Chloe the Roommate 6 [TF/M]

Chloe the Roommate Part 6

Right as she said that I felt my asshole clench up.  “I heard that right, right?”

Chloe nodded vigorously. “Yeah!”

The idea of that being a thing had honestly never entered my mind. For some reason, I wasnt able to provide an answer at the moment. There wasn’t really an particular reason why I was hesitant. Maybe it was the idea of getting closer than just playing around.

“Umm… I dont know. Can… I think about it?

She seemed a little let down but I guess its a little different from how accommodating I’ve been with everything else.

“It not a no, just its not an immediate yes.”

That seemed to put a little bit of hope back into her as she snuggled a little closer to me. Her boobs felt nice against my arm. Her finger starts to lightly trace my stomach sending tingles up my spine. I looked over at her and she was locked onto my lower torso. Her finger turns into two then to three. The area she is tracing becomes larger and it could feel the blood rushing from my body into a centralized point. Her hand on my body feels amazing and I started to feel my dick throb again.

She noticed and her hand made her way to my crotch. She slightly stroked it making soft noises of approval.

“Your penis is amazing” she said a she bit my lip

“You do seem to like it”

“Sorry I’ve said that a lot”

“Its fine, its nice getting affirmation”

“Its only a tad bigger than mine”

She said that and my focus shifted to her crotch which was indeed erect like me.

“Yeah it is”

She moves so she was laying next to me with her legs off the edge of the bed. While my dick stood up and leaned a little towards me, her dick was pointing more at her than standing up. She was just as hard as me. I never thought of myself as one to admire a penis. Yeah its hot to watch a girl jack off her own cock but I never took the time to appreciate a woman’s penis. Chloe’s dick had an upward curve to it and a more prominent head. She did infact have a great penis.

“Yours is nice too”

“Really?”

“Yeah I like the small curve, gives it character” alright well those words just came out of my mouth.

“Would you like to touch it?”

The feeling from before kicked back in and again I hesitated.

“Im sorry this is all new to me”

Visibly down, “its okay”

“I want to say yes but I dont know why I cant”

“Hey I got it”

“Chloe, im sorry”

“I said its okay, I dont deny what you said” She looked at me seriously but smiling too. “I’ve dealt with it before”

“What do you mean?”

“Don’t worry about it, I have a feeling you’ll be honest with me and that you will genuinely think about this stuff. You’re different from anyone else I met.” With that she got up and put on a pair of light green panties and a tank top with out a bra. Something about a semi erect dick trying to escape panties is sexy as hell. Just before she left her room I got her attention.

“You’re different too, just give me time”

“Dont take all semester” she winked and left the room. I got some light clothes on too and found Chloe with her head in the fridge. I came up behind her and before tapping her cute ass, I took a moment to admire it. The creaminess of her skin was made more noticable but the light color of her underwear. Perkiness was on point even if the width of her hips fell a tad short but thats common in alot of short girls. I gave her a slight tap that made her jump a tad. She turned to me with a smirk, “what do you want for dinner”

“We can have some of that stir-fry”

“Mmmm, naa. What else?”

“Frozen pizza”

“Not feeling that”

“Some frozen wings”

“No”

“Waffels?”

“Hmmm, no”

“Well you might have a nice cock, but you’re still a girl.”

“What’s that supposed to mean?!”

“You cant make up your mind”

“Hey!”

“What” I said chuckling, “well what do YOU want?”

“I dont know.”

I laughed some more and she sorta smiled. She rummaged through the freezer and pulled out some shrimp. We cooked it and sat down to eat. It was as good as frozen shrimp goes but after we finished we talked for a little more. This was the first time we actually talked about different things in a while. I found out that she doesnt work and was willed a lot of money and other possessions from her dad. Her mom is who she had grown up with from the age of 10. She wants to live on her own and not relay on her trust find which I found to be very admirable. Chloe did say that it was nice not to have the usual stress of money. We talked more and about how she got into art and about how she got really into drawing the human form.

