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The Dilemma

Diary Entry: November 2018

Things had been a little hectic since the summer, and our thought began to turn towards Christmas and our plans for the holiday period, which would make it tricky to fit in a get-together, what with our families, who usually visited at that time of the year.
We heard from Becky a few days after Sara’s birthday, she said that Erin had not stopped talking about that night and Becky had tried to calm her down, without much success.
“She wants to know if you and Paul would ever want to see her again, well, us, on your own?”
Anne told her that we would love to, as she was sure would Brian and Sara. Becky said that of course, they liked Brian and Sara.
“But we would prefer to visit you if that’s okay?” She asked.
To which Anne, of course, replied that it was.

Our thoughts turned to our next get-together. We’d done so much of late, and introduce new people in the shape of Becky and Erin, that Anne and I wanted to get back to basics, just the four of us.
We had dinner at Brian and Sara’s house on Friday and we brought up the subject of our next meet. We threw about various scenarios that the four of us could take part in, but none of them seemed to hit the mark.
We were well into the strong stuff, he had brought out the malt whiskey and Anne and Sara were sat together on the sofa. Brian and I could see them whispering to each other, eventually, I could stand it no longer and I called them out.
“Ladies, come on, what’s so secretive? Tell us!”
They glanced at me, and then at Brian.
Anne took control and sat up and looked at us both in turn.
“Okay, guys. Here’s the thing. Sara and I have done everything that you have asked of us, and before Sara, I have done stuff that I hadn’t even imagined was possible for me to do, correct?”
We nodded, and I began to have an increasingly bad feeling about what was about to happen. Anne continued.
“Sara had just had two huge strippers and too what was the biggest cock that I am ever likely to see. And whilst we both enjoyed it immensely, we both noted, that you guys did too, you loved to see it didn’t you?”
Again, we nodded. I glanced at Brian, I tried to get his attention to warn him, but he just stared at Sara. Anne smiled.
“How many times have you both watched us together, and us with Erin, and Becky? We both know how much you love to see us with other women, and each other.”
I glanced again at Brian and I noticed his expression change, he was realising where she was going as she nodded to Sara.
“Sara and I aren’t going to beg you, we’re not even going to ask you. We are going to tell you what we would love to see, and whether you do it or not is entirely up to you both.”
I gulped and looked at him, he wasn’t so cocky now, he looked nervous as Anne explained that they didn’t want some fancy role-play. They wanted a simple foursome, where we all fucked each other, and Brian and I gave each other orally.
When she was done she sat back and they hugged each other as they looked at our faces, we must have looked a picture. Brian looked at Sara.
“But honey?”
She stopped him.
“We aren’t talking about it, we’re not going to discuss it. It either happens, or it doesn’t. We’re not going to threaten to withdraw our cooperation, nothing like that. You will either do it for us, or you won’t.”
I stared at him. ‘Very clever. Put it all on us. If we don’t, then we don’t care about you, or what you want. Very devious ladies.’ I thought.
I glanced at Anne and opened my mouth to say something she smiled at me and shook her head. I stopped and looked at Brian. He got up and looked around.
“I need a drink, a large one, Paul?” He asked.
I nodded and followed him into the kitchen.
He turned to me, his face filled with panic. I stopped him.
“Not here, not tonight. We’ll talk about it later.”
He shook his head.
“Giving you a wank was one thing, but a blow-job, fuck!”
He poured two large drinks and handed me one. I nodded.
“Think yourself lucky!” I said.
“Lucky?” He replied.
I nodded.
“Yeah, Have you seen the size of your dick?”
He laughed, we both did, but they were nervous laughs. We returned to the ladies, and despite numerous attempts by us to talk about it, they refused and changed the subject.
That continued when we got home. As we undressed for bed, I tried to talk to Anne about it but she was adamant.
“I’m not going to ask you, Paul. I want you both to want to do it.”
I sighed as I slipped into bed.
“And if we don’t?”
She said nothing, just gave me a look that was worse than any words, she would be disappointed in me. Damn!

