I hooked up with a single Dad while wearing the same dress he had bought his daughter days earlier [FM]

I work in a clothing store. I’m not going to give the specific name for obvious reasons… But let’s call it Forever 22 just for fun. Those of you who have worked retail know that most of the time, it’s either boring as shit or busy as hell. They give me a decent amount of hours though, pay me decently, and I like that my boss is understanding about my schedule at school.

We mostly see teenage/early twenties women shopping with friends or while dejected parents wait outside. Moms come in plenty, Dads are most often sitting on the bench outside our store. Edgar ended up being an exception to that rule. He was playing the “cool single dad” role for his daughter who’s in her late teens. I showed them around the store a little bit, and pointed his daughter in the direction of several things in her style. He ended up coming back over to chat with me when she was in the change room trying on a few things. The conversation was very professional initially, he asked me about a few different dresses she said she might need different sizes in, and we just small-talked until she came out to join him.

A few minutes later, Edgar’s daughter was again in our change room, and he came back to talk some more. He was cute, and I was feeling a little bit heartbroken at the time so the attention perked me up. I was bubblier with him than I am with most customers, and he ended up quietly asking me for my phone number. I don’t normally hand out my number to strangers, honestly. But I’ve got a thing for single Dads, and he was pushing the right buttons for me at the time. I gave him my number and didn’t think more about it until he texted me later that night.

**Him:** Hey! I had a good time talking with you today. I never mind taking [His daughter’s name] shopping, but I rarely actually have “fun.” Does that sound awful?

**Me:** Haha, I don’t think you’re awful for it. I think shopping with teenagers is stressful for everybody.

**Him:** You’ve got that right, having clothing discussions with a teenager is never the easiest thing to do.

His mention of clothing discussions brought me back to arguments I had been through with my own father, and I massively overstepped with my reply.

**Me:** She’s coming into her own, and needs to find her own way with that stuff. I know no Dad wants to see his daughter’s body on display, but remember that she’s going to experiment with these sorts of things anyway. I think it’s better that you brought her to the store, than some creepy dude she met on the internet.

**Him:** Oh I didn’t mean it badly at all. It’s just that if you had told me I’d be having to wonder if her dress is too short when she was a baby, I wouldn’t have believed you. You never feel ready as a parent.

(Thank God he wasn’t mad at me for just lecturing him about his own daughter lol.)

**Me:** Oops, did I give her things that were too sexy?

**Him:** I’m not sure that I’m comfortable calling her sexy, but the dress is shorter than I’m used to seeing her in.

Our conversation was making me feel awful for the amount of times I had intentionally dressed in revealing ways to get under my Dad’s skin when he’d been uncomfortable with how I dressed. Funny how you’re somehow more sympathetic when it’s someone you barely know. I steered our conversation away from his daughter, and we chatted for the rest of the evening on-and-off about our lives, and jobs. Just general getting to know you things. At one point, I told him I was about to get into the bath.

**Him:** … So am I a bad person for imagining what that looks like right after you said it?

That made me grin. He had made pleasant eye candy for me while his daughter had shopped earlier in the day, I liked that he enjoyed the thought of my body. I send him a picture of myself in the tub, with my feet on the faucet. It wasn’t racy, but I like my legs.

**Me:** Well, not you don’t need to imagine.

**Him:** You little tease, that just makes it worse.

**Me:** I meant it, you could ask nicely.

I was only expecting Edgar to send me a text asking “Pretty please” or maybe a funny gif. Instead, he sent me a voice note of him asking in a low voice that was almost a growl or a purr if he could see me in the bathtub. Fuck that worked on me. I sent Edgar a barrage of selfies of me in the tub from a few different angles, then followed it up by sending a video of me winking at the camera.

Edgar and I sexted a little bit more, but it was pretty late by that point and we both ended up having to go to sleep. The next day, conversation was normal. He was still playfully flirty with me, and I was with him too. Neither of us made any mention of what we’d done the previous evening though… Until I was bored at work.

You see, I knew exactly which dress he’d been uncomfortable with. I knew because it was the only dress they’d bought which would have made my own father cringe. It was a black mini dress, with a low neckline. Not quite a tight bodycon, but form hugging nonetheless. I’m sure she was the center of attention at the dance she had been shopping for, I had a different kind of attention in mind.

I grabbed the same dress in my own size, and slipped into the changing room while on my break to snap some pictures of myself in it. The reality of what I was about to do turned me on, I had found a way to send a guy a picture wearing his daughter’s dress, without actually wearing his daughter’s dress. I sent him three pictures. One from the front, another from the side, and a third from the back, but bent slightly at the waist to ensure the dress rode up further than it needed to.

