Work was being done to our house a couple of weeks ago. My wife had her eye on one member of the crew that was doing the work. She made little jokes about how I’d better be glad he never came to the house alone. She’d make a face and use a tone to make sure I knew she was joking.
It turns out she wasn’t. One day, right as the job was finishing up, this guy showed up at the house alone. It looked like he was doing some cleanup work. We had thought they were done and were getting mad about the mess they’d left behind. They must have just fallen behind, because my wife’s favorite member of the crew was here to take care of it.
I saw him outside the kitchen window and told my wife she had one last chance to check this guy out. I took the joke further and said, “You told me I was in trouble if he showed up alone” with a joking look on my face.
She said she wasn’t kidding and that now I was lucky that I was home due to the pandemic. She was still joking. I thought.
I tried to get that last word by saying, “Do what you want to. I won’t be mad as long as I get to watch.”
“Don’t dare me, I’ll do it!” was my wife’s reply. I got the sense she wasn’t kidding. I dared her anyway.
I’ve removed all the posts of our sharing and swapping adventures, but no one who got to read them would be surprised that my wife took me up on the dare. She went back to our room and returned with a much shorter pair or shorts on. Her t-shirt had become a shirt with straps that I think are called spaghetti straps.
Lots of leg. Still tan from summer. Plenty of cleavage without being over the top. She just smiled and walked past me to the kitchen and grabbed one my sports drinks from the fridge. She walked right back past me again to the front door and, before going out, said I could watch from the dining room window.
She approached the worker and must have offered him my Powerade. He declined to take it at first. But, my wife is persuasive. He eventually took it and drank about half of it in one drink. After that, they kept talking.
The laughs got longer. They got louder too. I could barely hear my wife laugh once or twice through the window. Eventually, she started pointing at something. She later told me she started asking about some of what she called tools that he had on him. In reality it was just a a tape measure and something else I couldn’t make out from the window.
It was so hot just watching and not knowing what was being said. All I could tell was happening was that my wife was moving in for the kill. She kept standing a little closer. More laughing. More smiling.
Then the guy shook his head and tried to turn away. My wife reached out and grabbed his forearm. Or at least put her hand on it. The guy, whose name we still don’t know, stopped. He had a huge smile on his face. Combined with how he looked away and shook his head, he was in a state of disbelief. While watching, I had no idea what my wife had said. Later she said she’d asked if he was single. He said something like, “Why, you going to set me up with one of your friends?” She said it was when she said, “I figured I’d set you up with me.” that he reacted like he did.
She told me later that he pointed out the ring on her finger. She said she told him that I didn’t care. She didn’t mention I could see from the window!
We still don’t know this man’s name, but “he” took a few steps over to the back of his truck and sat down on the open tailgate. My wife followed and sat down with him, but with some space between. She said she just kept telling him that she’d been watching him work and that she’d even told me that she’d fuck him if she got the chance. She’d never actually said that, but she’d sure implied it a few times.
She was making her chance. She eventually reached across the short space between them and put her hand on his forearm again. I saw her head tilt a little and knew she was getting aggressive with him now. She told me afterward that she pretty much laid it on the line and said as seriously as she could that her husband was OK with her fucking him and that she wanted to do it. Right there. Outside.
There was a pause. He just kept looking straight ahead with the look of guy who knew he probably shouldn’t do what he was about to do. He took another drink of the Powerade my wife had given him. Turned to her and, according to how my wife tells it, said, “Well, as long as you don’t tell my boss, I guess…”
I’m blending what my wife told me with what I could see from our window dining room window, which is much higher off the ground than every other window in our house. But, she said he didn’t finish the sentence before she slid one of the straps off her shoulder. He noticed and stammered something like, “OK…alright…OK…well…” She moved the strap off her other shoulder and pulled her arm up through it. It was a tube top now.
He just bit his lip and shook his head. You could tell he was trying to look away. My wife said she told him she wanted him to pull her top down for her, and that she thought for a moment he might chicken out. He didn’t. A few seconds later he pulled her shirt down. Because she’d removed her bra when she changed shirts a few minutes earlier, her tits popped out.
He laughed and rolled his eyes up a bit. I could see his face as my wife was between him and the house. I thought he might see me at that moment. I don’t think he did. If he did, he did a good job of hiding it. But, he looked back down pretty quickly and then got up the courage to cup them. It seemed like he was being pertty gentle. I think he was still shocked by what was happening.
My wife put one hand over one of his and helped him feel her up. She didn’t remove the hand when she scooted off the tailgate and stepped in front of him. I thought she had gotten really brave and started to rub herself through her shorts, but she said later that she had used her free hand to pull the string loose and then put some slack in the waistband.
She said that she said, “Feel me.” as she took the hand of his that had gotten free when she moved in front him and guided his fingers to just inside the top of her shorts.