I met Brian for lunch on the following Monday and he was still nervous about their proposal. Like me, he had tried to engage Sara in a discussion about it, but she had flatly refused to do so, and he too got the ‘look’.
“I’d rather she screamed at me than be disappointed in me.” He moaned.
I agreed with him. We got a table in the corner, where no-one could hear us talk and we began to discuss our dilemma. As we talked it was clear that neither of us had a clue what to do, but we both knew that we somehow had to get ourselves used to the fact that it was going to happen.
Despite what we both thought, we knew, that to refuse would be so hypocritical of us that it might jeopardise the future of our little arrangement. They were right, they had done everything that we had asked of them, and we both had to admit that we had enjoyed watching them together, and with Becky and Erin.
I looked at him.
“How the hell can we say no to this having watched them on so many occasions mate?”
He shook his head.
“We can’t. I know it. But mate? You realise what these means don’t you?” He looked at me. I sighed and lowered my head.
“I do.”
We talked some more and started on our second drink.
“Brian, what exactly are we worried about. We’ve both tasted each other’s cum haven’t we?”
He nodded.
“It’s not just that Paul, it’s the thought of having you, in my mouth.”
I could see her fingers tremble as he spoke. I smiled.
“We’ll need to get drunk.” I laughed.

I managed to keep the thought of my best mate and me out of my head until the weekend, which was the weekend before we were all due to meet up again. Anne and I were on the sofa watching TV on Saturday evening when I tried to raise the subject again.
“Anne, about what you suggested?”
She shook her head.
“I’m not discussing it, Paul. If you don’t want to do it, then fine. But I’m not talking about it.” She replied, not turning her head from the screen.
I sighed. ‘What the hell are we going to do? They are right, we love to watch them. But how the hell am I going to do it?’ I thought as I returned my attention to the movie.
Brian and I met for lunch twice more during the following week to discuss our options. We knew that we had the option to ignore their request, but both of us knew that, whilst there would be no pouting, or arguing from our women. We knew that something worse would be thrown at us, disappointment. And as we parted after our final lunch of the week we had decided what to do.

As we prepared for the arrival of Brian and Sara on Saturday I could sense that Anne, though she wasn’t saying anything, was trembling with anticipation. I couldn’t work out whether she thought that we’d do it or not, but I knew that she was aroused at the thought. I just hoped that we’d made the right decision.
When she was ready I stared at her, she looked gorgeous. I had noticed that ever since we had started this thing with Brian, she had slowly blossomed into the beautiful, sexy, mature woman that stood before me. Her dress was beautiful and was perfect for her figure, her eyes sparkled and as I took her in my arms and kissed her I knew that I had never been happier with us. I was more in love with her than I had ever been.
She looked up at me, her eyes were filled with excitement, I knew that she was desperate to know what we’d decided, but she wouldn’t ask. I smiled at her.
“I love you,” I said and we walked downstairs to wait for them to arrive.

