Raymond My First Man Pt. 01

"Darling I loved it when I felt your cock pulse and your first stream of cum invade my mouth, I felt like a woman. Thank you My Darling Raymond!"

He held me tightly against him as we basted in the glory of his orgasm. It was a wonderful feeling. We just laid against each other feeling each other's warmth.

"Joanne Darling, did you really feel like a woman as you sucked my cock?"

"Yes Darling I did, the way I am dressed, seeing my feminine hands holding your cock and balls and feeling you in my mouth was magnificent and so special. I so wanted to take it all in my mouth but you are so well endowed I could not My Darling, I am sorry!"

"No need to be sorry My Darling it was one of the best oral sex I ever had and I am so happy that you did it, and it makes me ever more ecstatic that I am the first to enjoy your first time sucking a cock and tasting cum! If we see each other regularly you will learn how to take me completely My Darling!"

He stood up and went to his bag, "Just give me a minute Darling."

I watched him walk into the bedroom and admired his beautiful body making me palpitate as I realised how beautiful and masculine he was.

He soon came back and as he walked towards me I looked at his beautiful cock and saw it was not as soft as before, I was amazed at how fast he could recuperate.

He took the bottle of champagne and refilled our glasses. He handed me my flute, easily recognisable by my lipstick, and sat down very close to me.

He raised his flute and our arms intertwined as we each brought our flutes to our lips.

"My Darling to celebrate your first time sucking my cock and making me cum, and hopefully for much more!"

We drank our champagne as we looked at each other lovingly and with desire. He took another sip of champagne and swirled it in his mouth, then he brought his mouth to mine and as I opened my lips to let his tongue in he let the champagne invade my mouth as his tongue followed, we shared a champagne kiss, it was so romantic and erotic.

"Oh My Darling Raymond it was such a wonderful kiss, I loved it!" And I lay my hand on his cock and felt him getting erect again.

"My Darling I love to share with my lover. Shall we go into the bedroom My Darling, I am sure we would be more comfortable!"

I smiled at him, knowing full well the meaning of his words and look. I blushed lightly as I bent to pick up my panties.

"Darling allow me to freshen up before!"

"As I started to put my panties back on he stopped me as he put his hand on my clit, "No My Darling let me appreciate your beauty!"

I kissed his lips and went to the bathroom.

Once in there I looked at myself in the large mirror, I refreshed my make-up and my lipstick, made sure my stockings were still taut and the seams straight, and refreshed my perfume, feeling somewhat sexy I sprayed some around my clit. One last look and I thought tonight is the night, I looked perfect. With some nervousness I shut the light and opened the door.

He had brought the candles in the bedroom and he was laying there half his body covered by the bed sheet. He looked at me with desire and so did I.

I walked seductively to the bed and lay down beside him, immediately he took me in his arms and kissed me passionately as his hands caressed my body and my clit. I returned his kiss and caressed him also.

He whispered in my ear, "Joanne you are so beautiful and sexy, my desire for you is so excruciating!"

"My Darling Raymond I am elated to hear those words, as tonight for the first time I felt like a woman when you came into my mouth, sucking your cock was a dream come true! I should have accepted your invitations years ago and reveal Joanne to you, or I should have awaken you that time when I walked into your room dressed in your mother's lingerie!"

"My Darling there is so much more I want so much more with you!"

I moved my stockinged leg to his crotch and I could feel his cock hard.

"Raymond My Darling, I know I can feel your cock so hard!"

And I kissed him passionately invading his mouth with my tongue as I caressed his cock with my stockings. I felt his hands on my clit and my buttocks, he was caressing me and one of his fingers went in between my buttocks and caressed lightly my rosebud. He caressed it slowly and I felt so good, especially when he put a little pressure and my rosebud quivered.

"Oh Darling you are aroused and your rosebud seems to love my caresses!"

"Raymond Darling you do not know what you are doing to me by caressing me there! You make my rosebud quiver from your caresses Darling!"

He slipped his other arm between us and caressed my clit.

"Joanne you must be quite aroused as your clit is so hard and leaking!"

