This is a pt:2 of “My first time” story.
A few weeks after my friend had his way with me and bred my slutty hole. He asked me to come stay the night again. I knew exactly what he had in mind when he asked as well. So I load up my backpack with all my lingerie, heels, panties, skirts, dresses and a couple dildos I had and I go over to his house. We hadn’t been together since the previous time I’d stay the night. We hadn’t talked about it or anything. I go into his room and he closes the door. His parents are asleep at this time and he asks if I enjoyed what we had done last time. I blush and shyly say “Yes a little 🥰” so he asks if we can do it again but this time in a different position. Not sure how to answer I tell him “Actually there’s something I want to show you” he wants to see what I’m talking about and so I reach in my bag and pull out a few thongs. I tell him I like to dress like a sexy slutty woman and he kinda giggles and says “oh really well want to show me” I say well why don’t we both do it. I think your cock will enjoy feeling lace wrapped around it while your ass eats up this thong. He agrees to it and continues to get undressed and so do i. We look through my stuff and I pick out a leopard print mini skirt, purple high heels, a sheer see through thong and my pink butt plug. I ask him if he can put it inside of me so he starts to suck on it and spits on my hole. He slowly insert my plug in and then he continues to get dressed. Here we are a couple of 18 year old friends who have known each other forever about to play with each other like sluts. I look down at his lacy thong and see that he is extremely turned on. His big veiny cock is sticking out of the side of the lacey thong. I slowly get on my knees and start to kiss around his huge dick. Getting him harder and harder I start to lick the tip slowly making him beg for me to stuff it in my mouth. So I do I stuff it down my throat gagging on it chocking on it and licking it all over getting it sloppy and wet. He then picks me up by my hair and licks and sucks on my neck and nipples leaving tiny marks. He turns me around still kissing on my neck and I feel his thick juicy cock on my ass. He grabs a handful of my chubby thick ass and proceeds to bend me over on the bed. Slowly starts to pull on my plug as he keeps pushing it back and forth until he takes it out. Pushes it all the way back in and back out making my asshole loose enough for him. He pulls me back up and turns me back around and he tells me he wants me on my back. I get on my back and see him pull his panties to the side he gets a bit of lube and sticks his top in. Slowly letting my ass wrap around the tip of his cock. He pushes in and then back out deeper and deeper everytime. As he’s fucking me he pulls out my tiny sissy clit and starts to stroke it leaking as much precum as I ever have. He fucks me repeatedly making my eyes roll to the back of my head and he lets a big loud moan filling me up with his hot cum. Filling me up letting every last drop of cum breed my sissy ass. As he slowly starts to pull out I feel his thick tip work it’s way out of me and my sissy clit makes a big mess. He gets on his knees and licks me all up cleaning me up with his tongue. We then get out of the dirty panties and lingerie and we lay on his bed cuddling with his drained cock on my ass.
Source: reddit.com/r/eroticliterature/comments/um0y6o/being_a_sissy_for_my_straight_best_friend