My Coworker Kim

Thank you to my amazing editorpamelacdnz

Chapter 1

One Saturday morning I received a message from my mistress, Kim:

I have some important news and we need to talk. Book a room ASAP, local is fine. Forever yours -- DLC xx

That first sentence tied my stomach in knots. It's never good hearing your significant other say "we need to talk". Adding that they need to talk ASAP just makes it worse. But she did sign off in her usual way. DLC is short for Daddy's Little Cum slut, something she likes to be called. So, mixed messaging. That didn't help my anxiety one bit.

I pondered why she called me 'daddy'. I'd asked her one time, and she'd been insistent that for her it held no incestuous meaning, and she'd been adamant if I ever brought that up, she'd cut off all contact. The look in her eyes indicated she meant it too. She had said that while she saw me as a kind of father figure, it was more along the strong, caring, loving line. Rather than the "let's keep it in the family" meaning. Although where she got "strong" from was a mystery to me.

We almost always booked hotel rooms for our nights together. Not that we had to hide it from our respective partners, it was simply easier to have our meet-ups away from home so we didn't inconvenience them. Although after Kim's gangbang, where Ruby had gone down on her, Kim had spent the occasional night at our place.

I managed to get a room in one of the local hotels we used regularly. It was simple, but the beds were comfy, bathrooms fairly modern and clean. Most importantly, the walls were not made of tissue paper. We had to go through a few hotels before we identified one or two we could use in the local area. I messaged Kim that the room was booked at the usual place, along with the room # and she replied:

Cool. I have a family dinner that night, I'll meet you there about 9-ish. Love Forever -- DLC xx

OK, that made the knots in my stomach lessen somewhat.

I checked in early as reception closed at 5pm, then went home for dinner. I got back to the hotel about 8:30 and lay on the bed watching the TV. Sometime later I hear heels clicking on the path outside followed by a knock on the door. Getting off the bed, I opened the door.

Kim always managed to take my breath away and tonight was no different. She was in a tight black skirt that stopped midway down her thighs, a white corset top that pushed her small b-cup breasts together while lifting them up and a pair of low black heels. Her hair was braided with pigtails, with basic makeup that just enhanced her natural features. She was also carrying an insulated shopping bag.

"After all the times we've been together, all the times you've seen me naked and you still look like a stunned mullet when you see me."

She was right. I've seen her naked dozens of times, we've done things that would shock her friends, and her boyfriend, and yet she still manages to floor me with her looks in plain old street clothes.

I moved to let her in. She placed the bag on the small writing table below the wall-mounted TV at the end of the bed. Despite being comfortable and modern, the rooms were basic so there was only the bed, a single bedside table, a single desk chair and the writing table. I motioned for Kim to take the chair. She pulled me in for a hug and kiss before sitting down. I was still tasting her strawberry lip gloss as I sat on the bed and looked at her.

I did have an ulterior motive for this arrangement. The chair was slightly higher than the bed, giving me a better view up Kim's skirt. She knew, as Ruby did, I like to look. And Kim had gotten to the point where she subconsciously made it easy for me to get a bit of a look up her dress, or down her top if I wanted to check out her lovely little b-cups. Tonight was no different; she sat with her legs slightly parted. Not enough for me to see all the way, but enough to get my heart rate up a bit.

Her beautiful brown eyes were shining brightly, but she was also looking nervous; she couldn't even look at me. She looked everywhere but at me. The knot in my stomach returned; the messages she was sending were back to being mixed. I reached out to take a hand, and she finally looked at me, those brown eyes boring into my soul. I stroked the top of her hand with my thumb.

"Let me finish before you say something." Kim said.

"Oh god." That knot got bigger as my heart raced.

She must have read the look in my face, her other hand reached out to cup my cheek, thumb gently stroking.

"Not that, I would never do that. I couldn't do that; it would break me."

I realised I had been holding my breath and started breathing again. She also seemed to calm down. Kim took a breath and started.

"Soooo... Ben took me to dinner the other night. He said he had a surprise for me, and to dress up. So, I did, and he took me to The Red Door."

"Holy shit!"

The Red Door was one of the fanciest places in town. And stupidly expensive, even for me. I started to get the feeling where this was heading, but there was no ring on her finger. The knot grew a little bit, despite her assurance.

