Dear Diary - My wife, my friend and me.

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Oh Step-mum, what are you doing?

April came and went. Easter and family visits curtailed out plans for our next get-together which was being planned by Brian and Anne. The delay was a good thing, as it allowed Brian and Sara to see a lot more of each other, and according to Anne had grown very close. It was clear that she was extremely happy about that and I knew that she had high hopes for their relationship.

Diary Entry: May 2018

Brian and Anne had worked on a role-play together following the role-play that Sara and I had done as step-siblings. Like we had, they both refused to disclose any details of their roles or the scene before the evening, and I got to feel the frustration that Anne had felt before we did our scene.

I had doubted that the introduction of a regular fourth member would work, but I had been proved spectacularly wrong. And with the successful introduction of a fifth, Becky, I no longer held any doubts about what we were doing.

But more importantly for our intimate group. Sara and Brian had got along so well and they were an item now, and both Anne and I had seen a huge change in him since they had started dating.

Anne was happy on two counts, her best friend Sara, was also much happier and contented since she had met Brian. And she told Anne that Brian had said to her that if she didn’t like what we did, or felt that it would not be good for their relationship then he would put it on hold until they saw where their relationship was headed. Sara had assured him, and Anne, that she enjoyed what she#d done with us, and she had absolutely no feelings of jealousy towards Anne.

Apart from our regular monthly sex sessions, we met regularly for dinner, either at ours or out in town. It felt that the four of us were gradually becoming a little social group, and I know that Anne liked that. It wasn’t the same, and never could be, but it had the feeling that our group felt when Dianne was alive.

Finally, the weekend of our next role-play had arrived and as we prepared during the day I tried again to find out anything about the evening’s entertainment from Anne. But my wife was being tight-lipped about the whole thing, but she promised me that I would enjoy it. That was one thing that I had no doubt about, I had been aroused almost from the moment that I woke up that morning and I knew that I would enjoy it.

After lunch, I noticed that Anne had disappeared upstairs. I called up to her and she told me to wait downstairs. When she came down she carried a camcorder and tripod and without a word walked into the lounge and began to set it up. When I asked her what she was doing I was told to “wait and see.”

About ten minutes after she’d set it up the doorbell rang. I answered it was Sara. I was surprised to see her and invited her in. She and Anne hugged then Anne turned to me.

“Our role-play has started Paul.”

I stared at them both, then I looked outside, but she had come alone.

“Started? Where’s Brian?”

Anne smiled.

“This is the introduction, the set-up. It will provide background for when we edit it later.”

Sara sat on the sofa as Anne outlined the scene.

“Sara is playing my daughter.”

I looked at her and raised my eyebrows.

“You can forget all that right now. Remember, this is mine and Brian’s role-play.”

She proceeded to take one of the cushions from the chair and stuff it under Sara’s summer-dress, which I had thought looked a little big on her.

“Rachel is my daughter, and she is seven months pregnant. She has come to talk to me about something that is bothering her.”

I sat in the chair and settled down to watch this unusual, but interesting change to our routine. Anne turned on the camcorder and sat beside Sara and they began to talk.

“It’s so good to see you, Rachel. It’s been too long since we had a good chat. With Mark out with his mates, you and I can have a proper girl’s night in.”

She tucked her feet under her bum and settled down on the sofa for a chat. As they talked, Sara lifted her feet and Anne started to massage her feet.

“You’re like me honey, your father used to rub my feet, I used to love it.”

Sara told her that Mark does the same for her.

“He’s awesome at it.”

Anne smiled. “You’ve got a great one there Rachel.”

Sara sighed, “I know mum.”

“But?”

Sara shook her head, “it’s nothing mum.”

Then without warning, she began to cry. Anne slipped her arm around her and held her as she sobbed. I watched on. This wasn’t erotic, but it was really good. I loved this twist.

“Oh mum, I’m a horrible wife.” Sara sniffed.

Anne hugged her, and when she had calmed, she asked her what she meant.

“Okay, mum. But promise me you won’t say anything to Mark.”

