Jen and I love making bets. On anything and everything.
When we will get home considering for traffic to nude scrabble on a random Friday night. It keeps life interesting as there are virtually no limits to what the winner can ask for.
We've both had to complete public nudity dares.
Texting a friend, a revealing picture then apologizing as if it were meant for one of us.
I love to think about their reaction when they open the texts. We're both voyeurs and exhibitionists so the games are very exciting.
My buddy Dan still talks about the time Jen sent him a picture of her boobs. She has the most beautiful tits. They're creamy white with the pinkest nipples.
Dan still talks about the size of her areolas.
One of my favorite games is trying to get them all in my mouth.
Jen has a friend Leslie who has been single for a couple years now. She's had a hard time bouncing back from her divorce.
Leslie has aged extremely well. She has a sexy figure, dark red hair and deep intense eyes. I can understand why some guys would be intimidated by her. There have been times when I've caught her staring at me, and I was pretty sure I had done something to piss her off. Then she would smile, and I'd get lost in her beautiful face.
Leslie will pack a bag and come spend the weekend with us to get away. The weekend normally consists of amazing meals, a lot of wine and board games.
All of this leads me into what happened last weekend.
It was Saturday afternoon, and I was downstairs watching the hockey game while the ladies devoured more wine and started dinner. It was the end of the second period and the Canucks were down 2 goals to the Hawks. Frustrated, I headed upstairs for another whiskey.
"Why am I just hearing about your bets, mister?" Les asked me with a cheeky smile.
I looked at Jen with grin. She just shrugged and said, "Girls will be girls. We talk about everything. What do you want me to say?"
Les chimed in again, "How have I never received and accidental text?"
"Its just something that happens spur of the moment, without a whole lot of thought. Besides, I wouldn't want to offend you with some random hard dick pic" I responded.
"Honey it's been a long time since I've even seen a real man's penis. The guys I watch on the internet don't seem real; too disconnected."
I could feel my dick starting to pulse and stiffen up thinking about Jen's beautiful friend watching porn with her hand down the inside of her panties.
I stepped back and adjusted my jeans. Jen laughed.
"What's so funny?" Les asked.
"He's getting hard thinking about you watching porn." Jen replied.
Now I was feeling cornered between these two half drunk women. Jen was right of course but now that was out there.
"Really? Is that all it takes these days?"
"Men... you're so easy" Les said with a giggle.
The hockey game must be back on by now, so I poured myself three fingers and evacuated to the basement.
Ten minutes into the period and Vancouver scored a short-handed goal to get within one.
Moments later I heard the ladies coming down the stairs.
"We're bringing the party to you, big boy!" I heard Les say.
Jen dropped down in my lap like she normally does. I love resting my head on her tits while she plays with my ear.
They were more tipsy than normal. Les bumped into the wall and the chair before finding a spot in the couch next to us. She put and unopened bottle on the coffee table and was holding tightly to her very full glass.
"I'm not really a hockey fan. Who's the better team?" Lesley slurred a bit.
"Will's a Canucks fan but I think the Hawks are a stronger team." Jen informed her.
"We can still win this one. The third period is always our strongest." I chirped.
"What's the bet?" Leslie quickly chimed in.
"Careful babe. We don't have any limitations when we play this game!" Jen warned.
"What's the bet?" Les repeated, staring directly into my eyes.
Just then there was a turnover at center ice and Peterson went in on a break-away and tied the game for my team.
"Do you seriously want to do this?" I asked.
"Chicken?" she replied with a cheeky smile.
I could feel my heart start to race imagining where this evening could end up going. Two beautiful women, a lot of liquid courage and a bet on the line.
Fortunately, Jen's cool. We have a loose relationship. We love each other whole heartedly but if the opportunity arises, we have been known to play occasionally.
"When the Hawks win, I want one of the amazing body rubs Jen tells me about. She says you have ridiculously strong hands. I could use the release." Les stated.
"And if I win?" leaving it to her.
"A blow job and the wife can watch!"
I choked on my whiskey and spit some on Jen's tits.
"Listen Hun, if he wins, you're going to have to pay up." Jen reminded her.
"I'm good with it if you are. It's been so long my mouths watering thinking about it."
I could hardly concentrate on the game. If I lose, I get to rub down a beautiful woman while my wife watches and if I win... heaven.
The play was up and down the ice both teams playing safe defence. Dump the puck in and then right back out. Minutes seemed like hours.
Twenty seconds left in the game and Chicago iced the puck. Setting up for one final face off and a great opportunity for me to win the bet.
The teams line up, the puck gets dropped and it gets shoveled towards the net. Both teams crash the net, pushing and punching to find the puck. My heart was racing, and the ladies were sitting up on the edge of the couch. I couldn't believe it when I saw the referees arm go up, signaling a goal with three seconds left.
Jen through her arms in the aim and screamed "YES!!!"
Les sat back and pounded the rest of her wine.
"Pucker up baby girl, this is going to be a night to remember!" Jen said as she laughed and grabbed Leslie's boob.
It was surreal. I was still in shock that I actually won.
"Let's go up stairs and have something to eat before the show starts." Jen energetically yelled.
We were in the kitchen pouring drinks when Les said, "I can't believe I made that bet. I really can't believe I lost. I was seriously looking forward to that back rub."
"I'll tell you what," Jen replied. "You pay off the bet then Will can still give you what you want if he chooses."
I couldn't believe they were negotiating with me.
"I have to be honest. I'm nervous about giving Will a BJ with you watching."
"I think you should pull it out and show her what she will be playing with my Love." Jen proposed.
"Seriously?"
"Absolutely!"
I saw Les shift her body to get a better view.
I undid my jeans and pulled them down to my knees. I had a throbbing erection from the moment I realized I won. My boxers were straining to hold my dick back. Jen always told me how beautiful my dick was. She said five six inches is perfect and I'm nice and thick, so I give her a good stretch.
"Enough stalling. Let it free." She commanded.
I pulled my shorts up and over my erection and let it bounce forward as I pulled my shorts down to my jeans.
Les could not stop staring. "You're right, that is one of the most beautiful dicks I've ever seen. Definitely the thickest."
"Good lord girl, no wonder you're always smiling!"
"Told you so! Just think very soon you'll have it in your mouth!"
I seriously have the most amazing wife, I couldn't stop thinking.
"I don't know if I can do this." Les said.
"A bet's a bet. I warned you" Jen reminded her.
"I know but I love you both so much and I don't want a drunken bet to affect us. Is there anything else I could do? I'll send Will some pics to enjoy. Pussy, tits, ass... anything!"
Jen, being the vixen that she is, had an idea.
"It's not fair to get him all primed for a blow job to pull out now. What if I give him the BJ and you kneel right beside me? I know he fantasizes about situations like this."
"Absolutely" Les jumped at the offer.
I pulled my jeans up and poured another whiskey while they bartered.
"I think its only fair if Les gets completely naked for the show." I chimed in.
"What?" replied Les."