My girlfriend Wendy always said Chris was a 'boor'. I told her I was very aware, but I had known him since grade school. To be truthful, he wasn't my favorite friend, but we went way back and ran in the same circle. Chris was actually a bit of a bully in school. In college he joined a frat and even now, two years after graduating, it seemed he would never really grow up. A 6'3" child-man.
Chris, on the other hand, thought Wendy was great. Most guys did. Wendy was not wild but she was fun to be with and generally easy going. She had a pretty enough face with (dyed) blonde hair, big red lips and brown eyes that squinted when she smiled. What got men's attention though, was her body. She was not skinny, but her curves were just what drives most men wild; big hips, big ass and ripe tits that most guys saw before they even looked at her face. Wendy never really dressed slutty, but she certainly never tried to hide her curves so she got a lot of stares everywhere she went.
Chris was rude from the start when he met Wendy.
"Dude, she is way out of your league!" he said, looking at my girl but talking to me.
Wendy smiled a bit at this but then he turned to the friends with us and added "I get dibs when she's done with him!" I could tell Wendy was pissed but everyone laughed and I just let it go. Chris had always been like that and if I made a big deal he might have laughed, got me in a headlock and made me look silly.
The general pattern continued the many times the two of them met. We were all young and there was a party at one of my friends' places almost every weekend.
Chris picked up quickly that Wendy was friendly with a couple that we went out with from time to time and noted that she kissed both of them when we arrived at parties. He would insist that she kiss him as well. Wendy would sometimes resist but Chris was insistent so she would end up giving him a kiss on the cheek. Eventually she would do this without being asked just to shut him up. If Chris had had a couple of drinks before we saw him he might give her ass a small squeeze. The first time this happened Wendy complained to him and said to me, "I can't believe you let him get away with that!", but after that she would just give him a playful shove.
To be truthful, it wasn't only that I didn't want to make a scene. It turned me on to see guys lust after Wendy, and Chris was the most overt. I found myself getting aroused when he would palm her butt or whisper loudly that he was looking forward to his turn when she was done with me. Wendy would still call him a boor, but like me she seemed to get used to it over time and took him less seriously.
One night Chris was going a little harder than normal. It was spring and Wendy dressed in a short tight skirt with bare legs and a tight top. Chris whistled when we arrived and as she kissed his cheek he groped her butt and told Wendy she looked 'sooo hot'. He implored her to give him a 'spin' and when she finally turned for him he told her she had the nicest ass in the city. Wendy took this as her cue to go get her own drink. When she came back later Chris was telling me loudly how lucky I was to have a 'firecracker' like Wendy and that he doubted I could keep up with her. Wendy never said anything to me but I could tell she was disappointed that I just laughed it off. She got over it and we had an energetic sex session that night with her seeming more into it than normal and me a little turned on by their sexual tension.
Summer came and while I continued my training to become an accountant, Chris took off to Canada to work on the oil rigs. When he returned in September, me and a couple of guys met up with him at a sports bar. He had clearly added muscle to his broad frame. He was tanned and somehow even seemed a little taller. Chris was still cocky, but seemed to have blended in a quieter confidence. We headed over to a friend's party.
Wendy arrived at the party a little later, after having stopped for happy hour drinks with some office mates. I could tell when she walked in that she had had a few glasses of wine. Her cheeks were bright red and she was laughing in a silly way she did when she was buzzed. She looked great though, wearing a white blouse, a short black skirt and bare legs.
I took a step towards her, but Chris literally bumped past me to greet my girlfriend.
"There she is!" Chris smiled graciously. "It's been a long time...I need a big kiss!"
To my surprise Wendy giggled and let out a little squeal. "Chris! You look great." Then she smiled, "I guess I can do that."
Chris didn't give her a chance to change her mind. He pulled my girlfriend close and gave her a long kiss on her plump lips. The room went a little quiet as my girlfriend made out with my friend, his hand pawing her ass cheek. Then someone let out a "whoooooah!". Wendy broke away with a smile and I felt a wave of humiliation run through me. Chris put his arm around Wendy and guided her to me and some friends. He didn't continue to hold her, but the two of them stood close and he told us some stories from his adventure.
