Bisexual Playground
- 1 year ago
- 38
- 0
A Bisexual Sissy’s First Time (part 1) free porn video
I had just broken up with my girlfriend, we’d been together for two years. It was a seamless breakup, no drama no fightd no nothing, almost unheard of from other 21 year olds like me.
We got along but we never could fully love each other because of a few reasons, one of them being me being bisexual. Now she wasn’t biphobic or anything, but she did believe that “it was just a phase” or that “by staying with her I’ll grow out of it” yeah right. The truth is that my time with her was a time of suppression, all those two years, trying to undermine the fact that I also liked cock, and she would refuse to even use toys on me, saying that “I was enough”
Basically, once my relationship with her ended, I felt free again, and so this summer I decided to start over and try to make it up for the time lost.
I decided to spend a week in an hotel in the nearby city, nothing fancy, I was just too afraid to try and do anything at my University campus. The two weeks leading up to that, I made a bunch of “preparations” in that I sold some of my older clothes and with the money I bought a bunch of things I deemed girly: a pair of pink skate shoes, a frilly black top and a Very short pair of shorts, it was so short that it barely covered my butt cheeks. I also bought some pink nail polish.
This is one of the repressions during my hetero relationship, she would never allow me to do anything that was considered “girly” and always told me to “man up” that’s why the abundance of pink, I went all out. Just looking back now that was a pretty toxic relationship.
I was pretty happy with my new clothes, I have a very slim body and lack significant facial and body hair, I always hated that about me, but now I feel thankful for it.
Next thing on my list was my anal capacity: I decided to be realistic, there’s no way I’d be able to fit an entire horse dildo in only two weeks, so I bought a butt plug instead, three to be exact, the smallest being as wide as my index and middle fingers combined, and the largest being the size of a small fist. I started wearing them when I went out the house, then as I “levelled up” I started to wear it indoors and even in bed, it feels amazing.
By the final day leading up to my “hotel holiday” I had mastered the largest butt plug and learnt basic nail polishing on youtube, I was ready. I settled down in my room and actually did it, I shaved whatever hair I had on me and got all dressed up. I took a few pictures of me posing in a slutty pose, and posted them on a dating website that focused on same sex dating, it was the go-to site for other sissies and such. Other sissies? Do I count as one?
Not even a minute to think about that that I get a notification, someone wanted to chat.
His username was “Jasper” from what I could tell from his pictures, he was fit, had a dark tonality, hair that reached his shoulders and was slightly taller than me from what I read in his info
”Hey there cutie ; )”
My heart skipped a beat for a second, I had never done anything with a male before, and I just uploaded pictures of me to this site and now this, man finds me… attractive? All girly like that?
And just like that, when I replied I went into autopilot, I started speaking in a very girly way, it just came out like that
”Hey there big boy~ Whatcha up to?”
Maybe it’s all the repressed feelings that are making me act like this, but regardless, speaking like this was actually kind of fun, the idea of being submissive and feminine to a man like that, real turn on for me
”Not much, just really horny, saw your pictures and just had to message you haha”
and from then on everything just sort of flowed
”aw you’re making me excited too~ ^^”
”if you’re getting excited as well, could you please send me a better picture of your booty? I’ll reward you with a pic ;)”
”sure! Coming up!”
I don’t know what I was thinking when I said that, but I guess I can’t turn back now. I sat on the bed with my ass on my feet and took a picture of it. But… it wasn’t enough. I decided to take another pic, this time without my shorts, only my buttplug, and then took another with the buttplug in my hand to show how big it was
”wow! Your ass looks amazing! If I didn’t know any better I’d say you were a girl haha”
”hehe, thanks I try ^^”
”well a promise is a promise ;)”
and along with that text he sent me a picture of his cock. I was mesmerised by it. It wasn’t Huge, keep in mind most of what you see in porn is bs, but it was still impressive. It was uncut and seemed to be around 6.4 inches, mine in comparison is 5.6, and this one was ticker by about half an inch. It was pretty veiny and had balls that seemed slightly larger than his (cock’s) head.
