Hey folks! For some background, my name is Persephone, and I’ve been living with my roommate Red for just about 3 years. Like a lot of women my age during the pandemic, I needed to supplement my income, desperately, so I turned to the internet to start “showing off” a little bit, based on a friend’s recommendation. I just had a shitty smartphone, no tripod and pretty bad apartment lighting, but I made do with what I had. Me and Red were good friends, and I made it clear to him when I was going to be using a certain room to make content and he was more than understanding, and even seemed a bit curious but very respectful.
This story is about the first time he actually helped…
I’m 5’1, 27 years old, curvy all over, hair usually in some color of the rainbow or blonde, as in this particular story, pierced and tatted, and cursed / blessed with 38HH tits.
Red is 5’9, 24, lean, shy as hell (but has no reason to be), and a virgin as he told me over drinks one of our first nights hanging out together in the apartment.
One night during a very cold Spring in the Midwest, I was on my way home from my “normal” job, and had a bit of energy left from the day for once so I felt like shooting some more content. I texted Red while I was hopping on the bus that I wanted the living room that night so I was just giving him a heads up. As soon as I thought it went through, I put my phone in my coat pocket and leaned against the window look outside as the downtown buildings flashed past. I was daydreaming and thinking up poses and ideas.
After what seemed like too long, the bus pulled up a block away from their building and I hopped off. I quickly walked up the stairs to the apartment and walked in. I noticed Red’s door was closed tight so I figured he was just going to barricade himself in there for the night. Ducking into my room quickly to grab a few things, I set myself up a little area in the living room to take pics on the couch. I took a few test shots, striking a couple poses with the selfie camera on my phone and admiring the lighting.
Once I had a good plan in mind, I started taking off pieces of clothing, starting with the tight tanktop and my jeans. I got a few good angles in just my thong and bra, with my 38HHs overflowing from the cups. (this was before I got resized and got some new ones!) I decided I wanted a good video of them falling out of my bra so I grabbed a stool from the kitchen and set my phone up facing me. I kneeled on the couch facing the camera, biting my lower lip as I undid the strong clasps in back and let the shoulders fall. I slowly reached forward, peeling the cups off my immense breasts and immediately covering my nipples with my hands.
Just as the bra hit the floor below the couch, I heard the doorknob to Red’s room turn and he started walking out of the room casually as any other day. I just gave him a curious look with one eyebrow raised as he turned the corner and was facing directly at me. He stopped dead in his tracks like a deer in headlights. “Oh jesus christ shit I’m sorry I didn’t…” He trailed off and covered his eyes looking down, trying to make his way to the kitchen. I just sorta chuckled at him. “I warned you I would be in here Red” I said in a teasing tone. As he was fumbling around in the kitchen I could hear him trying to speak. “I… must’ve missed that text. I’m just grabbing a drink I’ll be out in a minute and leave you alone.” He soon was walking back through as I was still just watching him pass holding my tits up with just my hands. He passed right by the stool I had set up, camera still rolling, and bumped into it when he was trying to avoid looking at me directly, and my phone fell to the floor.
“Dammit” I muttered. “Hey Red! Do you mind picking that back up and facing it towards me?” I said with a slightly seductive voice. Red turned towards the chair realizing what he’d done, looks down at the phone, then glanced up to me and visibly gulped. His eyes clearly went to my tits and down my body, before he nodded and grabbed the phone. He very carefully set it on the stool again, his hands on either side of the phone spending awhile getting the perfect angle again. Watching him flustered and holding the phone, a naughty lightbulb went off in my head. “Hey Red… on second thought bring that over here” I gestured with my head to the floor a few feet in front of me.
Red looked nervous but he did slowly walk over still holding the phone facing me. I smiled at him. “Can you… stand in front of me facing the camera down at my tits while I let go of them? You can say no if you want” But before I’d even finished my sentence he was standing in front of the couch pointing the camera. I giggled a little and looked up at the camera, then passed it towards his face. “That’s perfect… stay right there”. I lifted my hands slowly, holding onto my tits and carrying them up a little, before finally letting them slip through my grip and they crashed down on my body, shaking as they landed. I saw Red’s neck muscles visibly twitch and it sent a shock down my spine knowing I was having an effect on him. I massaged my tits with both hands now, shoving them up towards the camera. One tit I raised towards my own mouth, pointing the nipple up and sucking on it, moaning as I did and feeling myself getting wet from the stimulation and knowing I was teasing Red.
“Fuck I really needed a good cameraman this whole time Red… thank you” I said leaning up to whisper into his ear as my tits engulfed the camera and touched his hands. The poor guy was nearly trembling at this point. I leaned forward a bit, then slumped back down to my knees, dragging my bare tits down his torso and waist, feeling them brush over his bulge in his pants before I settled onto the couch smiling up at him. I turned myself a bit, showing more of my thong covered ass before I hooked my fingers under the tops of it and started dragging the thong down off my ass and down my legs. I turned my ass towards the camera now and gestured for him to kneel down a bit to get a better angle.
I reached back and grabbed both of my own ass cheeks, ready to spread them. “How’s the angle back there Red?” I said with a giggle. “It’s… it’s good Perse. I think I forgot something in my room, I have to go” He barely muttered out before setting my phone on the coffee table and dashing back towards his room. I turned over my shoulder with a confused look but smirking at his door as he shut it.
For the rest of the night, I thought I might’ve broken the poor boy, and made things weird between us. But later on when I had gotten dressed and was just relaxing watching a show he eventually came back out, clearly red in the face still, and joined me on the couch. Months later I would finally ask him if he had gone to his room and jerked off that night, and while very drunk he admitted he did and loved it. I told him I got a great video of myself cumming from my own fingers that same night, and he seemed to enjoy knowing that a lot.
This was far from the last time he helped out, and I have plenty of other stories to tell about Red and my other sexual adventures too if you guys liked this one :)
Source: reddit.com/r/gonewildstories/comments/vzxkzp/the_first_time_i_f_asked_my_roommate_m_for_some
Definitely more stories. Pics are almost just as welcome, but stories is most important