We had a lovely dinner. Brian confirmed that Sara was also excited and aroused.
“It was all I could do to keep my hands off her,” He told me.
We put on some music, we danced, with our partners at first, and then we switched. As the night passed I could feel the tension in the room rise, the sense of anticipation was palpable. Finally, I glanced at Brian, he nodded and I took Sara’s hand and headed for the stairs. Brian had Anne in his arms, and they kissed, then followed us out.
The cameras were all set up in the bedroom, I turned them on as I entered and when we were all inside I turned and started to unzip Sara’s dress. As Brian started on Anne’s dress she could hold it in longer.
“For god’s sake guys. I’ve got to know. Are you going to do it or not?” She blurted out.
I smiled at Brian who smiled back. Then I turned to Anne.
“That, my dear, would be telling. And as you said. You didn’t want to know in advance, and wouldn’t ask us about it.”
She looked at me, her face was flushed, her pupils dilated and her nipples hard. I smiled and continued to undress Sara.
Were all soon naked and I stared at Sara and Anne. They both looked so beautiful, and sexy. I smiled at Anne. She had started to thin out and trim her pubic hair, I think as a result of spending so much time with Sara, who was shaved smooth. Both Brian and I were hard, out cocks leaked pre-cum, Brian’s more than mine.
“Okay ladies, we had a meeting!” I announced.
“And it was decided that Brian and I would grant you your wish.”
Anne gasped, and they glanced at each other. I continued.
“However, we will need some help.”
Both of them nodded eagerly. I explained what we wanted and that I had decided to go first. I thought that if I got it out of the way, then it would be done, and if it was terrible and Brian chickened out, then at least I’d done my bit, selfishly.
Brian lay down on the bed. I could see that his legs and hands trembled as he got onto his back. Sara lay down beside him and kissed him, her job was to distract him whilst Anne and I got into position either side of his legs.
Anne put her hand on mine, she could feel my fingers shake. I stared at her, she smiled.
“It’ll be fine.” She whispered.
I nodded nervously as she took his cock in her hands and stroked it slowly. He moaned as Sara leaned over him and kissed him. We’d agreed that if we got as far as getting each other to orgasm, it was our choice whether to pull off or let each other cum in our mouths. And as for swallowing, that too would be a last-minute decision.
Anne showed me how she did it and lowered her lips over his cock. He moaned and moved his hips as she expertly slid her lips along his hard shaft. Then she pulled it out and licked the tip with her tongue. I stared at her, I couldn’t promise to do that, but I’d give it a go. She looked at me, it was time.
My hand shook as I reached out and she helped me and wrapped my fingers around his shaft. He groaned, he knew that they were my fingers. I stroked it a few times and glanced at Anne. She beamed at me and nodded. I rolled my eyes and leaned forward and stared at the huge mushroom head of his cock, it looked enormous close-up. As I slowly moved closer I could smell it. I hadn’t retched yet, so far so good.
I parted my lips and I could see my fingers shake as I lowered them over the massive head and I felt it brush my lips. I hesitated, then closed my eyes and lowered my lips further down and felt it slide into my mouth.
I closed my lips around it and let it settle. I heard him groan and when my tongue accidentally flicked across the tip of his cock he gasped. Sara had stopped kissing him and she and Anne stared at me as I slid my mouth further down his cock. Anne leaned in close and whispered instructions to me as I began to slide my mouth along his shaft. I felt the head brush across my tongue, I couldn’t seem to get it out of the way and as I moved my head along the shaft my tongue automatically licked the shaft.
He moaned and I felt his hips move against me. He wasn’t trying to get away. He was pushing into me. The bugger was enjoying it! I opened my eyes and glanced at Anne. She had a huge smile on her face, I looked up to Sara, she too was grinning at me. Brian had his head on the pillow and stared at the ceiling, he couldn’t look, and I didn’t blame him.
Anne leaned in close and whispered that she loved me. I looked at her as I bobbed my head up and down his cock. ‘You damn well better had’. I thought as I sucked my best friend’s cock. As I moved my head up and down I began to get accustomed to it and it didn’t feel as disgusting as I thought it would. I couldn’t say that I enjoyed it as much as eating my wife, or Sara, but up until then, it wasn’t too bad.
I felt him start to move against me and push up to meet my mouth, and I knew, from personal experience, that he was close to coming. I had a decision to make. Anne recognised the signs too and she whispered into my ear that if I didn’t want to swallow, then she would take over. I shook my head, I had another idea.
I kept going and began to work harder as I sucked on his cock and my tongue licked along the shaft. Suddenly I felt him tense, I heard Sara gasp.
“Oh god, he’s going to cum!” She whispered.
Anne was almost touching my face with hers, she was that close. Then he groaned and thrust up and I felt the first spurt of cum shoot out and into my mouth. I gagged but managed not to spit or choke. I kept my mouth on his cock as he spurted again, and again into my mouth. I held his cock as he emptied himself into me, and then when he was done I lifted my head and grabbed Anne and kissed her, as I did I pushed his cum into her mouth. She moaned as she took it and she swallowed it as we kissed passionately as Sara and Brian both looked on.
When we broke from our embrace, both Brian and Sara stared at us.
“That was the most erotic thing that I have seen Paul. Wow.” Sara exclaimed.
I looked at Brian, he stared at me.
“Well say something!” I said.
He took in a big breath.
“That was different.”
We all laughed and then started to talk over each other as our excitement spilt over. Anne held me in her arms.
“I love you, Paul. Thank you. I didn’t think that you would do it.” She whispered.
I kissed her.
“Anything for you.”
She raised her eyebrows.
I sighed.
“Oh come on Anne.” She grinned.
“I’m teasing you, that’ll do. For now.”
I rolled my eyes.

