The Story of Elaine, Jackson and cuckold james.

Chapter Nineteen - Alana - Part Two

 

 Warning - this chapter depicts sexual intimacy between sissies.

 

"What the fuck is a Sissy, Alan?" I asked this pretty smiling blond standing in front of me.

"Alana please James," she replied.

"Okay! Alana it is. So what is it that qualifies you as a Sissy?" She tried to answer but I continued. "I always thought that Sissies were cowards basically."

"It can mean two things James. Coward - as you just said. Or it can mean an effeminate man."

His reply made sense, "You were never a coward Alana," I said in all honesty, "and you certainly were not particularly effeminate that afternoon you and I got in a punch-up with those Blackburn supporters."

She remembered that afternoon in Woolwich after we had just left the Charlton Athletic football ground after a match and got into a fight with the opposing team's supporters after the match. "Yes! I scratched one of their eyes out. Remember?"

"Oh that is rubbish!" I exclaimed as we laughed together, "You were swinging your fists like a dockside thug."

"Yeah! I remember!" she said, forgetting to behave in the way of the delicate little rose she was trying to be, "Bloody good fun weren't it." Alana had, without warning, reverted back to being Alan; I was confused and it showed on my face. Alana, realising her mistake, looked embarrassed and glanced sheepishly back at me from under her pretty eyelashes.

"I forget sometimes," she said sweetly, now back into character.

I didn't know what to say. I felt a terrible sense of loss. My best friend was moving away from me emotionally. He had taken a fork in the cuckold's highway that I knew wasn't for me. And to cap it all I felt a prickling in my eyes as tears formed.

"I'll still be your best friend James," she said, reading look of hurt on my face, 'Another one who can read my mind!', I thought as I stood in the kitchen feeling wretched, "I'll just be your Girlfriend that's all."

"What?"

"Oh sorry!" Alana exclaimed, "I didn't mean it like that, I meant that I will still be your friend, who just happens now to be a girl."

"The football season starts next week Alana," I said briskly, trying to break the gloomy mood, "so who am I going with? My best mate Alan; or my 'just happens to be a Girl' - Friend?"

"I told you James," she replied, "Football, Pub and Work - I shall be Alan. At home or with understanding friends - Alana. You are an understanding friend aren't you?"

"I am struggling Alan - a," I replied to this apparition in front of me, who I had to admit was making a very good job of being a very pretty young Woman, "but I have never turned my back on a friend - ever!"

"That's what Elaine said just the other day," said Alana, "so you won't mind giving me away on Sunday?"

I felt a sense of unreality as I took in the words she spoke in such a casual manner. "What did you just say? Giving you away? Who or what am I giving you away to Alan? Alana - sorry!"

"I thought Elaine and Jackson had told you," responded a clearly alarmed Alana, "Master Bruno, Maddie and me are undergoing a Polyamouric Marriage service at Mede Manor on Sunday. And I will become my Master's Cuckold Bride."

"What the fuck are you talking about mate?" I asked in a very loud, albeit confused tone of voice.

"Polyamouric means three people in ........" she tried to reply but I cut her short.

"I know what Polyamouric means Alana," I said, "but what do you mean by 'Cuckold Bride', please tell me that you are not going to be his 'Wife'."

"In every way!" Alana said meaningfully, "I shall wear his ring, share his bed with Maddie and, when he wants me, I shall be his Lover too. In every way James."

She looked searchingly at me but I could not respond. I was totally shocked and I fully understood what she meant by 'In every way'.

"On  Sunday James," she continued after waiting unsuccessfully for a response from me, "I shall have my hair done in the morning, put on my pretty white wedding dress and say 'I do' to all of the questions the vicar will ask me. The vicar, by the way, knows who and what I am; and he's happy to join us all in love."

The room went silent as, in my confusion and hurt, I could think of nothing to say - again. But when I did speak I realise now that I nearly lost the friendship of the very best and nicest person I have ever known. "I am not going to hand my best friend over to another man - dress or no bleedin dress!" I said grumpily.

