under the table against my right knee. I knew my wife was on the other side, and so I began wondering if it was Holly. Soon I felt a foot slowly rub down my knee and calf and I began feeling my cock stir inside my pants. My wife and Holly kept talking about old times like I was not even there, and all I could do is focus on my lunch and was wondering how long Holly would stroke my knee.

The conversation wound down and I picked up the check. As I turned to give it to the waiter, I dropped the ticket. Both Holly and I instinctively reached for the ticket, and our hands touched. A thrill of excitement shot up my arm, and she lost her balance and fully grabbed my shoulder and arm to keep her balance. As I helped her recover she remarked how strong I was and how I was such a gentleman.

My wife chuckled, and I told the girls to go hit the ladies room, as I waited for my boner to disappear. As they walked off, Holly told me that she really had to run and she leaned over to give me a light kiss on the cheek. I barely registered the slip of paper she slipped into my left front pocket of my shirt and at that moment I was now fully fantasizing about Holly.

My wife soon was back at the table and I told her that I needed to jet back to work. She said she understood and gave me a sensual kiss. Before she left though she asked me, So what do you think of Holly .she's hot isn't she?... ..
I replied with a non-committal, yeah, she's alright..., and then excused myself and walked out to the car. It was at that moment that I remembered the slip of paper from Holly. I soon fished it out of my pocket, opened it up and had to read the paper twice to make sure I wasn't imagining anything.

It said, Doug your hot I want you now meet me at the Marriott, Room 1220.... My heart skipped a beat and I felt a rush of excitement rise to my chest. The hard on I had earlier had returned with a rush. I at that point really wanted to follow her instructions, but I wasn't sure what I should do. So like most boneheaded guys I thought well since I don't have her number, and it would look weird to ask my wife for her mobile number, I decided to go over to the hotel and let her know that I appreciated the offer and thought about telling her about the lifestyle.

Soon I was at the hotel and in the elevator, my heart was still racing and I noticed that my hands were sweaty. I just wanted to see gorgeous Holly once again, and soon I found Room 1220. I knocked on the door, my heart felt like it would leap out of my chest. I heard her sweet voice ask, who is it?..., and I responded with It's Doug.... Strangely it sounded like someone else was in the room with her, but perhaps I just made a mistake. Soon the door cracked open and gorgeous Holly peeked from behind the door.

Oh, please come in..., she purred, and grabbed my hand and led me into the room. I instantly noticed that she had shed her business attire and now was wearing just lacy black panties and a Victoria Secret laced bra. Her amazing size 36 breasts were barely covered and I could feel another erection beginning.

At this point I stammered, I need to tell you something ..Holly ..I didn't have your number, so I just wanted to let you know I'm flattered, but I really need to talk to my wife first....

Oh, I think I can arrange that..., she said and then smiled with a wicked grin. As she finished I noticed the bathroom door opening and out walked my wife. She was in her favorite black body stocking, and she was couldn't resist smiling at me as she walked over to Holly. Holly turned and they embraced, slowly kissing and making out with her friend. Then Holly turned to me and asked if I'd be alright with helping her with her bra.

Oh sure... I stated almost mumbling. I then unhooked her bra, and her beautiful tits flowed out of the bra and across her tan chest. The nipples were already stiff, and my wife began to suck on one of the breasts. At this point my wife motioned with one of her hands that I needed to approach Holly from the back and embrace her. At this point my cock was pressing hard against my pants seeking release from it's cloth prison. I gently wrapped my arms around Holly's shoulders and cupped her amazing breasts. The soft tissue was exhilarating and my fingers quickly found hard brown nipples. As I pushed my pelvis up against her luscious ass, I felt her push back against my raging hard on.

My wife then stepped back and Holly turned around fully to kiss me. We then kissed deeply, our tongues entwined, and she pulled me towards the bed. As we moved to the bed she began unbuckling my belt and pulling on my pants. I took one hand and helped her, and soon my cock was rigid with anticipation. Holly soon was laying on the bed, beckoning me to join her. I looked over at my wife, and her eyes were awash with lust and love. I then slipped on a condom and lowered myself into Holly's golden body. I felt my cock push into her pussy, and despite the condom I felt the warmth of her pussy.

My wife then joined us on the bed, kneeling just above Holly's head, she straddled her face. Facing me, I watched as Holly began to lick my wife's clit and stick her tongue into her pussy. This made me more excited and I began pumping Holly's pussy wildly. It then dawned on me that I was fucking someone other than my wife, and not only was it amazing but my wife was getting hot as well.

At this point I couldn't control my orgasm, and knew it wouldn't be long. Holly told me to pull out and cum on her stomach and breasts. I ripped the condom off as I felt hot cum shoot out of my engorged cock. Soon milky white streams splashed onto her stomach and even shot onto her breasts. My wife at this point began to convulse and orgasm as well. We all swooned into a pile of wet and hot bodies, and Holly told me how awesome my cock was, and how she wanted to fuck me again.

For the next two hours we fucked, and sucked and fucked again and again. I was so exhausted afterword, and Holly finally said she had to run. My wife went out into the hall for a few minutes with her, and then came back into the room with a giant smile.

Much later we were reflecting on that fun afternoon, and I had still wondered where my wife knew Holly. Finally my wife came clean and said that Holly was actually a escort. I was shocked, but then my wife reminded me that I was a little unsure of myself until that day. It is true, everything she said about my lack of confidence. The funny thing is that before she confessed hiring the escort we had been to another party and we had gone home with another couple.

Now I'm really into the swing... of things, and my wife and I have had a number of hot encounters with couples. Every now and then though we hire our favorite escort .

End of Story