Kim continued, "We had a nice dinner, but he seemed nervous. After dinner he drove me to the lookout."

I knew which lookout, we had been there quite a few times. Each time, Kim had left filled with or covered in cum. The city may be a 2-hour train trip, but on a clear night, you can see the lights of the city from this lookout. I was almost positive I knew where this was headed, I had much the same plan when I proposed to Ruby.

"We got out of the car; we hugged and kissed each other. I turned to look out to the city; you know I love that."

She did, though she was usually bent over the fence with her skirt up around her waist. Or on her knees with her tits out and my cock down her throat. I saw a glimmer in her eyes; she was thinking the same thing too. I'd been with her enough to know what she is thinking most of the time now.

"Anyway, I kind of got lost in the moment." She grinned at me; we both knew what she was thinking to get lost in that moment. "When I looked back at Ben, he was..." Kim stopped but was positively buzzing with excitement now. Her eyes shining brightly, a slight flush on her chest.

"He was on one knee, with a small box in his hands."

Called it, she's engaged. So, if she's not breaking it off with me, why was she so nervous earlier? Women! Just when you think you have them figured out, they throw something new at you.

"We're engaged!" She started bouncing on the chair.

All the nervousness gone now, her dress riding up her thighs. I didn't miss that; I never missed that. She was wearing something pink under her skirt. I pulled her to her feet and hugged her close, feeling her still buzzing with excitement.

I pushed her back, looked her in her eyes and said truthfully, "Congratulations Kim, I really am happy for both of you."

I remember the feeling when Ruby and I got engaged. It is one of the most magical feelings in the world. I was genuinely happy for her. But there was something still troubling her.

"What is it?" I asked, holding her hands in mine.

"I said yes straight away, but then," She looked sheepish and nervous again, "I remembered you." She whispered. "I felt bad I hadn't thought of you when I said yes, I was just so over the moon he had asked me."

So that was it. "It's OK, I know that feeling. I am married, remember? Is that what you were worried about, how I would react or the fact you didn't think about me before you said yes?"

I let go of one of her hands, raising mine to cup her cheek, stroking it softly with my thumb. The worry and concern melted from her eyes as her free hand came up to rest on mine and pushed it harder against her cheek. Leaning her head into my hand, her eyes closed, she took a few breaths, calming herself.

"I know. I just get in my head sometimes and I freaked out. I guess I'm more concerned I didn't think at all about you before I said yes and what impact it might have on us. You mean so much to me and I didn't give you so much as a second thought before saying yes."

She looked back at me and dropped her hand, pulling mine down with it.

She sighed and shook her head. "This is still so weird. Dating a married guy, twice my age, and feeling bad I forgot about you when my boyfriend proposed. It just, I don't know."

"Yeah, it is weird." I still can't get over it myself, even after all this time.

Kim looked back up at me and continued with her story. "Anyway, on the drive home, while I was, ummm... fondling Ben," She giggled, "I told him that I will agree to marry him only if I can keep seeing you. As you can imagine, he was in no state to say no."

I knew from experience just what Kim was putting Ben through on that drive home, and that he would have said and agreed to anything. "Fondling" was a rather loose term; she likely had his cock in her mouth with her tits dangling over the center console. Her eyes flickered down to the tent in my jeans; she licked her lips and then looked back at me.

"Are you OK with this?" She asked nervously. That fear back in her eyes.

"Kim, I knew we could never marry. I've always said you should marry him if he asked." I said, looking straight at her. "I could never deny you anything in life, you should feel free to experience all the usual things a beautiful women of your age would. I honestly am very happy for you both. And I am, I must say, eternally relieved you are going to stay with me."

I pulled her back into me and kissed her deeply while holding her close. I could feel her relax against me, our tongues exploring each other's mouths. A hint of her strawberry lip gloss just the icing on the cake. I pulled back, looking at her beautiful face.

Trying to get a straight answer I asked, "Is that why you were so nervous earlier? You were worried how I would react to you saying yes without thinking about us first?"

"Yes," She said sheepishly, now looking at her feet. I cupped her chin with my hand, raised it and kissed her with passion and all the love I could put into it.

"You know I'm in love with you. And I only want you to be happy." I said earnestly.

