We made it back. This was a strange trip from my perspective. We initially planned to arrive Sunday evening. My wife and Tabitha found a flight that arrived Sunday morning. We met at the airport for an extremely early flight. Both girls wore shorter sundresses for traveling. No underwear and got plenty of attention from the early morning business men.
Tabithas husband did not appear to be very excited about the trip. I assumed he felt like an outsider among us plus going to stay with two strangers. Our conversations were just short, him responding with three or four words. The girls were excited. I was treated to several pussy views from both when waiting at the terminal. They sat across from me teasing.
We were in in our rental car and on the road before 10 a.m. my boss was not expecting us till that evening. After getting lost several times by my wife's directions we arrived at my boss's home. My wife's descriptions did not do it justice. We walked in with no answer. We found my boss and his wife outside by the pool. Both had been swimming but were sitting scrolling on phones. My boss's wife was topless. My boss was wearing a tiny mankini. She crossed her arms over her tits when she saw us enter. My boss stood up and greeted us, hugging my wife. His wife then stood up and approached not covering and hugged my wife and me greeting all. They were happily surprised at our early appearance.
Tabitha connected immediately with both. Her husband remained quiet. After the greeting and sit down catch up. Tabitha excused my wife and her to get in more appropriate attire. Sitting talking. My boss's wife asked Tabithas husband if he minded her being topless. He responded as usual, not at all. She said that she thought maybe her lack of top was his reason for being so quiet. I could see his awkward demener with Tabitha not there to explain. He responded that he was just getting acclimated to the environment after the flight. To lighten the mood I complimented her bikini bottoms. She took the bait and poked out her tits saying and my top. I responded absolutely beautiful and she should wear that top everywhere. We all laughed including Tabithas husband. The girls returned carrying newly mixed drinks topless. We were instructed to go change into swimsuits. My wife attempted to get my boss to remain in his tiny mankini. He was struggling to keep his forming erection within the suit.
Skipping to the afternoon. The ladies were getting a little drunk. My boss and I had one drink, Tabithas husband had none. Tabitha took it upon herself to strip. She said, I did not come here to wear a bikini. She stripped and walked into the pool. She was followed by my wife then my boss's wife. My boss was enamored with Tabithas pale nipples and pussy as me. He also loved her light red pubic strip. Not too much longer led by Tabitha we were encouraged to join. My boss stood and dropped his shorts. He was sporting a good semi. By the time he entered the pool he was fully erect. I followed but was not hard at all. Tabitha had to pretty much demand her husband follow. He was very reluctant.
Once done I see why. Tabithas husband is not endowed with much. He was fully erect. The appearance looked to be like a half of one of my boss's cigars. Maybe four inches at best with a cigars girth. Everyone pretended to not notice but he was the last one. Nothing was said and we enjoyed a full afternoon and night of fun.
Monday morning I'm up having coffee. My boss comes out. We sit visiting. He brought up Tabithas husband and his lack of dick. We agreed to not mention our opinions to anyone. We ended up in his office three hours planning work for January and February. When we emerged around eleven that morning everyone was drinking and chastised us for not participating. We agreed no more work. I decided I was going to have my drink on then. The girls are all topless around the pool. Tabithas husband is also having drinks. After lunch the girls wanted to go shopping. My boss took them leaving Tabithas husband and me. I was just getting my drunk on but remaind behind since he did not want to go.
After some additional drinks and awkward conversation the alcohol took effect on my since of minding my own business. We were just sitting quietly watching the waves and an occasional boat pass. I asked him what was his idea of a good time. He smiled and said, normally it's anything on his computers. My lack of restraint was present. I followed with other than any computer related activity. He finished his drink and walked away without answering. I thought great, I'm going to get a good ass chewing from both girls. He returned with a full refill and another for me. He sat down and asked if he could talk to me on a personal level. Normally I would avoid this. Alcohol in me I said sure.
He started talking. I've heard him in total say maybe a hundred or more words combined prior. I'm listening to him tell me all about his mom raising him and all the insecurities he has delt with. He admitted that he is an introvert and shy to a fault. He rambled on and on with me just sipping my drink and nodding mostly. He eventually got to marrying his wife and how she is a polar opposite of him. She continues to try and get him to interact and have more fun. He said he struggles thinking others will not accept him. He then got onto their sex life. He had done a good deal of research about his lack of dick. This was also a big insecurity of his. He brought up Tabithas previous boyfriend before him and felt like he was less than good at sex with the lack of equipment. My alcohol spoke, I asked what Tabitha says in regards to his sexual performance. He said that she tells him all the time he has plenty for her needs. He still questions her honesty.
After what I know was close to an hour of listening and sporadically interjecting my thoughts along with a few refills he ended. It was a lot to take in. We sat quietly for some time. He asked what I thought about what he relayed. I struggled with answering honestly or answer as supportive as possible. The alcohol answered for me. I started with, if I offend you with my response I apologize now because I've had so much to drink it may come out wrong. He laughed and said, good, I have not talked to anyone in my lifetime for this long. I've always wanted to say it to someone. I started with, a dicks a dick. If your wife's not complaining then keep giving it to her. I added all sorts of opinions that I do not quite recall everything. I advised him as I live my life. Enjoy the moments as best you can while you can. If you have a perfect partner like mine you can enjoy enjoy each other's desires together and to hell with anyone that has a problem with it. I probably talked fifteen minutes all full of my drunk opinions. I told him I do a lot of following my wife's lead in activities now that she found her fun being naked.