”wow you’re so big! 0.0 I like that~”
”haha thanks, it’s nothing special really just slightly above average, still proud of it though ;) Say how about we met up? Is this evening good?”
omgomgomgomgomg
”sure thing hot stuff! ^^”
”excellent! Send me your adress and I’ll make my way to you, see you soon cutie ;)”
My heart was thumping at this moment. I sent my adress and said that he’ll “be there in an hour”
We got along but we never could fully love each other because of a few reasons, one of them being me being bisexual. Now she wasn’t biphobic or anything, but she did believe that “it was just a phase” or that “by staying with her I’ll grow out of it” yeah right. The truth is that my time with her was a time of suppression, all those two years, trying to undermine the fact that I also liked cock, and she would refuse to even use toys on me, saying that “I was enough”
Basically, once my relationship with her ended, I felt free again, and so this summer I decided to start over and try to make it up for the time lost.
I decided to spend a week in an hotel in the nearby city, nothing fancy, I was just too afraid to try and do anything at my University campus. The two weeks leading up to that, I made a bunch of “preparations” in that I sold some of my older clothes and with the money I bought a bunch of things I deemed girly: a pair of pink skate shoes, a frilly black top and a Very short pair of shorts, it was so short that it barely covered my butt cheeks. I also bought some pink nail polish.
This is one of the repressions during my hetero relationship, she would never allow me to do anything that was considered “girly” and always told me to “man up” that’s why the abundance of pink, I went all out. Just looking back now that was a pretty toxic relationship.
I was pretty happy with my new clothes, I have a very slim body and lack significant facial and body hair, I always hated that about me, but now I feel thankful for it.
Next thing on my list was my anal capacity: I decided to be realistic, there’s no way I’d be able to fit an entire horse dildo in only two weeks, so I bought a butt plug instead, three to be exact, the smallest being as wide as my index and middle fingers combined, and the largest being the size of a small fist. I started wearing them when I went out the house, then as I “levelled up” I started to wear it indoors and even in bed, it feels amazing.
By the final day leading up to my “hotel holiday” I had mastered the largest butt plug and learnt basic nail polishing on youtube, I was ready. I settled down in my room and actually did it, I shaved whatever hair I had on me and got all dressed up. I took a few pictures of me posing in a slutty pose, and posted them on a dating website that focused on same sex dating, it was the go-to site for other sissies and such. Other sissies? Do I count as one?
Not even a minute to think about that that I get a notification, someone wanted to chat.
His username was “Jasper” from what I could tell from his pictures, he was fit, had a dark tonality, hair that reached his shoulders and was slightly taller than me from what I read in his info
”Hey there cutie ; )”
My heart skipped a beat for a second, I had never done anything with a male before, and I just uploaded pictures of me to this site and now this, man finds me… attractive? All girly like that?
And just like that, when I replied I went into autopilot, I started speaking in a very girly way, it just came out like that
”Hey there big boy~ Whatcha up to?”
Maybe it’s all the repressed feelings that are making me act like this, but regardless, speaking like this was actually kind of fun, the idea of being submissive and feminine to a man like that, real turn on for me
”Not much, just really horny, saw your pictures and just had to message you haha”
and from then on everything just sort of flowed
”aw you’re making me excited too~ ^^”
”if you’re getting excited as well, could you please send me a better picture of your booty? I’ll reward you with a pic ;)”
”sure! Coming up!”
I don’t know what I was thinking when I said that, but I guess I can’t turn back now. I sat on the bed with my ass on my feet and took a picture of it. But… it wasn’t enough. I decided to take another pic, this time without my shorts, only my buttplug, and then took another with the buttplug in my hand to show how big it was
”wow! Your ass looks amazing! If I didn’t know any better I’d say you were a girl haha”
”hehe, thanks I try ^^”
”well a promise is a promise ;)”
and along with that text he sent me a picture of his cock. I was mesmerised by it. It wasn’t Huge, keep in mind most of what you see in porn is bs, but it was still impressive. It was uncut and seemed to be around 6.4 inches, mine in comparison is 5.6, and this one was ticker by about half an inch. It was pretty veiny and had balls that seemed slightly larger than his (cock’s) head.
”wow you’re so big! 0.0 I like that~”
”haha thanks, it’s nothing special really just slightly above average, still proud of it though ;) Say how about we met up? Is this evening good?”
omgomgomgomgomg
”sure thing hot stuff! ^^”
”excellent! Send me your adress and I’ll make my way to you, see you soon cutie ;)”
My heart was thumping at this moment. I sent my adress and said that he’ll “be there in an hour”
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