Quick description - Hayley is twenty-three years old, five foot, two inches tall, slim (UK size 6), and has a 32B (although it is a small B/large A) breast size.
For the entire five years they had been together, the only thing Dan had wanted from his girlfriend Hayley, was for her to not be ashamed of her small boobs. He loved them. They were so pert and had wonderful pointy nipples that he loved to nibble and suck on when they got intimate, he couldn’t help but wish she felt the same way he did. Unfortunately, no matter how many times he reassured her, Hayley hated them, as she felt they made her somehow less of a woman.
After being together so long, the fire between Dan and Hayley had become a little more of a smoulder, rather than a raging inferno. There was still plenty of passion, fun, and affection between them, but a lot of their lives had become routine, although neither seemed to have realised it. They both wanted things to be spiced up between them, but neither really knew how to achieve it.
It was at a normal Monday night pool match that Dan inadvertently stumbled across a possible answer, as he saw Kelly, an ex-girlfriend of one of his friends at the pub, sitting with a man of around the same age as her. Dan had always got on really well with Kelly, and they had become quite close when she broke up with his friend, although nothing ever happened between them. Once she noticed Dan, she came over for a catch-up chat, since they hadn’t seen each other for a while, and when Dan asked if the man she was with was a new boyfriend, she told him that he was just an old friend of hers.
“He has seen a lot more of me than most people though. He’s a photographer, and we’ve done several shoots today. He mostly does street-shots and landscapes, which we did a few today, but I’ve done a few ‘boudoir’ sets with him this afternoon as well!” she said, giggling a little at the last part.
“Boudoir? You mean, like, nude?” Dan blurted out quietly, a little surprised by Kelly’s confession.
“Yeah, well, kind of. It’s all artsy, a lot of black and white, using different lights, and that, but, yeah, there has been some nude stuff,” she answered.
“Well, I never imagined you’d be posing naked for some random guy to photograph you,” Dan replied, still shocked at what Kelly had just told him.
“Oh, it’s not porn or like I’m using dildos or anything. It’s all artistic. I’m not ashamed of it, I think the photos are really good. Look, I’ll show you,” she said, before pulling her phone out and loading up an email where he had sent her a load of pictures.
To Dan’s surprise, they weren’t what he had in mind at all. Most of them were in black and white, and whilst Kelly was in all of them in various stages of undress, up to fully naked, the photographer had continually used different lighting/shade or objects to minimise how much of her was shown.
“These are incredible. You look amazing in them, and you were right, they aren’t anything to be ashamed of. I’m just curious how he tricked you into stripping off for him!” Dan said jokingly as he continued flicking through the large collection of images.
“Haha. He didn’t trick me. I can always remember pretty much every detail about the first time I ever did that kind of thing. We were doing a set ages ago in this abandoned warehouse. It was in the middle of summer, the sun was out, and the inside of this building was absolutely boiling hot. I said something along the lines of my t-shirt was sticking to me, and my bra was really uncomfortable, and he just said, ‘you can take them off if you want to, it’s up to you.’ I remember asking him if he meant he wanted me to do a few topless pictures, and he said it was up to me. If I didn’t mind, he would love to, but if I didn’t want to, he was fine with that as we would carry on,” Kelly explained.
“He wasn’t pervy or insistent or anything, but a few seconds later, I thought, ‘why not?’ and took off my t-shirt. I remember he didn’t flinch at all, didn’t stare at me or be creepy. He just carried on taking pictures and telling me what he wanted whilst I was just in shorts and a bra, doing what he asked. I remember it was a really basic black bra. A no-frills, pattern-less type thing, and thinking to myself, ‘This bra looks shit.’ Anyway, his camera battery ran out, and as he found another in his bag and changed it, I thought, ‘Fuck it, why not be really daring?’ and took the bra off as well. As soon as he finished, he looked back at me and checked if I was sure I wanted to do that, saying I didn’t have to and he was only half-serious, but when I said I wanted to, we just carried on. By the end of it, he’d taken about 300 pictures, and I was only wearing a little thong, but I loved every second of it!” Kelly told him.
Whilst she had been telling Dan about that day, he had stopped flicking through the pictures on her phone and listened to what she said, imagining the shoot in his head. Now she had finished, he resumed looking at the images from today, still impressed at how great they looked. Once he reached the last one, she took the phone back and opened a gallery in her camera roll, before passing it back to him, saying these were some of their previous shoots. The first set was a landscape set and Kelly was fully dressed in each picture although there were a few clothing changes and she sat, giving details about the pictures as he scrolled through them.
Flicking the images across, the scenery changed and it was obviously a different shoot, now clearly a sunny day and the pictures taken in a derelict building with graffiti on the walls.
“Ah, this is the abandoned factory. We did about five or six shoots there. He loves the place, so kept asking if I minded doing another set there.” Kelly explained as Dan scrolled through the first couple of pictures.
