Sissy Weddings

I was curious if any sissy had done any of this or if it was a common sissy fantasy?

Not with the full ceremony, but I sometimes fantasize about being taken to bed in a wedding dress... In terms of the ceremony itself, maybe a quinceaños is more my thing...
 
Okay, girls, Simon came over last night for a date. It was spur of the moment, but as soon as I knew my girls were going to be sleeping over at friends' houses, I called him and he drove down, probably breaking speed limits the whole way. ;)

He had two surprises for me. He'd shopped at Frederick's of Hollywood and was wearing this under his pants and shirt: http://www.fredericks.com/Marilyn_Chemise/44572,default,pd.html but even more than that, he'd bought his first breasts. They weren't perfect (I wouldn't say that to him) but he was so turned on cupping them and caressing them inside the bra that was holding them... I'll have to get him set up with a good way or a good pair to adhesive to his chest so he can look better in the sexy outfits he tells me he wants to wear.

So he was very excited and I had to slow him down. We went to my bedroom and I made him undress me after he undressed to his lingerie. After he'd done that, I had him pleasure me with his tongue and lips which I happily drew out to about thirty minutes and several orgasms.

By that time, he deserved his reward. I held out the condom to him and didn't have to say a word. He put it on and jerked quickly until he came and filled it up with hot cum. He handed it back to me after I had my strapon on. I rolled up his slip-dress and pulled down his panties. I quickly lubed his bottom and placed the cock at his opening. I told him to push back on it at his own rate.

It took awhile (he isn't doing regular anal discipline so he doesn't open easily). But after a few minutes I had the pleasure of watching his ass descend down the thick shaft as he speared himself. I told him to fuck himself and held myself still. It was so hot watching him push back on my hard rubber cock again and again, hard! Exciting enough that I eventually grabbed his hips and began to fuck him.

He was whimpering in pleasure but coughed and asked for the condom back. I gave it to him and he pulled it back over the head of his cock. I sped up my fucking him and he quickly added another big load of cum into the condom.

I pulled out and made him kneel. I pushed the cock into his mouth a few times and then pulled out to leave the cock tip against his lips. I lifted the heavy condom over him and let the cum drool and splatter over his face. He lapped at it eagerly as I painted his face.

I sort of lost my aloof role and I knelt with him, licking the cum and kissing him, sharing it back and forth. It seemed like the most erotic and natural thing in the world to do with him.

We had intercourse a little while later although he had to stay in his lingerie as he fucked me. We used another condom and I had him swallow the last load all down after we were done. It was 2am when he kissed me and headed out to his car. I made him go wearing only his lingerie, knowing he'd love the thrill of it with very little chance of being seen.

such a lucky sissy ,what a lovely experience for both of you ,thank you for sharing .x
 
This is one of my big fantasies, the closest I've come to being a sissy bride is getting engaged although that didn't last. I have indulged my current boyfriend and a couple of exs by wearing bridal lingerie, I took it further recently with my current man by buying very pretty and sexy bridal lingerie from a specialist store and adding a veil before I went to another shop to buy a plain white dress that was close to a wedding dress but not quite there.

That sounds so sexy.
 
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