Anne nodded. Sara bit her lip and looked nervous.

“Mum, we haven’t had sex in over six months.”

Anne looked shocked.

“Well honey, a lot of guys are afraid of hurting their wives, or the baby.”

Sara shook her head.

“No mum, you don’t get it, it’s me, I can’t.”

She explained that to start with it was the sickness, then her back caused her problems.

“It’s all I can do to go to sleep at night. To have him on top of me, or moving against me is just too painful.

Anne held her, “Hey, I’m sure that he understands, after all, we’re talking about Mark here, mister perfect.”

Sara smiled.

“You’re just biased because he calls you mum.”

Anne smiled as if to confirm it.

“What if he looks for it elsewhere mum? What do I do then?”

Anne lifted her face and looked at her.

“Listen here. Mark is not like that, he would never cheat on you, he worships the ground you walk on.”

Sara bit her lip.

“He used to, now I’m not so sure. I mean I wouldn’t blame him if he did, it’s not natural to go so long without it when you’re married.”

Anne cuddled her.

“Now stop that, trust me, I know.”

Just then Sara winced and put her hand on her ‘bump’. Anne smiled and put her hand on top of Sara’s

“You’re getting big honey. He, or she, is going to be a big baby. It’s going to hurt a lot more coming out that it did going in.”

They both laughed and hugged.

Anne looked at me.

“Cut!”

I smiled at them both.

“That was awesome guys. And you. Sara. You knew about this all of the time!”

She smiled and shrugged her shoulders.

“I promised.”

I smiled. “And I’m glad that you did. Well done ladies.”

I tried to get more out of them both, but I was told that Sara knew nothing else, and Anne certainly wasn’t telling me anything more, other than we would be meeting earlier than normal.

We had planned to go out for a meal before we started playing and she said that Sara and Brian were coming to our house first at around six. I looked at her.

“Not for pre-meal drinks is it?”

She grinned and winked.

“Wait and see.”

I couldn’t believe how excited I was. I seemed to walk around all afternoon with a constant hard-on. I’d stopped asking her what she had planned, I realised that I wanted to be surprised, and I guessed that it was more of the set-up for the later action.

Brian and Sara arrived on time and after the hugs and kisses, and compliments on how good the ladies both looked we made our way into the lounge. I noticed that Sara had ditched the over-sized summer dress that she’d worn earlier and wore a gorgeous knee-length dress that looked great on her. The camcorder was still there and pointed at the sofa, so Sara and I took the smaller two-seater, as Brian sat down and Anne explained that Brian was playing her son-in-law, and Rachel’s husband, Mark who had come over to talk to her.

Anne began by asking how things were with the baby and then moved on to how things were between him and Rachel. He gave all the right answers, the baby was fine, he was fine, Rachel was fine. Anne took his hand.

“No son, what are things between you and Rachel really like, forget the baby, you and her, as a couple.”

He sighed.

“They’re great mum, she’s tired a lot but that’s to be expected.”

Anne kept hold of his hand and looked into his eyes.

He sighed.

“Okay mum, please don’t repeat this.”

Anne nodded and squeezed his hand. He then told her almost exactly what Sara had said earlier about the lack of sex between them. Anne listened closely, then when he finished she hugged him.

“You know that she loves you don’t you?”

He nodded.

“Of course I do mum, and I love her.”

“And you know that was she feeling okay you’d be having sex like you used to upstairs before you were married.”

He looked embarrassed as Anne told him that she and her husband used to listen to them have sex whenever he used to stay over before they got married.

“You could hear?” He asked.

She smiled.

“Oh yes, we could hear you alright. And I must say, it did spice up our relationship a little.”

Brian looked surprised. She continued.

“Oh yes, and don’t you dare tell Rachel, but whilst you were having your way with my daughter. Charles was doing the same to me, and I was imagining that it was you.”

His eyes were wide now.

“Did Charles know?”

She smiled.

“Of course he knew, he imagined that he was watching us.”

She held her hand on his, I noticed that his bulge was big, he was aroused by this scene. Anne smiled at him.

