Their First Cuckold

It had been another hard shift, busy and with enough customers complaining to make us think about giving it all up. That’s life working in a shop I suppose, it’s part and parcel of the job. I thanked my team, started laughing and told them I’d see them tomorrow for more fun and games unless it was their day off.

Part of my job was to supervise the checkout area. It was quite a big shop so there weren’t many times when we didn’t have people queueing to pay for their shopping. In between, I tried to have a laugh and a joke with the staff to keep morale up. Most went along with it except for Brook. She was the quiet one, one of the younger members of staff, who seemed content to get through her shift without fuss.

When I say younger, she looked it too. I knew she had just turned twenty years old from the documentation she’d bought with her as proof, and from setting up her payroll. She was all fresh-faced but pretty in a plain kind of way. 5′ 4″ tall, with dark hair always in a loose ponytail. I tried joking with her, but most of the time the most I got back was a smile and then she’d look away. Maybe she just didn’t get my sense of humour, most of the others were in their fifties like me after all.

I’d been sitting eating my dinner in the canteen one day when I saw her on the far side, sitting with her boyfriend. I knew who he was as I’d seen him picking her up after her shifts sometimes. They were whispering, but I saw them both keep looking over. I went back to looking at my phone, trying not to keep looking up, when heard a noise and looked up to see Brook standing by me.

“Hi, Danny, sorry to bother you. I’m off for a few days now, if I give you my number can send me my rota for the weekend please?” she asked.

“Yeah sure,” I answered, “I’ll need to look at it anyway as we have a couple of people on holiday so might need to swap some shifts around, I’ll send it to you as soon as possible.”

I handed her my phone and she typed in her number, smiled when she handed it back, and then walked back to her boyfriend. He had a big smile on his face and when he looked over, I put my hand up and he gave me a thumbs up. I went back to my phone, then a few minutes later heard footsteps coming my way.

“Brooke will do a late shift on Saturday if you need her to,” Pete, her boyfriend told me.

I looked at Brook who smiled back at me, telling her I probably would need her on that shift anyway as I thought there were only two other staff in. She told me no problem and they walked off. It was the most conversation I’d had out of her in the month that she’d worked with us.

After finishing my break I was in the offices checking the rotas and was right, apart from myself there were only two staff in. I looked at the time and realised she’d have left now, so I sent Brook a message telling her about doing a late, and she replied almost instantly saying no problem, with three smiley faces.

Getting home later I opened the door just as my wife Stacy was ready to leave. She works as a midwife and most of her shifts are overnight, she never complains as she gets a good shift allowance on top of her normal wage.

“Oh, I thought we’d have an hour together before you went in,” I said, grabbing her hips and pulling her to me.

“Sorry babe, Susie went home sick so I’m going in a little earlier, I’m sorry now too,” she giggled, feeling my cock pushing against her thigh.

I’d had something to eat and had settled down to watch TV when my phone pinged. I picked it up, thinking Stacy might have forgotten to tell me something before she left.

“Sorry I’m quiet at work, I’m wary of people when I first meet them,” the message from Brook read.

“It’s not a problem, there’s too many loud people anyway!” I sent back.

“I’m easier to talk to when I’ve gotten used to people when I know I like them,” she replied.

“You like me then?” I asked.

“Yeah, you’re funny, and a nice person too. I’ve always liked you, I just needed to feel comfortable to interact that’s all,” she answered, “Pete says it’s just me not being confident in myself.”

I carried on watching TV, flicking channels to find something else to watch. Fifteen minutes later my phone went off again.

“Do you like me too then?” she’d asked.

“Yes, you’re a very good member of the team,” I replied.

“No, I meant do you like me, like find me attractive?” she asked.

I read the screen two or three times. I wondered if it might be Pete texting instead.

“You’re pretty, your boyfriend is a very lucky man,” I sent, in case it was him.

I didn’t hear anything else for the rest of the week. Saturday evening came and walking back to the checkouts from the offices I saw Brook already serving customers. As I got there a customer walked up and told me they’d accidentally broken a vase and apologised. I thanked them for letting me know and sent someone to clean it up before someone hurt themselves on it.

