Jenny had become a friend. A close friend and a colleague. She worked at my consulting firm as my intern last summer. I enjoyed working with her and teaching her. I also enjoyed just talking. She was smart and educated. Very intellectual. She was also beautiful.
Jenny had decided to spend some time with us on a small project over her winter break from school. I’m sure part of her motivation was to position herself as well as she could as a candidate for a permanent job in another year or so, but that was fine. I was just happy to have her around again.
I loved being around Jenny. So much so that I was excited to go to work each day that she was with us. And it wasn’t just that interacting with her professionally was an enriching experience, which it was. My office has a dress policy that allows casual dress whenever you are just working in the office without seeing any clients. She often took advantage of this policy by wearing stylish jeans that hugged her hips and her tight, round ass. I caught myself looking at her shape often on those days. (And only a little less often on the other days.) While this usually made me horny, it also caused me some guilt.
You see, I believe women should not be objectified and should be treated as equals. There was also the age difference; I was over sixty, and she was only twenty-one. And I was married.
On the second day of her short stint with us, Jenny poked her head in my office door and asked if I had time to answer some questions about her project.
“Sure!” I said, sounding more excited than I should be.
Jenny was wearing a tasteful skirt that day, though it was not disappointing. The skirt was not exceptionally short, but the top of it hugged her hips and the top part of her ass, and I couldn’t help but imagine what was underneath.
I noticed she had some papers in her hand and I suggested we sit at the table in my office. I sat down and she moved the other chair close and sat down next to me. I could see much of her legs right there next to me. The outline of her tits. Her hair. I kept imagining kissing her tits and reaching up that skirt to discover a sweet, wet, beautiful pussy.
She began to ask about some figures in the file she was working on. I answered but was having trouble concentrating.
I had a serious erection. When I thought she wasn’t looking, I adjusted my jeans to try and hide the outline of my stiff cock, but right at that moment she leaned back in her chair and saw what I was doing. She looked at the bulge in my jeans.
“Oh, no!” I thought. She’s going to think the worst. At best she’s going to distance herself from me and at worst she will go to human resources!
After a brief pause, she just looked back down at the papers and asked me another question. After I answered, she thanked me, got up, and walked out.
I closed the door and began to think about what just happened. Had I just messed up a wonderful relationship? What about my job… my wife?
In a minute or two, there came a knock. I opened the door, and it was Jenny.
“Steve, do you have time to talk a little more?”
“Sure,” I said.
She stepped back into my office, closed the door behind her, and sat back down at the table. I sat down as well.
“I don’t want any awkwardness between us,” she said. “I want you to know that you don’t need to be embarrassed about being aroused just then. It’s no big deal.”
“I’m so glad you said something,” I said with a sigh of relief. “I’m sorry.”
“Steve, you don’t need to be. It’s not like it’s something you can control. We’ve become close since I’ve worked here. To be honest, I noticed you looking at me sometimes this past Summer and I’ve noticed it the last couple of days too. And I don’t mind. I like it really. Sometimes it arouses me.”
I was sure I was turning red. I was speechless.
“Wow!” I said, “I’m flattered.”
“Well,” she said, “I think about you sexually sometimes too. You’re good looking even if a little gray. We know how to communicate. And I know you are experienced.”
“Oh, Jenny, believe me, if I were single, and if sex were a sport, just knowing a woman like you finds me desirable would be like making the Olympic team.”
We laughed.
“What would it mean if we actually had sex?” she asked.
“That would be a gold medal!” was my answer.
We laughed again.
I knew I could have her right there, right now. My mind was racing, and I was becoming an animal inside, thinking about seeing her perky ass in front of me or holding onto it while I slid my tongue in and out of what would certainly be a glorious wet cunt. But my own thoughts gave me pause after a bit.
“I really am flattered, but having an affair now is fraught with risk, for both of our futures, not to mention my marriage.”
“That’s a fair point,” was her response. “Well, if you want to explore our relationship further, I’m sure we’ll talk some more while I’m here. And you know how to get in touch with me even when I’m not.”
We got up and she left my office. I felt relieved. At least I wasn’t in any trouble.
Just two days later was the last day of work before Christmas break. The firm was closed both Christmas Eve and Christmas day. After lunch there was a brief party, and everyone got to go home early.
I was trying to get something done before the Holiday. So, I went back to my office after the party and was there past nightfall. The suite was quiet. My office was eight floors up, and lights were visible below through my window.
“Hi Steve,” came from my open doorway and gave me a start. I looked up to see Jenny standing there in jeans and well-fit blouse.
“Well, hello there. Why are you still here?”
