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I knew Karen Hill from our adult learning college days, where we would occasionally sit together in class. She was very likable and fun to talk to, although she could be a bit too forward at times. We spent three years working toward our business diplomas, often helping each other out on assignments.
Karen was a married mother to a three-year-old boy named Timmy, who was cared for by her mother while she attended classes. She had married young but was now single, as the father left her after the baby was born.
We finally graduated and received our awards at the end-of-year presentation, followed by an after-party at a local hotel. Everyone was having a great time on the dance floor that evening, largely because we were all a little tipsy.
After dancing with a few other classmates, Karen spotted me and made her way over. She tapped my dance partner on the shoulder and seamlessly took her place in my arms. Karen was much shorter than I was, and I felt a bit awkward dancing with her. She was trying to tell me something, but the music was so loud I couldn't make out what she was saying. I bent down to get closer so I could hear her, but she misread my movement as an attempt to kiss her.
Before I knew it, she grabbed me around the neck and planted a big kiss on my mouth. I was shocked--I'd never thought of her as anything more than a good friend and fellow student. I pushed back, finally managed to pull away from her, and retreated to my table, with Karen following close behind.
For reasons I still don't fully understand, I felt the need to apologize for causing her to misunderstand my intentions. Karen was very annoyed; she grabbed her bag and coat and left the party. I never saw her again.
A year later, I met a girl named Carol from London and eventually moved in with her. I was finding it very hard to get work in London, so I went to work for Carol's dad in his chain of television shops.
Carol and I eventually got married, and because my wife wanted to keep her maiden name, we decided that I would add her surname to mine.
Unfortunately, our relationship didn't last very long, mainly due to the pressure of working for her dad and because she was working long hours as a lawyer.
I moved back home with my mum, and fifteen years later, I was working as an engineer for a manufacturing company. My main role was to source materials and build assemblies so we could test our new products.
I called a new supplier named Custom Parts to order some components and spoke to a woman in the sales office called Jenny. She was very helpful, so I placed an initial order. Jenny said she would pass my details to her sales representative before we hung up.
Two weeks later, I got a call from Custom Parts; the lady on the phone introduced herself as Karen Thompson. Her voice sounded very familiar, but I couldn't place the name.
Karen spoke about their company's products and the services they provided. She explained how she could help grow the business between us. I was quite impressed by her confidence and knowledge of our firm--she had obviously done her homework.
We finished up the call with her asking if she could visit our facility in a month's time to take a tour. I agreed and marked the date in my diary.
At 11:00 AM on that Wednesday morning, reception called me to announce that my guest from Custom Parts had arrived and was waiting in the foyer. As I walked down to reception, I caught sight of Karen Thompson staring out at the gardens through the massive floor-to-ceiling windows. When she turned around, our eyes locked.
"Oh my God," we both mouthed simultaneously.
"Karen!" I said, finding my voice. "How are you? It's been so long!"
"You changed your name," she said, looking bewildered.
"So have you," I chuckled.
I guided her into the private meeting room just off reception and pulled the door shut.
"It's so good to see you, Karen," I said. "You've changed so much."
Looking at her now while remembering the girl I knew fifteen years ago, it was obvious she had undergone quite a bit of cosmetic work. She had a noticeably larger bust and a new set of pearly white teeth. Her makeup was subtle yet professionally applied, and her hair was dyed a completely different color than I remembered. She actually looked like she had stepped straight out of a fashion catalog. I had to admit, I really liked the transformation.
Karen explained that she had recently finalized a messy divorce and was enjoying single life again.
"I know the feeling," I admitted. "I got divorced too. I'm actually back living with my mum."
I turned the conversation back to business, and over the next fifteen minutes, we agreed on product selections and terms. After finishing up, we swapped personal phone numbers and agreed to meet the following week for dinner and drinks. We shared a brief hug before I escorted Karen back to reception and said goodbye.
Later that day, I received a text message from her: "Really nice to see you again, looking forward to next week xx."
For the rest of that week, I couldn't get Karen out of my mind. In fact, I found myself having sexual thoughts about her that grew increasingly explicit. I was having trouble sleeping as my imagination ran wild. It got so intense that I even had a wet dream one night--something I hadn't experienced since my teens.