As he progressed through the album, the amount of clothing she was wearing in the images was decreasing. Like before, nothing was really ‘on show’ for the most part, until around about picture twelve. The picture itself was a black and white image of her standing up, leaning back against a wall, arms spread wide open against the brickwork. The bit he wasn’t expecting, though, was that she was wearing only a pair of shorts, so her boobs were completely exposed to the camera, meaning that whether she intended to let him or not, Dan had now seen them.
He made absolutely no big deal of it at all, thinking to himself how similar they were to Hayley’s since they were also small and had almost the same pointy nipples and continued flicking through the pictures before noticing Kelly was not paying attention. Instead, she had started talking to someone else he didn’t know as Dan had become engrossed in the photos on her phone, and kept scrolling through. Whilst he was by no means a photo expert or critic, Dan was highly impressed at the quality of the pictures he was looking at and could see why Kelly was proud, rather than embarrassed or ashamed of them.
It seemed that the picture of her against the wall was a bit of a turning point, and as he scrolled to through the next couple of images, neither Kelly nor the photographer had made any attempt to cover or obscure her breasts in the pictures. Dan continued flicking through the photos, amazed that Kelly had been happy to be photographed topless, until he stopped on one he wasn’t sure she would have wanted him to see. Whilst it would be categorised as ‘Art nude’, he didn’t know if she meant for him to see that much of her.
The picture was a black and white image of her standing near the top of a staircase, feet roughly shoulder-width apart, with her hands on her hips. It was taken from a vantage point underneath her since all of her was in the picture, and she was fully naked. However he looked at it, he had now seen her completely naked, small boobs, shaved smooth pussy, et al.
It was at that point Kelly had finished talking to her friend, and turned back to Dan about two seconds after he saw that picture.
“Oh, fuck! I forgot that was in there!” She said, grabbing the phone from Dan’s hand and starting to turn red out of embarrassment.
She wasn’t embarrassed about the picture, as it was a great photo, it was because she had just been seen completely naked by Dan, and didn’t intend to be. Dan immediately complimented her on the picture, doing all he could to dispel any uncomfortableness she was feeling at what he had seen.
“Ok, I don’t want this to sound weird, but that picture was incredible. You have no need to be embarrassed or ashamed, you looked stunning in it. I’m more curious about how he convinced you to agree to pose naked,” Dan said as a highly unlikely idea entered his mind.
“My first full nude shoot? He didn’t convince me to do anything,” Kelly responded in a laughing way, the anxiousness at what Dan had seen now starting to dissipate. “We had already done a few other topless shoots during the day at a few different places, and as we started on that set, I asked him if he wanted me to be topless again. He said it was up to me. ‘I’ve never asked you to be topless shoot, and I’m not now. I’ll just take the pictures, and you take your clothes off, that’s up to you,’ he said to me.”
“So how does not asking you to be topless turn in to you posing naked?” Dan asked, trying to link the two.
“After that, he started taking pictures, and a bit later on when he took one picture and after looking at it, remarked that I looked naked in it, so messing around, I said, ‘Is that your subtle way of asking me to be naked?’ He got all defensive and kept saying no, that wasn’t what he meant, which was really funny, so I wound him up a bit by asking what would be wrong with me being naked until he got a bit uncomfortable with my teasing, so got back to taking pictures. I’d never even thought about posing naked before, but I remember at that point, I felt so excited at the thought of it, a few minutes later when he wasn’t looking, I took my thong off and just stood there, facing him. I’ll never forget his face when he turned round and saw me, it was like he didn’t know where to look!” she said as she laughed at the memory.
“Anyway, after that, he just started taking pictures again and saying ideas, and I did the rest of the shoot nude. It was so erotic! Afterwards, I showed them to my boyfriend at the time, Alex, thinking he would like them, but he was really, really pissed off. Like, he wanted to kill Pete and told me I wasn’t allowed to do any more photoshoots with him again. That ended up in a massive argument because I said he doesn’t tell me what I can and can’t do, and we split up not long after because he started trying to be even more controlling. I messaged Pete the day after we split up to see if he was free to do the bedroom shoot he mentioned a while ago, and did it that afternoon, and I again stripped naked. He has never once asked me to take any clothes off, but between you and me, it’s a massive thrill. Why don’t you get him to do a shoot with your girlfriend? I bet he wouldn’t mind.”
“I’d love her to do one, but she’d never go for it,” Dan said, intending to bring it up with her, but almost sad at the fact he knew what the answer would be.
The two chatted for another five or so minutes before Pete came over to see if Kelly wanted another drink and she introduced him to Dan. When he returned from the bar, Dan complimented him on his pictures of Kelly and she told him she had recommended him to do a shoot with Hayley.
“Yeah, I’d be interested in that. I love doing pictures with normal people. She doesn’t have to take her clothes off if she doesn’t want to, it’s up to her. I just enjoy all aspects of photography, no matter what it is, but if she wanted to do a sexy bedroom shoot, for example, I’m happy to do that. The only people that would see the pictures would be me, and whoever she shows unless she gives permission for me to show them to other people, but that’s her choice,” Pete explained.