"I know, I'm sorry. I love you too, I'm just so emotional since he proposed." We kissed again.

"So, what's in the bag?" I asked, genuinely curious.

Her bubbly personality returned as she opened the bag and pulled out a bottle of French champagne, two glasses and a can of whipped cream.

"OK, I get the champagne and glasses. But I don't think the whipped cream is going to go all that well with the wine."

Her eyes positively glowed, she bit her lower lip and looked like a predator about to attack her prey. She purred "The cream isn't for the wine."

Then she pounced, pushing me back on the bed, collapsing on top of me, tongue forcing its way into my mouth.

I woke up the next morning, sticky from sweat, dried cum and whipped cream with Kim pressing into me from behind, arm draped over me. It always took a few minutes to remind myself that this wasn't a dream when I woke up next to her; it was the same with Ruby even after years of marriage. I reluctantly extricated myself from her embrace, I needed the toilet.

Returning from the toilet, Kim was sitting up in bed, resting against the headboard, sheets across her waist leaving her stunning breasts exposed. She watched me as I froze.

"Are you ever going to stop freezing up when you see me?" She asked.

"Not likely, I need a minute for my brain to figure out if I'm still alive or gone to heaven."

She rolled her eyes and gave an exasperated sigh. We'd been here many times before, but I knew she loved the attention and the effect she had on me. Something had triggered in my brain while I was in the bathroom, or as I jokingly called it "The Room of Many Thoughts".

"Hey Kim, where's your engagement ring?" I asked.

She lifted her left hand and looked at it. "Yeah, turns out Ben snuck a ring from my jewelry box to get the ring sized. Problem is, he grabbed the one ring in that box that doesn't fit me. I keep it because it was my grandmothers."

"Ahhh, that would do it." I said.

"So, we're going up to the shops this morning to get it sized correctly." She looked at her phone, "and speaking of, I need to have a shower and get going. I promised him I'd meet him there soon."

She kicked the sheets off her legs and spread them, exposing her gorgeous pussy to me, still slightly red and swollen from the fucking it got last night. She gently stroked it, looking at me teasingly. My cock started getting hard, which she didn't miss.

"Which means, there's no time for a bit of morning sex." She said, pouting. Teasing as she spread her delicate lips with her fingers.

"The fuck it doesn't!" I said, reaching out to grab her legs and pulling her to the edge of the bed, Kim half squealing and half giggling. I lined up and sunk into her, leaning down to whisper in her ear.

"Fucking tease." I moaned.

"Says the man sliding his cock into me." She groaned as she wrapped her legs around me, pulling me deeper.

Chapter 2

Kim picked the date for her marriage, about 12 months after getting engaged. This would make it almost three and half years since we'd first got together. Ruby, Nat, and I helped Ben and Kim through wedding preparations.

One weekend, after a debaucherous night together, Kim and I were doom-scrolling her socials when we came across a video. The video showed some bridesmaids handing the new groom some "spicy Polaroids" of his bride throughout the day. It didn't matter where he was, he could be in the middle of a conversation with family and one of them would walk up, hand him the small photo, and he'd turn bright red before stuffing the photo in a pocket. I looked at Kim.

"Wanna fuck with Ben?" I asked. Kim grinned and nodded. "Maybe some of them should include shots of us together."

"Ooh, that would get him going!" Kim said excitedly. "He loves me describing our nights together while he's reclaiming me. He'd want to drag me off to the room, but he won't be able to. I love it!" She started rubbing her thighs together.

"Maybe the last one we give him can be the aftermath, with my cum leaking out of your gaping pussy." I suggested.

"Oh, fuck yes!" She groaned, continuing to squeeze and rub her thighs together.

"Do any of your potential bridesmaids know about us? If not, they're going to find out when you give them the photos." I asked, thinking rationally for a moment.

"One of them does, I was going to pick her as my maid of honor."

I think I knew who she meant. That friend was an absolute stunner, and I'd lusted after her since I met her. Kim knew of my feelings and had put in a good word on my behalf. But it seems that friend was not into older, married men. She saw the look on my face.

"Yeah, her. Then there is Ruby and Nat. They won't be bridesmaids, but they can definitely do one each. But the rest. Hmm, I might need to come clean to a few more friends. Probably a good idea anyway, I've been hiding this for a while now and I always feel bad about it."