He brought his hand to my mouth and placed his middle finger on my lips, "Lick it Darling let your saliva flow into it!"

I took his finger and licked it properly leaving my saliva on it. Then he brought it back onto my rosebud. He circled it and then slowly pushed it in slowly. I moaned loudly as he did so.

"Is it wonderful to feel like a woman Joanne Darling?"

And he pushed his finger deeper in my rosebud. "Yes My darling Raymond it feels so exhilarating! Give me more My Darling!"

He pushed it in deeper and started moving in and out as I moaned louder. Then he pulled out and brought two fingers to his mouth as he let his saliva onto them before resuming on my rosebud, I felt his middle finger go in and then the other one, I moaned loudly at his penetration of my body.

"Oh Joanne Darling, you are shivering, are you cold?"

Breathlessly I told My Darling, "No Darling it is from your caresses and your penetration of my rosebud it is so magnificent!"

"You are so tight Joanne Darling that is why it is so good, does it make you feel like a woman?"

I moaned at his words and his penetration of my rosebud, "I told you Darling I have never had any penetration of me!"

"I know My Darling you are a virgin, and I love being the first one to give you the pleasure of being penetrated, even if it is only my fingers."

"It feels so stimulating My Darling, please do not stop!"

"I do not plan to My Darling do you want more?"

"Oh yes Raymond give me more!"

I felt him insert another finger in my rosebud and I moaned loudly and shivered from the pleasure.

He kept penetrating me as he caressed my clit and I thought I was in heaven and kept moaning.

He was so expert at caressing my rosebud and clit.

"Joanne you are so beautiful as you enjoy my caresses, I love giving you that pleasure My Darling!"

"Oh My Darling is it so wonderful to feel you caress my clit and penetrate my rosebud, give me more My Darling?"

"Oh My Darling Joanne you want more fingers in you?"

"No My Darling I want more than fingers in my pussy-ass!"

"Joanne Darling tell me what you want in your pussy-ass!"

"Oh Raymond My Darling I want your cock in my pussy-ass!"

He plunged his fingers deeper in me, "You want me to make you a true woman My Darling?"

"Oh My Darling, yes I want to be a true woman!"

"Caress my cock Joanne; I want you to feel it!"

He let the bed sheet fall from his lower body and I saw his beautiful cock all hard. I noticed he had something around the base of his cock and I reached my feminine hand to caress it and feel what he had put on. It was made of leather and felt nice against his skin and to my touch.

I caressed his erect cock and what he had put on as I moaned at the pleasure of holding his cock in my feminine hand.

"Oh My Darling your cock is so hard and beautiful. What is it that you placed at the base?"

"My Darling it is a cock ring."

"Oh!"

"Yes My Darling it is to make me harder and last longer also. I think your first time should be special!"

"My Darling you are so thoughtful, I am sure that after all this time it will be."

I kept caressing his cock fascinated by his cock ring and how hard his cock was getting. "Darling your cock is even harder and more erect than when I sucked it."

"The cock ring does that by preventing the blood from coming out My Darling, and if I put my cock ring even tighter then it will be even harder and more erect My Darling!"

"But is it not painful for you My Darling?"

"No My Darling it just enhances my feelings and my partner's of being filled even more."

"Sounds wonderful My Darling, how tight do you have it now?"

"Since it is your first time being penetrated by a cock, I have it at the lowest My Darling!"

"I caressed his cock and cock ring, "Have you always used a cock ring My Darling?"

"Not at the beginning but since I discovered them yes and this one is the tamest one I have My Darling."

I was amazed at the effect of his cock ring, "What do you mean the tamest one My Darling?"

"I have some that will give me a most erect cock My Darling."

"Oh! Darling I am surprised by your hard cock and you say it can be harder and more erect if your cock ring is tighter?"

"Yes My Darling it is harder and more erect."

Still caressing his cock and him caressing my pussy-ass I whispered, "Darling, would you put it at the tightest?"

"Joanne Darling, it will be painful for you the first time, since you are a virgin and so tight, and if I tighten my cock ring, it will be even more painful for you My Darling."