**Me:** You’re right, maybe this dress is a bit much.

**Him:** Is that actually the same one? It looks different on you.

I sent him another picture, this one with the dress pulled up above my waist as I was in the process of taking it off.

**Me:** The very same! Different good, or different bad?

**Him:** Confusing different. I didn’t want to rip the dress off yesterday.

**Me:** So what you’re telling me, is that I should buy it?

**Him:** What I’m saying is that I might have to buy you that dress.

Edgar was being a naughty man indeed, but it was exactly the kind of reaction I had been hoping for. I have a problem, okay? I like taboo. Besides, there’s nothing wrong with pretending to do something wrong, right? I bought the dress for myself, and texted him a picture of the receipt.

**Me:** Too late! How about drinks instead?

I didn’t have time to check my phone for the rest of my shift, because we got busy. But when I got off, Edgar had sent me the money for the dress, and added in the comment that drinks would be on him too.

Neither of us was free for the next couple of nights, but there was sexting and teasing several times daily. We talked a lot about the fact that I was into Dads, and that I enjoy roleplaying in the bedroom. You can see where this is going, can’t you? I told him I thought it would be fun to pretend I’m his daughter for a night. It took a bit of convincing. Mostly reassurances that thinking it’s hot when I pretend I’m his daughter does not mean he wants to actually do anything with her (Thank God.) It was clear he hadn’t been very kinky in the past, and this was well outside his comfort zone. I gave Edgar several opportunities to back out, but he didn’t so we met up for drinks a few days later.

Edgar asked the hostess to seat us somewhere kind of private, and she did a good job. The bar we were at had these rounded boothes with really high backs, so it felt like your conversation was your own. Once we sat down, it was clear that Edgar was nervous. I had worn the dress, obviously, and he kept looking at me sidelong secretly, then averting his eyes. He kept looking around too, like he was worried someone might see him with someone so much younger.

I took a gentle approach, keeping the conversation light for our first drink, and then waiting until we were halfway through our second to slide closer to him in the booth. He raised an eyebrow at me when I did, but then smiled as I leaned over to kiss his cheek softly.

“Thank you for bringing me out for drinks, Daddy.” I whispered in his ear, running my fingers lightly through his black salt and pepper hair.

“Oh, we’re doing this, are we?” He asked with a playful tone. He wrapped his arm around my shoulders, and I kissed his jaw before responding.

“Unless you don’t want to, Daddy… I won’t tell.” I kept my tone equally as playful, and placed my hand on his thigh while I spoke. Edgar let out what sounded like a frustrated groan, glancing down at my hand.

“I think I need to get you out of here.” He said with a low tone. The music was bassy enough that there was very little risk of anyone hearing us, not that anyone actually has a problem with grown adults flirting a bit, but it was cute that his nervousness brought about the quieter voice.

Edgar paid the bill, and we walked to where he had parked his car. I reached over and unzipped his pants before we had made it out of the parking lot. He looked over at me and grinned when I worked his cock out of the opening in his boxers, and began stroking him. He wouldn’t let me while we drove, but I leaned over and sucked his cock a couple of times each time we came to a stoplight. Every time, I’d do that, then sit back in my seat and bite my lip while I kept stroking him.

“You have such a thick cock, Daddy.” I whispered while running my fingers up and down his shaft with as featherlight pressure as I could muster. I squeezed his shaft gently when I said it.

“Better than the guys at school?” He asked. That brought a wide smile to my face. It was really the first time he had joined in on our little roleplay verbally. Edgar turned the car into a driveway, and I looked up at the house before replying.

“Well I don’t know, Daddy. You’d need to show me.” My tone was coy, and I leaned over again to bob my head over his cock a few more times before putting it away, and zipping his pants up for him. “My bedroom, or yours?” I asked, opening the passenger side door and getting out of the car.

Edgar followed quickly after me, hurriedly buckling his belt as he went. I made it to his front porch before his arm curled around me from behind, and he pulled me back against himself as he reached around me to unlock the door. I could feel his cock pressing against my ass, and wiggled myself just a little against him. He never actually answered my question because we started making out pretty much the second we shut the door behind us. Edgar was a passionate kisser. He pressed me against the wall right in his front entrance and ran his hands over my body in the dress as our tongues battled for dominance.

I was feeling fiery and I didn’t want to give up control without it being taken from me, so I turned us around and pressed him against the wall instead, unbuttoning his shirt before I took a step back and stood in front of him just outside of his reach. I ran my own hands over my body, using the friction of the fitted material against my palms to work the dress further up my legs until my lace panties only just peeked out from underneath the hem.

Edgar reached out for me, but I took another step back as his fingers grazed my right hip. That step back earned me another one of his frustrated groans, and I shot him a challenging glance. That little invitation was all he needed. He reached out again, quicker that time, grabbing my hips firmly and tugging me back against his chest.