After a rest we switched positions, it was now his turn. I was still hard, which had surprised me, I had imagined that once I’d done it and it was my turn then I might lose my erection, but I hadn’t. I didn’t know what that meant, but as I lay down, I too, trembled. Like Sara, Anne lay beside me and we kissed. She stroked her fingers through my hair and whispered to me.
“Just close your eyes and imagine that it’s me, or Sara doing it. And I need you to know that I am so honoured that you’d do that, just for me. It was so hot.”
I moaned and closed my eyes as I felt a pair of lips slide over the head of my cock and felt the warm wet sensation of a mouth as it slid along my shaft. I could tell by the soft touch that it was Sara, and as Anne did, she showed Brian how to do it. Anne resumed kissing me and I slid my hands around her neck and pulled her to me and pushed my tongue into her mouth. I needed a distraction, and there was none better.
I felt the mouth slip from my cock, then after a moment’s hesitation, I felt what I knew to be Brian’s fingers around my cock. Then I felt his breath on the tip followed by his wet mouth as it closed over the tip and he slid it into his mouth. It was so different to either Anne of Sara, and I couldn’t stifle a moan as he slid his lips along the shaft and I felt him start to suck me, as he slid his mouth along my cock.
I pulled Anne to me as I twitched in reflex and my cock pushed up towards him. He responded as he slid more of me into his mouth, much more than I managed of him and he started to bob his head up and down. I couldn’t help it, I moaned as he worked his lips along my shaft and my wife pushed her tongue deep into my mouth. I could hear Sara encourage him as Anne moaned as we kissed passionately.
I heard Sara tell him that I was close, and I was. That focussed Anne and she stopped kissing me and stared at Brian. I didn’t want to look but was drawn to it and I raised my head and saw my best mate knelt at my side, his hand around the base of my cock and his lips fixed firmly to the shaft as he moved his head up and down. I could feel his tongue slide along the shaft and watched as Sara stroked his head and encouraged him.
Eventually, it happened, it was all too much and I started to gasp and my hips humped up at him instinctively. Anne grabbed my hand and squeezed it.
“Oh god Paul, you’re going to come.” She whispered.
I tensed, I was. I clenched my teeth as I felt it rush towards me then I cried out as I exploded and shot my cum into his mouth. He groaned when he tasted the first spurt and then he held his head still as I continued to spurt my cum into his mouth as my cock jerked inside.
Like I did, he held my cum in his mouth until I was done, then Sara grabbed his head and pressed her lips hard against his and sucked the cum from his mouth. They fell onto the bed in their embrace as Anne fell on top of me and kissed me so hard.
Eventually, we all calmed down and were all sat on the bed and we stared at each other. I looked at Anne.
“Is someone going to say something?” I asked.
She beamed and looked at Sara.
“That was awesome guys. Thank you so much!”
Brian and I smiled. I glanced at him, he shrugged.
“It wasn’t so bad. Not something I want to repeat in a hurry, but if it kept the women happy?” He said.
I nodded at Anne and Sara.
“It did that!”