Dan’s head was now spinning, imagining Hayley posing sexily for Pete to photograph her, and he had decided he was going to try and encourage her to do one when he got home if she was still awake. He sat chatting with Kelly and Pete for about ten more minutes before being called up to play, which they both watched as he won his game. When he had finished, they went back to their previous table and he spent the rest of the night talking to his team mates, but couldn’t get the image of Kelly naked out of his head.
When he got home, Hayley was still awake, watching the television, so when the program she was watching ended, they went to bed, where Hayley asked how Dan’s night had been. He told her about winning at pool before saying he had seen Kelly. Hayley asked how she was since she hadn’t seen her for a while, and asked what she had been up to.
“Well, she split up with Alex,” he said.
“Really? How come?” Hayley asked.
“She does modelling for a friend of hers and did a photoshoot where she ended up being nude. Anyway, when she showed Alex the pictures, he started saying she couldn’t do any more and couldn’t speak to the photographer anymore, who is a friend of hers. Apparently, it ended up in a big argument and they split up because he started trying to be really controlling,” Dan explained.
“Oh wow! He never came across as controlling like that before. I can kind of see his point though. I doubt you’d be impressed if I had someone else take naked pictures of me, would you?” Hayley said.
“Well, it’s funny you say that because that subject came up…” Dan replied.
“What do you mean?” she asked.
“Kelly suggested I get you to do a shoot with him,” he answered.
“And did you tell her there was no chance you’d let some stranger take pictures of me undressed?” Hayley asked, almost laughing.
“Actually, I said I’d love you to do one, but I know you wouldn’t,” Dan told her.
“What?? You want me to let some random guy take naked pictures of me?” she asked, somewhat amazed at what she was hearing.
“I spoke to the photographer. It doesn’t have to be a nude set. He loves taking pictures. He said how much you undress is up to you. If you wanted to do a sexy lingerie shoot, he would be happy with that, but if you went further, it is completely your choice. Kelly said he has never asked her to take anything off, she has done it all of her own accord. But yeah, I’d love you to do one,” he told her.
The following evening, Dan was in the kitchen making dinner as usual when Hayley got home from work, and after eating, they were sat watching TV when Hayley brought up their previous night’s conversation, asking if he was serious about her doing a photoshoot. When he said yes, she admitted that she had been thinking about it during the day, and then asked him to give her more details about it.
He told her what kind of pictures he had seen with Kelly in, and could tell that the idea was starting to appeal a bit more to Hayley, so said he would ask Kelly to send him some of her pictures over so she could see for herself. A short time later, she sent him a link to a website where she had uploaded them to a page that deletes them after a set period of time, in this case, thirty minutes.
Dan showed them to Hayley and knew that she was, as unlikely as he had previously imagined it, actually considering it. The pictures Kelly had put up were from a bedroom set, and featured her in lingerie on and around a bed, looking extremely sexy, but not showing anything for the first ten or so pictures.
As Hayley scrolled further down the page, she did think to herself that the pictures were actually really good, not what she was expecting at all. Even when she reached the part where Kelly had taken off her bra and was posing completely topless, she thought how it was surprisingly tasteful rather than gratuitous or tacky.
After reiterating that only the photographer and she would see the pictures, Dan decided to ask what her thoughts were, and was beyond shocked when she said she was seriously considering doing it, and asked what he would think about it.
“You’ve got admit, she looks damn sexy in these pictures,” he said, referring to the images of Kelly on screen. “Now imagine how I’d feel if it were you, the sexiest girl alive in my eyes, in them. I’d be so happy. Honestly, I’d love you to do it.”
“Just to be clear, I wouldn’t have to strip off if I didn’t want to?” she asked.
“No, he said it’s up to you what you wear or take off. If you do it all in lingerie, that’s fine but if you choose to take anything off, it’s your choice. He might encourage you, but won’t ask you to strip,” Dan reassured her.
“Alright, if that’s the case, I’ll do one, so long as you don’t mind,” she said, much to Dan’s amazement.
After talking about it for another half-hour or so, he messaged Kelly and asked for Pete’s number, before texting him, asking if he would be happy to do a shoot with Hayley. Almost immediately, he got a response, confirming he would, and asking what kind of shoot and when she was available.
After a few messages back and forth, it was arranged for the evening in two days’ time, and Dan had said Hayley wanted to do a bedroom/lingerie shoot. Pete confirmed he could do it at his house, as he can set his room up for that kind of shoot. ‘I know it is up to her, but just so you know, I really hope she does at least topless, but would love it if she does full nude.’ he texted to Pete before they went to bed.
The evening of the shoot, Hayley was a mess after getting home from work, a mixture of excitement and nervousness was now almost smothering her as she put the lingerie she would be wearing into a bag to take with her. Several times, she almost chickened out, but after several reassuring conversations with Dan, picked the bag up and headed out of the door, her stomach in knots at not knowing what to expect.