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I knew Katie vaguely from college, but we had never been close. So I was a bit surprised when she reached out on LinkedIn, telling me she noticed I was in town for a conference and asking if I’d like to get together to catch up? I knew she was married so I didn’t see it as a date exactly, I wasn’t quite sure what to expect. I hadn’t seen her in almost 20 years after all. But I figured there was no harm in meeting for a drink.
As soon as I saw her, I knew her motives were not as innocent as she had claimed. She was wearing a tight, low cut blouse. In the fall breeze her nipples poked through the thin material, her ample cleavage earning glances from passers by. Tight jeans hugged her hips and thighs and heels accentuated her hourglass figure. Her nails and toes were pained the same red as her lips and an expensive looking necklace drew the eyes to her chest. She was pretty much the definition of a MILF, her voluminous red hair framing blue eyes, and full ruby red lips. She was curvy and voluptuous and thick in all the right places.
She smiled and hugged me as we reintroduced ourselves, her breasts pressing into my chest. She traced a finger along my bicep as she pulled away from me and smiled. “So how about you buy me that drink?” She said and I led her into the bar.
I sat across from her at a small table in the bar. She leaned forward, giving me quite a nice view of her ample cleavage. I didn’t much bother to pretend I wasn’t checking her out, pretty clearly she intended for me to look.
I looked back up into her blue eyes and she smiled. “So maybe I should tell you why I really reached out,” she said finally. She paused, taking a sip of her drink. “The only thing I ask is that you keep this between us, no matter what happens.” I shrugged and agreed.
“My husband and I have been trying to spice things up a bit in the bedroom recently. Things can tend to get a bit routine when you’ve been married ten years. We’ve begun to explore fantasies, kinks and the like. And it turns out one fantasy we have in common is to share me with another man.” My eyes widened.
She gave me a probing look and I blushed slightly as I realized she intended me to be that other man. “It hasn’t been easy finding the right guy. Too many creeps and weirdos out there. But when I saw you were coming to town - I had a feeling you might be perfect. You are attractive, normal, and kinda my type. You also don’t live nearby so there’s no worry about running into each other in the future. Not to mention, you are well enough endowed to do the job.” She giggled and blushed slightly at that last one.
I was a bit dumbfounded. “We’ve never hooked up, how do you know I’m well endowed?” I’m not sure if that was the most important part of what she had said but I had to ask.
“I was friends with your ex Anna senior year. We had some classes together. You know how us girls gossip.” She giggled again.
I considered all of this. I guess I shouldn’t have hesitated. A hot MILF with a fantastic rack was inviting me to fuck her, no strings attached. I was aquatinted with her enough to be confident this wasn’t a scam. So what was the downside? “Where would we do this? Would your husband be involved?” I asked once the silence had stretched for a while.
“Your hotel room if you are willing. If not we will rent a room for the night. And he would want to watch. That’s kind of a big part of the cuckold fantasy.” She said it quietly, especially the last part, looking around to ensure no one was overhearing us. The look on her face was nervousness mixed with excitement.
There was a pause as I considered the offer. I looked her in the eyes and saw the eagerness there, then my gaze drifted down to her tits. Grinning, she pulled her shirt down until one dark nipple popped into view and I felt my cock stiffen under the table. “I think I’m in.” I said with a chuckle. “You make a very persuasive argument.”
She casually put her tit away. “I had a feeling that might win you over. If we are doing this, it needs to be tomorrow night so I hope that’s OK with you. It’s getting kinda late, maybe we should call it a night?”
We headed out to the street for her to call an Uber. She hesitated before she pressed the button to order her car. “Want a blowjob for the road?” She asked, and then giggled at the expression on my face. “Come on, show me your room, big boy.”
I was a bit flustered at how quickly this was progressing but I was also not about to say no to that offer. Before I knew it, she was sitting on the edge of my bed, looking up at me, her hands on my thighs. I locked eyes with her as she unzipped my pants and slowly undid my belt. I ran my fingers through her hair as my cock sprung free. Her full lips kissed the rapidly growing head before she swirled her tongue around me. I grunted as she squeezed the base of my cock and took me into her mouth. “You like that, don’t you?”
