Karen
March 2001
I first encountered Miss Chapman at school. She was the home economics teacher and a guidance teacher too. Teachers tended to view me as a generally intelligent pupil who inexplicably did stupid things to get in trouble occasionally. One such occasion when I was in my second last year resulted in me waiting to be called into Ms Chapman's office for trying to play truant that afternoon. When she opened the door, something just clicked into place for me. I had always kind of liked Ms Chapman and seeing her angrily opening her door for me, in that skirt suit was turning me on. I entered and sat opposite her desk, while she came round to sit and face me. I reckon Ms Chapman was at this time about 31, almost double my age. She began to scold me and I nodded shamefully but my mind was trying to picture those legs again under her desk.
Ms Chapman had short hair, light coloured and a nice face. Her body was in no way some sex vixen but she always wore skirts and I loved the way her full figured legs looked in them. My fantasy became very particular, heightened now in her office; I wanted to go down on her. I don't know why I felt the need to do that most of all, but I did. The telling off lasted not much longer before I was dismissed but Ms Chapman did say she thought I was on the road to success and was disappointed I had got into trouble.
School finished 2 years later and I went to Uni. I returned for summer, which gave me 13 weeks off in total and to earn extra money, I worked at the local wine shop, for a couple of weeks. On my second day, I was out on van deliveries and arriving at a house, I rang the bell. Ms Chapman opened the door, dressed as she had at school in jacket and skirt.
"Oh hi Ms Chapman, what a pleasure! Um, how are you?" I gushed.
Ms Chapman did a double take; I had started to fill out and at 19, I was still slim but muscle tone was evident and I was as fit as a fiddle. She eventually gave me a warm smile. At 33, she looked fantastic to my eyes!
"Well Dominic, hello. Um, I thought you were at Uni?" she asked me.
"I am but I'm home for 13 weeks and I'm actually a bit of a wine enthusiast so it made sense to work in the shop downtown and buff up on my knowledge while earning extra summer cash. It's only for a couple of weeks though. Um, can I bring the box in? It's a little heavy, I'd rather you didn't strain" I offered her.
"Sure, follow me to the kitchen" Ms Chapman said and I followed her through.
My eyes were watching her legs and ass all the way to the kitchen when I suddenly realised the hallway mirror allowed Ms Chapman to see behind her. She was now aware I had been blatantly ogling her and laughed loudly.
"Boys are all the same I guess" she surmised with amusement.
"Sorry Ms Chapman" I offered.
"At your age, you'll ogle anything" she declared, clearly thinking this remark would kill the conversation and I'd be on my way.
I realised that I wanted to be honest though and had to blurt out what was on my mind.
"Um, I don't know about other guys but I've always thought you looked fantastic" I spluttered.
"Well, thank you very much! I'll treasure that compliment" she said warmly but I thought she looked quite pleased I'd said it regardless.
I thought I what I was about to say and do would either earn a slap or a request to leave but I pressed on anyway.
"Ms Chapman, I mean it. I've always thought you look great, especially now. And well, you do know I'm 19 now, I'm not a kid anymore. I guess what I'm trying to say is, can I take you out sometime?" I offered.
Ms Chapman looked surprised, but not annoyed. She smiled but then looked surprised again.
"Wow, I wasn't expecting that. Out for a drink? Gee, I don't know what to say" she responded.
"How about yes?" I quipped cheekily and she laughed at that.
I approached her and stood in front of her.
"Um, look even if I said yes, there's too many people who might see us and think oh she's a teacher and he was at her school" she warned sensibly.
"That's true. Well, okay, how about I bring round a bottle of wine tomorrow evening and we have that?" I traded.
"Why not. Okay, make it 7.30 then. And seeing as we're both adults, call me Karen for goodness sake" she said finally.
"7.30 it is then Karen" I said, taking her hand, kissing it then backing off.
You can imagine how excited I was about this but I hadn't expected her to say yes. I wanted to get it off my chest and things had worked out not bad. I finished at the wine shop and rushed home, showered, changed and drove to Karen's house, ringing the bell while holding a bottle of Chablis. Karen answered and I was pleased to see she had kept up her skirt wearing habit. It was an A line skirt this time with more flare than her work attire, accompanied by a light long sleeved top.
"Mhmm, Chablis. You know your wines anyway" she announced as I went to kiss her cheek lightly.
We went through to the lounge and I tried to be grown up, empathising that a lot of students don't get the hassle teachers have and talking about our mutual appreciation of wine. I also asked about Karen's background. We laughed, clinked glasses and and before long, the bottle was gone, much to Karen's disappointment.
"Hang on, I have a sauvignon in the fridge" she told me, heading to the kitchen.
On an impulse, I followed her and as she withdrew the bottle from the fridge, I leaned forward to kiss her until she was pressed up against her worktop. She didn't push me away at first, but pushed me back gently after a while.
"Well, that was a surprise" she replied, again making me feel that little bit more excited that she wasn't furious or anything.
"I've wanted to do that for ages" I told her.
Karen was cooler than me about it, but perhaps it was a mixture of the wine, the compliments and feeling a little excited herself, but as I began to apologise she stopped me.
"Don't apologise" she said and surprisingly, she kissed me this time.
I felt quite elated when her hand didn't push mine away as I felt her ass but we stopped again and I followed her through to the lounge. This time, I joined her on the sofa, where before I had been sitting in the seat across from it. Karen went to the blinds and slatted them to hide the world outside the windows, before sitting down close to me. We clinked glasses and talked again but I was feeling like a bull ready to charge and moved in for another kiss. Karen returned it with interest before we pulled apart again, both feeling a little light headed about it all but it was a comfortable atmosphere and I was glad I didn't feel as awkward as I thought. Karen seemed quite in the groove too and when we refilled our glasses, we kissed again.
"This isn't the only place I want to kiss you" I declared huskily.
Karen let me nibble her ear.
"Really? Where else?" she quizzed me.
I stopped and pulled back, a little embarrassed. Despite my bold talk, I hadn't figured on saying anyting blatant.
"You can probably guess" I said to her.
"No. You have to tell me" she insisted, her voice betraying the giddy effect the wine was having.
"Um" I said looking at her skirt.
"Where?" she pressed.
"In between your legs" I said, a little embarrassed.
"Where?" she asked again, leaning for another kiss.
"Your pussy" I said before quickly kissing her.
This time it was all tongues as she probed my mouth and encouraged me to do the same. My hand wormed it's way under her skirt and she parted her legs slightly. Eventually, I slipped past her knickers and felt her pussy. She stopped kissing me but didn't ask me to remove my hand.
"Have you slept with a girl yet?" she suddenly asked me.
"Yeah, a few times" I assured her to which she smiled.
"Have you went down on a girl before?" she then asked me.
"I have" I continued and she nodded seemingly in acceptance at my answers.
"You know, I heard somewhere that guys reach some sort of sexual zenith just as they reach 20. Women generally tend to hit the same plateau from early to mid 30's" I innocently declared.