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May 23, 2025

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May 23, 2025

169 Views

My wife had her first date with a former coworker

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My Wife is getting a little carried away and I couldn’t love it more. Since our anniversary surprise we agreed she could go on a couple dates. She had a former coworker (isn’t it always? Haha) who she used to have a bit of a thing with. The work husband kind of deal, I remember once she told me he gave her a neck massage at work because she had a stiff neck. Before I fully knew I wanted to do the cuck thing and share my wife we’d always stop by her work before heading out for our dates. She always wore outfits that would show off her cleavage she’s got a pretty big chest so most outfits do. I could always see him taking her in when we’d go through, it always made me horny then mostly because it made me see my wife as hot as she is it feels good knowing I’m not the only one she turns on.

Anyway she wanted to take him out. It was just a few drinks at a local bar nothing too crazy at first. When we started dating she always said she wouldn’t have sex with someone before the 3rd date because she didn’t want to seem easy. Her first date with the coworker she wore one of our date outfits. It’s a spaghetti strap dress she loves it for dates because her chest is only barely covered by it, if she wasn’t wearing a bra I’m sure she’d have multiple nip slips. If you’ve never had the pleasure of watching your wife getting dressed up and made up for a date with someone else I’d highly recommend it.

She left for the date I stayed home, she text me a selfie they took to show she got there okay. He was dressed up nicely and you could tell he was excited to be out for the date. I turned on a movie and let her have her fun. After a couple hours passed I text her to see how things were going. She text me back ‘really well we are getting caught up on everything I missed from work’ (she quit the job but stayed in touch with him) I gave her a thumbs up and went to the bedroom to relax and probably drift to sleep. She stumbled in much later then we agreed too, I’m not mad or anything glad she had her fun. She fell into bed makeup still on and still dressed up too drunk to get undressed. She was talking to me about how the date went giving me gossip about a place I didn’t really care about lol It was hard to notice at first since it was dark but I eventually saw her lipstick was smeared pretty badly.

I asked if she kissed him or anything she quickly said no then said it probably got smudged when we kissed when she got home. (We didnt) she started getting closer to me when she was done catching me up. she started rubbing my chest and working her hand down eventually grabbing my dick. I got pretty excited thinking we’d probably be having a bit of sloppy drunk sex. When I’d try initiate with her she kept saying no not yet. After a few minutes of a good hand job I eventually exploded she kept all my cum cupped in her hand then grabbed a loose shirt from the floor to clean her hand with before falling asleep.

The week passed and I saw she was texting him a lot more, then that weekend they had to go out again. We didn’t talk about this one she just told me that Friday that they were going out again after getting a text. This time I saw her getting dressed up under the dress she was wearing too lingerie, matching the bra to the panties. Trust me if your a dude and the chick your hooking up with is wearing matching underwear she pulled you not the other way around haha. They went out so I just enjoyed another quiet night in. I’m not actually sure where they went or when I was expecting her home. I was pretty surprised when she came home before my movie was over and went right to the shower.

After we grinded on the couch and made out but she never got us to cross the line to sex. It was a good hand job and I was glad to see my wife getting more frisky and having that hot girl phase of the start of dating again. It was like she was that young woman I fell for all over again. Except like … funnily less sex than before. The week was pretty average again until Friday when she said she was getting ready for another date. I laughed watching her getting ready and asked “So third date right?” She chuckled and kept getting ready. I could see her nervous expression and her cheeks getting flush. When she was done I asked again “You always said you don’t sleep with someone you’re dating until the third night, are you excited?”

This next part i found the cutest but sexiest thing I’ve ever experienced. I saw her trying to channel those smutty novels girls read and have her hot slut moment. She pressed a finger to my lips to shush me and she whispered in my ear “I’m not dating him. I’m fucking him. I did in the bar, in his car and now I will in his bed.” She give me a kiss on the cheek and left. My heart dropped and my dick got so hard I thought I was going to cum right there in my pants. This time no movie was watched, I jacked it like a teen finding his first play boy. I kept texting her if things were going okay. Finally I got a text back and it was her in the bathroom, messy sex hair naked in a mirror with the caption ‘Dates going well ill send some snaps’. I paced back and forth in my bedroom dragging down that snap chat ghost over and over until 10 minutes later I got one. My wife on her knees, face looking up smiling. Except there was a dick resting on it, his shift starting at her chin balls hanging down and the tip ending just past her hair line. I screen shot as fast as I could and kept refreshing trying to get some more before I got started again.

Next was a video, it wasn’t long and my god was I getting desperate. Her hand wrapped around his dick, her giving the head a kiss and then a wink to the camera before it shuts off. I sat down getting started swapping between the two I had, I got another quick video he was holding the phone aiming down. My wife two hands on his dick and pumping for dear life he shot his load on my wife’s face as she tried to open her mouth on time. The video stopped. It’s wild needing the next fix wishing a dude would fuck my wife already so I could finish jacking off. It was about 15 minutes later when I got the next video, my wife bent over and his dick slapping her on the ass a few times before thrusting inside when he was in he gave her ass a few slaps and right before it stopped I saw him start rubbing her asshole with his thumb.

I started freaking out excited, we’ve never had anal before. Have they done anal? Will she do anal tonight? Is he going to be the first one to fuck my wife’s ass? Blowjobs are one thing, I mean I think everyone’s gotten or given head in high school so I knew I wasn’t her first knew she wasn’t the first to suck me either. But anal sex? Neither of us have done it before. It was about 10 minutes of anal fantasies later when I got a video again. His hand grabbing a fist full of her hair for leverage as he railed my wife, he leans back spits on my wife’s asshole and starts Massaging his finger inside. I could hear her moaning like I’ve never heard before. “Tell me how bad you want it.” “I want it bad, please.” She was having a hard Time forming words “Tell hubby what we’re about to do.” She was quiet at first until he pulled his finger out and gave her ass a hard slap leaving a hand print “say it.” “He’s going to fuck my ass. I’m sorry honey.”

 

The video ended. My heart was exploding and I kept hitting refresh. I was hoping to at least saw the moment she lost it. She was losing a virginity tonight and I couldn’t be hornier. After I blew my load I sat there trying to get hard again as I was refreshing like crazy Another video, her ass was RED hand welts were getting visible i was sure she wouldn’t be sitting comfortably for a while. He was punishing her ass claiming it. The video I got he was already down to the base, it was sliding in and out easily and I knew i missed the moment. He was going a bit softer but I think that’s to be expected for a first time, that was until I saw him picking up pace. He grabbed onto one hip and kept going harder, he dropped the phone to get both hands as grip. I heard the violent slaps of him drilling my wife and then the sound of him cumming. He reached Over onto the mattress and grabbed her phone and I saw her ass. She was breathing a bit deeply clearly winded then her asshole clenched and released a load of cum down her leg. It’s weird being thankful that a dude got that moment after fucking your wife but I was. I saved the videos and laid down in bed just looking up at the ceiling

She eventually came home, had a shower and just as I guessed she laid down stomach first telling me not to touch her butt for a bit. As we laid there I asked her what happened the first two dates.

I’ll post those as separate posts!

Then she said goodnight. Right before we fell asleep she quickly jumped to tell me something she forgot she let me know she was hosting this Friday.

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