The unexpected help and encouragement from my wife was critical in turning my best friend into a cuckold. The blame lies primarily with Chris himself. His wife, Julie, never interested me sexually until Chris put those thoughts in my mind.
At a social gathering, Chris sidled over and said, “Wouldn’t it be hot if you banged Julie out here in front of everyone?” His biggest fantasy was to watch his wife having sex with someone else. He said this to me, quietly, at a barbecue with six other couples and their families. They were all close friends.
A couple beers are all it takes for Chris’ to go down that route. “Not right now,” I replied. His beer-addled mind required an explanation. “A toddler, three under ten, and a teenager don’t make an acceptable audience. Besides, Adam seems to be struggling with puberty without any help from us. The way he always takes photos of Julie and Olivia, I bet his mind would explode.”
Conceding my point, Chris’s train of thought was only marginally redirected. “Adam takes photos of everyone.”
While that was true, it was not the whole picture. Adam had taken a few that afternoon, including one of me and my wife, Draya. “Can you recall Adam taking photos at the little league game yesterday?” Half of the same group were at the game. I knew Adam was not concerned about photos that day.
“No,” he admitted.
“Do you remember what you wore?”
“Shorts and a T-shirt.”
I was impressed he could remember, “What about Julie?” Chris shrugged. “Julie wore jeans and that frilly pink top.” He was slow because he was focused on his stuff, not the big picture. “So, tonight Julie is wearing a short dress. And even though we are out in the yard, she wore wedge heels to show off her legs. Adam is taking photos of everyone so that no one objects when he takes a photo of Julie. He probably took more than a dozen photos of her this afternoon. Olivia is somewhere else with her boyfriend, or Adam would be looking for opportunities to take photos of her as well. Sometimes he tries to get one of Draya’s cleavage, but the opportunities are rare by comparison. I bet you my next paycheck that Adam jacks off to photos of Julie before he goes to bed tonight.”
“That’s hot,” Chris said. I smacked him with the back of my hand.
In high school, Chris was more of an acquaintance. We became best friends at college, sharing an apartment which continued for several years after graduating. The catalyst that changed everything was watching porn together. We discussed our likes and dislikes openly. After watching videos together and masturbating, Chris declared that women had more fun when it came to oral sex. That minor aside stuck in my mind.
The women Chris dated were always the respectable type, yet he shared his fantasies of having a girlfriend who behaved like a slut. He claimed he would enjoy dating a pornstar, though he had yet to meet one or even have a conversation with a stripper. The breakthrough occurred when Chris was between girlfriends and we were watching porn. I playfully brought up his theory about oral sex. To my surprise, after some encouragement, Chris gave me a blowjob.
As scientific studies go, it was a complete success. After performing oral sex for men and women, he concluded that it was more fun sucking cock. It could not have been a better result for me. Suddenly, I did not need to date anyone to get a blowjob and Chris was good at it.
While Chris was dating someone he was not inclined to mess around with me, although we still watched porn occasionally. This perk made me much less sympathetic when he had a breakup, since it only took a few drinks to get him in the mood to give me head. He preferred not to leave a mess, so I always got to cum in his mouth. That never ceased to amaze me since he intensely disliked the taste and had to spit it out quickly.
It struck me with a great sense of loss when Chris and Julie announced their engagement. Of course, I was happy for them. It just marked the end of a chapter I knew I would miss.
Before they got married, Chris already had fantasies about Julie and me. When Julie became his wife, I expected his slut fantasies to stop. They did for a while. When they returned, they were less general and more specifically directed toward me. Chris would make up elaborate scenarios in which I had sex with her.
As much as I would be delighted to have sex with Julie, she is not my type and frequently drives me nuts. Physically, Julie is too skinny for me. I describe her shape as being on the slim side of athletic. And she has no chest. Apart from physical attributes, she reinforces too many female stereotypes for my liking, the worst being that she frequently reinforces the stereotype of blondes being dumb. She isn’t stupid, but sometimes comes out with bizarre comments. My biggest complaint is her penchant for anything pink. Most of her wardrobe is pink. She has other things, but the days I see her not wearing pink are rare and I wish she preferred any color. As a woman who wears little makeup, the decision to nearly always wear pink lipstick, in my opinion, does not compliment her appearance.
It was Julie who introduced me to Draya. For that, I am forever thankful. They were friends from early childhood. The curly-haired, curvy, brunette was more of a quiet thinker compared to Julie’s constant talking. Draya and I got married two years after Chris and Julie and the four of us spent a lot of time together.