“Please don’t tell Rachel.”

He shook his head.

“No, of course not, I didn’t know mum.”

She giggled.

“Of course you didn’t, But it was all I could do to keep my hands off you back then.”

He looked shocked.

Anne looked into his eyes.

“It’s just as well that you married my daughter. Because it’s been nine years since I’ve, well you know, and I’d be ripping those pants off you right now!”

He gasped and looked shocked. Anne laughed.

“Hey! I’m teasing you.” She grinned.

“Anyway, I think that it’s time you went to collect my daughter from her friends, and just tell her that you love her. That’s all she wants to hear.”

She turned to me and smiled.

“Cut!”

I grinned and Sara applauded lightly.

“That was great guys. I’m loving this style of play. I take it that tonight you and your son-in-law are going to get it on?” Sara asked.

Anne nodded and looked at me.

“What do you think hun?”

I smiled.

“I love it, Anne. You and Brian work great together.”

I helped then to set up the cameras for our return and then we left to enjoy our dinner.

After a delicious meal and a great couple of hours, we returned home just after nine. We had all enjoyed ourselves, and as I made straight for the lounge and poured us all drinks, Anne skipped upstairs to change into her role.

The three of us chatted when Anne returned, she had changed into her nightie and her dressing gown. She took the glass that I’d offered her and took a sip then directed Brian to leave the room, which he did.

With the cameras rolling she explained that Rachel had gone out for the evening with some of her friends, Mark hadn’t felt like being on his own, so he came to see her and to keep her company.

As Sara and I took our places on the two-seater sofa the door-bell rang and Anne opened the lounge door and let Brian in. They hugged and exchanged pleasantries as he made himself comfortable beside her on the large sofa.

She handed him a drink and she sat at one end of the sofa. As she sat down she moaned softly. When he asked what was wrong she told him that her feet were sore. He offered to massage them for her, she smiled then pulled her knees up, she kept them pressed together as he held his hand out for her foot.

As she lifted her left foot she let her legs separate, he couldn’t fail to see what Sara and I both saw. She wasn’t wearing any knickers. We could see her hairy pussy. I watched his face as he got a glimpse, he hesitated as he stared between her legs. It seemed that he hadn’t realised that Anne would be knicker-less and it was a surprise for him too.

He snapped out of it when she placed her foot in his hands and he began to massage it. Anne laid her head back against the sofa and closed her eyes as she moaned softly as he gently stroked his fingers all over her foot.

When he asked her to change feet, she exaggerated her leg movements to make sure that he got another good look, as we did. I looked at him as he stared and I noticed that he had a huge bulge in his trousers. She lay back again and closed her eyes and let herself enjoy the massage.

As he massaged her foot they chatted about her daughter, and slowly she pulled her nightie further up her legs until her thighs were exposed. He gave her foot one last stroke and then leaned back.

“There. How does that feel mum?”

As he let go of her foot she let it fall and pressed it into his groin. He was hard. He stared at her.

“Mum, what are you doing?”

She pulled her foot away and sat up and slid beside him.

“Come on Mark, you know what I’m doing.”

He looked lost. She slid her hand onto his thigh and gently squeezed it

“You’re frustrated, I know that much from our conversation the other day. And please, I’ve seen how you’ve looked at me over the years. And I bet that you#ve even masturbated thinking about me, especially those days, haven’t you?”

He turned away and couldn’t look at her, she’d hit a nerve.

She leaned closer, and when he turned his face back to look at her their faces were close, almost touching. He hesitated. Anne leaned forward and kissed him. He seemed to freeze as she slid her hand along his thigh, and she pressed her lips firmly against his and kissed him passionately.

Eventually, he began to respond and he put his hand on her arms and pushed her gently and she fell onto her back. I felt a hand slid across my crotch, Sara had reached across and was stroking her fingers over my own, growing bulge.

He broke the kiss and looked into her eyes.

“Oh, mum. I don’t believe this is happening”

Anne smiled.

“Believe it.” And sighed.