When I was done he relayed how much Tabitha loves my wife and me. He said that she has been really lonely for years not having a close girlfriend to spend time with. He was very appreciative of my wife's acceptance of his. I left that alone. I was scared if I responded I might say too much. He added how much he has enjoyed my wife around his house. Again alcohol forced me to ask. So, have you jerked off after them being naked around your house. He smiled big and said, every time. He added, one Saturday she was over and he jerked off three times that day and had sex that night. He said he could have jerked off a few more times as he laughed. I found out how much Tabitha loves role playing for sex. I got so many stories. At the end of our three plus hours alone we were both drunk and having a blast. He kept saying how much fun it is to talk man stuff.
Everyone returned. They made fun of our drunken state. I decided I had reached my apex. If I continued I would be passed out before dark. My wife was first to come back out. She was naked and walked into the pool inviting me. I stripped and jumped in. She hugged me wrapping her legs around my waist. My dick got hard as she talked. I reached under and slid the head up and down her slit as she talked about shopping. I then slid it into her. She released letting my dick go about half way in. She said something about not having sex in the pool. We continued as each person returned. Here I am with a good three inches plus of dick inside her and everyone outside talking around the pool. My wife was amazed at tabithas husband talking and laughing with the others. I kept trying to get fully inside her but she was not having it. Eventually she released and swam away laughing. I'm fully erect needing a refill. I walk out dick standing hard and bobbing as I walked. Tabitha swatted my naked butt as I passed and asked what we were doing in the pool. I stopped and turned to face her sitting. My hard dick a foot away from her face I say, I would still be in the pool If she would have let me do more. Tabitha took a finger and moved my hard dick to the side and said, maybe you were not asking correctly. I walked to the bar as everyone laughed at her.
It did not register in my head that Tabitha had her finger on my dick till we were in the pool and my wife asked me how I liked Tabitha touching me. Later sobering somewhat I recalled looking at her finger holding my erect dick to the side as she talked. I enjoyed thinking about it. After eating I was more sober. Tabithas husband was out. I helped him to his bed. We sat by the pool talking. By ten o'clock one by one others were going to bed. We had decided earlier to bring in the new year the next day on the boat so the standard excuse was, I'm going to bed to get ready for tomorrow. It's my wife, Tabitha and me by the pool. My drunk wife used the excuse and went to bed. How Tabitha was still going is beyond me. She was still full of energy. She pulled off her bottoms and got in the pool.
I just lit a cigarette, Tabitha requested I get in the pool. I strip and walk in smoking. She swims up to me and takes my cigarette and starts smoking it. She said, I'm a closet smoker so let's keep this between us. She finished. We are talking about going on the boat the next day. She stopped and asked if she could hug me. I agreed. I'm on my feet in a sitting position with just my shoulders out of the water. I have a drink in one hand above water. She opened her legs and straddled my lap and sat on my thighs. She hugged me hard saying thank you so much. I was thinking she was thanking me for the invite. She pulled back and laid a long kiss on me. She released and said that she was so happy that her husband talked to me and that I talked to him. She said he was so excited to tell her all about our conversation. I was half listening. She's sitting on my soft dick with her arms around my neck, her face inches from mine. Her nipples inches from my chest. I had no control over my dick. I went from fully soft to a full erection in seconds. She's sitting on the base of my dick with it protruding out between her cheeks. Extremely uncomfortable.
She either ignored the rise of my dick or did not know from her drunk state. She's leaning back telling me how much it meant to her. I interrupt. I lift her up some by her hips saying, you have my dick bent straight out. Her reaction said she was clueless. In one move she stood up a little. Reached between her legs and grabbed my hard shaft pulling it across her pussy and sat back down on my lap putting her hands behind my neck. She asked, that better. I said, much better. She then scooted forward my dick pressed between me and her pussy. She said, put your arms around me and we can sit like this. I did as instructed. She was correct. It was like we were both sitting comfortably. Tabitha told me all about the conversation between her and her husband. I was only half listening. She kept leaning back and adjusting her position as she talked using my hands on her back to press into me. There were times that my shaft was pressed into her slit. I'm pretty sure she was moving on purpose.
I got to hear how excited she was that her husband was excited about having a male friend. We were in this position for some time till she was done. When she had finished she said, I like sitting in the pool like this. After saying this she purposefully lifted up and down with my dick between her lips, her leaning back into my hands. I said, don't you think this is a little too close. She smiled and asked if she made me nervous. I said, you have my shaft pressed into your pussy, that's close not nervous. She laughed and said, you want me to get off your lap. I said, maybe scoot back some. She wiggled her pussy onto my shaft and said, fine. She swam back off me. I was honestly disappointed. I'm sure in the time she was there a good amount of precum leaked into the pool.
She swam around teasing me that I was too nervous around her. I said, I wouldn't want to have to explain that I was not having sex in that position if someone came out. She laughed and said, as excited as my husband is about you he wouldn't care. Your wife knows I would not do that and if your boss came out I would make him think you were inside me. We both laughed at that. We spent another hour or more both smoking and talking. She would randomly jump on me trying to dunk me and in return I would dunk her. In this process I had quite a few times of full on hand on tit or hand brushing her tits. When the first occurrence happened I quickly remove my hand and apologized. She took my hand in hers and pressed it roughly on her tit saying, now you've touched them, stop saying you are sorry and have fun. I did as instructed.
When we exited to go to bed we were toweling off. When dry, Tabitha said, can I hug and kiss you again. I asked why this time. She said, to tell you I love you. I agreed. I lifted her up as she hugged me and she gave me a kiss. She followed that with, I've dreamed about having friends like you guys. It's better than any dream I've ever had that my husband would be this happy too.
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