First Time with Slave Jenn Ch. 01

Literotic asexstories – First Time with Slave Jenn Ch. 01 by Chazz613,Chazz613
I told my boss Jenn that I was fine taking the bus home. It was my usual. I appreciated the ride she offered but I did not want to trouble her.

“Nonsense” she said, and insisted.

In reality, I wanted the ride home, I was feeling the Sake buzz and the last thing I wanted to do was take a crowded bus in this heat. Our whole group had gone out for dinner after work. It was a traditional “Welcome the Kids” sort of event that the office hosted for the university students trying to make a couple of bucks over the summer. This was my second summer working with my city’s electricity provider. It was the same last year, the Welcome the kids dinner was Sushi and Sake. The Goodbye Kids dinner was Thai and beer. I knew the system already and liked the job, the group numbered about 20 people and Jenn was the big boss lady.

I always got along with Jenn. She was respected in the office, but I can’t say that she was friendly with anyone. She was the tough sort of boss. Many called her the Dragon lady behind her back… she spewed fire all around when she was mad and demanding. She worked hard to become the boss and usually spoke and commanded with knowledge and experience. She was straight laced with a few extra pounds that somehow seemed to suit her well. Just another mid to late forties woman who dressed conservatively, had no-hassle hairdo and makeup, and avoided heels as much as she could. She looked average. Normal. She looked exactly as you would imagine a woman of her age and profession to look.

She was nice to me. In fact she was nice to all of the summer students. I found her fair, honest, very intelligent and determined. We smiled at each other whenever we passed, always with nice pleasantries. She did not share much of her life but loved to know how we, young people, crazy university kids as she put it, spent our evenings and weekends. I appreciated her interest in my life. She once asked if I had a girlfriend and upon hearing that I don’t because I was working and studying so much, she felt sad for me. “You are missing out on the best years of your life, you should go out more, you will blink and soon will become boring like me, the years go by fast”. I knew she was right but I had rent and food and tuition to pay. By the end of the day I was so exhausted from studying and working that all I could do was collapse in bed every night. “I’m so sad to hear that” she would say.

We said our goodbyes to the rest of the staff and walked to her car. I definitely had too much to drink. I would not say I was completely drunk but my walking was definitely staggered. Jenn occasionally had to pull me back to the sidewalk when I started walking lopsided, as she laughed.

– You wanted to take the bus like this? You would have been that loser that falls asleep and needs to be woken up at the depot

– “Wow, look at her, such a short skirt, let’s walk behind her, in case it rides up.” and I would be off walking in a different direction, as Jenn laughing heartily pulled me back towards her and the car.

She opened the passenger door for me and I slid in, after banging my head on the car roof. We were now both laughing loudly as she walked around and got into the driver seat. She then leaned over and touched my head, still laughing

– “Are you ok?” She asked. “I don’t see any blood.”

– Yes I think so, but I might have lost some IQ points. Maybe I’m stupid now, you might have to fire me on Monday.

– Nah, dumb people are cheaper to hire, I’ll keep you. You will cost me less.

– You can start calling me the airhead of the office now. Diane is no longer the office airhead. Though I don’t have her big tits!

– Oh Charles, I love your laugh you know. You have such a wonderful laugh, and such a lovely smile. It’s very warm.

– We airheads usually do.

The drive was fun. We laughed and joked the whole way home. Oddly enough though, boss lady kept stroking my knee as she laughed. “Don’t worry, you will be home soon, I will get you home safely”. I could not figure out the meaning of the knee caresses. It was not sexual, she kept her hand just above my knee, never higher… but it felt sensual. This is not how you touch a colleague, or a friend I thought. That’s how you touch a lover if you’ve been together for many years. The eroticism is implied within the sensuality. No need to go overboard. It felt odd, but I did not mind.

We parked and boss lady Jenn insisted on walking me up to my place. You can barely walk straight she said, I want to make sure you get there in one piece. I did not argue with her since I banged my head on the door a second time on my way out. Maybe I did need her.

– This is exactly how I imagined your apartment would be. It’s just this one room right? Oh yeah, there’s the futon/couch combo. Exactly what I imagined. No, hold on, I thought you would have pictures of naked women on your walls, or sports cars or something. You actually have normal art. Grown up art.

– “Yeah, I like art. Sorry, no centrefolds on the wall. They’re in the drawer in the bathroom if you want to see them.” I said, laughing again.

She giggled and smiled. “Do you use them to masturbate? What am I saying, of course you do, no time or money for a girlfriend”

I felt embarrassed. “Yes. Exactly. You are right.”

– “I am sorry, I should not have said that.” She said. “You are blushing.”

– It’s ok. We’re closer now. You saved me from walking into oncoming traffic.

I sat down on my Ikea futon/couch combination and she sat next to me and said softly, almost whispering in my ear:

– You want to know something. I masturbate a lot these days as well. Sometimes up to 5 times a day. It’s not just you. John has been deployed for 4 months now, fucking Arabs killing each other again.

I knew her husband was an officer in the navy and got deployed for long duration, but Jenn never seemed to me like the woman that even had a libido. Now she was sounding weird. Is she just looking for a friend to open up to? Didn’t she have any girlfriends to share such things with? I thought she was close to her secretary Beth. Why the hell is she opening up to me?

– It’s ok, you don’t have to share. I’m a 22 year old man, I am sure everyone expects us to masturbate often.

– I want to. Please. Can I? I feel very comfortable and safe with you. It’s that warm smile you have, you always give me that warm caring smile at work. Can I please share?

– OK, if you want to. I am all ears.

– He’s been gone for 4 months. I mean, we don’t have a great sex life to be honest. I mean we make love regularly but I can’t say it is great, you know.

I did not know. I had never been in a long term relationship. The sexual life of a late 40s woman was far from my mind. Until then all my sex was wild, and casual and one night and fun. I could not understand what Jenn was talking about, but she continued.

– “Yes, I know what you mean.” I said. “I guess it can get regular at some point.”

– Yes, exactly, missionary once a week sort of thing. Except for the first few days after he comes back that is. After that it returns to mundane.

– I am sorry.

– It’s ok. I am used to it now. We’ve been together longer than you’ve been alive. I masturbate a lot, even when he is here. See, it is not just you and your magazines in the bathroom. I made myself cum twice this morning. When did you last masturbate?

– I think it was 2 days ago. Or maybe 3 now. I can’t even remember.

She moved closer to me. Our bodies were now touching. I could feel her breasts against my chest, as if asking me to put my arm around her. I did. It felt like the natural thing to do. She moved even closer to me when I did and rested her head against my shoulder.

– “Can I please watch you?” She asked.

– What do you mean?

– Can I please watch you playing with your cock. I want to see you cum.

– Are you sure? Why?

– I want to imagine your cock when I masturbate. Please. I need new fodder for when I play with myself. I am bored of always imagining the same things when I fuck myself.

I felt somewhat confused but very turned on. I loved feeling Jenn’s tits against me and hearing her beg to watch me jerk off. I knew that I was going to cum thinking of her tonight, regardless of whether she was there or not.

“Ok” I said and started to unbuckle my belt.

– Wait. Wait. I want to do it.

End of Part 1 of 5