We took a break and got a drink. When we returned we decided that for the rest of the night we’d do a simple swap. It had been some time since I’d spent the night with Sara, alone. So after I kissed Anne goodnight, I left her with Brian and I took Sara into the spare bedroom.
I loved seeing Sara naked. She had a great body, different from Anne in so many ways. We kissed almost as soon as the door was closed and I felt my cock harden again. She pressed her body against mine and I could feel her nipples press into me, she was aroused. I stroked her hair and looked into her eyes.
“Did you enjoy the show then Sara?” I asked.
She nodded.
“You don’t know how long I have wanted to see that. Thank you, Paul. Honestly? I didn’t think that you would go through with it, nor Brian.”
I stroked her face.
“Are you kidding? He will do anything for you, you do know that don’t you?”
She bit her lip and nodded.
“Before we start, can we talk?”
I looked at her, she looked serious. I nodded.
“Of course. Come on, let’s sit.”
We sat on the bed and I held her hand as she fidgeted with her nails. I turned her head to look at me.
“Come on, what is it? Are you and Brian okay?” I asked, worried that there were problems between them.
She nodded and I noticed tears in her eyes. I hugged her.
“Hey. Come on now, what is it?”
She looked at me.
“He’s asked me to marry him.”
I stared at her. I was surprised, not that he wanted to marry her, but that he’d asked her. It must have taken him a lot of thought and courage. I know how he thought, and he’d have thought that he was disrespecting Dianne. I hugged her.
“And you don’t want to?” I asked.
He stared at me.
“Are you kidding? Of course, I do.”
I looked at her, I was confused.
“So what’s the problem?”
She sighed.
“I’m worried how his family will react, and to be honest, how you and Anne will react. Also, I can’t replace her, she was perfect for him.”
I stroked her face.
“You wouldn’t be replacing her Sara. Far from it. And as for me and Anne. First, it has nothing to do with us. And second, Anne will be delighted for you, trust me.”
She looked at me, “But?”
I stopped her. I got up and banged on the wall between the two rooms.
“Hey! Have you two started yet?” I shouted.
A few seconds later Brain replied that they hadn’t.
“Okay! Hold on, we’re coming in.” I yelled.
I took her hand and led her to their room. When we entered, Anne looked flushed, they had clearly started but were still in the foreplay stage, I smiled at her as she stared at me wondering what I was up to.
Sara looked nervous. I looked at Brian and told him to stand up. He looked back with a ‘what the hell are you doing?’ look on his face, but he stood. I let go of Sara’s hand and sat beside Anne.
“Okay, Brian. Ask her?”
He looked at me like I was talking a foreign language.
I smiled.
“Ask her again. I think that she has an answer for you now.”
Anne nudged me.
“What’s going on?” She asked.
I told her to watch, and wait.
Brian twigged and looked at Sara, she bit her lips nervously and nodded. He looked at me and Anne and smiled. He turned back to Sara who stood naked, in the middle of our bedroom and he dropped to one knee. Anne gasped as she realised what was going on. He took her hand and looked into her eyes.
“Sara. I never thought that I would find someone who would make me feel the way that you make me feel. You’ve given me back my life, my will to live, and I want to share my life with you. Sara Timmons, will you marry me?”
Anne held her breath and Sara looked down at him, tears fell onto her cheeks and she nodded, then cried out. “Yes. Yes. Of course, I will marry you.”
He stood up and they embraced and kissed. Anne squeezed my hand and turned and we kissed. Then she got up and rushed to her friend and they embraced. I stood and walked to Brian and shook his hand.
“Congratulations mate.”
He smiled.
“I don’t know what you said to her Paul, but thank you.” He slapped my back gently.
“Me? I did nothing, she knew all along that she wanted to marry you. She just needed a little reassurance that’s all.”
Anne hugged Brian and kissed him. I decided that we could delay our bedtime and we needed a drink. I went down and brought up the only bottle of sparkling wine that we had and we opened it and toasted the happy couple as all four of us sat on our bed, stark naked, and it felt as natural as it could be.
After we finished our drink we decided that the happy couple should celebrate together, so we switched again. Anne and I lay in our bed and listened to them make love, loud, passionate love before she and I made our love before we fell asleep. It had been a wonderful, and memorable night, for many reasons.

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