Hubbys bosses 1965

A couple of months ago my husband and I got invited to a corporate retreat for his company at a resort in the Caribbean. It was very well organized…in the evenings there were things to do as a couple and during the day there were seminars and Team building activities for the employees. There were a variety of activities available for the spouses including trips to the beach, trips to a distillery, tours, etc. while the employees were doing their thing. I did many of the spouse activities, however, one day I decided to stay at the resort and sit by the pool. Hubby’s company rented the entire resort and with the employees in various scheduled events and the spouses partaking in their off resort events, I had the entire pool area to myself. There was a guy that came by occasionally and took my drink order but other than that it was just me. There were breaks in the employee activities and when those occurred, I would hear groups of people talking in the background for a few minutes and then it would go quiet after the break.

After one of the early afternoon breaks, when I would normally have expected silence, I heard a familiar voice say, “well hello there.” I opened my eyes and standing above me was my hubby’s boss. I knew immediately from the voice who it was, since we have been to dinner at his house. Hubby had told me a few months earlier that he and his wife had divorced, so I knew not to ask about her whereabouts on this trip. He then asked me, “how come you didn’t go out with the other spouses?” I told him that I had gone on most of the day trips but wanted to work on my tan while it was quiet here. We chit-chatted a bit about the weather, what I was drinking, and how I liked our room. Then the conversation changed to more personal. He said, “you know, that’s a very nice bathing suit you are wearing. Most of the wives here wear a one-piece, but you are the only one I've seen wearing a two-piece and a fairly skimpy one at that.” I am sure I was blushing when I replied with a thank you. However, I was not prepared for what happened next. He said to me, “my only question is why are you not wearing one of your more revealing swimsuits? Your husband has shown me pictures of your crotchless suits and I’d love to see you in one of those.” I smiled politely and said, “I am sure those are inappropriate here.” He then said, “but there is no one around except the lad bringing you drinks and I’m sure he wouldn’t mind.” I replied, “well, my husband should never have shared those pics with you and besides I didn’t bring those suits on this trip.” He then said, “there’s no reason to get testy, and I think that if you value your husband’s paycheck, you might be a little kinder to me.” I looked at him somewhat puzzled. He then says, “I like to get my way and I can make things difficult on people if I don’t. So why don’t you relax and give me what I want?” I replied, “And what might that be?” He then said, “I haven’t been with or seen a woman since my wife left me and I think I’d like to see more of you.” He then reached down and pulled down my swimsuit top and exposed one of my tits. He released my top and I immediately pulled it up. He then said, “no, no, no…that is not the way to help your husband.” And then he reached between my legs, pulled my bikini to the side, exposed my pussy, and said, “now this is how to properly help your husband’s career.” At this point, I am concerned about my husband’s job and I realized I’m not going to win. So I spread a little bit to give him a better view and I said, “is that better? Is his job safe now?” He reached down and said, “that’s a step in the right direction.” then he started rubbing me and even inserted one of his fingers. A few seconds later, the drink guy showed up and I instinctively pulled my suit back in place and closed my legs. My husband’s boss then said to me sternly, “that is no way to treat the help. Now show this young man what you’ve been sharing with me.” He then reached down, pulled my bikini off completely and then pulled my legs apar to expose my pussy. He said to the drink man, “Now son…isn’t that a pretty sight? It's completely bald and the kitty even has jewelry right there on the clitty” The drink boy just stood there staring without saying a word. The boss then says, “Son, why don’t you get this lady another drink and make sure you put it on my room's tab.” Hubby’s boss then turned and walked away still holding my suit and leaving me completely exposed. I wrapped up with a towel and went straight to my room.


A couple of hours later my husband arrived at the room after all the seminars. He said, “honey my boss caught me outside a little bit ago and he is insisting that you accompany him tonight for dinner with the VP and his wife. I asked him what we should wear and he told me that he only wants you to attend and be his date for the evening. He also said that the dress code calls for something like heels and a cocktail dress.” I told hubby I wasn’t interested in going by myself but he responded with, “I told him that you may not want to attend without me and he said that it wasn’t an option and that if I valued my job I would comply with his demands.” I again expressed my desire to not go out with his boss by myself. My husband then begged me saying, “honey, please! I am up for a promotion and I really don’t want to upset my boss." I finally agreed. My husband then told me that his boss would be by in 30 minutes to pick me up. I jumped in the shower, put on my shirt cocktail dress (which was meant for a night out with hubby), and put on my heels.

