I'd met Karen through work, and liked her straight away. We both worked in the offices of a large company involved in insurance, and had ended up working on the same projects. Karen was very professional and for several years our friendship was simply that of two people who happened to be work colleagues. So it was to my great surprise that I found myself deep kissing Karen at home in my kitchen after work, one hand cupping the back of her neck while I squeezed my other hand down the back of her suit skirt to caress the silky smooth material of her amply filled panties. Her firm buttocks felt wonderful through the thin fabric, the satin cool but with body heat seeping through from within. Karen's tongue probed my mouth with increasing urgency and she ground herself into my crotch.... I was beginning to worry that I might cream my pants.
The car sharing had started innocently enough. My old car was always breaking down and Karen had offered to give me a lift into work while mine was at the garage. Karen's commute took her past my house anyway so the arrangement suited us both. Even after my car was fixed we carried on sharing a car for the 20 minute journey to work as we both enjoyed the company and it was good to save petrol money. Karen would call at my house, and we would drive to the office in either my car or hers. After work Karen normally came into the house for a cup of tea and a chat.
Karen was a bubbly brunette approaching 40, petite with full breasts and curves in all the right places. She always had a smile for me in the morning and an infectious laugh. She had a good sense of humor, though there was often a slight sense of sadness about her as her marriage was on the rocks. She had married young and the relationship seemed to have run its course. There were no kids and her husband no longer lived with her, though divorce proceeding had not commenced. A trial separation seemed to have become a permanent arrangement, with her husband lodging with some part of his extended family. It was all a bit complicated and I was glad to give Karen whatever friendly support I could. She didn't want to talk about her marriage in detail, so it was a subject we avoided.
Karen was always immaculate when she arrived at my house in the morning. She had a pretty face, glossy shoulder length hair, and struggled a little with her weight. She had to work-out to keep her figure, but she radiated the look of a woman in her prime. The smart suits she wore to work normally consisted of a tight jacket and knee length skirt. Pantyhose and smart shoes completed the picture. These modest outfits were what I normally saw her in. Sometimes she wore a trouser-suit, her arse stretching the material taut across her buttocks in a delicious manner.
I was about 6 years younger than Karen, single, and it was nice to spend time with an attractive woman. I'd been single for some time and I found Karen attractive on many levels. But the fact she was married, somewhat older than me, and a work colleague meant that it seemed sensible to keep the relationship platonic. I also wanted to avoid making an idiot of myself by telling Karen how attractive I found her; after all the feeling may not have been mutual.
We got on well, and although Karen did not seem the type to cry 'sexual harassment', you never knew where these situations would lead. Since we did not drink together often, it was difficult to test the waters in the time-honored 'slightly pissed' flirting kind of way. In any case I was aware that any kind of relationship was fraught with issues such as her marriage, our age differences, and working in the same office. It was complicated. On the one hand my brain was telling me to be sensible and keep things professional, whilst on the other hand another part of me was wondering what it would feel like to tease her nipples with my tongue and slowly slide my hard cock into her wet pussy. Not an uncommon dilemma for a man, I'm afraid.
There was just something about the way she wore those work suits. So prim & proper and yet at the same time so very sexy. The suits always looked half-a-size too small, so the material was stretched enticingly. The jacket pushed up her breasts, revealing just the top of her creamy cleavage. Her tight skirts stretched across her full arse, the material straining slightly to contain her beautiful bum. The way her pantyhose looked so smooth on her legs in the car, glimpsed as I made needless changes to the car's heater controls. I couldn't help wondering if her panties would be also be a little too small, the thin material stretched taut across the ripe curves of her crotch.
I always complemented Karen on how she looked in the morning. She clearly liked a little attention, though I hoped she did not see my semi-erection through my own suit trousers as we drove to work. I made sure to wear boxer briefs that avoided anything looking obvious by giving the desired 'control' of involuntary erections that baggier boxers could not. As the months went by I grew fonder of Karen, and my mind sometimes day-dreamed about what delights lay concealed under her modest work outfits.
After a few months of car-pooling, I felt confident enough to give Karen a hug in the mornings before we set off for work. I was normally running behind schedule when she arrived but she was happy to chat while I finished my morning coffee. It was nice to feel her firm warm body against me.
One evening after work Karen seemed to be in no hurry to leave and go home and as usual we were having a good old natter, sitting on opposite sofas in the lounge, drinking tea. We got onto the subject of relationships.
'What do you miss most about being single?' asked Karen.
'That would definitely be the cuddles. You can't beat a good cuddle.' I replied.
'That is so true. I think cuddling is so important in a relationship.'
'It's been such a long time since I had a good cuddle, I've almost forgotten how good it feels.'
I realized I wanted Karen in my arms badly, but at the same time knew it would change things between us. I was torn. She was married. But she needed a cuddle so badly. So did I. But she was my work colleague. This was dangerous territory. I could feel my cock starting to get hard. I shifted a little on the sofa. Karen smiled broadly and giggled. I liked Karen a lot but was confused in my feelings. Was I just feeling horny? Would I be taking advantage of Karen? How good would it be to feel the weight of her body on me? Was that really so bad? It wasn't like we were planning to fuck or anything.....
'We could have a little cuddle if you like' I said to Karen. I was beginning to sweat slightly and time seemed to slow down. Oh god, now I've blown it. Shit, what a dumb thing to say.
'mmmmmm...........OK. That would be nice' answered Karen, her face breaking into a shy smile. 'But I'd better be going soon after that' she continued.
So the boundaries moved a little. As Karen got up and slowly walked across the room towards me, my cock begun to get super-hard. The kind of erection you get when you know you're about to come into physical contact with a gorgeous woman. Shit, I thought.....I'm going to look really sleazy when Karen feels that. But there was nothing I could do. Karen adjusted her skirt as she got nearer to me, pulling it down a little, wiggling her arse as she did so.
She reached the sofa and sat down next to me, looking me direct in the eyes. My body felt ultra sensitive. She was making me feel like a teenager. She put her arms around my neck and pulled me to her, our heads side by side. I could smell her sweet perfume, her hair. She pushed me back onto the sofa, kicked off her shoes, and we both rearranged ourselves along the sofa, me below her.