Caroline our cleaner comes to do the house at 95 in the morning once a week. She is in her late 50’s but still somewhat attractive. I can recognise how she would have been a beauty in earlier years. However she had led a hard life with five children all of whom had left the nest. She’s been cleaning our place for more years than I can remember and had almost become part of the furniture.
Usually looking rather worn, she dressed for cleaning, usually in a baggy sweater and skirt with flat heels and stockings, (catching a glimpse of when she was vacuuming the stairs). All in all she didn’t exactly rouse the horn in me. She was always pleasant and sometimes intimated that times were hard and her husband was a bit of a bastard who paid his dues toward the upkeep but little else. She had put all her efforts into her grandchildren.
I am in my early 40’s, living with my partner whom I was passionately in love with after an unsatisfactory marriage to Jane with whom I had divorced. Ingrid and I had never agreed to be monogamous but we were open about our play elsewhere. She was toying with her lesbianism but had still remained bi. I had a mistress (what a coy word that seems now) who knew about Ingrid and both were very reasonable about it. So I was hardly without meeting my needs. Ingrid and I both work independently and today she was on the first of a three day programme she was running.
I’m at home and feeling horny in bed without the sheet covers wanking to a porny video and loving it. The bedroom door is closed. I had completely forgotten it was Caroline’s day. Not realising that I am there Caroline opens the door to see me playing with myself as well as watching the video. She watches long enough to take in what is happening and is clearly embarrassed. She shuts the door and goes downstairs to the kitchen. Pondering what I will do, I switch off the TV, get up and put on light blue cotton dressing gown and go to the kitchen where I hear her moving about. The kettle is on and Caroline is standing by it waiting impatiently for it to boil with a coffee ready. She is still clearly embarrassed and is just going to say something when I ask her if she will do one for me as well and ask if she would like something stronger and get a definite,” Yes I need it.”
I pour out two whiskies in the living room on the table, even though it’s only ten in the morning, and sit on the armchair. There is a sofa opposite the sofa about six feet away.
She pours the coffee. Caroline sits on the end of the sofa and gulps the whiskey quickly. I ask if she was embarrassed. An obvious point but yes she says
“Of course.”
“I apologise for surprising you like that.”
“Ian, it’s not your fault I shouldn’t have barged in like that and should have knocked but I thought you were all out.”
“I didn’t hear you in the flat. I usually hear the vacuuming and there was none this morning.”
“I usually leave that to the last thing. I am very embarrassed Ian, can you understand?”
“I do of course Caroline. I don’t want you to feel embarrassed. I don’t.”
She looked slightly taken aback at that remark and replied,
“Well that’s a first. Every man I know has always been very embarrassed about being caught doing that.”
I stand and pour another fill of whisky for her. She doesn’t demur. The table she put the tray on his near the sofa. She is giving off a slight sweaty smell that may have emanated from her work or her discomfiture. I found it strangely appealing. Let’s put it this way, it wasn’t a turn off. I noted that, at least, she hadn’t stormed out of the flat, which helped my next question.
“How come if you were so embarrassed, you didn’t just leave Caroline?”
“And come next week as if nothing had happened? What atmosphere would that create with Ingrid around?”
“Well I’m pleased you didn’t go Caroline.”
“And what’s that supposed to mean Ian?”
“It feels like it’s the first time we’ve got to know each other a bit Caroline.”
She obviously wasn’t used to my being so pointed as she looked at me quizzically.
“Look Caroline, you found me on my own wanking myself. You seem shocked at my reaction. I looked at you as you looked at me before you shut the door, and I think it wasn’t just embarrassment you felt. So, if I’m right, what else did you feel?”
She recrossed her legs, inadvertently giving me a view of her upper thigh above her stockings and a suspender. I felt a stirring as I crossed my legs to hide it. She did note my crossing my legs. She was more aware than I realised. Slightly disconcerted she replied eventually,
“Ian, ok, I was affected. And that’s why I’m so affected by what happened.” Even her words were coming over revealing her continuing discomfiture.
I was loving it but couldn’t desist. I was even more excited.
“So how are you affected Caroline?” I noted my change in tense. She squirmed at my more focused and pointed questioning.
“Please stop it Ian. I can’t go there. I always avoid things like this for my own sanity.”
“I’m sorry Caroline, what makes you do that?”
“Ian, I have such a hard time what with my bastard of a husband, his selfishness and lack of interest in me, I don’t even let myself think about it now.”
