Getting The Upper Hand
My wife Kate and I have been swingers ever since our honeymoon in Florida last year. We ended up having a little too much fun with another couple while we were down there and it spoiled us for life. I don't think either one of us would consider going back to a completely monogamous relationship- we enjoy variety too much.
The wildest night yet happened at Kate's insistence. She’s always fantasized about taking on two guys at the same time, and despite being experienced with wife swapping, I was never keen on the idea. Watching my beautiful wife get used by another man isn't exactly something I ever wanted to experience, but Kate has a very powerful personality and she always gets what she wants. On her birthday I told her that if she wanted to, we could search through an Online Dating Site and make her ultimate fantasy happen.
She was so happy she promised we would have as many threesomes with other women as I could set up. It made me feel a lot better in the moment, but when the time came to meet the guy we'd arranged to do it with, I had a bad feeling in the pit of my stomach. I didn't say anything though. Kate was so excited about the whole thing she couldn't stop talking about it. On the drive there, the closer we got to the guy’s house, the worse I felt about the situation.
I’d never watched Kate fuck someone else before, and there’s something about knowing the other guy is giving up just as much as I am. This was completely one sided. I was about to share my wife with a stranger and get nothing in return.
The initial meeting went well, although my ego took a bit of a hit when I noticed Kate was extremely pleased with her choice. Too pleased. The guy was gorgeous, and he paid way too much attention to Kate. I felt like I was invisible.
It was sexy to see her respond so positively though. From the moment this guy laid eyes on her she had him rapped around her little finger. Things heated up when our new friend, who’s name was Vern, suggested playing strip poker. Kate jumped on the offer, but to be honest it was a poor way to beat around the bush. Kate played really stupid just to be the first one to take her clothes off. In one hand she lost everything and was supposed to get completely naked.
To make things interesting, instead of letting Kate strip down for us right away I offered to up the ante and play for sexual favors from her. I’m a pretty good poker player and I was confident I wouldn’t end up with sloppy seconds.
It was hard not to notice that Kate was hoping Vern would win every hand, and with an evil thought I upped one of the bets to "who would get to fuck her in the ass." Looking back, it wasn't a good idea, but at the time I thought there was no way I could lose, and I thought I'd have a better time if I at least got to do Kate in the ass.
Kate hates anal sex and I thought she’d be upset about the offer, but instead of showing disappointment or refusing to go that far, she turned into a completely different woman. She knew what I was up to and called my bluff. I ended up losing on many levels that night, especially when Vern turned up a full house to end the game. I thought I had him with a flush.
Vern was nice enough to let me touch Kate after that, even though according to our other bets I was supposed to sit back and watch for awhile. I felt inadequate when she went crazy over his huge cock though and I couldn't get an erection, even when she got on her knees and alternated sucking us off.
When he wanted to fuck her, Kate asked if I would hold her pussy lips apart for him. I couldn’t say no, and there was no way I could avoid the view of her tight pussy getting stretched to it’s limits by Vern’s massive cock as I spread her labia for him. I have to say it was definitely one of the weirder moments of the night and it made me insanely jealous to notice that Kate seriously enjoyed the extra girth inside her.
When I pulled away they started to get really into it and his thrusts increased in tempo until he was slamming her as hard as he could. When he came he pulled out at the last second and covered her face with streams of his semen. I don’t know why, but up until that moment I wasn’t interested in becoming a participant in this threesome, but seeing Kate wipe it off on her fingers and lick them clean got me rock hard. With Vern out of commission for a few minutes after his orgasm, I fucked Kate harder than I’ve ever done her before and it was wonderful.
While Kate and I were going at it Vern left and returned with a tube of KY and applied a liberal amount to his cock before getting behind her and aiming it at her back door. I could tell she was really nervous, but she didn't want me to notice. We locked eyes as he worked the tip in her ass and she did some controlled breathing to help herself relax. It was weird that I could feel him enter her.
He used her like a whore and his cock was way too big for her butt. Kate wouldn’t give me the satisfaction of giving in though and she took every inch without complaint. I wondered if she would have let me fuck her in the ass if I'd won the bet, and the answer is probably not. It was definately a tense situation, and double penetration wasn't something either one of us had thought about.
The look in her eyes gave away how uncomfortable she was at first, but as Vern started to saw in and out of her I felt her pussy start to throb with an impending orgasm as our two cocks filled her completely. I was shocked that she liked it, and I even started thrusting from below when I knew she was close and the two of them came almost at the same time. Vern was first, then Kate just as he pulled out, which let me penetrate her pussy from a slightly different angle, taking her over the edge.
After her orgasm, and since her ass was stretched to new limits I knew she wouldn’t mind taking my cock up there and I took full advantage. I’ve never fucked Kate’s ass so hard before or since and it was great. It was my turn to show Vern how to really fuck a slut and Kate’s body responded to every thrust with waves of pleasure.
Vern even got hard again watching and he washed up just in time so we could double penetrate her again, this time with my cock in her ass and his in her pussy. It was how I had my first orgasm for the night and I pumped a gallon of come deep in her ass.
We even fucked for what must have been an hour after that, and on the drive home Kate was so sore she couldn’t sit straight. She was upset with me too for taking things so far (she had regrets about all the anal) but I wouldn’t let her get away with that argument. We both knew she didn’t have to do anything she didn’t want to and the only reason things went as far as they did was because she wanted to make me jealous.
The argument turned into a big fight and I slept on the couch that night. Things did cool off in the morning though and we agreed in the future to set limits of what we’ll do with other people, before we even meet them. The silver lining is that she still honored her promise to have a threesome with another woman and we went through with it last night. It was awesome, but I don't think it was worth the emotional turmoil. Of course, the deal was as many threesomes as I want, so I’m going to be way ahead of this game before too long.
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