I don't know what had come over me. I hadn't thought much about her when we were in college together, but now her new look had completely piqued my sexual interest.
We had planned to meet at a local pub for drinks and a meal, but an hour before we were meant to meet, she called to apologize and cancel. I was gutted. I had planned to wine and dine her, hoping it might lead her back to my place.
A week later, I called Karen to see if she wanted to reschedule our meal.
"I'm sorry, I can't. I need to keep our relationship strictly professional. If I get caught out with you, I could lose my job," she said.
"Oh, surely no one would mind us having a casual dinner and a few drinks in the evening?" I replied.
"I don't think it would be just a few drinks, would it?" she countered softly. "It's better this way. At least we can stay friends and talk on the phone."
I was really disappointed. I had genuinely hoped for something more than just being phone buddies, but I had to respect her position.
Over the next month, we took turns calling each other nearly every night around 9:00 PM, talking about almost everything. Karen eventually admitted she had a crush on me back when we studied together in college. I guess I had known that already, but I certainly hadn't felt the same way at the time. I explained to her that back then, I had only ever seen us as having a good working relationship.
I figured it was safe to ask what that crush had meant to her and what she had hoped might happen between us.
Karen was hoping for a long-term relationship, but because of her son, she didn't think I or anyone else would be interested.
I felt bad that I hadn't noticed back then what our relationship had meant to her. Looking back, she had been a really great friend. We ended the call, and I was left alone with my thoughts about that night at the party, regretting how I'd reacted when she tried to kiss me.
The next night it was Karen's turn to call but at nine o'clock the phone didn't ring. I waited until 10:00 PM before deciding to call her myself.
"Hi Karen," I said when she picked up. "Are you okay? You didn't call."
"Yes, I know," she said, letting out a soft giggle. "I've had a few glasses of wine."
"Oh?" I asked. "What are you celebrating?"
"Nothing. I just have the night to myself so I thought I'd let my hair down. I had a microwave meal and opened a bottle of wine which is almost gone now. I'm now just sitting on the sofa in my nightie, watching a raunchy film."
"Oh Is the film making you feel turned on?" I replied.
"Oh, yes, I'm very wet." she murmured.
My cock began to throb as I felt the warm sensation of pre-cum leaking into my boxers.
"Tell me more, are you fingering yourself?" I whispered.
"What do you want me to do, Justin?"
I want you to spread your legs wide Karen and slide your fingers around you clit and describe what you are feeling to me.
"Only if you play with yourself Justin while I'm doing so? Mmmmm well, is your cock out yet?"
My heart was pounding as I slid of my jeans and boxers off and grabbed hold of my dick.
"Yes my dick is hard and in my hand" I said.
"My pussy is very wet for you Justin.... mmmm I am totally spread on my sofa.. my finger is sliding up and down my clit... and I'm licking the juices off my fingers.
"Mmm I wish I was there playing with your tits.. my cock is so hard I want you to ride you hard, Karen".
"Fuck.. I want that hot cock of yours to go deep inside me, I want you pounding my pussy hard, Justin".
I was stroking hard and I could feel myself starting to cum "oh fuck" then semen shot out in thick streams onto the carpet.
"ooooh my god, yes yes..." Karen screamed over the phone as she orgasmed.
It took both of us quite a while to calm down, Karen was the first to say anything. "That was wonderful I wished I could have seen you cum Justin.
Me too I could picture you shoving your fingers in and out your very wet pussy I wished I been there, Karen.
We eventually said good night and Karen ended the call with a kiss down the line.
The following night we spoke again. I think she was a little embarrassed as she started by saying, "I think I had a little bit too much wine last night."
"No, don't be silly, It was perfect I really enjoyed what we did together." "I have an idea: why don't we do a video call instead?", I said.
"Oh, I'm not sure," said Karen. "I don't think I'm ready for that."
"Why not, Karen? It will only be you and me enjoying ourselves. No one else will know."
"Okay she said, but only when Timmy is at his friend's house on Friday night."
"It's a date," I said, laughing.
I couldn't wait, Friday couldn't come quick enough. I was having trouble concentrating on work that day then the phone rang. It was my secretary she announced it was Karen from Custom Parts on the line. She wants to discuss your recent order.