Alana's face dropped as tears filled her eyes that remained wide open at my crass and stupid dismissal of what she now saw as her big day. And once again a painful silence descended in the kitchen. 

"Don't be so silly cj," came a lovely familiar voice from behind me, "of course you will. Alana is your best friend and she now needs you. Just two seconds ago you said that you never turn your back on a friend and now you are doing just that. Be the friend you say you are and accept the honour Alana wishes to bestow upon you."

Elaine has a way about her that can calm any storm and heal any wound; that is why I love my Wife and I guess that is one of the many reasons that her Black Lover Jackson had found in her exactly what he wanted in a Woman. Gentleness, kindness and all round good common sense.

I turned around to see Elaine, Jackson, Maddie and Bruno standing in the doorway - each of them with a concerned and compassionate look to their face. And I felt ashamed.

"In your mind cj," said Master Jackson, "Alana is still Alan. But you need to get your head around the fact that your friend has not changed one bit. It's just that she has changed the outer wrapping and has brought you in on the secret - that's all. She's put her trust in you; don't let her down."

"Jackson! Thank you!" said Maddie, "that was a very profound thought and was well said." Looking directly at me she continued, "You need to see her for who she is cj - not what she is."

It was Bruno who spoke next. "Alana my Dear," he said in a soft and caring voice that belied his shaven headed 'hard man' appearance, "why don't you show 'Captain Chivalrous' here just who you really are. Why don't you take your dress off."

Alana looked at Bruno in a way that I had never seen my friend look before; it was a look of love and trust. "Yes Master," she replied demurely, and then released the hook at the back of the dress which then fell to the floor. Stepping back from the crumpled material at her feet she stood semi nude in front of us all.

... she stood semi nude in front of us all.

 

There was an audible gasp from the five of us as we took in the vision of loveliness who stood before us - naked, vulnerable, beautiful and very desirable. At last I understood who my friend was wanting to be and just why Bruno would want such an exquisite creature in his bed; and I also fully understood just why I would never see my best friend as Alan again.

"Do you want to put your dress back on Dear," said Maddie; looking a little jealous at everybody's appreciation of her erstwhile husband.

"No Madeleine," replied Alana, "I would like James to undress too and stand before us all just like he made me do just now. And then I want him to kneel before me like the little cuckold slave that he is and apologise for being such an arse."

"I don't think ..." I was about to refuse his 'kind offer' but someone behind me changed my mind.

"Do it cj," said Elaine, "you have insulted your friend. You have to show remorse if you want her back. Do exactly as she says."

'Is this a set up? Am I being played?' I thought as I stood in that kitchen with everybody's disapproving eyes on me.

"Is this what you want Alana?" I asked the clearly indignant lady-boy standing impatiently waiting for my apology. She nodded her head without speaking.

I lifted my tee shirt over my head and then undid my shorts and allowed them to drop to the floor. Kicking them to one side I stood with my hands on my hips as if in defiance.

"And your Y Fronts cj," said Jackson who was distinctly holding back a laugh, as the others pursed their lips so as to not start giggling out loud.

I lowered my underpants to the floor and with my big toe spun the garment up in the air, caught it and then threw it onto the pile of clothes now building up in the corner. "There!" I said to all assembled in that room, "Satisfied? I'm bollock naked. Two little cucky boys standing in their birthday suits for their Masters and Mistresses amusement. You couldn't make it up."

"That's the first time I have seen you like this James," lisped Alana, looking directly at my little cage.

"That's the first time I have seen you like this James,"

 

"Ditto!" was my terse reply.

"Now come over here and kneel before me. And apologise to me please James."

I stood stock-still and unable to move. "I don't want to!" I replied, if a little petulantly.

