A Bisexual Sissy’s First Time (part 1) free porn video

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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”

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Elizabeth Fleming told me some of this story in the years before she died, aged eighty, in 2010. The more graphic scenes are mine but the emotions and surrounding history are hers. She was my Great Aunt, great in so many ways for she was the third family member I ever revealed my sexuality to, the first two being my parents. I had known since girlhood that she shared a cottage in Hampshire with her friend, Portia, but had never known their relationship was more than sisterly. When I told her...

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4 years ago
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Historia 8 La Cita 2 Parte

Después de lo que había pasado en el hotel aquel, no podía quitarme de la cabeza lo ocurrido.Antes de salir de la habitación me había dado un pequeño papel con la dirección de su trabajo y el número de teléfono.Había pasado ya casi un mes cuando encontré esa nota guardada en mi cajón entre mi ropa anterior, la saque y no pude evitar sentir que mi respiración se agito recordando de nuevo aquella verga en mis labios entrando y saliendo, sus venas marcadas.Cargue la nota entre mis libros unos días...

4 years ago
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Compartments

Ships, particularly warships, have watertight compartments to stop internal flooding from torpedoes, bombs, or other hull damage to the ship. Sailors slam the heavy steel doors (hatches) shut and seal them tight, also known as dogging the hatches. This keeps the ship afloat during times of crisis.Military people, particularly those who have seen combat, also have compartments. When you’re flying off of your leader’s wing (who is also your best friend) and he gets blown out of the sky and you...

Love Stories
2 years ago
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Compartments

(C) Mojavejoe420 2020 Ships, particularly warships, have watertight compartments to stop internal flooding from torpedoes, bombs, or other hull damage to the ship. Sailors slam the heavy steel doors (hatches) shut and seal them tight, also known as dogging the hatches. This keeps the ship afloat during times of crisis. Military people, particularly those who have seen combat, also have compartments. When you’re flying off of your leader’s wing (who is also your best friend) and he gets...

2 years ago
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Daytime friends nightime lovers

She wanted to remember. The hookah was a beautiful piece. It stood at 4 ½ feet. Dark red… it always was her favorite color. This hookah was her personal prize. It only had one hose, one smoker. She pulled the airtight box from its hiding place and opened the lid. Once released, the heady aroma drifted, tickling her nose. The new batch of bud was a dark green, but the crystals were so thick it turned everything pastel. Breaking it apart just enough to smoke easy, she arranged the weed in...

3 years ago
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Daytime friends nightime lovers

Introduction: While a few details have been tweaked, this story is as close as I can remember it Prologue She wanted to remember. The hookah was a beautiful piece. It stood at 4 ½, feet. Dark red&hellip, it always was her favorite color. This hookah was her personal prize. It only had one hose, one smoker. She pulled the airtight box from its hiding place and opened the lid. Once released, the heady aroma drifted, tickling her nose. The new batch of bud was a dark green, but the...

4 years ago
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Sandy and RandyChapter 2 Daytime Funtime

After the close call and excitement, in more ways than one, of that first night together, Sandy decided they better cool it a bit so Mom wouldn’t get suspicious. Mom also went back on day shift, 8am – 8pm, so bedtime was less private, but days were not such a problem. Randy tried to act normal around Mom and of course, around Sandy, but he did have some issues like being quieter and more protective. Mom just thought he was getting older and closer to starting into puberty, especially now...

3 years ago
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FaceTime with Ann Next Door

I never FaceTime. I'm not a adolescent girl. I don't need to see your face when a simple text will do. Call me an old bastard, get-off-my-lawn type, but that's the way it is. (By the way, I'm not that old).So when that mechanical beeping emanates from my phone that someone wants to FaceTime me, it's definitely out of the ordinary. Especially when it's 10:30 on a Tuesday night. I got to my phone and it said "Ann FaceTime video."Well, this was different. Ann Next Door and I been fooling around on...

1 year ago
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Halftime Stranger

It was a warm October night and I was at a college football game with a few buddies. Throughout the first half of the game, I looked to my right and there was this hot sexy bald guy 3 sections to my right. He had huge arms and was wearing a black wife-beater and jeans. We kept looking at each other and at each time, he would show that bright smile of his.At halftime, I went to the restroom and used one of the stalls, luckily I was the only one in the bathroom. As I opened the stall, he was...

3 years ago
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Summertime In Colorado

Summertime In Colorado I absolutely love summertime. The hotter it is the less the girls wear. Instead of long jeans they wear short shorts. Instead of full blouses they wear skimpy tops. Coats are strictly out of the question too. Bikinis are popular even if it is just the top half with a micro mini skirt. Like I said I absolutely love summertime. Girls of all ages are wonderful to look at. Touching them might be a different story but looking at them is still legal. The problem...

3 years ago
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Summertime Blues

Summertime Blues Author's Note: This is an old story of mine which I self-edited using the great suggestions I been receiving. I will go back and edit it more. I want to see how well I could implement the suggestions which I got. Also, I want to give a thanks to all the people who had help me in my writing. It was a bright sunny Saturday afternoon in July yet it was raining in Joe's mind. This was for Joe was having a run of the mill bad day so he headed to the bar for a drink. He...

3 years ago
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Bisexual Relationships Part One

No sex in this one.  Sorry. Third Person POV- "Okay, bye Maddi!"  Yelled Sara, as she ended the call.  Madison was Sara's best friend, and nothing could separate them.  They did everything together, so much so that it was almost scary.  They were both twelve years of age, and they were both about five feet tall.  Sara was pale with blonde hair and dark blue eyes.  Sara had small breasts but a nicely shaped ass.  She was very skinny, but not uncomfortably so, and had a naturally small...

2 years ago
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Bisexual Hairdresser

I always got my hair cut at Schroeders. You know the one, down on Harbor Blvd., towards the beach. I went there, not because they were the cheapest, or the best, or even the fastest. I went there because they had the best looking ‘cutters’ around. I came to call it “Rock Slut Hair Cuts” because all the girls were young, thin, and looked like they fell right out of a rock video. It was very late Friday night when I stopped by. There were two other people getting trimmed...

1 year ago
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Bisexual Cuckold

It happened by accident. I was married happily to a very sexy and attractive girl Donna. We had been married 9 years and our sex was not as frequent as it used to be which we in the beginning made love daily sometimes as many as 3 times a night. Now it was like she was tired all of the time and maybe we had sex once a month. I have to admit I was horny all of the time, but I assumed that women lost their sex drive as they got older. I would beat off in the shower to satisfy my hunger for...

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