What is the nastiest thing you had your wife do and she loved it?

At one point in our marriage, we had financial issues; Amy had lost her job, and mine was not bringing enough to pay all the bills. An old friend of ours had a small catering business; we figured he could give her part-time work till something better came along; we called and mentioned our money situation; he said he could use her in some events if his other help would pass the functions. I am not the jealous type, and he was married now, plus we needed the money; otherwise, long time before we got married, they went on a date, and Amy gave him a BJ after a dinner and a movie; he had told me about her and how good she was; I did not know her then; Amy did acknowledge that something sexual had happened with Nick before we met. Immediately the following day, Nick called to ask her if she would be interested in a job that Friday evening. It was a last-minute thing, and his other people were busy with another event. It was mainly to serve drinks, she sad sure, he asked her to wear a dress and a shirt; the job was from 4 to 10–10:30. Nick swang by to pick her up. She looked very hot for a 35-year-old. The event was a Bachelor party, and Amy would make 225 bucks cash for her work; she said she wished it was more money. In the car, he told her there was more money to be made, but she would probably not be interested, that the best man wanted to surprise the groom by having someone give him a massage in semi-nude clothing as a gift from the guys.

Once they got to the party, just when they parked, he asked her if she wanted to go for it; it would be another 250 bucks plus a tip. Amy got shy and told him she needed to check with me; she was uninterested. I had to convince her giving a massage would not be a big deal; we needed the cash. Reluctantly, she agreed. When they got in, sadly for us, she found out they had found a massage therapist, and Amy was not essential for that part; she says she was disappointed not making a chance to make the extra money. The music was on, and the party was happy; she thought she knew two guys and their wives from a party we went to together, but she did not make a big deal about it; I knew where she was. Nick left for another event and will return later to help with the end part. Amy said the idea of making extra money stuck in her mind; she served a round of drinks, few paid attention to her, and the groom and the therapist just left with laughter to the bedroom for the massage. Amy gets upset when men ignore her; those man ignored her till one of them at some point followed her to the kitchen and asked her that he was interested in a massage. And he was willing to pay her 200 for 40 minutes. Amy agreed to the price. He told her they needed to go to the guest bedroom; he showed her the way. Scott took his clothes off to his underwear and laid face down; she was in the bathroom when she returned; She did not know if she should undress as she would agree with the groom, hopping for a big tip she did, with all those people there she felt somewhat safe; she dropped her dress and took off her blouse, the minute she got into bed and set on his butt, Scott felt Amies soft skin rubbing agaist his legs, in few minutes he got an immediate hard on. Of course, Amy had no idea how to give a massage for longer than 10 minutes without getting tired; I know the flimsy undies and her loose bras, they never were tight against her tiny tits. Within 5 minutes, Scott turned around; he could not believe she was practically necked; he got this unique confidence seeing her like that; she told me she did not know what to do; the silly girl, instead of getting off, she let him flip while she kept sitting on him, his cock naturally got buried in her vigina slit, the sensation was astonishing, it jolted her whole womanliness. She looked at him, and they did not know what to do; he moved a bit only to arouse her even more. She found herself not being able to resist, and she pushed against his chest; she tried to get off, but he gently grabbed her hips and kept rubbing against her to the point that she lightly moaned; that was all he wanted to hear; she says, he pulled her next to her, and on no time he had her panties off, she could not resist, but she wanted to, all those guys and some she knew including their woves, her pussy was like a faucet, dripping wet. She closed her eyes, so embarrassed; she was married. What would they think? Sex was not her intention, but she felt helpless; as he was kissing her, she did not resist. It did not take long for Scott to move to a position where she felt his cock against her lips; he was not forceful as he imagined she would like to take his cock in her mouth; it smelled clean, resisting was not an option, she gave it few baby kisses while holding his balls, she moved and buried her face halfway between his balls and cock kissing his balls gently before she finally let his cock into her mouth, he was impressed with her talent and how she deep throated the whole thing, she let in stay deep in her mouth for