My Family Story

This story is not reflective of any person alive or dead, it is a complete work of fiction.

*****

It was a warm summer afternoon, and the extended family were at our place using our pool to cool off in the extreme weather. The extended family included me (Mike) & my wife (Jackie), her sister & her husband, & my mother in law (Margaret).

As it was a family gathering we all dressed simply just to cool off. Our costumes were not always what we'd wear in public. Both my wife & her sister wore snug fitting bikinis, while my mother in law wore a one piece more in style of her maturity. Me and my brother in law wore our usual dick togs. We had a great afternoon in the cool waters of our pool.

That night when we were getting ready for bed Jackie said to me, "Did you enjoy our swim this afternoon?

I said "Yes it was great."

"I think mum enjoyed it too", she said. "I noticed you had something hard in your togs, and I think mum was a bit taken by it too."

"Really, you think she saw me"

With a broad smirk she said "yeah I'm sure she saw it, 'cause she licked her lips at that moment."

I was a bit taken back. I had never really thought about it. I am not a trim man, but I suppose I could be attractive in some way. As I remember I did have a semi-hard dick but I certainly wasn't fully erect.

As we talked Jackie was thinking more about her mum. Her mum and dad separated when she was about 6, and that was more than 30 years ago. Her mum was quite old fashion. With those thoughts she said "you know mum wouldn't have been with a man since dad. So that means she probably hasn't seen a dick for that long."

"WOW, I can't imagine going that long without seeing a pussy."

A few days later.

Jackie started a conversation at bedtime again;

Hey Mike, "how would you feel about servicing mum?"

"Servicing your mum, what do you mean?"

"You know what I mean, fucking her."

"What?"

"Well, like we talked about the other night, she hasn't been with a man for about 30 years."

"WOW."

"The other afternoon she actually watched you getting out of the pool. I was sitting opposite her when you stood up out of the water. Her eyes followed your crutch as you walked up the steps. Your dick was noticeably hard, and she watched you walk up & pick up your towel. Just then she licked her lips & raised her eyebrows to herself. She obviously didn't see me watching her. After all this time I think she is actually missing it. What do you think?"

My mind was totally blown; I didn't know what to say. "If I did agree how would we do it?"

"I don't know, let me think about it."

Couple of days later.

Jackie met her mom for morning tea. They were at a little alfresco cafe, in the beautiful summer afternoon sun. As they drank coffee and chatted, lots of people passed by. As they passed by Jackie noticed that Margaret's eyes were drawn to watching men in their many different ages & shapes. This appeared to be the opening in the conversation. Jackie decided to be a bit risqué and make a comment about some guys as they walked passed.

As some very trim taut guys walked passed Jackie said that "they were very sexy." With that @Margaret responded with a comment that "she wasn't really into trim & fit men", and she surprised Jackie by saying "if they've got a dick I'd be happy."

"WOW mum, I didn't expect that."

"Well I'm getting older and it's been years since I've had anything real inside me."

"Oh well, maybe I'll have to arrange something for you."

They moved away from the discussion, and finished their coffee. They said their goodbyes and parted.

Home to hubby.

That night Jackie bought it up with me again.

"Today mum said she'd love to have a cock in her."

"WHAT?"

"Yes we chatted over coffee and it came up that it's so long since she had sex that she'd be happy to have anything real inside her."

"So what do you think, would you fuck mum for me?"

"I would if you want me to. How would I do it?"

"I think I would keep it a secret, maybe I wouldn't even tell her who was going to fuck her."

"Really, how would you do that?"

"I think I'd tell her that to make it more exciting for her she should be blindfolded."

"OK it's up to you. You make the arrangements and I'll do it for you."

The 2nd Coffee meeting

As they started to drink their coffee Jackie started to create her scenario.

"So mum, I've done some homework and I think I've got it worked out for you."

"What's that?"

"I've arranged to have you fucked."

"I beg your pardon."

"You heard what I said."

"I've arranged a man for you, and he's ready to come and visit you whenever it suits you."

"You can't talk like this in public."

"OK if that's the case let's go back to your place and we'll discuss the details."

"OK let's leave."