I squeaked in mostly feigned surprise, then gasped and buried my face against his chest when he tugged the dress up further and smacked my ass. I smiled against his skin, and he spanked me again. I had told Edgar beforehand about my fondness for rough play, and I was happy he was exploring it a little bit.

Edgar led me to his bedroom, (Probably a massive boundary he’s unwilling to cross doing anything in her room, that’s totally fair.) and positioned me in front of a floor length mirror, with him standing directly at my back.

“Take that dress off slowly, babygirl. I want you to take your time with it.” He peppered kisses along my shoulders and the side of my neck after he spoke, and I got lost in the feeling of his lips on my skin, neglecting to reply until another smack against my ass brought my mind back to the instruction I had been given.

“Yes, Daddy.” was my only response. I slid the left strap off my shoulder, making eye contact with him in the mirror as the lack of support caused the dress to fall a bit underneath the weight of my braless breasts. The material itself was fairly supportive, and I really am a fan of the ‘spilling out of a dress’ look, so I hadn’t worn one.

The right strap followed, then I tugged the fabric down far enough that my chest was entirely exposed, but my ass and lower torso were still covered by the clingy black fabric. Edgar’s hands immediately moved to cup my breasts, squeezing both and making me moan as I worked the dress down over my waist, letting it fall on the floor around my ankles. Truthfully, I had been hoping he would destroy the dress entirely, but I was enjoying being treasured as well.

Edgar raked his nails down my spine before slipping his fingers into the waistband of my panties and tugging them down himself. I stepped out of them as they fell around my ankles with the dress, leaving me entirely nude in front of him save for the heels which I had left on.

He shrugged his unbuttoned shirt off, taking his pants off as well while I turned around to watch him undress in person, rather than his reflection. We moved to the bed, and Edgar had me lay back on his pillows as he sank down between my thighs, pulling my right leg over his shoulder. He wasted absolutely no time devouring me, his stubble grinding into me as his tongue worked circles around my clit drove me absolutely wild.

“Fuck, Daddy. That feels amazing. The boys from school don’t know how to do that like you can.”

“There are lots of things they can’t do as well as me, Babygirl.” he replied, refocusing his efforts on my clit and quickly bringing me to orgasm. I shuddered and my thighs clenched on either side of his head as I came. It wasn’t until I’d had a couple of moments to breathe that I realized just how tightly I had been holding onto his hair.

I rolled over, and moved myself so that I was on all-fours, facing the mirror in front of which he had commanded me to undress. Edgar positioned himself behind me, and ran his fingers along my slit. I whined, and pressed back against his touch. My pussy was sensitive from my orgasm, but I had no interest in him stopping.

“Fuck me, Daddy.” I whimpered. “I need to know how good it can be.” Edgar pushed a finger inside of me as I begged, pumping in and out of me at an agonizingly slow pace.

“A little birdy once told me that all I had to do was ask nicely.” He teased in response. He stopped his finger’s motion entirely when he spoke, so I took over the motion slowly moving my pussy up and down his finger.

“Please… Pretty please, Daddy? I want you to use my body.” I eased as far back on his finger as I could, continuing until I felt his knuckle press against me. My begging daughter act worked wonders. Edgar removed his finger, and finally pressed his cock against my entrance.

As I had done with his finger, I pressed myself backwards moaning loudly as I stretched myself around his cock. He was quiet, but drew in a sharp breath as he felt me around him. Edgar’s fingers sank into the flesh of my ass as he began to fuck me from behind. I maintained eye contact with him in the mirror whenever he wasn’t looking down at my body.

I begged him to go harder, and on the third time he did increase his pace, spanking my ass again, this time harder than the last. I grinned at him in the mirror in an attempt to reassure him. It worked, because it earned me another spank. The impact as he fucked me brought me to orgasm again, and my pussy clenched around his cock as I came. I pressed my cheek into the mattress, completely abandoning any effort to support myself as he used me from behind.

I was too sensitive to focus much after my second climax, and sex became a bit of a blur. I let him hold my hips in his hands while he fucked my fairly limp body. I whimpered, and opened my eyes every minute or so to watch in the mirror.

Edgar warned me that he was about to cum, and quickly pulled out of me to move himself around to where my head was. I looked up at him with wide eyes, and licked lightly at his cock, massaging his balls with one hand, and stroking him with the other, using my own fluids as lube.

With a loud moan, Edgar came on my face, making a delightful mess of me. He had told me facials were a fantasy of his, but he hadn’t been with anyone in years who enjoyed it. They aren’t my favorite either, but I was thrilled to fulfill that fantasy for him.

Source: reddit.com/r/gonewildstories/comments/zau9zo/i_hooked_up_with_a_single_dad_while_wearing_the