He leaned over her, and I saw her hand stroke across his crotch, she moaned. Then she pressed her hands against his chest and pushed him until he sat back. She slipped off the sofa and knelt on the carpet at his feet and looked up at him.

They stare at each other, she kept her eyes focussed on his as she reached up and began to unbutton his trousers. He panted and licked his lips.

“Oh, mum. I’ve dreamed of this day for years.”

She smiled as she got his trousers undone and began to pull them off his thighs. He lifted his bum to help, then, as she stared at the tent in his boxers, she licked her lips once more.

“Oh Mark, so have I.”

She grabbed at the waistband of his boxers and pulled them down. As she did she released his huge, hard cock. I felt Sara’s fingers tug at my pants and start to unbutton them. Brian’s cock was solid and pointing at Anne’s face. She reached out and wrapped her fingers around his shaft and began to slowly stroke it. He moaned and closed his eyes.

“Oh, mum.”

Then he gasped as she lowered her lips over the thick head of his cock and took it into her mouth. She closed her lips around the shaft and began to slide her mouth up and down his cock He stroked his fingers through her hair as he held her head I place as she began to suck her son-in-law’s cock.

He stroked his fingers through her hair as he moaned.

“Oh god mum, that’s fantastic.”

She lifted her eyes and looked at him. He stared back into her eyes.

“Oh fuck mum, you are so hot.”

She cupped her fingers around his balls and gently teased them as she continued to suck his cock. She pulled it out of her mouth and flicked her tongue across the tip. He lifted his hips to push it against her mouth and moaned as her tongue flicked across the narrow slit, probing it, causing him to groan louder.

Sara and I watched this erotic sight as she stroked my cock steadily. I watched as I saw his hips begin to twitch, the recognisable sign of impending orgasm. Anne felt it too and she began to quicken the pace of her sucking. He put both hands on her head and held her in place as he began to fuck her mouth. It occasionally went so deep that she coughed occasionally. Then he gave one last thrust and she stared up at him as she felt his hot seed spill into her mouth. She moaned long and slow as he jerked and twitched as his cock spurted into her mouth and she milked every drop from him.

She held him in her mouth until he’d emptied everything into her. Then she licked his cock clean and slowly pulled it out. She stared up at him from between his thighs, he just stared at her, he was speechless.

She slid up beside him and kissed him. Her tongue transferring some of his cum into his mouth. Then she sat back onto the sofa and smiled at him. He still looked shocked. He just stared at her as if he didn’t know what to do next.

“My turn now lover.”

He took a few seconds for it to register then he slid off the sofa and knelt at her feet. He spread her legs and pushed her nightie up exposing her thighs and pussy to us all. She spread her legs as she lay back into the sofa and closed her eyes. A long moan escaped her lips as his fingers caressed along her inner thighs as he parted them. Then he slowly lowered his mouth and planted tiny, soft kisses onto her soft flesh. She writhed and reached out for his head as his hot breath swept across her pussy.

“Oh fuck Mark. Don’t tease me!” She begged.

I watched as he then flicked his tongue across her clit and she gasped and arched her back. He licked along her wet slit before plunging his tongue into her waiting hole. As he did she grabbed his hair and pulled his mouth onto her pussy and slid her legs over his shoulders and locked her feet behind him and pulled him to her.

As his lips made contact with her clit she cried out as he began to nibble it. Her moans intensified as he worked his tongue in and out of her pussy and licked around her clit. She lifted her bum off the sofa and pushed her pussy hard against his mouth.

As I watched, I reached around Sara who was laid in front of me now and I slid my hand under her dress and found her crotch. I slid my fingers inside her panties and found that her smooth pussy was wet. Her clit was hard and when my fingers caressed it she gasped and pushed herself back into me and moaned.

We both watched as Mark soon had his mother-in-law moaning and groaning under his mouth. He pulled her to the edge of the sofa and as he licked her, he slipped a hand underneath her and spread her cheeks. Then he slipped a little of his finger into her bum. She cried out in pleasure and thrust her pussy up into his mouth.

