11. Jenny Gives Billy His Wish.
This story is fiction and you are welcome to imagine the characters as you wish but everyone is 18+ at the time the story happens. Hopefully this is plausible. Issues such as STDs and family planning are considered outside of the narrative.
It starts during the end of the second wave of Covid 19 in England. It comes after a 01. Beautiful Spring Sunday, 02. The Next Morning, 03. Art of Customer Service, 04. Rumbled and Outcome, 05. Donna Exposed, 06.Thor's Story, 07.Billy Gets His Wish, 08. Spreading the Love, 09. Jenny Gets Her Man and 10. The Reformation of Billy.
You are recommended to read those first... But particularly 09.
[NOTE: This shares some narrative that is common with my One Off 'A Gift for My Valentine' as I was working on this when I realised that I could borrow from it for that story. I could have spent more time camouflaging the self-plagiarism, but it would not have added anything to this story. However, the events are not directly lifted, but edited to suit. So apologies if you see "I know you get randy about now, but you seem extra keen and orgasmic. Care to share?" and think 'I read that before': You have.]
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Jenny here as this is my story. If you haven't read Jenny Gets Her Man, and earlier revelations you may have problems understanding what is going on, until it gets to the fucking.
I have moved into Fourways Farm and I am living with Billy in the so called Guest Wing, where Cal is now living with Al in the Family wing. Our sex lives are fulfilling but as two couples with not sexual interaction. Billy assures me that he doesn't miss sex with Al, or the sessions with her, and Cal.
Now I know, because we talk, that Al has implants and is one of those women who doesn't have much if anything in the way of a 'time of the month', where I do, though only for a day or two. Billy is understanding as he has never had so much sex, even more than with Al.
Now the only problem is that I get randy around the time that Billy can't help me. However, the other thing I have noticed is if we are having sex 'doggie style', his thumbs creep into the crease and he tends to pull on my rosebud. Now I find that stimulating in a way that gives me better orgasms.
So, one time I asked. "Billy, have you ever done anal sex?"
He looked a bit embarrassed. "Yes, but not lots."
"Did you have it with Al?"
He actually blushed. "Er, yes, twice actually, but I don't think Al really likes it."
"Do you want to do it with me? I think I might like it."
His smile was epic. "Really? Yes, I would, but I think you need preparation. Al had a, er, thingy, butt plug, and had lubed up."
I hadn't thought of that, if the porn I had seen men often just stuck it in, or put a finger in first. Though I had seen a butt plug being removed just before a man with an inhuman sized cock rammed it in the woman. Any lube seemed to be later. "Oh, I suppose it might be a good idea if she doesn't mind."
"I'm sure she won't if I know her."
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So the next evening I met with Al as Cal was working a late shift at the airport and wouldn't be home until gone ten. I had told her it was that I wanted to know about anal sex, so she was prepared.
"Jenny," She said in a happy tone, though I have rarely known her anything but. "we need to meet more, but Billy has got you interested in anal, the naughty boy!" And she winked.
I felt a blush. "Actually, it was more me. He hasn't really touched me there, but the bit of attention he has done does something so I asked and he said I should speak to you as he knew you prepared for the two times he had done it with you."
Al nodded and smiled. "I'm glad he was honest, but did he say Cal was there both times and that as well as Billy in my ass, I had Cal in my pussy?"
My mind reeled, I had seen double penetration, but didn't think 'real' people did it! B but there again few have access to two men like Al did before I 'stole' Billy from her.
Al realised I was stunned. "Jenny, I am not suggesting that we have group sex." I immediately relaxed. "I was just giving 'full disclosure'. I didn't get much from anal, but the feeling of two men was special, but not something I was hung up on and I have a way to get a lot of the benefit without the bodies."
"Thanks for that Al, I won't be surprised if Billy lets something slip and in an odd way, it will make Billy having anal with just me, somehow more special as he didn't with you." I thought,
but I suppose he has with other women, but not ones I know
.
With that Al opened the box on the table and started to get things out. "These," She said laying out three blue objects that looked the same, but went from slim to fat, the fat one looking like a butt plug. "are training plugs, the thin one is the first one. When you are comfortable with that, putting it in, playing, taking it out and wearing for a while, starting with ten minutes then up to a couple of hours, you move up to the middle one. Then when ready, you move up to the last one and then you will be ready for this one."
With that she brought out a metal one with a jewel in the base and it was bigger again. I asked. "Can I pick it up?"
"Of course." So I picked them up and felt the difference between the largest trainer and the jewelled one. "You will see how much heavier it is and you really feel it when you wear it for any time. Apparently some women like it so much they wear one most of the time, but not my cup of tea."
I wondered what it would feel like to have that in me and was almost too anxious to start. "I don't suppose I could borrow these?"
Al shook her head. "I don't think we should share them, but I will share the links and you can have them next day delivery. They aren't that expensive." I nodded and understood, I would never share a vibrator and these were more intimate.
She reached in the box. "Now moving on, you may want to practice with one of these." She brought out a short, narrow, black, knobbly dildo and passed it to me. "This is exactly what it looks like and once you have practiced with the plugs this can be quite nice, if anal is your thing, so I understand, but it doesn't do very much for me."
I passed it back. "Right, anything else in your box of wonders?"
"I haven't mentioned lube and you will need plenty of it," And she got out a couple bottles and tubes out. "or I did. But saliva might do it for you if Billy really works at it. However, you will need it, or oil, for the plugs and dildo, I'll give you the links for them as well. If you fit the plug, you can ease it out and then lube up the gape, and put the plug back so that you are well lubed when Billy takes the plug out." She added, with a smile, clearly remembering her experience. "He seems to know how to play with it and your pussy before he removes it."
I felt that I was learning a lot but also that Al hadn't finished, the mental images were turning me on and I felt warm and wet between my legs. "What's next?"
She took a deep breath. "Right, some people think this is being over the top, and others that it is vital, so make your own mind up." With that she brought out a black bulb with a fine nozzle and a pack of intimate wipes.
"What's that?" Referring to the object.
"Right, I'm not trying to put you off the idea, but I had to think about Cal and Billy as well as me. It's an anal douche, for giving an enema. Read the leaflet that comes with yours on how and when to use it. Basically it assures that you are clean back there. Also some men will switch between ass and pussy, either deliberately or by accident, and being clean is a good idea."
"I'll get one and think about it. Anything else?"
"Right, confession time." Al said with a deep breath. "I wasn't really into anal, but double penetration was special, particularly feeling so full and also the feeling of a cock in my pussy moving against something in my ass." I must have pulled a face as I wondered if she might want to borrow Billy, so she added quickly. "But I don't want to be with two men again. So, this next item is more expensive than the rest together, but I don't think you will need one."
She reached in and brought out a black butt plug, but it had a T-shaped handle, and then a small black oval thing with buttons. She pressed one and the plug started to buzz and move on the table.
I looked at her and guessed. "Remote control vibrating plug?"
She smiled and patted my hand whilst switching it off. "Got it in one. I get the feeling of being full and also it adds something, but I use it more in solo play with a dildo than with Cal, but we have used it together and he controls the remote."
"Ok, but I don't think I will need that. Well not straight away."