It amused me when Chris talked about me fucking Julie. He came out with some new scenarios after he discovered a website where people share details of dominant and submissive roles in sex. Chris decided this was how Julie would get started. She just needed to meet the right dominant man to persuade her. Sometimes his graphic descriptions got me horny, and I knew Draya would not be in the mood later. On one of those occasions, it got me aroused enough to challenge him. I said, “If you really want me to fuck your wife, show me by sucking my dick right now.” That was the first time Chris gave me a blowjob since he and Julie started dating.
There were obvious obstacles to having sex with Julie. Draya was fairly open to some experimental things like using toys or having sex outdoors, but we never seriously considered a threesome. In the unlikely event an opportunity would arise, I began to slowly work the idea into Draya’s mind. It was very slow, over a few years.
One thing that pleased me about my wife was that she had no interest in other men. Regarding another woman joining us, Draya said it would have to be clear that she came first and she could reject anything the other woman wanted to do. It struck me that perhaps my wife could be the one to dominate Julie as Chris imagined.
Three years into our marriage, kids came along. With two small boys, two years apart, I endured several years with an impaired sex life at home. That turned out to be an ideal time to have a friend like Chris. We spent the occasional evening discussing fantasies about Julie, and it was easy for me to get Chris worked up enough to give me a blowjob.
Julie always said she did not want to have kids, so she and Chris had more freedom than Draya and me. Julie taught fourth grade, so she had her hands full with everyone else’s kids five days a week.
Eventually, I shared the idea with Draya. To avoid making her instantly defensive, I told her Chris fantasized about Julie with other guys and that he often thought about her with me. Draya asked if I encouraged this idea and it was difficult to avoid any blame. I deflected a bit and brought up Chris’ idea of another guy dominating her. I pointed out that it was not my style and then asked her, “Would you like to tell Julie when and how to have sex, and who to have it with?” My wife was unexpectedly amused by the concept. The seed was planted, so I let it grow for a few weeks.
We had a rare evening alone while the boys stayed with friends. Draya and I had great sex after dinner and then settled down for the evening. Since she was in a good mood I asked if she would enjoy telling Julie to lick her pussy. When she asked what I got out of that I admitted I would like to take Julie from behind at the same time. Draya was mildly amused, but was not so keen to do that in front of Chris. What she did not understand was that Chris would be so thrilled if that happened that he would happily wait in another room. Draya found this difficult to believe. I suggested she and Julie could try it on their own without either of us guys taking part. After some nagging, Draya said she would try to find a time to bring it up with Julie.
Days passed, then weeks. Progress came on a weekend away. The six of us were staying at a Holiday Inn in Kansas City. We planned to get room service because the kids wanted Mcdonald's. Chris and I took the boys to McDonalds, leaving the girls at the hotel. We got back to an empty room. A note informed us that the girls had gone to use the swimming pool and would be back shortly. They indicated their menu choices so we ordered room service.
The girls were in a good mood when they returned. They showered and changed together in Chris and Julie’s room. When we got a chance to speak privately, Draya told me that she fingered Julie and gave her an orgasm in the hot tub. In the bathroom, Julie got a quick taste of pussy in the shower, just a sample of what she could do properly on another occasion.
My wife had more patience than me. Weeks passed before she arranged time alone with Julie. They met while I was out with the kids, and Draya said she really enjoyed having an orgasm from Julie’s oral efforts. She was in such a good mood that she offered me a titty fuck and blowjob without me asking.
Draya waited until another time they exchanged oral pleasures with each other before she took the next step. As she described it, my wife asked Julie, “Do you like giving blowjobs? Does Chris ask for it often?” When Julie admitted that she gave far fewer than Chris would like, but that she thought she did a decent job of it, Draya asked the real question. “Ray always wished he could have two women give him a blowjob together. I’ve been too scared to bring anyone else into our bedroom. But, I trust you. Would you be interested?”
It was amazing. She made it sound like a favor to her instead of me wishing I could bone my friend’s wife. “What did she say?” Draya was holding back now, enjoying my reaction.
“After her jaw nearly hit the floor, I told her you aren’t that big.” She hugged me. “I told her to think about it. She said, ‘ok.’ That’s how we left it.”
“Should I tell Chris?” I asked.
“No,” Draya answered quickly and firmly. “Let Julie think on her own. Wait until I hear from Julie before you say anything to Chris.”
Not long after, my wife told me they had a plan. She and Julie planned to go to the mall that Thursday evening, but I was not allowed to do anything with Chris. They were not actually going out, but were planning to give me a blowjob together. The fantasy was coming true. Shopping was just a lie, to keep it secret from Chris. She said Julie was very nervous and could back out at any point, so I was not to be pushy or appear too eager.
Thursday could not come quickly enough. I practically skipped to my car after work. I was so excited that the boys knew something was up. Luckily, they had a scout meeting so they would be out of the house.