"You must James," said Elaine quietly behind me. And by the tone in her voice and the use of my full name, I knew that this was a significant moment in my relationship with Alana and with my Mistress and Master Jackson. Elaine, as always had understood that a turning point in my own acceptance of my cuckoldry and my own sexuality had arrived, and she was determined that I would make the right choice.

The room was quiet - again - as the others waited for my decision. If I knelt before my almost naked friend and said that I was sorry for my snubbing of her invite then my own manliness would be called into question. But who was I kidding; any macho pretensions that I had ever had were now gone. They had been cast into the wilderness the moment I stood by that Watchtower on the beach just five days previously and looked on as Master Jackson had powered his thick dark manhood into my lovely Wife, and I had done 'diddly squat' about it.

"Okay!" I muttered as I stepped towards a wary Alana and stood before her, "is this what you want?"

She nodded in confirmation and then lowered her eyes to the floor to indicate where she wanted me to be.

I knelt before my friend and said nothing for a moment as I savoured the warm smell of her body and the sight of the pretty pink penis that was encased in plastic, right in front of my nose. Looking up at her, looking down at me I asked, "What is it you want me to say Alana?"

"Just apologise James!"

I gulped and felt uncomfortable at this sudden turn of events but I knew that I must do as I was bidden to do. "I am deeply sorry for what I said Alana." I muttered while looking directly at the plastic cage. I then looked up at that sweet face of hers and continued, "Please forgive me." The funny thing was, I meant every word of it; I was sorry and I suddenly felt that her forgiveness was very important to me.

"And will you give me away to my Master and Mistress on Sunday James?"

There was only one answer to that question and I felt a sense of shame at my previous stupidity. "Of course I will Alana. I am so sorry for insulting you." I replied while trying not to cry at the emotion of it all. 

"Prove it!"

"How can I do that?"

Alana moved forward slightly so the penis and its little cage were less than half an inch from my nose, "Kiss me James. Prove they are not just empty words. Show us all how sorry you really are."

I started to get up from my kneeling position, "If that's what you ...."

"Not my lips James," said Alana softly, "you know where."

I did indeed know where she wanted me to prove my sincerity; it was there in front of me encased in plastic. I had but moments to consider my position. Should I do this or should I not. After the previous night it wasn't as if I was unfamiliar with another man's penis and genitalia - but this was different. I had a decision to make.

"James?" She reminded me that she was waiting.

I had made my decision and, like the good cuckold slave that I had become, I leaned forward and made contact with the hard plastic with my lips.

"No! That won't do!" said a female voice behind me. It was Maddie who waddled over to us both with her distended pregnant belly preceding her, "That won't do at all! My Alana deserves a special kiss from her 'so called' best friend."

Her hand pushed my head aside and out of the corner of my eye I saw a tiny key between her thumb and forefinger. With a flourish she held Alana's penis in one hand and then inserted the key into the small padlock and released it.

"Are you sure Mistress?" asked an obviously concerned Alana as Maddie removed the sleeve, and saddle from the tiny balls and penis.

"You deserve a proper apology Alana. And you're going to get it." she declared to my best friend as her face now became red with embarrassment.

"You know what to do cucky boy," Maddie exclaimed looking directly at me, "show us you mean it."

I swallowed hard as I gazed upon the dainty little penis that had been released from its cage. It looked so fetching without its plastic coat on.

It looked so fetching without its plastic coat on.

 

Was it just hours ago that I had held Master Jackson's big dark rod in my hand, excited it and then took all of his seed in my mouth, on my face and all over my body? Had I demurred then? No! I had followed the rules, the 'Rules of Three' and had moved my sexuality seamlessly on under the supervision of my Wife and her Lover. But this was different; it wasn't Master Jackson for a start and nobody had guided my hand to places that they would not normally go.

The more I looked at Alana's little penis, the more I felt attracted to it. I felt my own penis harden in its plastic case as I recalled Master Jackson's words 'if in doubt - your penis don't lie.' There was my decision.

