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Riley Gendreau
Riley Gendreau

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My Second Valentine's Day (Uncensored)

So it’s been one whole year since Valentine's Day  2023. The one where your best friend Chloe and you spent the day together because we were both single. You both had a bit too much to drink and Chloe asked you if you’d like to sleep with her tonight.

Being drunk yourself, you decided to take her up on spending the night together in bed. She brought you to the bedroom, gave you a strange pill to take, and you showered. You entered the shower as a man but left a very busty and sexy woman.

You figured it was her kink and decided to go with it. That night she made a woman out of you and dominated you completely. It was an amazing night, one you still think about to this day. When you woke up the following morning, Chloe told you the changes were permanent.

You were stuck as a woman for the rest of your life. It was a hard adjustment at first, especially with how big your breasts were. They weighed so much and caused you a ton of back pain. You also had to learn about your new body and adjust to how men treat you.

You had to buy new clothes, change your name, and deal with periods each month. Lucky Chloe made you another promise. She told you you wouldn’t spend another Valentine's Day alone, and that was because she planned to make you hers.

You two started dating the very morning you found out you were stuck like this. From there she helped you every step of the way. She taught you how to measure for bras, she helped you pick out new clothes including panties, dresses, and many skirts.

Then during your first period, she taught you everything you needed to know about pads and tampons, how to use them, and several methods she uses to help relieve the cramps and pain. Of course, she also fucked your brains out nearly every night.

She basically became a dominant mistress, and whenever you two were alone, you were to obey her every command. You’ve had every hole filled, and you've been fucked on every surface of your apartment.

You even learned how much you love to have an inflatable buttplug inside your ass. Overall, becoming a woman for the rest of your life seemed to have paid off in your favor. You’re hot, have a hot girlfriend, and get laid all the time.

That brings you to today, the anniversary of it all. You wanted to do something special for it, so you talked to Chloe and told her that. You told her tonight's sex could be as wild and crazy as she wanted, and you would go with it.

She smiled, asked if you were sure, and then ran out of the room once you confirmed. She disappeared for a while. A couple of hours later you received a message to drive to a specific hotel and go to a specific room number.

When you arrived, there were a few candles lit, along with a note from Chloe. It told you to undress and get on the bed and wait. Not wanting to disobey your mistress, you got naked climbed on the bed, and played around with your breasts to get yourself excited.

Ten minutes later, Chloe walked in wearing a full-body latex suit, with high-heeled boots and she was holding a flogger. You smiled when you saw her and eagerly awaited her commands. She walked over to you and unzipped her crotch.

She told you to use your tongue and you knew exactly what that meant, so you went to work. That’s when she used the flogger to whip your ass. She called you a bad girl and told you to do better, so of course you did.

You knew though, you weren't actually doing it wrong, she was just using it as an excuse to whip you, so it happened several other times, but you didn’t care, each hit sent a wave of chills and pleasure throughout your body.

By the twentieth hit, you were bright red, moaning quietly and drooling all over your massive breasts. You wanted to beg for release and Chloe released that and moved away from you. She told you it was time to reward you, and you were excited.

She left the room, which was a bit confusing since you were in a hotel room, but you waited nonetheless. A minute passed and she returned, but she wasn’t alone. There were several very large handsome men wearing tight latex suits similar to hers.

You went to ask what was going on, and she ordered you not to speak. She then began to explain what was about to happen. For the last year you’ve only played with her and toys, not once had you ever experienced a real cock, and Chloe wanted to change that.

So these men were going to fuck you in every hole, all while she watches and orders everyone around. You gulped, you were nervous, but because you already aroused yourself, you were a bit excited to be used by these men.

Chloe orders the men to unzip their cocks and start stoking them to stiffen them up, and to stand around you in a circle. They did so without question, leaving your view filled with cocks, none of which were smaller than seven inches.

After about a minute Chloe said she would be easy on you and start slow since it's your first time with a man. She picked the smallest guy and walked over to him. She slipped a condom on his cock and ordered him to stick his cock inside you slowly.

He approached you from the front and you spread your legs. He pressed the tip of his cock against your vagina. Chloe whipped the man's ass and said a bit faster than that. That’s when he started pushing his cock into you.

Your breathing had become slightly heavier, and you had big dildos inside you, but their plastic feeling was nothing compared to the real thing, even with the condom on. Once he was all the way in she looked over to Chloe.

She looked at you and asked you if you were ready. You nodded and she gave the man the go-ahead to start fucking you. He grabbed your hips and began to thrust himself in and out of you even managing to hit your sweet spot.

Three minutes later, you were moaning and begging for more, so Chloe took that as her sign that this was going well and that you were ready for more. She ordered the man fucking you to lay on the bed and for you to get on top of him.

Then you were ordered to do the work he was doing, and you began to bounce on his cock. That’s when she picked another guy and ordered him to climb on the bed and mount you from behind, stick his ten-inch cock into your ass, and go to town.

You didn’t hear that due to being focused on the man inside your vagina. So when your ass was penetrated you were a bit surprised, but it made the sensations you were feeling much more intense so you didn’t mind it.

Like before it was only a minute or two before Chloe ordered the next man to climb onto the bed. This time he was ordered to stick his penis into your mouth. He approached your face and knew exactly where he was sticking it.

You opened your mouth and felt his nine-inch cock go into your mouth, over your tongue, and down part of your throat. You placed both of your hands down on the man fucking your vagina and used his muscled chest to hold yourself up as the newest man started to fuck your throat.

Now you were being thrust all around, your massive tits flopping and clapping around and almost all your holes being filled. So you wondered what the last man was going to do. Chloe gave him his orders and he climbed up to the bed.

You had no idea what he was going to do, but then he got below you and stuck his twelve-inch cock through your breasts. He was now titfucking you. It only took a few seconds before his precum completely soaked your cleavage to the point where his cock easily went in and out.

Now you were being fucked from all sides, and you loved it, and it was so much better because Chloe was still whipping you and the guys, all while humiliating you by degrading you as nothing but a slutty bimbo.

Hours went by and in that time most of the men got a chance to try each spot. By the end of it all, you were passed out on the bed covered in globs of cum. When you woke up, Chloe was cuddling up next to you, despite the fact you were covered in come. You kissed her on the forehead and wondered what next year's Valentine's Day was going to be like.

My Second Valentine's Day (Uncensored)

Comments

Wow, this is just a great story and a special thank you for adding a small passage at the beginning telling what happened in the previous part so that if someone reads part 2 without reading the first, they will not get lost and confused about what is happening (of course I I read part 1 in advance, but for others such concern may be extremely important) and yes Riley…. Happy holiday to you (of course, it’s a little early to congratulate you, but history is already here so happy holiday to you)

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