As they went to leave the cafe Jackie halts in her step and says she needs to go back into one of the shops in the arcade. They do an about face and head back into the shops. They come to a lingerie shop and enter it. As they go in Jackie goes to the sleep section. She is fussing around and then she sees what she is looking for. She picks up a black sleeping mask in one hand, and then in her other hand she takes hold of a blackout scarf. Margaret stands and watches, not quite sure of what Jackie is buying. Once they purchase the sleep items they leave the shopping centre & head for Margaret's place to discuss their plans.

Hatching the plan.

They arrive back at Margaret's unit and for some reason sneak in, like they are intruders. There's no one else here, Margaret lives on her own. She lives in a Seniors Village in her own two bedroom unit.

The time comes and they sit down in the lounge room to hatch their plan.

Margaret is both scared and intrigued. She can't believe that they have crossed such boundaries in such a short time. Only a week ago she wouldn't have spoken to anyone about sex, let alone discuss a sexual meeting arranged by her daughter. She just can't believe what they are about to discuss.

"Well mum, let's talk about sex."

"When do you want this to happen?"

"I don't know but now you've got me really excited. I haven't played with myself for years, but I've started thinking about it since you told me I'm going to get fucked."

"OK what about tomorrow night?"

"Yeah that would be great."

"OK this is the plan."

"You won't get to know who this guy is, but you'll get to enjoy him. I will leave these goodies with you now. That's the sleeping mask & the scarf. Tomorrow I will call you about 7:30pm. When I call you, go and have a shower. Wash yourself with soap; when you get out of the shower dry yourself off, and change into your nightwear. Don't put on any deodorant or perfume. Leave your bra off, but put your undies on. Once you've done all this I want you to go to the back door and unlock it. Then go to your bedroom and get into bed. When you are in bed I want you to put on the face mask and then secure the scarf over the mask so there is no possibility of seeing your man. At 8:00pm I will call you, I will let the phone ring 3 times and then hang up. This will let you know that your man is about to come in."

"WOW, it sounds like you've thought of everything."

"I don't know, there's probably something I've forgotten, but we can fix that up next time."

"I think you are running away a bit too fast."

"You've got a lot of time to make up for..."

"Oh well, all you have to do now is try not to have a runny pussy all day ... and just dream about tomorrow night. Best of luck & I hope you enjoy what I've got planned for you."

Preparation time

I started to prepare some things for Mike. I thought he probably would need a few things to make things easier for him.

I don't know how mum will be able to control herself. I know if I hadn't had sex for 30 years you wouldn't hold me down if someone touched my pussy. So I got a small overnight bag and started to put some goodies in it.

Gathering bits and pieces was starting to make me wet. First I thought I should help mum enjoy things and try not to get too sore, so I grabbed a tube of lube. I have a spare old vibrator that I haven't used for a long time, so I got some new batteries, turned it on and made sure it did what it was meant to. As it buzzed I had to give it a little run, so I pressed it up under my skirt, just to see that it worked properly. As it buzzed I started to get wet. I don't know if that was because of what it was touching, or the thought that my vibrator would be in mum tomorrow, or even the fact that Mike would be inside mum. Next I went to my underwear draw & found a few pair of old stockings. These would be good to tie her down so she can't run away. The last item I put in was a pair of scissors. You never know when you might need a pair. That was Mike's work pack. He shouldn't need anything more than a good erection.

Ready for the encounter.

It was 6:30pm and Mike was starting to get itchy feet. He was starting to re-think what he'd agreed to do. He went in and had a shower. I told him to soap himself up well, give it all a good scrub. Then when he got out I went into the bathroom to help him dry off. As he got out I noticed his semi hard cock hanging there dripping from the shower. I thought I should make sure it was clean, so I went over and knelt down in front of him to check it out. I took him in my hand, gave it a shake and then popped it in my mouth. His cock started to grow in my mouth. I didn't want him to lose any energy, so I popped him out after a quick suck.

"I just wanted to make sure this cock knows who it belongs to. Time to get dressed."

As Mike got into some jeans and a t-shirt I went and got some extra ammunition.

I came back to the bedroom as he was finishing off getting dressed.