“What’s it Caroline?” Naughty but I couldn’t resist.
“Bluntly, sex Ian. I just don’t go there. And then you just lay there enjoying yourself and you’re not even shocked by my coming into your bedroom doing what you were doing and watching a video at the same time. I felt ashamed at butting in to your room, jealous of your being able to do it without guilt, distracted by you’re doing it. Yes, and I haven’t seen anything like that in my life. So yes I was distracted by what happened and still am.”
“Caroline thank you. That was candid and beautiful. So open at last about your feelings. Would you like to know mine?”
I feel myself swelling but not rigid. There is still cream on my prick as it slips against my thighs under the gown. I feel on the verge of a severe hardon but somehow manage to hide it with my crossed legs. There is a pause whilst she considers if she really wants to know my feelings as if she’s hesitating about going there. She is obviously one uptight woman.
“If you like.”
“No Caroline only if you like.”
“Ok.”
Just ok?
“Just tell me for fuck’s sake Ian.”
“Caroline I was surprised by your sudden opening of the door. You caught me when I was very high and close to shooting my load. I don’t know why I wasn’t embarrassed but I know how I felt at the moment you glanced at my stiff cock. I loved it and was excited by your just being there looking at it. You could have stayed. As you left I did wonder what you may be thinking. I hoped it had an effect upon you, though I didn’t explore that far, till now. Now I feel very excited and am loving you’re being here and think you are looking very sexual and lovely and wonder if you would like to explore more now as we have been so open with each other.”
She is silent yet restless in her body recrossing her legs again and showing even more thigh and suspender. I note no negative vibes.
“Caroline, I’m going to take a risk and do something I hope I won’t regret.”
I uncross my legs. My cock is rising under the dressing gown. I let it rise on its own. I look at her eyes. She is looking into mine and at the growing gown. It stands.
“I’m going to open my gown Caroline. I want to stroke it in front of you. I would like you to watch me wank. Yes wank.”
She didn’t move except to cross and then open those legs again leaving them open.
I slipped my hand round my still lubricated cock and kept my eyes on hers and on her open thighs. I started wanking.
“Caroline, your open thighs are getting me even more excited. I want to get down there and clamp my mouth to your thighs and cunt. I only hope I will last to be able to suck you first. You are welcome to come over here and help me wank. I would really love that. Alternatively we could enjoy each other if you fancied wanking as well.”
At this she blushed. Instead I got up, slipped off my gown and went to her open thighs and stood in front of her.
“Do want to play with it Caroline? Or shall I get down there and suck your cunt. Or would you like this elsewhere?”
Tentatively, she sat up and took her hand to touch me very lightly and carefully as if it would break. Her other hand joined her first and more expertly began to wank me in earnest.
“I like what you’re doing Caroline. Do you?”
“I love it but I’m scared you won’t like it Ian.”
“But I do. It’s great. Your mouth perhaps?”
She responded immediately and opened her mouth. Her lips closed round my cut head as she tongued me in the most sensitive area. After such an intense morning I was so close. I have to tell her.
“I need to cum Caroline. Where do you want me to cum?”
She ignored me and continued sucking and using both hands to wank me even more forcefully. I got the hint.
“Oh fuck Caroline, I’m cuming in your mouth you fucking gorgeous slut. Oh fuck, fuck yes, yes. Oh god yes. Yes.
Cum dribbled from her lips at the side as she released her hold on me. She wiped her lips and took it back in her mouth. I leaned down and kissed her pushing my tongue onto hers to share the spunk with her saliva. We collapsed on the sofa.
She held me very tight. She felt very insecure for what she had done. We just held each other for what seemed an age.
I got up and went to replenish our whiskies.
After some more drink she visibly relaxed and managed a smug smile. I got down between her legs, pulled down her soaking panties recognising where some of the smell had come from. She wasn’t too clean down there, but I didn’t care and anyway love the smell of a recently unwashed woman (or even a not recently unwashed woman). It didn’t take long at her clit with fingers shared between her vagina and her dark brown and slightly scatish brown rear hole to bring her off.
Caroline came as if she hadn’t done so in years crushing my head between her tight thighs as I fingered her anal canal with urgency.

From that day on, I tried to ensure I was free on her cleaning days as well as hoping Ingrid would be working. It happened surprisingly often. She blossomed, kicked her husband out, and we explored all the things we had started that poignant day.