I [M] cheated on my GF during a photoshoot with a girl I met on the Whisper app.

So I’d been using Whisper for a little while. I just thought it would be fun to flirt anonymously like revisiting my younger days of chatrooms on AOL. Mostly it’s oversaturated with guys asking for hook-ups which I can’t imagine is very effective. Occasionally, I’d get into a good conversation with a girl, there’d be some flirting or sexting and we’d eventually swap pictures. Most of the time I wouldn’t find them to be my type in terms of physical attraction and those that were attractive would go MIA after a while. I’ve noticed that Whisper is an experience of impulse for a lot of users. You have your one conversation and then move on. So the likelihood of establishing something genuine is rare.

However, I started casually talking to with one girl (21) and it turned to what our interests were. That led to me talking about my photography hobby. One thing I’ve always enjoyed shooting is boudoir. I started out practicing on girlfriends and then when I was confident enough, I would advertise on CL (when that was still allowed) or find models looking to do trade shoots. I’ve always just done it for fun, though my skill level is probably at the point where I could make a side business out of it, but it seems like a female dominated area of photography.

There’s just something so exciting and erotic about it, this unique scenario where it’s totally normal that an attractive stranger is undressing in front of you. It’s like those times when you see a really attractive person and wonder what they look like naked, only this time you actually get to find out. I always keep it professional, of course, and I enjoy taking on that role.

Anyway, back to my story. When I mentioned boudoir, she became more interested. She says she’s always wanted to try boudoir but she’s not sure she has the body for it. So of course I’m like, “send me a pic and I’ll be honest.” So I’m expecting it to be more of the same based on my past picture exchanges mentioned previously, but to my surprise, that wasn’t the case. She sends me a full body pic of her in a sports bra and yoga pants. She’s got a bit of a tummy and not very good curves but overall pretty fit.

Overall, she looks like she’d be a lot of fun to shoot so we start talking about making it happen. Throughout our conversations over the next few days she sends me more pics, progressing to topless and fully nude (just to give me an idea of what I’ll be working with haha). Her personality is flirty teasing and kind of bitchy like she doesn’t care about being rude or insulting. At this point I’m not sure if this is going to be just a by-the-books shoot or if she’s wanting more. Being in a relationship, I’m not sure what I want either but I know I’m not good at resisting temptation.

We work out a night that works for both of us and she teases me about being a bad BF, doing this behind my GFs back but I think she’s into the idea of it. I make her come through the back door and I lead her into the living room where she unpacks a bag to show me some outfit options.

We start out with her in a modest dress just to give her some time to get comfortable. There’s some chit chat back and forth and we’re both a little nervous which is natural for the beginning of a shoot. We move onto her taking off the dress and shooting her in the black bra and panties she was wearing underneath. The bra is probably a b-cup and I keep having to tell her to fix it with her nipple sliding out as she’s lying on her side. The panties are cheeky boy shorts that show off her perfect ass.

We take some more photos in the living room on the couch and then move into the bedroom to take some on the bed. Eventually I have her take her bra off and she puts on an unbuttoned blouse and gray versions of the same panties. She starts out teasing the camera showing a little bit of her tits and then progresses into being more bold and taking to top off all together. She’s got small tits and slightly puffy nipples.

As I’m taking pictures I’ll notice her panties bunching up and I ask her if it’s ok if I fix it and she says that’s fine. I do this a couple times and one time give her a little slap on the ass to which she giggles.

We take some topless pictures on the bed and I tell her I want to get some of her lovely ass. She asks “how should I pose?” And I tell her to get on her knees and bend over while looking back at the camera. What I sight that was. She has this nice thigh gap so when she bends over, you can see her panties just clinging to her pussy.

“Is this better?” she asks and puts her face all the way down on the bed so that her ass is up in a perfect doggie-style position. It took a lot of effort not to reach out and pull those panties to the side but I still wasn’t sure what she wanted or if I wanted to go that far. She can tell I’m getting distracted though as I’m having a harder time giving suggestions for the shoot.

I ask her if she want to do some nude shots and she’s like “sure!” So she takes off her panties while laughing a little and saying something like “this is so crazy.”

We start out taking some photos of her standing in various poses showing off her body and ass. The poses are a little awkward and I feel like we were getting better results on the bed so she poses on her tummy on the bed facing the camera with her tits dangling between her folded arms.

Then I tell her to get back on her knees like before since I know that’s what I want to see. I’m like a deer in headlights at this point. Her pussy is a thing of perfection. It’s probably been a week since she last shaved it but I’m a fan of a little hair. I can also see she’s visibly wet when she bends over and spreads her knees.

I take some more photos but at this point I’m running on auto pilot. I’m just standing there trying to think of some more ideas of things to try and she’s just holding her ass in front of me. She brings her head low like before and puts her bear ass higher up and starts waving it back and forth as if taunting me and we make eye contact.

As if by an unseen force my hand moves to rest on her wet pussy. “Is this ok?” I say. She replies with just a yes and I start rubbing her pussy from behind. I slide a finger in her and feel out tight she is. I flip her over and start fingering her more progressing to me eating her out. She’s not the most vocal but I can tell she’s enjoying it.

I take a break to take some more pictures of her on her back, legs spread. I tell her to play with herself for the camera and take some hot pictures of that. I tell her I want to take some more pictures of her ass and she gets back on her knees. Looking at her glistening pussy I say, “I want to fuck you so bad.”

“Yeah?” she says, waving her ass in front of me.

“Should I fuck you?” I ask.

“If you want to,” she replies.

I can’t take it anymore. I pull out a condom and pull off my pants. I roll the condom onto my rock-hard cock and pull her ass into position. The feeling of my cock spreading her tight pussy is something I’ll never forget. Even with a condom on, I almost came right then from the feeling and from being so worked up. I knew I wasn’t going to last long so I took it slow at first, savoring how tight her pussy was.

Once I knew I couldn’t last any longer, I started giving her some good hard thrusts and came maybe as hard as I have ever cum, pushing deep into her pussy, thumb in her ass. I’m usually able to last a while but this was just too arousing.

As the feelings subside I come to the realization of what I’ve just done and I’m flooded with a lot of mixed feelings. I think she’s got some similar feelings and we both just kind of know it’s time to call it a night so she gets dressed and packs up and not much is said between us.

Later on I send her the pictures to which she’s really happy with the results. We might do another shoot again but she says she doesn’t want to fuck this time. I’m fine with that but it seems unlikely we’re not going to get turned on again so I guess we’ll see what happens.

Source: reddit.com/r/gonewildstories/comments/cb4etz/i_m_cheated_on_my_gf_during_a_photoshoot_with_a