"Here you go, a little booster." I handed Mike a little blue tablet and a glass of water.

"I thought you might like a bit of back up - just in case. You wouldn't want her to go begging."

It was 7:30pm & time for Mike to make a move. He had a short drive ahead of himself.

I picked up the phone and dialled mum's phone number.

A quite nervous sounding voice answered the phone.

"Hi mum, how are you?"

"Good but a bit scared."

"Don't be worried, just relax and enjoy what happens. Now it's time for you to go and have a shower and prepare yourself for your special night. Remember the instructions I gave you. I will call you at 8:00pm just before your man arrives. Remember three rings. This will give you time to go and unlock the back door. Then go to your bedroom, get into bed and put the blindfolds on. I talk to you tomorrow mum, enjoy your night."

When I hung up the phone I turned to Mike, handed him his goodie bag, and then gave him a kiss, wishing him good luck.

A short time passed and I started to wonder if it would all go to plan.

My phone rang, it was 7:55pm, and it was Mike to say he was just down the street from mum's place. I told him to hang up and I'd ring mum.

Time to start the ball rolling.

I rang mum's phone and let it ring three times, then I hung up. I then rang Mike's phone and let it ring three times, to tell him he was clear. It's out of my control now.

Mike's duties begin - in his words.

I walked up to Margaret's unit, and silently went up the side path. As I moved to the back door I hoped that Margaret had followed all the direction, particularly the ones about the blindfold.

I turned the door knob and the door was unlocked. Opening the door, I let myself in, and quietly closed the door behind me. Just as the door closed the door made a giveaway squeaking sound.

Margaret would have heard the squeak, and she would be starting to anticipate what was going to happen. As I approached Margaret's bedroom I noticed that the room was lit by a small bedside lamp. As I got closer I could see Margaret lying on the bed, covered by a sheet. As requested she laid there with a scarf tied across her eyes. She lay motionless except for her irregular breathing. It was time to bring her to the brink.

Silently I approached the bed. As I unzipped the goodie bag, Margaret gasped and started breathing in a small panic.

Without delay I took out two pair of stockings. My first touch, I picked up Margaret's hand, lifting it above her head. I carefully tied the stocking around her wrist. Then bent down and tied it to the head of the bed. Without comment I moved to the other side of the Queen size bed and proceeded to tie the other hand in the same way. Now Margaret was lying under the sheet with her arms held in place above her head.

By this time I realised that my cock was not going to embarrass me. As well as my natural size, the tablet had kicked in. So I become aware of a raging hard on that could certainly do some damage. It was bursting to get free.

I took hold of the sheet and slowly dragged it down over Margaret's body. I dropped the sheet on the floor. Margaret lay there, obviously gripping herself for whatever was coming. Given her mature age, Margaret was a typical larger lady, well proportioned. She is wearing a pink nightie. Moving up to the side of the bed it was time to make contact. I moved the back of my hand down her chest on the way to her breasts. Her chest heaved. As my hand moved down her breast I dragged my hand over her nipple. Thirty years of little attention and her nipples were becoming rock hard, trying to cut through the fabric. I turned my attention to her other bosom. Now with both nipples at full attention I started to grip & tweak them hard. Margaret started to squirm. She made little sounds of excitement. As I gripped firmly on her nipples her body started lifting off the bed. Obviously her nipples were connected to her pussy as she started to grind her legs together. Her body was starting to react to my foreign touch.

As she lay there I ran my hand down her stomach, gliding on the fabric. When my hand got close to her pussy she started to arch her body, ready for my hands to explore her waiting pussy. Instead I moved lower down and run my hands along her thighs. Slowly I moved my hand up under her nightie and approached her waiting love box. As she started shuddering I moved the flat of my palm up onto her underwear and placed my full palm down on her pulsing pussy. To build her anxiety I pushed down on her pussy. I could feel the mass of pubic hair under the material as a slight wetness started to appear.

Time to get closer, so I found the scissors in my goodie bag and moved back to the bed where Margaret lay, gasping in anticipation. As she lay there I moved my hand to the neckline of her nightie. I lifted the fabric with one hand, and with the other hand used the scissors to make a small cut in the fabric, just above her cleavage. I returned my scissors to the safety of the goodie bag.