"Is it not supposed to be painful for a woman the first time My Darling?"

"Yes it is but if I put it at the tightest it will be so much more painful for you My Darling."

"Darling do you desire to make me a woman?"

"Oh Joanne Darling, I do so and knowing I would be your first man would be simply magnificent! Do you want me to be the first and to take your virginity My Darling?"

"Oh My Darling I do but please make your cock as hard and erect as you can."

"Oh My Darling is that is what you desire I will do so but it will be more painful as I take your virginity!"

"It is all right My Darling be gentle and I am sure that I will enjoy you taking my virginity."

"I will My Darling, let me prepare myself and you!"

He got off the bed and took a tube of lubricant from the night table. He put some on his middle finger and then spread my buttocks to apply it to my rosebud and inside also. Then he looked at me lovingly as he re-tied his cockring and immediately I could see the change in his hardness and erection. He then took a condom out of his pants pocket. I looked at him and smiled, "Darling Raymond, please I want you natural in me." He smiled and put the condom away as he then applied some lubricant to his beautiful cock. As he applied the lubricant I could see his cock expand even more and I could feel my rosebud quivering.

As he walked back to the bed he looked at me with lust in his eyes and I did the same, he placed me on my back and got in between my legs, he opened my negligee and caressed my clit lovingly. He sensuously took each of my legs and raised them. He asked me to raise my buttocks and placed one of the pillows under them.

"Joanne Darling you are so beautiful and so desirable, I long for you!"

He moved in between my raised legs and I saw his wonderful hard cock looming to my rosebud.

"Raymond My Darling I want you, please make me a woman!"

"Joanne Darling I will!"

I felt his cockhead on my buttocks and shivered as I knew it was time for me to become a woman. He lowered himself and looked at me intently as I felt his cockhead contact my rosebud.

I put my arms around his neck and brought him close to me, "Yes Raymond Darling make me a woman, and it is long overdue!"

"Yes My Darling Joanne it is."

I felt his cockhead push against my rosebud and he kissed me passionately. I felt his cockhead penetrate my rosebud and it was a bit painful but as he progressed it became much more, but he kept kissing me passionately as he pushed his cock into me. I moaned in his mouth from the pain but also the mental pleasure of being penetrated. I felt his cockhead fully in me and it was wonderful, even the pain of my first penetration reminded me of my feminity.

I lowered my legs and put them around his waist, with my high heels I pushed his buttocks so his cock would slide in me. The pain was subsiding and it felt wonderful as I kept driving him into me with my high heels on his buttocks and he moaned louder as he delved into my pussy-ass.

I felt him penetrating me slowly and I felt myself being filled by his hard cock, my mind was in total feminine mode as I felt like a complete woman!

I brought my hand between our two bodies and felt his cock, it was not even half-way in and the largest part was slowly sliding into me, I moaned loudly as I felt the cock continue its journey inside my pussy-ass, it felt so wonderful to be a woman!

I felt his marvelous cock keep penetrating me and even though there was some pain it had subsided and the pleasure was now taking over, making me feel like a true woman. I felt his balls on my buttocks, he was fully in me.

"Oh My Darling Joanne your pussy-ass feels so good around my cock, you are so tight, it is wonderful!"

"Oh Darling I feel so feminine now that you are fully in me, it is wonderful My Darling Raymond!" And I kissed him passionately.

"Joanne Darling it feels so good to be inside you! And to know that you feel feminine with my cock deep in you!"

"I do My Darling and your cock feels so good in me, it makes me feel so womanly!"

"I am happy to hear that My Darling now to fully be a woman one more thing My Darling!"

"What is it my Darling Raymond?"

"Since you have sucked my cock properly now I must fuck you properly and leave my cum in you My Darling!

"Oh My Darling yes I so want you're cum in my pussy-ass!"

"You will My Darling, but I just want you to feel me fill you and get trained to my size." And he pushed it more even if he was completely in me. I moaned.

I felt one of his hand slipped under my bra and tease my nipple, it was so marvelous and I kept moaning from the pleasure.

