My 20th High School Reunion was tomorrow. For the first time in a long time, our whole gang would be there. Our friend Courtney was coming in from out of town for it and was staying at our place. She and I used to date, but that was (as you may have guessed) 20 years ago and now we were just friends. My wife, Tracy, had gotten real close with Courtney over the years and was now better friends with her than I was. We see each other a couple times a year. She'll come to our house or we'll go and stay at hers. Courtney's married as well with two kids of her own (her husband, who didn't want to go to the reunion anyway, agreed to stay home and watch them). Our kids are about the same age and get along great. It would be nice to have her here for weekend.
Let me introduce you to everyone. I'm Jon. I'm almost forty, with a wife and two kids. I'm lawyer. And we have a great house, somewhere in suburban America. I'm 5' 10" tall. I work out a few times a week, so I'm not ripped, but I'm in better shape than most guys my age.
My wife Tracy, also approaching forty, is the sweetest woman I've ever met. We've been together since college. She's a 3rd grade teacher and a terrific wife and mother. Not to mention, she is gorgeous. Blonde hair, with big brown eyes. About 5' 7". She has smaller, b-cup boobs. She keeps in great shape, doing yoga a few days a week and running. A real girl-next-door type. She's a lot of fun to be around, but is somewhat reserved and is usually the one who decides when it's time to leave a party. We have a healthy sex life, but she can be a little prudish. She wants to make me happy, but doesn't like anything too crazy. She'll give the occasional blow job, but no butt stuff. She started waxing recently (because Courtney mentioned how much she likes being bare down there herself) and I love it. We still have sex at least once a week, so I really can't complain.
And then there's Courtney. Like my wife, blonde hair and brown eyes that are very dark, almost black. 5' 9" with nice d-cup tits and a round, tight ass. In high school, she was the captain of the cheerleaders, the hottest girl in school, and a total bitch to anyone not in our group of friends. Within our clique, she was the queen bee and always called the shots. She decided where we went, who was in, who was out, and generally set the tone. Like I said, we dated briefly in high school. I wanted to fuck her so bad back then, but I never sealed the deal. The closest I ever got was at a party our senior year when she gave me a hand job on the couch. 20 years and two kids later, she still looks great. To put it simply, she was a total MILF.
So, the plan was for Courtney to come in the night before the reunion, have a low key night just the three of us and then we'd all go to the reunion together tomorrow. Unfortunately, Courtney's flight got delayed. She texted us to say she wouldn't be getting in until after midnight. Tracy offered to wait up for her, but Courtney insisted that we go to bed. She'd been to our house enough times to know her way around and didn't see the point in keeping us up. She'd see us in the morning.
Tracy and I went to bed around eleven. I tried to fool around a little, but she had taken an Ambien and wasn't having it. Rejected, I tossed and turned for a little but couldn't get to sleep. After a while, I went to the bathroom to give myself some relief. Watching porn on my phone, my thoughts drifted to that night years ago and how Courtney's hand had felt on my cock. God, she was so hot. Nothing sexual had passed between us since we were kids, but what I wouldn't give for one more chance at her. I was imagining Courtney on top of me, riding me reverse cowgirl style. I was on the verge of cumming when I heard a noise from downstairs. It sounded like Courtney had finally arrived. I was too close to stop jerking, so I rushed to finish myself off. I came particularly hard. The thought of Courtney riding me out had me worked up and I shot a rope into the sink, accidentally splattering some on the counter top as well. I quickly cleaned up my mess, and went downstairs to say hi.
Courtney was just locking up behind herself as I came down. While she was facing away from me, I had a chance to admire her ass which was accentuated by the tight yoga pants she wore to fly in. Round, high and firm, her pants perfectly outlined the crack of her ass leading down to the gap between her thighs. Man, she looked good! She heard me on the steps and turned around smiling. "I said not to wait up!" she jokingly complained. She came over and met be at the bottom of the stairs for a hug.
"Don't worry about it. I was still up and heard you come in," I said. When she pulled away, something caught my eye. Clinging to the leg of her black yoga pants was a shiny little white spot. It was so small, but it stood out clear as day on the stretchy fabric. It immediately dawned on me what it was and I looked down at myself to confirm my terrible suspicion. On the crotch of my gym shorts was a smeared wet spot that was clearly a cum stain. When I shot my wad, I had gotten some on my shorts! And now it was on Courtney's leg! I must have been totally obvious in my reaction because she followed my gaze to my shorts and then to her leg until she finally noticed the spot on her pants. She stretched out a finger and wiped at it, bringing it closer to her face for inspection. She rubbed it between her thumb and forefinger and then tapped them together a couple times watching the fluid stretch between her fingers when she did.
"Still up, huh?" she said. Busted. Embarrassed, I awkwardly turned my body to face away from her while I tried to wipe off what remained on my shorts with my hand. "Somebody must be excited for the reunion tomorrow." She giggled. She was teasing me now and I knew whatever she thought about the stain, it didn't bother her. Thank god. I didn't want it to get back to Tracy that I had greeted our guest with cum stains on my pants, let alone got some of it on her! To change the subject, I asked if I could get her anything to drink. She looked at me for a long second, then shook her head and said "Thanks, but I'm exhausted. All I really want to do is go to bed."
"Well, at least let me get your bag," I said. On the inside, I was screaming at myself for being so stupid. What an idiot! Still red faced, I picked up her suitcase and carried it upstairs to the guest room. "You know where everything is," I said over my shoulder as I led the way up the steps, "so if you need something just help yourself." I dropped her bag in the corner and then I avoided her eyes as I squeezed past her back into the hallway.
Sensing my discomfort, and maybe enjoying it a little, Courtney gave me another hug and said "Jon, don't worry about it. I know how guys are. Sometimes you need to blow off a little steam. And..." She leaned in close, her mouth against my ear, "...that's not the first time I've had your cum on me." She giggled again, turned and closed the door, leaving me dumbfounded in the hall. Totally embarrassed, and now totally aroused, I had to stop in the bathroom again before going back to bed.
The next day went by in a blur. The girls went out and got manicures and pedicures in the morning, while I hung out with the kids and watched tv. I couldn't get what Courtney had said and done out of my head all morning. Did that mean she still thought about that night we hooked up? That she still thought about me in that way? When they got home, the girls made mimosas and gabbed in the kitchen. We hung out for a while the three of us, the girls getting steadily tipsier. I had a couple beers, but I had to drive my kids to my parents for the night, so I paced myself. At 4:00, I went to drop the kids off at my parents'. Tracy and Courtney were still in the kitchen, singing along to the 90's channel when I left. Getting in the mood for the reunion tonight I guessed. I dropped the kids, chatted with my parents for a minute, and then raced home to get dressed. Getting back home, the house was suspiciously quiet. Figuring they were getting ready, I went straight upstairs to get changed myself. I opened the door of my room to a heavenly sight. There was my wife sitting in front of her mirror in the thin, silk robe I had bought her for Christmas. It was thin to the point of being see-through and I could clearly make out her hard nipples in the mirror. She really had great nipples. Small and pink and very sensitive. I loved to tease Tracy sucking and nibbling on them. It drove her wild.
Courtney, meanwhile, stood behind her doing her hair. She was in a black lace bra and matching thong. Again, her perfect ass was on display. I envisioned myself sliding my hand along the back of her thong, down her crack and between her legs. The girls' backs were to me and it took them a couple of glorious seconds to realize I was there. Eventually, my wife noticed me ogling them in the mirror and yelled "Get out Jon! We aren't dressed!"