I was putting on make-up when I heard a knock at the door. I heard hubby answer the door and say hello to his boss. I heard the boss say, “I really appreciate you and your wife doing this for me and I assure you she will have a fun evening. “ I walked out of the bathroom and the boss turned to me and said, “you look very nice and are dressed quite appropriately for the evening.” He then said, “I think we need to get going. The VP and his wife are expecting us.” He walked over to the door and held it open for me. He turned to my husband and said, “I won’t keep her up late,” We then walked toward the elevator. As we waited for the elevator, he said, “you really do look nice tonight.” The elevator doors opened and we stepped in. The doors closed and he stepped closer to me and said, “Now let’s see if you are really dressed appropriately.” He then reached down and lifted the front of my dress up and said, “I see you are indeed dressed correctly. I love a woman who doesn’t wear panties. It allows for easy access.” He then started rubbing my clit right there in the elevator. Just then the elevator stopped and the doors opened. We had reached the bottom floor. I pulled down my dress and we walked out.

We continued out the doors of the resort where a limousine was waiting. I stepped into the limo and saw that the VP was already there waiting for us. However, I didn’t see the VP’s wife. I asked where she was and was told that she wasn’t feeling well this evening and that it would just be the three of us and that we would be meeting another VP at the restaurant. In the limo hubby’s boss sat next to me and the VP sat across from us. They started talking about business so I tuned them out and started looking out the window. At some point , I hear hubby’s boss say, “Tony, let me show you something I think you will like.” I was still looking out the window when I felt his hand between my legs and then I felt my dress being lifted up. My legs are crossed so they can’t see anything. Then I felt him grab at my knees and pull them apart. He turned to the VP and said.”See Tony. What did I tell you?” The VP then said, “oh my god she’s bald and look at those butterfly lips. You are right Mike, this is going to be a good meeting tonight.” At that point, we pulled up to the restaurant front doors. Tony was the first to get out. He then turned to help me out. As I put one foot on the ground he leaned over and said to me, “Mike tells me your hubby is up for promotion, let’s make sure he gets that promotion and not a pink slip instead.” As I proceed out of the limo, I feel a hand go up the skirt of my dress and felt Mike grabbing my ass from behind.

As we walked into the restaurant, there was a crowd waiting in the lobby. But we walked past the crowd. The hostess took us to a private room with only one table in it. It was one of those half tables that had a wrap-around bench seat up against a wall. The table was quite large and could easily accommodate 8+ people. We didn’t immediately sit down, instead we went over to a private bar in the room. There was a bartender there who took our drink orders. He was in his early 20s and spoke with a heavy Caribbean accent. He told us his name was Dajuan and that he would also be our waiter for the evening. He went on to tell us that he wasn't from this island but instead he was from Jamaica. Just then the other VP arrived. Tony said, "Dan, nice to see you. You know Mike. And this young lady is one of Mike's employee’s wife. This young man is Dajuan…our waiter." Dan asked where my husband was but before I could answer Mike spoke up and said, "Her husband wasn't feeling well and is back in his room." Dan then said to me, "I hope you like lobster because I had one of my staff order ahead. I think they said we will start with an appetizer of oysters." Then he placed his hand next to his mouth as if trying to tell me a secret, "which they tell me is an aphrodisiac." Tony let out a slight chuckle. Dan then turned to our waiter and said, "Dajuan is it? I'd like a scotch on the rocks and then we'd like to start on our appetizers." Dan turned to us and said, "shall we have a seat?"

