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Hi all!
This is my first ever post on any type of sissy forum, but I have been a part of the "sissy scene" for over 5 years now, just behind the scenes. Not really sure what has motivated me to finally start becoming a posting member of the community. Maybe it's because I have a lot to share and I am finally ready to do so. I want to start by talking about my first ever sissy experience!
It was about 5 years ago, I was still in college. I lived off campus, and my roommate was almost never home. I would spend most of my time gooning on Reddit to sissy captions, while dressed in my favorite black mini skirt and tank top, while high out of my mind. I spent plenty of time on Grindr too, sending nudes to hung guys, but too scared to actually invite them over. Anyway, one weekend while my roommate was away, I decided it was time I actually invited someone over. I got lucky and found some guy on Grindr who was visiting the area (so my discreet self was calmed that he wouldn't know who I was). He sent me pictures of himself, and he was... for lack of a better term... MASSIVE... like 9 inches and thick. Looking back now, I was naive... like why did I think I could take something that big on my first go... my sissy brain was definitely in control haha.
After talking for a while on Grindr and swapping pics, I finally mustered the courage to invite him over. I sent him my address and then started getting ready... my stomach was full of butterflies the entire time. I made sure I was really high to help fight off the nerves, and I may have taken a shot of vodka too hehe. I made sure I was completely shaved and then went about deciding what to wear. I was too nervous so I didn't go all out... but I did wear my favorite black mini skirt and just a regular t-shirt to balance it out. It didn't take long before he was knocking on my apartment door. When I heard the knock, my stomach dropped, and I somehow made my way to the door. I opened it, and he was a huge guy... like I am not super short (5'10") but this guy towered over me... he was at least 6'6". Anyway, I invited him in, and he complimented my outfit, which made me blush so hard! I then showed him to my room, and before I could even close my door, he was already taking out his cock. Something flipped in my head, and I didn't even close the door (thank God my roommate was not home). I essentially ran to his cock, and dropped to my knees in front of him. Even soft, it was massive... probably 4-5 inches. I remember looking up at him and then back at his cock, and just taking all of it in. I closed my eyes and pushed my lips onto the tip of his cock. I remember how warm it felt on my lips and how fast he started to get hard. I slowly opened my mouth and started sucking on him. I felt my clitty tingle as I started sucking him, and soon I was in a trance while I sucked him off. I remember him reaching down and grabbing my limp clitty while I sucked him, and he told me how cute my dick was, which made me blush hard again. He was massive, and this was my first time, so I got nowhere close to throating all of him, but I sure as hell tried.
Soon he asked if I wanted to try fucking, and my horny self was entirely ready, but unfortunately, my ass was not haha. He started by rimming me, which I had never thought of before that moment, but wow it felt amazing. He tried to fuck me for a while, but unfortunately, he was just too massive, and my tiny hole just couldn't take it. So instead, I offered to just finish him with my mouth. At this point, I was completely naked... he tried fucking my mouth for a while, and I did my best to take it. Eventually, he told me to suck on his balls, and of course, I complied. He stroked himself as I sucked on his balls until eventually he started moaning really loud, and then all a sudden I felt warm ropes of his cum hitting my face. I instinctively opened my mouth, and he finished the rest of his load on my tongue. It honestly tasted amazing (which I won't lie, I was worried it wouldn't), and between some of his load being on my face and in my mouth, I could have come right there and then. He then asked if I wanted him to suck me, and I politely declined. He cleaned himself up, got dressed, and then left. I lay in my bed, naked, cum still on my face for a while, and was just in a state of bliss. Eventually, I started touching myself and came the hardest I have probably cum in my life up until that point. I then took a shower, got dressed, and went about my day like nothing had ever happened.
If you have made it this far, thank you for reading about my first sissy experience. I hope to post about my others soon. I would love to chat with others in the community, so don't be afraid to say hi!
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- 4 months ago
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