Now to make myself comfortable. I calmly removed my shirt and then dropped my jeans to the ground. As I stood there in my undies I couldn't help but notice my huge hard-on in the mirror. I needed to release the monster, so I dropped my undies to the ground and watched as my erection sprung to life.

My next move brought a rather staggered reaction from Margaret. I walked to the foot of the bed and stepped up onto the bed. I walked up the bed with my feet either side of her body. I bent down over Margaret and took hold of the nightie where I had made the cut in the fabric. With an amount of pressure I pulled on both sides of the fabric, and started to tear open her night right down the centre. As I split open the nightie her large full breasts become exposed. She started panting ...

I moved further down the bed and completed the tearing so she was now completely exposed. She lay there on the bed with her chest heaving, completely at my mercy. Her body in my full view with the only modesty being her undies. The wetness was becoming more evident.

It was time to get Margaret's mind going. I walked back up the bed and sat down on her chest with my erection settling between her breasts. I took hold of her breasts and pulled them together around my cock. I held her ample breasts while driving my cock hard, fucking her tits. To hold her breasts tight I moved my knees to the sides of her breasts. This allowed me to take hold of her nipples and work them hard. I squeezed then tight, playing with them like knobs on the radio. This made them rock hard. Margaret was rolling around in ecstasy. She couldn't make a lot of noise because she knows that the bedroom of the unit next door backs onto her room. I thought I'd give her a taste of what was in store for her pussy, so I moved up her chest further allowing my cock to move onto her face. I tapped my cock on her lips and she instinctively held her lips closed tight. So I needed to introduce her to the concept of a blow job. My cock was so hard she was not keeping it out of her mouth no matter how hard she tried. So I just pushed through and as her lip parted my cock fully engulfed her mouth. As I forced my cock into her mouth I felt it hit the back of her throat, and she started to gag. Obviously, it had been a long time since she'd experience this, if ever at all. I continued to work her mouth for a few moments and then pulled out.

I got down off the bed and went to get the goodie bag. I walked over to the foot of the bed and knelt down. Margaret was laying there recouping from her new experience. I placed the goodie bag at the foot of the bed. I took hold of her ankles and parted her legs. I moved my hand into the goodie bag to find the scissors. I lay down between her legs looking up at her covered pussy.

Her pussy wouldn't be covered for long; I reached up and took hold of the fabric in the front of her undies. While holding the fabric away from her pussy I took the scissors and made an incision in the fabric.

I returned the scissors to the bag once again. Looking into the bag I saw the lube & vibrator that Jackie had given me, but I wondered if I'd need them. I turned my attention back to Margaret and slowly ran my fingers up the inside of her thighs. I stood up and then lifted Margaret's legs up and bent them at the knees, they flopped open like butterfly wings. This made her undies stretch, and in turn made the incision expand. Her pussy was becoming exposed.

I moved onto the bed and placed my arms under her knees. Then I pulled her down the bed til her knees could hang over the edge. As I used stockings to tie her arms above her head there was enough stretch, but it meant her arms were held taught, so she couldn't move much.

I knelt on the floor & settled between her thighs. I wanted to fuck her so bad and my cock was so hard it was actually painful, but I had to get her ready. So I placed my fingers in the slit of her undies and stretched it a bit more open. I moved forward and let my tongue explore her outer lips. As I did this she let out a scream, but as if remembering, she cut it short and just let it ride as I started to explore her. I moved my tongue deeper inside her pussy. I could taste that she had become wet and her lips were swelling up. I continued to explore her deeper, and started to bite on her inner lips. She was now stretching her bands to their limit. Her arms were aching but it was a beautiful pain.

I thought that my cock had waited long enough and it was time to use it properly. By now there was no use for the other tools in my goodie bag. I had decided earlier that Margaret probably wouldn't need a lot of fucking, seeing it had been so long since she'd had sex. But for her sake and mine, I had to give her a good fuck to remember. I have to fill her up so she has something to brag about. So I decided to leave her at the end of the bed and lift her legs up and spread them like a butterfly. I could tell she was pleasantly exhausted.