“Mmm hmmm yes daddy,” she moaned before plunging my cock back into her mouth. “It’s so much bigger than my husbands.” She was getting into it, sucking with enthusiasm. My fingers twisted in her hair and she moaned as I pressed her deeper down onto my cock. I reached down and pulled at her shirt. Obediently, she yanked it down. Her big round tits popped free, the hem of her shirt pressing them up and squeezing them together. Her breasts were fucking fantastic, pale and with big dark nipples that poked out hard against her pale skin.
Her phone rang and to my surprise she answered. Slowly she stroked my cock over her massive melons as she chatted. “Yes baby. It went so great. I think he’s perfect.” She licked my shaft from base to tip sensually. “Guess what I’m doing right now?” Slowly she sucked me deep, the thick shaft stretching her lips until she gagged. “You can watch if Bryan says it’s OK.” She looked up at me. “Pretty please? Can he watch?”
If she wanted to get kinky I was happy to oblige. “Give me the phone. I don’t want you distracted.” I hit FaceTime and turned the view around so her husband could watch her suck my cock. Her head bobbed up and down faster. Her lips and tongue caressed my shaft with each movement of her head. She brushed her hair back for a clearer view, her mouth positively stuffed with dick. “You like having my cock down your throat don’t you?”
“Mmm hmmm yes it tastes so yummy.” She gasped as I pressed my thick shaft back deeper into her mouth. My hands were on the back of her head as she held her breath. My swollen head pressed against the back of her throat and she made an indescribable noise as it pressed further, entering her throat. Her body shook as I held her firmly. She tensed, then relaxed, finally taking all of my cock down her throat. Her lips left a trace of lipstick down the length of my cock as I let her go. My cock slid out of her throat and she took a deep, shuddering breath.
She was breathing hard, gasping as spit fell down onto her generous cleavage. “She’s a good little cocksucker, isn’t she? I can see why you want to share her skills. She needs more dick than you can offer” I stroked myself while she gasped for air and then slid back into her mouth when she was somewhat recovered. I let her go at her own pace now and she eagerly bobbed her head up and down. She wrapped her fingers around my base and then began to stroke me in rhythm with her mouth. It felt incredible and I was very turned on by how naughty this was.
I could feel my balls tightening. I moved the camera to give him a good view of my thick cock sliding between her lips and back out again. Her face was flushed, she was drooling down her chin. “Faster” I ordered and she obeyed instantly, her tits jiggling as she bobbed faster on my shaft. “I’m gonna cum on her face. But that’s the only cum she gets tonight. You can reclaim her tomorrow but until then she is mine. Understood?”
“Yeah” came a weak voice through the phone. I looked down into Katie’s wide open eyes. “You aren’t allowed to touch yourself either. That pussy is mine until I’m done with it. Understood? Your cuck husband is sleeping on the couch tonight.”
“Yes sir” she said with shaky breaths as my cock slid from her mouth. I handed her the phone and stroked myself as she adjusted the camera. I began stroking myself over her. She looked so good on her knees, her tits rising and falling with each shuddering breath.
I stroked myself faster and aimed at her face as I came. Thick ropes of cum covered her lips and cheeks, barely missing her eyes. A glob of cum landed on her red hair as I guided my cock back into her mouth. She eagerly sucked the rest of my orgasm out of me, swallowing each pulse of cum as it came and my knees got weak. My body shook as I pumped cum into her married mouth. I can’t remember the last time I came so much but she never stopped sucking until all of it was down her throat.
I was breathing hard as I began scooping up the cum from her face. I slipped my fingers into her mouth over and over until she was mostly cleaned up. “Good girl.” I said. “Enjoy the show?” I said, pointing the camera at both of us. “Y- yeah” came the shaky voice from the other end. “If you liked that you will really enjoy tomorrows show. Don’t be late.” I said as i hung up.
(To be continued. If you enjoyed the story, please let me know!)
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