I was the first one to sit. Hubby's boss, Mike, slid in next to me. Then Tony slid in from the other side of the table and ended up next to me. Dan sat down next to Tony. Tony and Mike both sat very close to me. Dajuan brought Dan his drink and said, "sir, your appetizers will be here shortly." The three men then started talking business. A couple of minutes later Dajuan reappeared with our appetizers. As he was putting them on the table he turned to Dan and said, "on my home island of Jamaica we too believe that oysters are an aphrodisiac." He smiled and walked away. Dan turned to the three of us, raised his glass, and said, "well then, here's to the success of the oysters." I raised my glass of wine. As I did, I felt Mike's hand between my legs. Then he started rubbing my clit. I tried to ignore him as I started on the oysters but he continued. As I picked up my second oyster, I suddenly felt another hand between my legs. Now, Tony was working his fingers into my pussy while Mike was massaging my clit between his thumb and forefinger. This continued until all the appetizers were gone. At some point my dress had gotten lifted up to my hips and my bare ass was on the seat. I must have practically chugged my wine because I was feeling a little ***** and the attention I was getting between my legs was starting to feel really good. I must have let out a sigh, which I think Dan picked up on. He then said from across the table, "okay what's going on with the three of you? Something is off but I can't put my finger on it." Tony then said, "Dan, we're going to let you in on a little secret…take a look under the table." As Dan leaned over and lifted the tablecloth, the men on either side of me pulled on my thighs to spread my legs apart so he could see. Dan bumped his head on the table. Just then Dajuan arrived to take the appetizer plates. He saw Dan bump his head and asked if there was anything wrong. Dan said, "no I dropped my napkin and was trying to reach it." Without hesitation Dajuan got down on the floor to look for the napkin. Mike and Tony still had my legs spread. Dajuan seemed to take a long time under the table. When he finally came up, he smiled and said, "I can't find the napkin. I'll bring you another one when I bring out the main course." He smiled, winked at me, collected the plates, and turned to walk away. As he was leaving Dan said, "Dajuan, please make sure the lady's glass is never empty." Dajuan immediately returned with a bottle of wine and filled my glass. Dajuan said he'd be right back with our food. Dan then stood up and said, "Mike, you and I need to change places." Hubby's boss tried to protest, but knew it was a moot point to argue with a VP. He reluctantly slid out and traded seats with Dan.
Dan took no time to start fingering my pussy. He was much more aggressive than the other two.

Dajuan arrived with our food a short time later. As we ate, the under table escapades subsided. I only got the occasional rub as if to see if my pussy was still there. At one point, I tried to pull my dress back down but Dan squeezed my thigh and said, “I wouldn’t do that.” Throughout the meal, Dajuan would come to the table to check on us and refill my glass. Afterwards Dajuan asked if we wanted dessert as he was picking up the used plates. He reached for the now empty bottle of wine but Dan grabbed his hand and said, "we definitely want dessert but not from the menu. Please leave the bottle on the table. Also Dajuan, please make sure that we are not disturbed except I'd like you to come back in 10 minutes but lock the door behind you." Dajuan said yes sir, cleared the table, and left.

As soon as Dajuan left, Dan stood up from the table and pulled my hand to follow him. Once I stood up, my dress fell back down, Dan cleared a spot on the table. He turned to me and lifted me up and sat me on the table. He was in his late 70’s but was still in very good shape so he had no problem lifting me. Mike and Tony were still sitting but were now at the edges of the booth on either side. Dan lifted the bottom of my dress up and told me to lean back. I was quite ***** and as l leaned back, I fell onto the table. Dan told the other two, “get her up on her elbows…I want her to see!” The two lifted me up by my shoulders and got my elbows underneath me. I could see Dan between my legs and then he lifted my feet up and put them on the table and forced my legs apart even further. He then shoved two fingers in me. Then it was three. He pulled his fingers out and leaned over to spit on my pussy. I felt his hot saliva on me. He reached down and spread his spit all over my lips before inserting four fingers in me. He then asked Mike to hand him the wine bottle. Mike grabbed the bottle, poured a little into my mouth, and then handed it to Dan. Dan then started putting the bottle inside my pussy. It felt huge. Just as I thought I can't take any more, he pushed it deeper into me. I said, “It's too big.” But Dan replied, “I’m trying to prepare you.” Almost on cue, Dajuan reentered the room and walked over to the table. He smiled as he saw what was happening. Dan turned to Dajuan and asked, “Is what I hear about you Jamaicans true.” Dajuan let out a brief laugh and said, “no…that’s kind of a myth. Most of the guys are average size, but I am not most. I’m actually pretty hung.” Dan, still sliding the wine bottle in and out of me, said to him,“Show us.” Dujan then began to pull down his pants. He wasn't wearing any underwear under his waiter uniform and it seemed like his pants were half way down his thigh before I could see the tip of his cock. I let out a sigh of amazement. Dan then said, “Son, that is quite incredible. Now I want you to fuck this lady with that young monster cock of yours.” Dajuan laughed and asked, “Will I get a big tip?” Dan replied, “Yes you will and so will she. Now I want you to fuck her but don’t cum in her. I plan on following you and I don’t fuck creampies.” Dan then removed the wine bottle from my pussy and I could feel a combination of wine and pussy juice flow out of me.