My order? I thought. I haven't placed a recent order.
"Okay, transfer the call."
"Hi Justin I'm really looking forward to our date but can we do it later than planned say around 11:00 p. m.? I'm having dinner at my friend's house and won't be back until 10:30."
"Yes, that will be fine," I said.
I had the phone set up on a tripod in front of the sofa when it rang, bang on 11:00 p. m. I pressed the video button and put it on speaker. Karen was sitting on her sofa. From my angle, she had obviously placed her phone on the floor in front of her, giving me a view aimed straight up between her legs.
She was wearing a red, floral Japanese kimono, tied neatly around her waist and draped between her legs.
I was wearing a pair of shorts and a t-shirt, and I could already feel myself getting stiff.
"Oh God, you look beautiful," I said.
Karen raised her glass of wine, said, "Cheers," and took a sip.
"Hopefully you don't mind that I brought my favourite toy with me," she said.
On the sofa was a dildo about seven inches long with veins protruding down its length and alongside it was a tube of lube.
"Okay," I said. "How do you want to start?"
"Let's get undressed slowly. Take your T-shirt off, Justin, and I'll take my kimono off."
I peeled off my shirt and she removed her kimono revealing her ample breasts. Her nipples were as long and looked very hard. My dick was already straining up inside my shorts with excitement.
"Take them off I want to see it," she said.
I stood up and pulled them down and my cock immediately sprung out to attention. I sat back down and pulled the tripod closer to me so she had a better view.
Wrapping my hand around my shaft I gave it two gentle pumps before saying, "It's your turn I want to see your pussy."
Karen lifted her bum off the sofa and wiggled out of her knickers then discarded them onto the floor. Sitting back, she opened her legs to reveal her shaved fanny.
I almost came!
I could see she was already dripping wet, she ran two fingers down her opening and scooped up the liquid before savoring the taste.
Both of us sat back gently playing with ourselves for several minutes.
I was watching her expression as she was circling her clitoris and occasionally tugging on her erect nipples.
I could feel myself building up to a climax as I pumped my shaft faster and faster.
"Karen, you're driving me mad," I gasped. Then it blew. "Oooh... fucking hell!" I shot a massive load out of my cock and the sensation made my legs wobble.
"Mmmm," she gasped, watching me.
"Ohhh that's it oohh Justin I'm cumming too... I'm so fucking wet!" Her moans and the sound of her climax kept me rigid as I squeezed out every last drop of my cum.
I couldn't believe I was still throbbing hard as I watched her pick up her dildo and slide it inside herself. In and out it went then she lifted up her knees and pushed it in deeper and deeper. I could now see her anus puckering up as each push of the dildo bottomed out inside her.
It was a glorious sight.
Karen stopped to squeeze some lube onto her fingers then removed the dildo and inserted a finger into her bottom.
I sat there transfixed
Karen squirted more lube onto her dildo and turned around so I had a full view of her bottom. She was watching me wanking from around the side of her hip as she gently edged the top of the dildo into her anus. In and out slowly it went as she made it go deeper and deeper. Eventually she had a good rhythm going it was making a squelching sound as her breathing got heavier.
I was getting so excited: "Ohhh yesss, yes I'm gonna pound you, I want you to ride my dick.", Karen.
"My bottom is swallowing your cock Justin, does it feel tighter?"
Her language got more and more explicit as her orgasm started to peak.
"Are you gonna cum for me, Justin? Are you gonna cum in my anus? Mmmmmm, maybe you wanna pull out and........ fuck my pussy?"
The very idea of fucking her pussy pushed me over the edge "Oh fuck, I'm going to explode!" I shouted as a small amount of semen seeped out of the end of my dick.
"Fuck my asshole" Justin.. I want to feel your semen flooding inside me!", she orgasmed as a stream squirted out of her fanny onto the sofa.
Karen collapsed onto her side and didn't move for quite a while. I watched her as her breathing started to slow down and then she turned around to look at me with a beautiful smile.
"That was wonderful, Karen. I wish I could be there to feel you, smell you, and taste you."
We both sat there for some time just taking in each other's bodies before saying goodnight and ending the call. We still call each other every month and are still close friends, but because of the business between us Karen still insists it won't go any further than just phone sex.
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