This is the story of Terry unexpectedly losing his virginity to a mature lady many years his senior, certainly not in the way he wished.
My grateful thanks for the help I have received with the editing of this story.
-o-o-
I was in foster care from the age of eleven to seventeen and stayed on paying rent to my foster parents till I was nineteen. I kept in touch with them after I moved out.
I offered a lift when they said they were going to a friend's party so they didn't need to worry about drunken driving or taxis. When I dropped them off I mentioned to the host I intended going to the cinema and confirmed it would be ok to collect them afterwards.
I returned about 10:45 and was promptly handed a beer drawn from a party7 can, and joined in chatting to several people I knew, especially Annette and Gisl.
Annette is a slim Portuguese lady. I had known her for eleven years as she had been a regular friend of my foster parents. She had long, curly bleached hair and always wore low cut tops. Through my formative years she had greeted me with a big hug and as I'd grown my face progressed up her body, but always seemed to find its way to her almost nonexistent cleavage. She divorced around the time her youngest was born and became a single mum of three, at that time they would have been around fifteen, thirteen and nine. I distinctly remember the way her cleavage improved quite dramatically when pregnant with her youngest and the hugs always felt so much stronger at that stage. In the last three years or so since I had seen her, she had put on a little weight on her tits. I'd had a crush on Annette for a while and had often fantasised about shagging her. That evening her shirt was particularly low and wide cut and more than once I enjoyed getting a tiny glimpse of dark nipple, just a tiny hint.
Gisl was Annette's mother. She was a much older and heavier Portuguese lady with much, much, bigger tits. I had met her a few times over the years but never got to know her. That night she was wearing a yellow dress and a glass of red wine spilt down the front.
The drink had made all of them quite happy and the conversation was very suggestive, especially what the two women would like to do to me, much to my embarrassment.
As the party started breaking up there was talk of phoning for a taxi for Gisl and Annette as their lift had been called into work on a call out. I asked where they lived to see if I could offer a lift and as it happened neither of them were very far off my route. There was a babysitter involved who was Gisl's neighbour.
The first stop was Annette. I walked with her to the back door and helped get the key in the door. She went straight to the bathroom telling me to wake the babysitter who was curled up on the sofa. She pretty much woke up and went to the car, probably to get away from this strange guy. Annette returned and we said our goodnights with a particularly nice hug and sloppy, drunken kiss which got this twenty-two year old shy virgin's pulse racing.
Nervously, with my arms still round her waist I asked, "Can I come back when I've dropped your mum off?"
"Really?" There was a surprised look on her face, "Why would you want to come back?"
I tried to splutter a reply about the earlier conversation.
"Hey Terry, I'm going to go to my bed, but if you're allowed to return and knock on the door, I will answer it and let you in."
"What do you mean 'if I'm allowed'? I don't have to ask permission or explain to any one."
"I know, I know, ok look, if you knock, I'll open the door. You may have to keep knocking to wake me but I will answer."
Another hug and kiss "See you soon."
I got back in the car with a knot in my stomach and a smile. Drove to my foster home, walked mum & dad to the door and said our good nights then continued the journey and parked outside Gisl's garage.
"Could you do me a favour and look at my curtains. I can't close them and can't see what the problem is?" I didn't want to get involved with her mothers house repairs, thinking I really needed to get away quickly to return to Annette.
"Yes I'll have a quick look."
"Make sure you lock up properly, we have had some problems along here."
Gisl's house was up some twenty-five steps from the road level and she was quite merry so the babysitter helped me guide Gisl to the door. I took the key from her and unlocked the door.
"Take 'babysitter' over then come back for the curtains."
I followed the girl through the gate in the fence between the two houses and saw her into the door then returned to Gisl, thinking 'I really really don't want this to take long'.
"Where are you?" I called out as I entered the large hallway.
"Up the two steps," I followed the voice to Gisl in the bedroom by the window and had a quick look at the curtain track; one of the clips had been fitted incorrectly and had twisted round.
"Have you got any screwdrivers?"
"In the hall cupboard, come with me."
She left me at the cupboard; I chose a couple of tools, returned to the curtain track and started dismantling it. Gisl returned to the room, dressed in a white coat like a doctor's, having removed her wine stained clothes and put them in the washing machine.
I fixed the rail and as Gisl was reaching up straightening the curtains her white coat was gaping open revealing her grey pubes, which I watched while she worked.
"Thanks, that's wonderful. What do I owe you?"
"I don't want anything for doing that, err good night."
We walked back to the hall but instead of going to the front door she led me to the lounge, "I've made you a coffee" and pointed to a tray on the table in front of the sofa.
"Oh I need to be going."
"Don't be silly, have your coffee first, silly to waste it. Help yourself to sugar and milk or cream." We sat at opposite ends of the three seater sofa, both a bit diagonal so we were sort of facing each other and chatted. I was distracted by her breasts; they were obviously big and, now without a bra, hung very low but the shape of the bumps was confusing. The additional layer of the coats pockets didn't help. She moved closer to the middle seat so our knees were touching and as she leant forward to reach her coffee her coat was pulled tight and one or two buttons popped open. She sat back against the sofa showing a lot of breast flesh which reminded me of wanting to return to Annette, but I could not keep my eyes off her breasts.
"I really must get going." Desperately wanting to get back to Annette's.
"But you haven't finished your coffee," tapping my knee and pointing to the mug in front of her.
I drained the mug and we replaced them on the tray together. Gisl grabbed my wrist and pulled it to her lap, placing my hand on top of her other hand then sat back again. I tried to pull my hand away "I must be off, it's getting very late."
She gripped harder with both hands "Why don't you tell me what you're really thinking?" Staring directly in my eyes...
"It's late, I need to go." Thinking: 'what I really want to do is go and lose my virginity with your daughter'. I suddenly realised my hand was no longer laying in hers on her lap but had been placed high up on her breast, outside her coat and well above nipple level with both her hands cupping it there.
I pulled away but her grip tightened "você não gosta de meus seios?"
"What?"
"Don't you like my titties?"
"Brincar com eles," and her grip relaxed.