Mike and Tony then took my dress off the rest of the way. Dajuan asked Dan if I was wet. Dan said, “she was a minute ago, but I’m sure she’s going to need more lubrication with that thing going in her,” as he pointed down at Dajuan’s cock, which was swelling even bigger as he was obviously getting hard. Dajuan leaned over me and produced a huge amount of spit that landed on my pussy. He pulled me closer to the table edge and lifted my feet up to his shoulders. I could see my heels on either side of his head. I felt the head of his dick rubbing the spit around and then with one quick thrust he was deep inside me. Dan said, “we got her ready for you by using that wine bottle.” Dajuan then started fucking me very hard. I felt completely full. I then felt an orgasm coming on and began to shudder from it. My legs convulsed uncontrollably. I hear Dan say to Dajuan, “with her legs up like that I can’t see.” Dajuan lifted my legs off his shoulders and they fell off the edge of the table. Dan grabbed one of them and told John to do the same thing on the other side. They then lifted my legs up in the air but spread them as wide as they would go. I can now see that young Jamaican horse cock going in and out of me. Dan then told Dajuan, “pull out of her and then go back in.” Dajuan did as he was told. I could hear all three men gasp as he did. Dan then said. “Oh my god! Did you see how her pussy gapes when he does that?! Dajuan keep doing that.” I felt this incredible sensation as he did. Then I had a peeing sensation. The next time he pulled out I squirted and had an orgasm. He did it again, and again the same thing happened. I heard Dan say, “ok Dajuan, that’s enough. I’m ready.” Dajuan protested by saying, “but I haven't cum yet.” Dan replied, “you can in a minute.” Dan pushed Dajuan to the side. I could see Dan’s cock between my legs. It was old but better than average size…definitely not like Dajuan though. Dan immediately started fucking me. He only lasted a few minutes before cumming inside me. He then stepped back and said “Who’s next?” Mike replied”Me but I’m not getting sloppy seconds. You guys hold her legs up and spread them so I can fuck her ass.” And then without hesitation he shoved his dick into my fanny. After only a couple of minutes he shuddered and pulled his cock out of me with cum dripping out. Tony then said, “Well I guess there’s only one hole left. Pull her down off the table.” Mike and Dan pulled me down off the table and positioned me into a squatting position. Tony walked over and shoved his cock in my mouth. After a couple of thrusts, I saw him grab the base of his shaft as if trying to stop it from cumming but it was too late as he was pulling out of my mouth he came all over my face and tits.

Dajuan then said, “well I don’t care who has already cum in her. In my old neighborhood, we’d have gangbangs all the time and the youngest one always gets fucking sloppy seconds. He then walked up to me while I was still crouched down and said, “I’m gonna fuck all the holes you guys came in.” He then shoved his huge dick in my mouth. I immediately began choking. Dajuan then said, “let’s try another hole.” He lifted me up and put me on the table. He spread my legs and pushed the head of his dick at my sphincter. I felt it give way from the pressure and then he was in my ass. I let out a moan of pain. So he pulled out, wiped his cock with a napkin, and then shoved it in my pussy. I immediately had an orgasm. Followed by several more orgasms. This went on for what seemed like hours. My eyes were closed from all the orgasms when I felt his cock twitch inside me and then felt a bunch of semen oozing out as he pulled out of me.

I opened my eyes and looked around but the two VPs and my hubby’s boss were nowhere to be seen. I must have looked perplexed because Dajuan said, “they told me to tell you that they still had business to discuss and that you should take a taxi home. You kept having orgasms and didn't even notice them leave. I thought you were an e***** until I heard them say that you were an employee's wife. We don’t have any employees at this restaurant that would let their wives do what you did. On top of that they left me a huge tip.”

I got up from the table and grabbed one of the napkins. I wiped the cum from my various holes. I then put back on my dress and walked out of the private dining room. I made my way to the exit and found a taxi waiting for me. When I got back to our room hubby asked me how the evening went. I told him, “I think your promotion is secured.” He responded, “that’s great news…how about celebration sex?” I replied, “maybe tomorrow…to be honest, I’m a little sore.”
発行者 Scooterfritz
1年前
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