Sissy

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Well, last night was divine. First encounter since the end of last year, so I was a bit nervous but needn’t have been. He sat on the sofa and I knelt in front of him. I was wearing a tight fitting dark blue evening dress, my white suspender tights, black boots and no panties. I began by licking the length of his cock, before taking him in my mouth. I felt him slowly grow and stiffen between my lips, the head moving deep in mouth as he twitched. He is about seven inches long and quite thick. I couldn’t get more than half of him in my mouth. But he clearly enjoyed it so much he quickly he stood up and led me to the bedroom.

He told me to lie face down, and he went down on my hot, tight opening. He loves doing this, and for me it’s the real start of submission. Being probed, prepared, knowing that he is getting more and more turned on in anticipation of taking me. I was aware just how very tight I would be, and wondered if I would be able to go through with it. He opened a bottle of lube and drizzled it between my soft, smooth cheeks, working a finger inside. I gasped and tried to relax. Remembering how full I felt when I had his cock inside me before, his finger felt so small in comparison. But I need a little preparation if I am going to be properly enjoyed. Another slippery finger, and I felt his urge building from the way he was pushing in right up to the knuckles. That was fine. My mind was only aware of my desire to be impaled on him, to feel completely full of his big, manly cock.

He pulled me up so I was on all fours on the bed, and he stood behind me. I felt the big head of his cock, which only a few minutes before had been nudging down my throat, pressing against me. I was so tight he had to slow down and get properly lined up. I smiled inside. He was so keen to feel my tight warmth on him, but my body seemed to be playfully resisting. And I knew that my body would soon completely submit and open up for him. He would open me up and touch me deep inside, and I would marvel at how my body deep inside would respond – all this from my desire to be made love to like a woman. Quite slowly but firmly – just how I like it – he eased in. One long, slow movement. I stifled a little scream, but still moaned and gasped. One of the pleasures of being a sissy is hearing the involuntary noises I make, and knowing how much it turns him on and makes me want to take me even more. My mouth open and my eyes closed, I tried to adjust to accommodating him as he rested inside me. Then he started moving.

God, I felt so full. That feeling of being touched, 360 degrees for seven inches, I love it. It feels so natural for me. All my movements and responses become feminine. I like it when he stays mostly in me, and pushes in until I can feel his body against mine. I love being taken from behind. It was amazing having his shaft holding me open, making my body open up, having him create that desire in me for more. He likes to make me hold my cheeks apart to show him how much I want it. I’m happy to oblige. Then he turned me over, opened my legs and pushed them back onto my chest, and was straight back into me. It’s more intense in this position. Very sexy, and I feel so submissive so like this. I could see his shaft plunging into me, and I feel helpless. I told him I wanted him to come inside me. I wasn’t sure how much more I could take. He told me he would come at the right time. He wanted to make sure that I left at the end of the evening with a lovely tingle inside, and that would take a bit more time.

He turned me over again, and took me in one of my favourite positions. I was face down on my front, and he was on top. God, he could have fucked me all night like that. It was wonderful. I felt so open, so relaxed, so intimately restrained by his weight pressing down in me. I felt him speed up, and after (how long? God knows, who cares?) I felt him climax inside me. Deep inside me he had his release. That’s what I wanted to feel. He stayed in me for while afterwards, as a glow of contentment spread through me.

I went home and had a couple of drinks and slept very well. I woke up this morning with a delightful sensation inside me, seven inches of sensation as though he was still there. I love that feeling. And I was ready to do it all over again. A morning fuck to start my day as a sissy. Well, maybe next time. I can still feel it. Delicious!
 
Well, last night was divine. First encounter since the end of last year, so I was a bit nervous but needn’t have been. He sat on the sofa and I knelt in front of him. I was wearing a tight fitting dark blue evening dress, my white suspender tights, black boots and no panties. I began by licking the length of his cock, before taking him in my mouth. I felt him slowly grow and stiffen between my lips, the head moving deep in mouth as he twitched. He is about seven inches long and quite thick. I couldn’t get more than half of him in my mouth. But he clearly enjoyed it so much he quickly he stood up and led me to the bedroom.