Nobody was queueing a little later on, and I asked Brook if she’d be okay on her own while the other two went to tidy around the shop. She smiled and said she’d be fine if I stayed there with her. The others gone, and serving nobody, she started sweeping around the checkouts. I didn’t notice at first, she did keep looking back at me and I didn’t know why until I saw exactly why.

The work uniform is T-shirts with the company logo on them, staff are told to wear black trousers and black shoes, although a few wear trainers and we’re lenient not to bother telling them not to. Brook had black trousers on alright, but they looked sprayed on they were that tight. As she swept her t-shirt had rode up onto her hips, jiggling with her motions, her arse pointing directly at me.

I couldn’t stop staring, her hips were a little wider than I’d noticed before, her round full buttocks merging down onto slightly plump thighs down to perfect calves. My eyes searched back up to her arse, noticing that not only were her knickers visible through the stretched fabric, but so was the label on them.

I heard giggling as she turned and went back to her checkout, smiling as she walked past me and called a customer to her. Once served, she looked over at me.

“You shouldn’t really be wearing those trousers,” I told her.

“Well they are black, that’s all we were told. You seemed to like me wearing them in them anyway, I saw you looking,” she giggled again.

“Hmm, I can’t argue with that, guilty as charged,” I laughed, “but a word of advice, cut the label out of your knickers if you do wear them again, and maybe smaller less visible knickers.”

She turned and look down over her shoulder, then frowned.

“I didn’t think about my knickers showing,” she said, “but thanks for your feedback,” she laughed.

We didn’t speak much as the others came back, and then we shut the shop and went our separate ways. I woke the next morning to a message. I looked over, Stacy was still at work.

“I took your advice,” it read. There was an image attached, I clicked to open it and there was Brook’s arse, in the same trousers as last night, with no visible knickers nor label.

“Much better,” I sent her.

I had a shift later that day and Brook was already in. She had on normal trousers today as it was busier during the afternoons, but when she got the chance she asked if she was working late on Saturday again, Pete had asked if I could drop her off as his car was playing up. I told her I didn’t see the problem and by the time I got home Stacy would be at work herself anyway.

Later on, after getting home, Brook sent me the same picture.

“Because you didn’t get a chance to see them today, in case you were missing them,” she’d sent with smiley faces.

“Do you still think I’m pretty then,” she sent before I’d replied.

“Very nice, have you actually got knickers on under them?” I asked.

Another image came through, her trousers pulled halfway down her buttocks revealing a black g-string.

My phone pinged again, this time the trousers were right under her buttocks, Brook was bent over, just the tiniest piece of fabric covering both of her holes.

I looked at the pictures a few times, my cock stirring in my trousers. Suddenly I noticed something.

“If you’re pulling your trousers down, who’s taking the pictures?” I asked.

“Pete of course,” she sent back.

“Does he know you’re sending them to me?” I asked.

“Yes,” she replied, “sorry gotta go, speak later.”

I saw Brook fleetingly when our next shifts briefly overlapped but did have time to notice she wore her normal trousers. Saturday seemed to take forever to come around, then finally she turned up, tight trousers on. She smiled broadly at me as she saw me, but then went back into quiet mode around other staff members. There were only five of us in tonight, but the shop wasn’t busy anyway. The others had gone off to do various jobs, leaving just Brook to mind the checkouts.

“Did you like the pictures then? I’m wearing the same g-string today, Pete bought it for me,” she beamed when she noticed nobody else was about.

“Pete’s a very lucky man, you have a great arse,” I answered, “and he doesn’t mind me seeing them?”

Brook blushed a little, then told me he’d encouraged her. She saw a look of mild shock on my face.

“He’s trying to bring me out of my shell, to be more confident in myself, to try new things,” she said before turning away sharply as she blushed again.

“Are you still okay to drop me off later, I forgot to check with you,” she asked.

“Yeah, it’s not a problem, Pete’s car still not fixed then?” I told her.

She shook her head, and then a mixture of customers to serve and staff coming back killed the conversation off.

The shift now finished, she waited for me to lock up and then followed me to my car. She threw her bag and jacket on the back seat, saying that although it was quite warm she’d bought the jacket in case she’d had to walk home. Getting into the passenger seat, I noticed she’d tucked her t-shirt into her trousers.

Brook was quiet for the first few minutes, looking out of the passenger window. I kept looking over at her, noticing her breasts jiggling as he drove down the bumpy roads. I asked if she was okay.