The day after coming home from Pocatello, where I spent the weekend with my sister-in-law Jessica, I was hanging out at my house with my kids when my other sister-in-law, Kourtney, sent me a text. "Hey, Danny, what are you doing this Friday? Would you want to have a game night?"
The last game night we had over a month ago was her getting a hotel room, and me, her, and Jessica spent the night fucking. I told her I would ask my wife if we had any plans, but I think that I should be able to. She replied back to say, "I hope so. There's a game I really want to play with you." I asked her what it was, curious if she was actually talking about having a real game night, when she said, "It's called, how far can Danny stick his dick into my ass?"
I texted her a few hours later to tell her that I didn't have any other plans that night, and she said that she would pick me up around six that night. I asked her if anybody else would be joining us that night, and she said, "Nah, it will be just me and you. Is that OK?"
"Of course. I'm looking forward to it. Hopefully the hotel room has a nice, big shower," I told her, and she assured me that it does.
That Friday, I said goodbye to my wife and kids and walked out of the house to join Kourtney in her car. As we pulled away, she said, "Do you ever feel guilty doing this?"
"Yeah, a little. Do you?" I asked back.
"With you, kind of. I just don't want to hurt my sister or my nieces," she told me.
"Maybe we should stop?" I said.
"Maybe. Not tonight, though. I have a surprise for you. Did Jessica tell you about it?" She said.
"The nightie? Yeah, she told me when she was wearing hers that you bought one too," I said.
"I was half debating on making you meet me at the hotel and having you walk in on me wearing it. But, oh well. Maybe next time," Kourtney said.
Just like the last time we did this, Kourtney had already checked into the hotel, so we were able to bypass the front desk and go up the elevator to our room. Once in the hotel room, we sat down on the bed, and I started to make out with the beautiful, tan, six-foot-tall woman with a deep sexual appetite.
Kourtney that night had her long, brown hair loose around her head, ending around her lower back. With the weather in Utah getting warmer, she had put on just an orange shirt and black leggings, having kicked off her shoes as soon as we got to the hotel. As my hands roamed her body, I grabbed her tight, fit ass, squeezed at her B-cup-sized breasts, and rubbed her flat stomach, inching my way down to her groin, where I rubbed her pussy through her leggings.
Ending the kiss, Kourtney moved down to the floor in front of me. She expertly undid my jeans, and I lifted my hips off the bed for her to slide my jeans and underwear off. I quickly pulled off my shirt while Kourtney wrapped her hand around my cock and started to jack me off.
Kourtney stared up at me with her pretty hazel eyes and stuck out her tongue, licking all around my cock and teasing the tip of it as I grew to my full six-inch length. She then opened her mouth wide, wrapped her lips around my tip, and swallowed my cock whole. Burying her nose in my groin as my thick cock stretched out her mouth and throat, Kourtney held herself in place, using her tongue inside her big mouth to run across the bottom side of my shaft, before she started to bob her head up and down the full length of my cock.
As I enjoyed the feeling of her blowing me, I said, "I couldn't imagine being your husband and not having you blow me every night. If it wasn't every night, it would have to be at least every other night."
Kourtney took her mouth off me, using her hands, one on the shaft and the other gently squeezing my balls, and said, "I guess you get pretty good at them when you start when you're only fourteen."
"Really? You started giving blowjobs at fourteen?" I asked her, trying to do the math of how old she would have been when I started to date Kathy, Kourtney's sister. I'm pretty sure she would have been sixteen.
"Yes. It took a while to get good, but at that age, it's not like we knew any better," she said.
"Did you blow a lot of guys?" I asked.
"Yes. Pretty much any guy that asked me on a date, to a school dance, or just to hang out. And once word got around that I was doing it, I had a lot of guys asking," she told me, using her tongue to lick all around my shaft in between.
"Did you do anything else besides blowjobs?" I asked.
"Nope. Well, a lot of them fingered me and played with my tits under my shirt. I wouldn't let anyone go down on me or take my clothes off. I didn't lose my virginity until I was eighteen and moved to Arizona," Kourtney told me.
"I'm surprised nobody tried to do more," I commented.
"A few did. But I was always pretty firm with them. Plus, they were just happy to be getting a blowjob at that age," she said.
"Shit, I'm twice that age, and I'm still happy just to get one. Didn't you have a goal in high school to kiss one hundred guys?" I asked her.
"That was just my senior year. I got to ninety-seven. I probably could have finished it off, but I wanted them all to be on a date or something, not just random," she said, still jacking me off.
"I remember when Kathy told me about it, I told her I would volunteer to be one of the guys," I said.