As the night went on I noticed they were talking a lot, with Chris' hands finding their way to her shoulder, knee and even back on her ass at various moments. Nothing that warranted making a scene, especially since Wendy was clearly fine with it. I also noticed that Wendy had a drink in her hand at all times. Chris seemed to be making it his mission to make it so. Based on how much she was gigging and how flirty Wendy was acting it was clear to me she was buzzed. At one point she said she wanted to feel Chris's biceps and he made her agree to give him another kiss before he 'allowed' her to do so. Watching him take her in his arms and kiss her again I felt myself harden fully so I made sure to stay seated.
The party was winding down and Chris came and sat beside me when Wendy went to the bathroom.
"Dude, I think your girlfriend is dtf me!" he said laughing. I looked around the room, worried one of the few remaining people might have heard him then tried to laugh it off.
"Haha...she's not that drunk Chris."
Chris seemed irritated that I wasn't taking him more seriously. "I mean it dude. She slipped me some tongue when we kissed earlier and I'm pretty sure she felt I was hard."
Just hearing him say this about my girl made me hard. What was wrong with me?
Wendy walked down the hall and was seeing one of our friends out. Chris spoke quietly, "I'll bet you I can get her naked before the night is over." he boasted.
I wasn't sure what to say. It was already past one, wasn't the night basically already over? There was now just myself, Wendy, Chris and the hosts, Naomi and Ted, still at the party.
"No way." I said, hoping that might put an end to it.
"Yes way." he laughed. "Let's bet on it."
"Bet?" I asked dumbly.
"Yeah. I made big money this summer. If I can't get her naked I'll pay you $500."
This seemed crazy to me. Chris was really going to give me that much cash? I tried to think it through and realized I had had quite a lot to drink myself.
"Well...what if you win?"
Chris laughed, "You worried bro? If I win I will probably end up fucking her, so you don't need to pay me on top of that."
I looked over at Wendy who was in the next room talking with the couple. "I don't think..."
"Only one rule." Chris said as if it was settled the bet was in place, "If she asks you at any time if you are ok with what is happening, you can only answer, 'Whatever you want babe.'"
I nodded, more processing what Chris had said, but he took it as an end to the negotiations. "Good bro. That's key. This should be fun." He patted me hard on the shoulder, "You can just sit and watch if you want."
With that Chris got up, walked over to Wendy and put his hand around her waist familiarly. I stayed seated, not willing to risk anyone seeing my erection.
When I made my way over I had to stand between the two couples. Chris winked and lowered his hand over Wendy's ass and I felt my cock stir. Wendy continued talking as though she was just fine with another man's hand on her butt. I wondered what Naomi and Ted were thinking.
Chris talked about how great the weed was in Vancouver and when asked for details he mentioned he had some with him. Ted was enthusiastic and Wendy said she'd like to try. Wendy didn't smoke often and I was going to caution her on having some after all the drinks, but I realized this might break my agreement with Chris. Soon we were all sitting and passing the weed around. When Wendy got up to give Chris the joint back he pulled her on to his lap. He took a big toke then I had to go to him to get my turn. Sitting alone on the floor I felt the now familiar combination of humiliation and arousal as I watched my girl giggle and wriggle on my friend's lap. He was not discreet about his hand stroking her bare leg. Naomi and Ted seemed embarrassed for me as he would whisper something in her ear or blow smoke in her mouth.
Naomi was telling us something about her and Ted's trip to Iceland but I was noticing Chris kissing my girlfriend's neck. She was half pushing him away but giggling while she did so.
"Are you ok with your friend kissing me like that?" Wendy asked me, laughing.
I felt all four of them looking at me. I swallowed hard. "What...whatever you want babe."
Chris laughed loudly and I felt a wave of shame. Naomi looked at her phone and said it was getting rather late, and we took her obvious cue. As we left Chris wasted no time in making it clear he wanted the night to continue.
"I have another joint...should we head to my place or yours?"
Wendy said she was getting tired, so we should head to our place and Chris took control in ordering us all an uber. We all got in the backseat, with Wendy in the middle. I put my hand on her leg possessively...there was no rule that prevented me from doing so, but Chris smirked and put his hand on her other leg. As we drove he stroked her leg sensually with Wendy just smiling and lying back in her seat as he talked about the wildlife he had seen over the summer.
Chris followed Wendy up the stairs as she slowly led us to our walk-up apartment and with a complete lack of subtlety commented that her ass looked better than ever. Wendy did not seem offended at all, telling him she did a lot of squats to keep it like that.