"You know they're also going to see you in rather compromising positions?" I prompted.

"I think I'll leave the more explicit ones to my closer friends."

"I want to be the one to give Ben that last photo." I said.

"That will drive him nuts!" She said as she slid down the bed, between my legs, sinking her mouth onto my rock-hard cock as my head fell back against the headboard.

Chapter 3

Kim started shopping for dresses, shoes etc. I offered to come along to provide a "male opinion". However, both Kim and Ruby saw this as a flimsy excuse to see Kim in lots of beautiful wedding dresses. Which, to be fair to both of them, it was. Ruby also suggested that, although she wasn't marrying me, Kim and I were deeply in love with each other so it would be inappropriate for me to see her in the wedding dress before the day.

I told Kim I wanted to buy her wedding lingerie, including the veil, as our gift to her and Ben. I had to clear it with Ruby as the idea I had was not cheap. Everything was tailored and hand made with the finest silk, satin and lace in France and shipped over. Bra, panties, stockings, garter belt, veil and suspenders. All the fixtures were 18 carat solid gold; the veil was studded with over two hundred Swarovski crystals of various sizes, with colours tailored to match the dress. The whole thing took 3 months from measuring to delivery, with a final fitting one or two weeks before the wedding. She did query me about how much this was costing; I just smiled and dodged the question whenever it came up.

I had gotten Ruby a set of lingerie from the same company for our wedding, and it was so stunning I almost blew a load in my pants when she dropped her dress on our wedding night. I had a feeling that Ben would feel the same way. I made an appointment with the company and told Kim to take the dress, as they would tailor the lingerie around it, and also be able to make any alterations needed.

Two weeks before the wedding, Kim went to collect the lingerie and have her final fitting. I was lucky enough to be spending the night with her in the city that weekend, so while she was having the fitting, I was relaxing in the hotel room planning for the night ahead.

Kim burst into the room, carrying the bag with her wedding dress, and a few boxes of lingerie which she placed very gingerly on the couch.

"How much was this? You've dodged the question every time and I want an answer." She asked, rather brusquely.

"Enough."

"No. How much. I have expensive lingerie in my collection, and this," She waived her hand over the boxes, "is so much better than anything I have ever worn. I mean, it's tailored! And it has SOLID GOLD FITTINGS with Swarovski crystals in the veil! When they said gold during the measuring I thought they meant gold coloured, not actual solid freaking gold! How much?"

Her tone indicated she would not take anything but an actual answer. I told her and her mouth fell open, eyes wide. She stood perfectly still, like she was frozen in time. Now I know how she felt when I froze up.

"You are fucking kidding me?" She said, astonished. "My dress didn't cost anywhere near that much!"

"I am not kidding you." I mean, she's not wrong. Ruby had told me how much her dress had cost, and that was well into the four figures. But the lingerie was still quite a bit more.

"But... I..." she stammered.

"Baby girl, you are worth more to me than all the money in the world." I stood up and cupped her head in my hands.

"You shouldn't have." She had tears in her eyes. "Nobody has ever... I..." Her voice cracked. "Thank you," She whispered, as she pulled me in close for a hug, resting her head on my chest.

I stroked her hair. "I remember you saying that wearing nice lingerie makes you feel sexy, empowered, desirable and like you can conquer anything. Ruby and I thought you deserved that for your wedding. And I'm sure Ben will totally lose his shit, seeing you in that lingerie. Especially if we get him with those photos. I just wish I could see you wearing it on your wedding night, but this is for you and Ben. To say thank you. Thank you to Ben for allowing you to be with me and thank you," I pulled her chin up to look at me, "for choosing to be with me, and for everything you do for me. I love you."

I kissed her forehead. She lost it and started sobbing into my chest. I held her until she calmed down.

"I love you too. I can't believe I got so lucky. I should be thanking you. I suspected this was going to be expensive when they started measuring me, and the 3 months wait. I've been measured for bras, but this was everything. They measured everything. Right down to choosing the correct style and material for the panties to avoid 'camel toe'! Do you know how they do that? They need to know if you dangle or not, if you get my drift. It wasn't until I tried it on today that I began to suspect how much this cost. And even that was nowhere near..." She trailed off.