He told me to lie face down, and he went down on my hot, tight opening. He loves doing this, and for me it’s the real start of submission. Being probed, prepared, knowing that he is getting more and more turned on in anticipation of taking me. I was aware just how very tight I would be, and wondered if I would be able to go through with it. He opened a bottle of lube and drizzled it between my soft, smooth cheeks, working a finger inside. I gasped and tried to relax. Remembering how full I felt when I had his cock inside me before, his finger felt so small in comparison. But I need a little preparation if I am going to be properly enjoyed. Another slippery finger, and I felt his urge building from the way he was pushing in right up to the knuckles. That was fine. My mind was only aware of my desire to be impaled on him, to feel completely full of his big, manly cock.

He pulled me up so I was on all fours on the bed, and he stood behind me. I felt the big head of his cock, which only a few minutes before had been nudging down my throat, pressing against me. I was so tight he had to slow down and get properly lined up. I smiled inside. He was so keen to feel my tight warmth on him, but my body seemed to be playfully resisting. And I knew that my body would soon completely submit and open up for him. He would open me up and touch me deep inside, and I would marvel at how my body deep inside would respond – all this from my desire to be made love to like a woman. Quite slowly but firmly – just how I like it – he eased in. One long, slow movement. I stifled a little scream, but still moaned and gasped. One of the pleasures of being a sissy is hearing the involuntary noises I make, and knowing how much it turns him on and makes me want to take me even more. My mouth open and my eyes closed, I tried to adjust to accommodating him as he rested inside me. Then he started moving.

God, I felt so full. That feeling of being touched, 360 degrees for seven inches, I love it. It feels so natural for me. All my movements and responses become feminine. I like it when he stays mostly in me, and pushes in until I can feel his body against mine. I love being taken from behind. It was amazing having his shaft holding me open, making my body open up, having him create that desire in me for more. He likes to make me hold my cheeks apart to show him how much I want it. I’m happy to oblige. Then he turned me over, opened my legs and pushed them back onto my chest, and was straight back into me. It’s more intense in this position. Very sexy, and I feel so submissive so like this. I could see his shaft plunging into me, and I feel helpless. I told him I wanted him to come inside me. I wasn’t sure how much more I could take. He told me he would come at the right time. He wanted to make sure that I left at the end of the evening with a lovely tingle inside, and that would take a bit more time.

He turned me over again, and took me in one of my favourite positions. I was face down on my front, and he was on top. God, he could have fucked me all night like that. It was wonderful. I felt so open, so relaxed, so intimately restrained by his weight pressing down in me. I felt him speed up, and after (how long? God knows, who cares?) I felt him climax inside me. Deep inside me he had his release. That’s what I wanted to feel. He stayed in me for while afterwards, as a glow of contentment spread through me.

I went home and had a couple of drinks and slept very well. I woke up this morning with a delightful sensation inside me, seven inches of sensation as though he was still there. I love that feeling. And I was ready to do it all over again. A morning fuck to start my day as a sissy. Well, maybe next time. I can still feel it. Delicious!

Fabulous sweet girl! :kiss:
 
Well, last night was divine. First encounter since the end of last year.....

carolyn, what a lovely and sensuous telling of your experience. If you don't already have some hot erotic stories posted, you need to write some! Really a wonderful use of the written word to bring us all into an intimate moment in your life ~ ;)
 
carolyn, what a lovely and sensuous telling of your experience. If you don't already have some hot erotic stories posted, you need to write some! Really a wonderful use of the written word to bring us all into an intimate moment in your life ~ ;)

You're welcome, sweetie. It's nice that a few discerning folk have enjoyed my photos and my tale of last night (already seems long ago). I'm here to give pleasure!
 
Carolyn, Thank you for sharing you experience. You capture it so well with you words. As others have suggested, you could write well enough to craft stories for Literotica. Thank you so much.

Hugs, Jenna :heart:
 
I am not fake. There was a misunderstanding in a pm. I apologize and meant no disrespect. This is new to me so I'm on unstable ground here. But I am certainly not fake
 
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