From here on, some things I include in this story are things my wife shared about the experience as well as what I saw from inside the house. I’m not going to keep saying which is which.
His hand went futher down without any more help from her. When his fingers hit her pubes, he asked, “You’re sure?” She nodded yes and his middle finger went low enough to get inside her. He brought it back up after it was wet and began rubbing her clit as best he could given the angle.
He saw her breathing hard and said, “You seem about ready.” She was. She told him, “Get up. Get behind me.” She leaned over the tailgate where he’d been standing. Her ass was in the air.
Obligatory description of my wife. She has dyed her hair a shade of red she’s not tried before. A pretty dark red. She’s gained some weight due to the lockdown, but she’s gotten over her embarrassment about it. She hit 140 but has gotten back down to 125. Some of her previous pics her on Reddit were from when she was down as low as 110-115 (she gains, and loses, a LOT of weight in her tits, so I don’t know that I like for her to be that size). But, I think she was trying to prove something to herself, reward herself, or motivate herself to keep up the work in losing the weight. If this guy she thought was so hot would fuck her like this, she’s gotta be looking good, right? She still had perky C-cups and eraser nipples. Of she looked good and, of course this guy was going to fuck her.
Her hot ass up in the air in front of him made sure of it. He undid his jeans button and zipper. He pushed them down to the top of his thighs. He pulled up the bottom of his loose, older t-shirt far enought that his arms could hold it up against his sides. His dick was visible now. Looked almost the same size as me, so no special treat for my wife there (we both seem slighlty above average). He took a half step forward and started the search for my wife’s entry with one hand, holding the base of his dick with the other. My wife looked back over her shoulder at him and notice he was preoccupied trying to aim his cock at her hole. She quickly looked up to the window to see if I was there. The window screen was reflecting the sun just right and she said she couldn’t see me, but knew I was there. She knew that meant the guy probably couldn’t see me either.
I saw her mouth drop slightly open and then her head and hair shake. I missed the guy’s first thrust, but focused back on him to see him doing that all-to-familiar slight squat thing that guys have to do with shorter women. He started thrusting again. He became a little more regular and then a little harder as time went by. Eventually his shirt fell back down and with the bottom of it on the top of both his and her ass cheeks. I suppose that’s because his arms had gotten away from his body as he grabbed my wife’s hips and search for leverage. He got it, because what I could see of her ass cheeks were jiggling and her tits were swaying underneath her as she had rested her forearms on the tailgate.
I looked back at my wife. She wasn’t looking back or up at the window anymore. She’d have been looking forward and up if her eyes had been open. Here and there I could hear her gasp or moan. I got brave and cracked the window about an inch. Now, I could hear every one of her sounds. If he thrust just right, or really hard, I could even hear the slap sometimes.
Then the fucking air conditioner came on! I went back as quickly as I could to turn it off because the unit is under the window I was watching from and I couldn’t hear anything! It still took about 2-3 more minutes for it turn back off even though I’d shoved the thermostat all the way to the right. When it finally went off, I could tell things had finally gotten interesting. Every thrust she made a little shriek. She may have started while the AC was on, but it wasn’t long before I heard, her “Oh God…Oh…Oh fuck…fuck…fuck!” Almost the same words, in the same order, every time she is getting fucked the way she likes it, whether its me, a male FWB, a Redditor, or this guy.
This guy was going for it. He was thrusting deep and you could see his legs and ass flex as he got more into it. I could hear her saying, “Don’t cum in me…don’t cum in me.” I thought it was odd because she is on the pill and lets everyone else cum in her if they want to. She could tell he was about to cum, but she wanted it on her. He kept saying, “Where? Where?”
My wife said, “My ass. My ass.” He said he didn’t have any lube and it might hurt!
I heard this clearly from the window. “No! Don’t fuck my ass, cum on it. ON it. Not in it. Cum on my ass…please.” That last little hint of begging was SO hot.
It suddenly hit me, “My phone!” I didn’t have my phone. I made the decision to stay and watch the guy finish up rather than try to get it. I’m glad I did. He pulled out a few seconds later and let out a few grunts I could hear as he used his thumb to push his dick in between my wife’s ass cheeks. Not straight in but the length of it down. This made him cum almost entirely on my wife’s lower back and not her ass crack like she’d wanted.
She wasn’t just disappointed in that. She said he came too fast and didn’t get her off, though it was close. She said she’d forgotten what it was like to be with a guy in his early twenties, who is relatively inexperienced, and just pounds away with no other thought in their minds. At least he was nice enough to give her some kind of work rag to clean up with afterwards, though he made her do it herself! And, at least he has an experience he can talk about when he and his friends start trading drunk stories.
I learned a lot of the details I couldn’t make out from our dining room window from her later, when she was telling me about it with my dick inside her later that night. But, that can be in part 2!
Source: reddit.com/r/gonewildstories/comments/inxec2/worker_guy_fm