“Oh yes, you naughty boy, don’t you dare stop!”

As he licked her clit bringing her ever closer to orgasm, his finger in her bum moved in and out. Then it hit her, she was almost out of control as she thrashed about under him. She bucked wildly as she was hit by a massive wave of pleasure as a huge orgasm hit her.

She clamped his head between her thighs and thrust her pussy hard against his mouth as the orgasm ripped through her body. She humped her pussy up against his mouth, his teeth banged against her clit, but she didn’t care, the pleasure was so much. Eventually, her orgasm subsided and she started to calm down. As she did she slowly eased the pressure on his head as her legs relaxed and he slid up and took her in his arms and held her as she slowly recovered. They kissed as they lay in each other’s arms.

“That was awesome Mark, Rachel is a lucky girl, now I know why she made all that noise.”

A reference to when they were courting and she and her husband used to lie in bed listening to them make love.

He grinned, she smiled and told him to lie on the floor which he did. As he moved and got on the floor she slipped off her robe and her nightie and was naked. His cock was now hard once again and as I slipped a finger into Sara’s pussy, she moaned and we watched as Anne straddled Brian’s legs and held herself over his cock.

He held her in position as she reached down and took hold of his cock and guided it between her lips as she slowly lowered herself down onto her son-in-law’s cock. I could see clearly that his thick cock stretched her pussy lips as he forced his way into her tight pussy. She moaned and lifted her head to the heavens as she slid further and further into her as she sat down on his cock.

When he was inside she leaned forward and put her hands on his chest and began to ride him. He held her hips and thrust up to meet me. As they fucked she leaned over and lowered her breasts to him, he reached up and cupped them, his fingers played with her nipples as she rode his cock.

He pulled her breasts to his mouth and sucked on her nipples while she bounced up and down on his cock. As she slammed down onto him, she ground her pussy and clit into him, and I knew that neither of them would last very long like this.

Then she stopped and surprised us all. She told him to flip her, which he did. He managed to remain inside as they switched positions and he was soon on top of her and banging away for all he was worth. He was like an animal, he fucked hard and fast, and Anne loved it, and she came very quickly. She screamed out as she was overwhelmed by her second orgasm in such a short period. She coated his cock with her juices as her legs wrapped around him as he continued to pound into her.

He was grunting and groaning as she held onto him as he pounded her pussy which now made squelching sounds. Then he began to thrust harder and deeper and she clung onto him until he gave one last deep thrust then threw his head back and moaned.

“Oh mum, I’m ’gonna cum”

She hugged him. “Come for me baby, fill my pussy with your seed.”

He grunted and groaned as the first jet of cum splattered into her, the next coated her pussy walls as he continued to fill her pussy with his cum. He collapsed onto her, and they lay together on the lounge floor in a post-coitus embrace as his cock twitched inside of her spilling the last his warm cum into her eager pussy.

There was a short period of silence, the only sounds were their breathing and panting then Sara couldn’t restrain herself any longer.

“Fuck! That was so hot you two.”

I smiled at Anne who looked up at me. And then we began to talk about what we had just witnessed. I told them both that I thought that it was up there with the best that we had done. Anne sat up and crawled over to the TV and turned it on.

“I’m glad that you liked it. Now, this is the ending.”

I looked at the screen as it turned black, and then a few seconds later Anne and Sara appeared on the screen. Anne explained that they had recorder the ending for both Brian and me.

We watched as we saw Anne and Sara sat on our sofa.

“Thanks, mum.” Rachel said.

Anne smiled.

“Your welcome sweetie, but for what?”

She smiled.

“Everything, I know what you did for me, and I’m so grateful.”

Anne looked a little confused.

“Mark told me everything.”

Anne gasped as Sara took her hand and stroked her fingers across it.

“It’s okay mum, I’m just grateful that he came to you, and not some random girl, who by the way, I would not have been so happy about.”

Anne realised that she did know what she and Mark had got up to. She continued to apologise, but Sara wasn’t having it.