She walked in. “Wanted to get some more work done on the project. I’m only here until a couple of days past New Year’s.”
“I see,” I said, as I stretched my arms and shoulders.
“I like to give shoulder rubs, if you want one,” she said.
I looked at her for a moment. I couldn’t resist this. “Okay,” I said, sheepishly, half excited, and half afraid of where I thought this would lead.
She walked behind me and began to caress my shoulders. Waves of pleasure began to pass over me. I leaned forward so she had better access over the back of my chair. We soon reached a point where I couldn’t stand it anymore.
I turned my chair around and took one of her hands and kissed it gently.
“Oh.” she jumped a little with the first kiss. I looked up at her and there was a pause, after which she said, “I’ve thought about it, and I want you to keep going.”
I spread my legs and pulled her between them. I was still seated, and she was standing right in front of me. I ran my hands around her amazing ass. She bent down and I could see cleavage. I unbuttoned her top buttons and began kissing her neck and the soft skin above her perky tits while I rubbed her tight round ass through her jeans.
I paused and she stood up, opened her jeans, pulled them off, and revealed a lacy black thong.
I began to feel a little guilt, but I could not stop.
“Oh, Jenny,” I said, “I want to keep going, but we need to set a boundary so I can compartmentalize a bit… save some of myself for my wife.”
“What do you have in mind,” she said.
“I love oral. Both giving and receiving. Maybe we could stop there, as far as sex goes anyway. We can certainly touch, kiss, and caress each other. I guess what I’m saying is that I want to save fucking for my wife.”
“I love oral too. I’ve dreamed of you face-fucking me. Alright. I understand”
I began to undo my jeans and then realized my door was open my lights were on. And we were right in front of my window.
“Close the door and turn out my lights,” I asked.
“Oh, yeah,” she said as she walked around my desk to the door.
Once the door was closed and the lights were out, my office became bathed in the glow from the lights outside. She slipped off her thong and I pulled off my jeans and boxer-briefs. I took off my shirt but left my undershirt on. The thought of partially clothed oral was very arousing to me.
I caught a glimpse of her looking at my hard, smooth, cut cock, but I mostly looked at her. She was shaved except for a very thin, full landing strip. She was just standing there with her legs slightly spread, but I could see that her clit and her labia were swollen and that made me even more aroused.
She walked towards me, and I met her. I picked her up and pushed her up onto my table where she could brace her feet on one of the chairs. Now her beautiful pussy was right there in front of me, and I was between her smooth, long legs.
I unbuttoned the rest of her blouse and undid the clasp on her bra, but left these items draped over her.
I began to play with her, caressing her pussy and fingering her. She was so incredibly wet. At one point I bent down and kissed her tits slowly, eventually sucking on one of her nipples.
She began to moan. I worked my way down to her clit, which seemed unusually hard and large; but that was a total turn-on.
“Oh… oh…,” she moaned softly as I kissed and licked her around her clit, up and down her slit, and the inside of her thighs.
“Tongue fuck me, Steve,” she said desperately.
I explored her tight, wet cunt with my tongue.
“Oh,” she softly exclaimed.
I briefly looked up at her. She was braced with her hands behind her, looking down, watching, me.
I began sliding my tongue in and out and alternately licking up and down her slit.
“Oh!… Oh!… Oh,” she exclaimed rhythmically with my movements. “I… can feel… your face… pushing against me. It’s so hot.”
I looked up at her, “I’m so hard from this, harder than I’ve been in years.”
“In that case,” she said softly, with a hint of desperation. “Let me suck your cock. And if you haven’t figured it out yet based on my use of the term ‘face-fucking,’ I don’t mind this being a little rough as long as you don’t cum straight down my throat.”
I backed up and she got on her knees in front of me. I looked down and saw my hard cock right in front of her face. She looked up into my eyes and slowly took it into her soft, wet mouth. Her head starting bobbing and I could see my cock sliding in and out of her luscious lips. Her lipstick was smearing a little.
“Oh, Jenny” I whispered. She responded by moving a little faster.
I felt this overwhelming urge to thrust. Given what she had said about liking it a little rough, I figured it was alright for me to face-fuck her. I put one hand on the back of her head and began pushing into her throat, getting more and more intense each time my cock slid in and out of her mouth.
She didn’t seem to mind. She let one hand drop and spread her legs. She began masturbating while I face-fucked her, balls deep! Looking past her mouth and my cock, I could see her big, round tits. I could not see her rubbing herself directly but saw the motion she was making. I was entranced.
“What a good intern,” I said. She looked up at me while she played with herself more and more intently.
