The Cuckold's Conundrum

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I felt Toby's hands lift up the back of my petticoats, pull down my knickers, force my thighs apart and his body press against my bottom. Then I felt his great cock poke against my tight virgin arsehole. As he forced the head of his cock inside me I felt as though I was being cut. Then it was inside me and I almost passed out. He thrust in and out. At first it felt uncomfortable and suddenly it felt wonderful, painful but fantastic and I realised I was about to cum. Sylvia sensed the change in my breath as my mouth was pressed against her cunt. She relaxed the grip of her thighs and stroked my head, pulling my face up to look at her smiling down at me:

"Good boy, are you about to cum on Toby's cock? Yes. Do you like being fucked by his big man cock? Oh yes. Let your little dick squirt in your girly knickers,"

And I did. I came with the most intense orgasm I had ever experienced. Sylvia held my head and wrapped her legs around me as I gasped and cried. Toby carried on driving in and out of my arse but soon I felt his body tense and his breath change as he filled me with his semen. I felt the intensity of his orgasm. It was the first time that I had caused another person to cum during penetrative sex and it felt so good.

I cried in pain as he pulled out of me and felt my bowels open. I had to crawl to the toilet and stay there for a while.

When I came out I put my maid's uniform in the washing machine and put on some clean panties. Sylvia and Toby were already in bed. Sylvia called me in and moved over so I could get in next to her. We slept together, the three of us, wrapped in one another's arms.

The next morning I made us breakfast and we sat together.

Sylvia asked me how I felt after everything that had happened the previous night.

"I feel quite sore." I replied. Because it was true: I could hardly sit down and because I wasn't sure what she meant.

She laughed: "I bet you do. You'll get used to it."

"But that wasn't what I meant. I mean, wasn't it wonderful? We all got to fuck or be fucked how we like. We all got to be dominant or submissive or both. It was perfect. I think it's the answer to our problem."

I considered that. I said I could see what she meant but not how it would work.

She pointed at me and explained:

"You get to be your submissive small dick cuckold self which you enjoy.

"I get to dominate you, make you serve me, mock you, punish you and humiliate you. Which we both like.

"And Toby gets to fuck both of us. Which we all like."

I looked at her with excitement and desperation:

"But we're getting married soon. How will this affect our wedding?"

She kissed me and smiled:

"Oh, my darling little sissy fiancé; the wedding's going to be the best bit. Don't worry, I've got it all worked out."

And she did.

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AnonymousAnonymous5 months ago

Atleast she loves her husband,cuckholding ,very humiliating for husband who has small cock, all small cock man never to marry you know u never to satisfy your wife with your cock wife will alway stray seek others size matters

4yourpleasureiam4yourpleasureiam10 months ago

I so wish my wife had found a man like Toby who would have truly accepted me into their bed

AnonymousAnonymousover 1 year ago

Disgusting. Never marry the slut.

AnonymousAnonymousover 1 year ago

So pathetic that any man would want to be treated like this. “Silk night dress”? WTF?? Both the alpha male and the submissive sissy are gay, or at least bi. The level of disrespectful, demeaning and humiliating actions and words are NOT love; anyone who would treat another like this is seriously disturbed and anyone who would welcome such treatment is profoundly fucked up. These kinds of stories should have their own category and not be put in LW.

AnonymousAnonymousover 1 year ago

Love this so much. Wish I were her husband. 4yourpleasureiam

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