I felt him pull out of me and my pussyass lips felt on fire. I moaned loudly as he slowly pulled out and felt my pussy burning.

"I know My Darling it is painful but it will go away soon trust me."

"Raymond My Darling I trust you and I feel the pain but it is also wonderful to finally feel like a woman!"

He kept pulling out of me slowly until only the head of his marvelous cock was in me. "My Darling I will make you a woman!"

He kissed me passionately and I felt him enter me completely in one plunge, it was painful but also wonderful. I screamed and moaned at the same time as he kissed me, his mouth and tongue shushing those. He started the rhythm of penetrating me slowly but deeply and soon the pain was replaced by enormous pleasure as he also fondled my nipples giving me sensations that I had never had before.

"Joanne Darling it feels so wonderful and sensual to penetrate you like a woman, I feel so manly and virile as I take your virginity My Darling!"

"Oh Raymond Darling, it is such a nice feeling to have, feeling you make me a woman I feel so feminine and yielding to your masculinity My Darling!"

"Joanne My Darling, I will make you a woman soon, and I will cum in your pussy-ass as a man should for a woman!"

I moaned at his words and then he kissed me even more passionately as he increased his rhythm of penetration, soon I felt myself dizzy with sensuality and sensations that were overcoming me and making feel like a true woman. I felt his cock plunging into me and it was so wonderful and erotic for me to have those feelings.

I suddenly felt My Darling plunging harder and deeper and grunting as his tongue danced with mine. My pussy-ass was on fire and I knew that he soon would complete my being a woman!

Even though I knew I was not a woman, I had all the feeling and sensations of a woman being made love properly. His fucking of me was so magnificent and so intensely passionate and dominating as he was taking over my whole body with his gestures and caresses.

He was plunging in me passionately as his glorious cock was now spasming and I could feel it, I know the time was close as his moaning was getting more sexual. He was about to cum into me.

I felt his cock expand and his cockhead swell as it delved deeply into my pussy-ass and his kissing became even more passionate, I held him tightly to me.

Then I felt it, his silver seed pouring into me it was so warm and wonderful as he plunged completely and let his seed fill me as his orgasm took over. And so did mine.

I had never felt like this before and I held him close to me with his cock deep inside me filling me completely with his seed.

He put his head on my shoulder and I felt his cock starting to soften, I caressed his beautiful hair and felt so satisfied and womanly finally.

We were both breathing hard and fast and it felt wonderful, I gently kissed his forehead as I realised what I had missed all those years.

He raised his head and looked at me lovingly; he kissed me with passion and then looked at me again.

"Joanne I have always wanted you as a man but now that I have discovered the woman that you are it is even more wonderful and taking your virginity was also magnificent, I have never cummed like that before, you are wonderful."

"Raymond My Darling, it was wonderful and you were so masterful as you took my virginity I loved it and to feel your seed flow into me was as wonderful as feeling it fill my mouth earlier. And you know that I loved to taste you My Darling!"

"Yes I know My Darling. And even thought it was painful for you; you were so special and marvelous. You gave me a special part of you and I am so grateful and feel so assertive as I took you and made you a woman!"

"Yes Raymond My Darling and to think that I could have lived that many years ago. I regret that I did not act on your invitations and tell you about Joanne or that I did not wake you up that night I was dressed in your Mother's lingerie and high heels. But maybe in those days it could have been a disaster and tonight was heavenly My Darling!"

"Yes Joanne, it was wonderful and I want more with you!"

"You do Raymond My Darling?"

"Yes My Darling Joanne, there is so much more for us, I am sure!"

"Oh Raymond My Darling, you think so?"

"Yes Joanne I do!"

I looked at him and kissed him passionately!

He returned my kiss and held me tight against him his flaccid cock still in me.

"Raymond Darling, I have always wondered every time you invited me what it would be like to be with you, but I was afraid of how you would react to me being a TV. I did not want to destroy our friendship. Often when I dressed and gave myself some relief I would think of you, and how you would be as a lover, tonight I found out My Darling!"

"Thank you for being so honest My Darling, and I also found the man I fantasized about even better as a woman!"