few minutes, he started stroking in and out, deep to his balls, at that moment the door opened. One of the guys looked in to see what took them so long; Scott did not stop fucking her mouth while she was trying not to choke. She did not realize someone else was in the room, but he did, and he quietly called his friend over and pointed to her pussy; his friend knew what to do; he dropped his pants down and, without even touching her, he slowly shoved his cock into her wet pussy, she tried to pull back from her BJ to see what had just happened. Still, Scott kept his cock in her mouth and decisively held her head in place while his friend got situated. After a minute, she got a chance to fuss about what had just happened with this guy she did not know; he was deep inside her and was fucking her. Scott convinced her there would be a tip for her at the night's end; she tried but could not resist this man she just met; what was wrong with her? She was enjoying it so much, and she was going to get paid too. So many thoughts were going through her mind, amid her thoughts, unexpectedly, Scott started groaning, “Oh god, oh god” he stopped stroking for a bit but not the guy in the back; by then, everyone could hear the commotion; and a few more guys came into the bedroom, Scott started stroking again, and while his cock was balls deep he starts yelling “I am coming” and she says he had so much cum, and more cum, he was one of the few single guys there I guess not laid for some time, he had a huge load, one of the new guys told her “please don’t make a mess” the bed cover was new he said; there was no reason to stain it they told her, after he finished cuming she pushed him out and looked around to the guys who have gathered and felt she had to swallow it. It took a few big swallows to slide down while locking eyes with one of the guys she knew but could not remeber from where. He smiled and dropped his trousers; he did not say a word, just waited for her to finish swallowing and signaling her over with a smile; she did not know what to do; she just moved over and took his cock into her mouth, there was not much she could do, she told me, she hoped while she was working I’d understand, it was just for the money, but she also loved it, the guy was getting an amazing BJ he was harsher then Scott but she was used to that with others in her past. She said while she was sucking him, she was trying to remember who he was, and it dawned on her he was the husband of one of her co-workers from her last job, she looked up, and she could tell that he knew who she was, they have met in a christmas party and he also met me. There was nothing she could do; he was already in her mouth. Thats when the guy in the back pulled her hips close as much as he could and dumped his load deep in her pussy, a quiet guy; she said she started liking the attention she was getting. Another guy moved and flipped her onto her back, forcing the guy in her mouth to fall over her face and just lay next to her while the new guy turned her into a pretzel with her legs behind her ears and him deep inside her. By now, the rest of the guys were waiting their turn and having fun and cracking jokes about her small breasts; she stopped to jokingly tell them they better quit making fun of her titis if they wanted the party to continue. They all laughed and told her how sexy she was, and two of them sucked in her tits. About 2 hours later, she could not give any more BJs anymore; her cheekbones were sore from all the strokes and sucking sucking. She was back in a doggy-style position, and they were still banging her. The guys that did her anally were not allowed to enter her from her pussy afterward; she doesn't remember who and how many did her, but it was non-stop from around 5 till 11 or so. At some point, when she looked back, Nick was on the couch waiting for her to finish; she did not know if he had done her too. It was after 11 when a few of the guys' phones started ringing; their wives started worrying about where they were. Scott took control and asked the man not to forget to tip Amy. She said she felt like a prostitute; that night, she was one, a very good one. They wrote a check for two thousand dollars in her name. She took a shower and got dressed. On the way back, there was a silence on the trick. Nick asked her if she had enjoyed her first night at work, and they both smiled. He asked her if she would be interested in repeating a gig like that again if the opportunity arose, and she told him she needed to talk to me and probably said yes. It was past midnight, and when they got home, she reminded him she owed him 225 bucks; he gave her 300 and told her you owe me one. She looked at him. “Tonight, you could have had it for free,” his response was, how did you know I didn’t? She thought to herself, “Oh well.”

When she walked in, I had a glass of wine ready; I had an idea but nothing to that extent till she gave me the check. She still doesn't know how many guys or which guys did her that night.

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