Her eyes begin watering a little as I fucked her mouth harder. But she kept on affirming what I was doing, mumbling “Um mmm” and nodding slightly with my cock stuffing her face.
I couldn’t hold on anymore. I remembered what she said about not cumming down her throat and I slowed with my cock half in her mouth and firmly guided her head to make me cum, at which point she shuddered and moaned.
Jenny was cumming too!
The sound she made was muffled by my cock, but I could feel the vibration of her vocal cords. I spurted out several streams into her mouth while she chortled and shook. Cum pushed out around my cock and onto her chin, with some dripping onto her gorgeous tits.
I pulled my cock away.
“Oh, that was so hot!” she said. “I’m still horny.”
“It might take me a minute to get that hard again,” I said. “Why don’t you face-fuck me? Turn-about is fair play.”
“Yes, please,” she said with a smile. “How about on your sofa?”
We both stripped the rest of the way, and I pulled the back cushions from my office sofa to provide more room for Jenny. I laid down on my back and she climbed on top of me in the sixty-nine position with her legs folded, slowly moving her sopping wet pussy into my face. I could see every fold approaching. Her labia were swollen slightly open, revealing her tight, young, wet cunt.
She pressed herself into my face and I grabbed her ass tightly, causing her to start, “Oh,” she said, “Yes!”
I began licking her slit up and down. I lifted my head a little to run my mouth to her clit and then back down, sometimes stopping to tongue-fuck her with my nose pressed into her just between her ass and her cunt, and my chin pressed into her hood. Sometimes I moved upward and sucked her clit. I also ventured to her ass.
I could taste her vividly. Meanwhile, I could sense my cock was hard again, harder than ever.
“You need to help a young intern properly, or I’ll complain to HR” she said. I could tell she was kidding, at least about the complaining part.
She pushed herself into a more upright position and began queening me. Rubbing her clit and her partially open cunt over my nose, mouth, and chin. I squeezed her more tightly and she rocked upward some more and pushed her ass cheeks onto my face. I felt like I was in contact with every feature below her waist. I was being smothered in Jenny and I loved it! I could feel her juices all over me.
We each moved more and more intently, and I could tell she was going to cum again. She rocked forward so I could breathe and pushed her crotch into my face. I held her ass firmly.
She stiffened and began to groan. I found my way to her clit and suckled it firmly through her orgasm. She let out a little scream.
We froze for a minute. All I could hear was our breathing.
“Oh, Steve,” she gasped between breaths.
Then Jenny noticed my hard cock and lowered her face to it. She began sucking it again.
Her mouth was soft and felt wonderful, but between the angle and my being desensitized a bit, I wasn’t going to cum.
“Let me whack off,” I said, “I don’t know if I’m going to get off like this now and I really need to cum again.”
She climbed off me and bent down to me as I sat up.
“Cum on my face if you can,” she whispered, “and,” she hesitated. “Say some nasty things to me.”
Wow! I did not expect anything like this, but she is a strong, independent woman, so I wasn’t surprised.
She again knelt in front of me as I stood and stroked my cock.
“So, you’re secretly a slut. Is part of your job as an intern being my cum dumpster?”
“Yes,” she responded. “Please use me… use me as your cum dumpster.”
She spread her knees out and began to finger herself while looking at me. She tilted her head back a little.
I loved the view of her now that she was naked and a little further away. I could glimpse her rubbing herself and finger fucking her pussy.
We both jerked off with determination. I bent my cock towards her.
“Now cum you whore!”
She gasped and I could tell that the word “whore” held special power for her. She rubbed herself more intently while watching me stroke my cock faster.
I started to cum. An intense wave washed over me. I could feel the muscles inside of me pulse hard, pushing out a couple of streams as she stared at my cock.
She flinched at first, but as I painted her face with what little I had left, her back arched. She moaned and shuddered intensely for what seemed like a long time, continuing after I was empty.
I just stood there, and she just knelt there. My cum was dripping down her face and onto her tits like before.
Our breathing settled and I could feel the moisture evaporating from my cock in the cool office air.
“Shit, we’re a mess,” she said.
“I’ve got some golf towels.”
I went to a cabinet and passed her a couple of the towels and took one for myself.
We stood there wiping off in the light coming through the windows.
“I should get going,” I said.
“Yeah,” she replied. “I wish you could fuck my other holes.”
I thought for a minute about whether I might feel alright about fucking her in the ass, since that wasn’t anything my wife ever wanted to do.
“Let me think about it,” I said. “In the meantime – Merry Christmas!”
“Merry Christmas to you, Steve. Let’s keep in touch.”
I smiled and looked into her eyes.
“You can count on it.”