It seemed like hours to me as I pondered over my next move, but it was less than one second they told me afterwards before I leaned forward and made contact with Alana's 'little chap' with my lips. Her freshly washed smell once again filled my nose with a womanly aroma and the softness of the darker coloured glans felt delightfully sinful, so I allowed my lips linger on the velvety warm skin.

"I'm so sorry Alana," I repeated, looking up to meet her downward gaze only to lower my head again and kiss the soft round little 'helmet' once again. Lingering just a little longer this time.

"Can you forgive me?" I whispered as I opened my mouth and took the head of the penis onto the top of my tongue.

"Of course I can James," Alana replied as her hand made contact with the back of my head and eased my head further onto the cute, but now hardening, little penis.

I do not know where the expertise came from, perhaps I was born with it, but Alana told me afterwards that it was such an exquisite feeling I gave her down there that she would remember it for the rest of her life. That said, I knew right away that she enjoyed my hot mouth on her little rod because I could hear the moans and gasps as I worked my newly found skills.

For my part I was so wrapped up in my own rapture in giving her such a decadent and wanton pleasure that I barely heard her say, "I'm going to spurt James."

I didn't care! I was in a world of my own with this little manhood in my mouth. I hadn't realised just how much Alana  now meant to me and when the first spurt of salty semen hit the back of my throat I just swallowed it all. The next went down in the same way - as did all the others.

Eventually, the pink 'little man' subsided to its flaccid state and then popped out of my mouth and onto my chin. I was on my knees still but Alana still had a look of bliss across her face and was not fully in the same world as the rest of us.

"Oh!" I said as I was getting to my feet, "I suppose that I had better do a proper job of giving you away on Sunday. Now that we are friends again."

The tension disappeared from the room as we all erupted in loud laughter and my back was slapped by firstly Master Bruno and then my Master Jackson. After the laughter had subsided, Elaine, I noted, was looking thoughtfully at me and was obviously confused by what she saw in the man who was her husband. 'You started this Dear.'

Alana and I stayed in our undressed state for the rest of the evening (don't ask me why - it just seemed appropriate) and we all enjoyed the evening together, drank probably too much, and watched our Wives flirt outrageously with their Lovers. It was a wonderful evening and when it was time for our guests to go my, now fully dressed best friend, came to me and kissed me on the lips like a girl.

It was nice, I enjoyed it but even then I couldn't help coming up with a smart remark as she pulled away, "What was that tonight Alana? A Stag Do or a Hen Night?"

She joined in the laughter again as she descended the steps of our front door. "It was neither of those things James. It was an awakening! It was lovely."

I smiled at the person who had moved me in a way no others, including my Wife and her Lover, could. "I'll see you Sunday Alana."

She waved and was gone, in the car with Master Bruno and Maddie.

Closing the door, I turned to see Master Jackson and Mistress behind me smiling fondly back. "Time for bed I think," said Jackson.

As we moved together up the hall towards the stairs Elaine turned back towards me and said, "You and Alan have taken the idea of 'best friends' to a new level. Don't you think?"

"Her name is Alana, Mistress," I replied cattily.

Elaine looked amused at my response, but continued with her gentle 'prodding', "Will you and her be getting close and personal again cj?"

'Right! You asked for this."

"No Mistress. She will be a married woman soon. And it would be wrong for her to have relations outside of her own marriage. Don't you think?" I replied.

Elaine remained silent and didn't reply to my jibe, but her face looked as though she had been chewing on a wasp. Master Jackson on the other hand was chuckling to himself.

"Come on you," he said, turning to Elaine with a big smile on his face, "stop sniping at cj and let's get up these stairs and have some fun."

Elaine slipped her cool little hand into mine and squeezed it gently to let me know that she hadn't taken offence at my sarcasm and then released her grip to climb the stairs.

"And you 'Captain Chivalrous'," he called back to me - still smiling.

"Lead me to it Master ................ Jackson!" I replied.