“Mum, what you did could well have saved our marriage, and I will be forever in your debt.”

Anne nodded.

“Well, it won’t happen again I promise you.”

Sara kept hold of her hand and looked into her eyes.

“Mum, I am going to have at least one other baby, so don’t say that.”

Anne stared at her then smiled.

“Okay then sweetie, anything for my girl.”

Anne turned off the TV and looked at me.

“The End.”

I grinned and applauded them.

“That was awesome you two. Well done. And you’ve left it open to return, nicely done. You’ve just raised the bar.”

Brian coughed and I turned to him. He nodded in the direction of Sara.

“Paul. I think my girlfriend needs your attention. I think that she is a little frustrated.”

Sara smiled at me, I looked at Anne she grinned. I smiled back.

“Okay, but I have a suggestion.”

I explained what I wanted and everyone was on board. Anne lay down on the floor on her back, her legs spread wide. Next, I got Sara undressed and she knelt between Anne’s legs and began to lick at my wife’s pussy as she knelt with her bum in the air.

I stripped and knelt behind Sara, my hard cock in my hand as I stroked it a few times before lining it up and pushing hit into her tight, smooth pussy.

She moaned as I grabbed her hips and began to fuck her hard. Meanwhile, she worked her mouth on my wife’s pussy as Brian looked on. Sara was moaned and cried out as my wife moaned and caressed her nipples with her fingers as her friend licked and sucked on her pussy and clit.

As I slammed into his girlfriends pussy I noticed that Brian was once again hard. I looked at him and nodded towards Anne who had her eyes closed as she enjoyed the sensation of her friend’s mouth on her pussy. He slipped onto the floor and knelt at her head. Anne’s eyes flew open when she felt his cock nudge at her lips. She looked at him and smiled, and opened her mouth as he pushed his cock in and she closed her lips around it.

All four of us were now involved in one large fuck-fest. Never in my wildest dreams could I have imagined this and it only spurred me on and I pounded my cock into Sara’s tight pussy. She too now realised what was happening and it seemed to spur her on too and she worked her tongue and lips into and over my wife’s pussy as she sucked her boyfriend’s cum from my wife’s pussy.

I came first and as I did I thrust hard and held Sara’s hips as I poured my cum deep into her pussy. I gasped and groaned as my cock jerked and spurted cum deep into her. I fell onto her back and as I recovered I reached around her and slipped my fingers across her clit and began to press on it and roll it as she panted and moaned as she worked my wife’s pussy.

Anne and Brian almost came together. Brian just beat her and he groaned as he spurted into Anne’s mouth. I stared as I watched her throat bulge as she tried to swallow his cum, but some leaked from the corner of her mouth and dribbled down her cheek and neck.

Finally, my fingers did their job and I felt Sara’s pussy contract around my softening cock as her body began to tremble and she fell onto my wife as her whole body shook as she came hard. All four of us lay there together for a while as we recovered and our breathing slowly returned to normal.

I was the first to move. I got up from behind Sara. I looked down. I could see that some of my cum had leaked out onto the carpet, as had some of Brian’s from both of his emissions. As Brian and I got up Sara and Anne were laid on the floor in each other’s arms. I looked down, it looked such a sexy sight and I was glad that the cameras were still rolling.

Eventually, we all got up. I poured us another drink as we started to clear up a little. We left the stains until the next day, they would wash out after all. We sat around and discussed our evening. The overall opinion was one of huge enjoyment and wondering about how we could top that, or even match it. When it came to sleeping arrangements, the proposal came from a surprising source, Sara.

“Guys. I hope you don’t think that I’m being too pushy here. But We’ve had a great night. The best. But I feel that whilst we are all getting on, Paul and I haven’t had much time together. So Anne, would you mind if, for tonight, you slept with Brian, who I know is missing you. And I got to sleep with Paul?”

I looked at Anne and could tell straight away that she very much liked the idea of sleeping with Brian. She nodded at me, and I agreed. So that is what happened. We all made our way upstairs, Brian and Anne to our bedroom, whilst Sara and I took the spare room.

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