“Well I was always different from everyone growing up so a ‘normal’ body was something I dreamed about. I always imagined what my vagina would look like. Or what my chest would look like with out boobs.”

“I prefer your chest with boobs”

“In sure you do Jay. Anyways, I grew to appreciate what I had but I always had an interest in Life Drawing.”

Talking about bodies and stuff had an effect on me and one on her as I noticed her hand making small movements over her crotch. She noticed me and realized what she was doing. She then shot me a glance and started tracing the outline of her buldge.

I have no idea how long I was starring but it was long enough for my throat to dry up.

“Chloe, can I watch you masturbate?” When I said that I saw her dick jump. Sexy.

She looks me in the eyes and nods, “Yes, but can I lay against you in your lap?”

“Can I watch you side by side first?”

“Yeah, but I wanna finish in your lap”

“Pun intended?”

“Who knows” she winked at me and laughed.

Ready for another round, I got up. She got up too and I followed her to her room so we could watch some porn. I saw that a good portion of underwear was swallowed by her cheeks and I was able to see almost her bear ass. I gave her ass a good spank. She whimpered and hurried a little faster to her room. She motioned me to undress yet again. I get my clothes off and sat in her bed facing the TV. I made room for her. She turned on her fan before stripping. She pulled off her top and her boobs fell out and jiggled a little like jello. Again she pulled off her underwear that had a tiny wet spot by the head of her dick and her hard penis sprung up.

Right before she got in the bed I asked what toys she uses. She explained that she had a regular dildo (the one from before), she had a vibrating one, and she had a flashlight that she barely used because the upkeep wasn’t worth it unless she was really REALLY horny. I asked how often she used the others and she said every now and then. Regular jacking off was enough alot of the times but having the option to go further was nice.

“Oh! That reminds me” she opened her dresser drawer and took a towel out. She laid it over where she was going to sit. “I…Uhhh… I can make a mess.” Chloe got comfortable and leaned her head on me. “What do you want to watch”

“I don’t know”

“Oh don’t do that to me” she nudged me.

I laughed, and thought about it, “Hmm how about some hentai?”

“You watch that too?”

“Sometimes. But in kinda feeling it right now”

“Awesome! do you have a favorite?”

“Yeah ‘Mankitsu Happening”

“Thats a great one! Lets watch it.”

She turned on the show and she started to masturbate. I touched myself here and there but I was maily focused on her. The sight of a cute girl moaning and breathing heavy while stroking a dick as a sight to behold. Her strokes were in line with her breathing. It was so interesting to watch her as she played with her dick differently. Generally it was the same but there subtle differences the main one being she did short little strokes between the regular ones around her base and the head of her dick. Her breaths shuddered during these intervals and it got me wanting to try it. The whole ordeal turned out to be less hot and more erotic if that makes sense. She was so intuned with the pleasure she was feeling that she started to get lost in her own mind. Her hands sped up a little and her fingers looked like they were applying pressure at different parts and times. I was so entranced I didn’t even notice my dick was rock hard. I started to masturbate with her. She cooed when she saw me and tried to get closer. She pressed her face against my arm and took in a deep breath. The wave of pleasure that shot through me after experiencing Chloe smelling me was great. Her strokes sped up more as she seemed to have a similar reaction. Her moans got more intense and happened more often. I stopped what I was doing.

“So you wanted to be in my lap.”

Chloe stopped abruptly but her hips bucked a little still. She quickly told me to spread my legs and she would sit between while I held her. Sad I wasnt going to be able to cum with her, I did so anyways. She climbed over me and got comfortable. Her back pressed my shaft into my chest.

“No that wont do” she said as she lead my dick down onto the bed and nested it between her butt cheeks. I couldnt help myself but groan a little as her ass was so smooth and warm against my dick. The way I fit in her crack was next level. She turned a little towards me, “I want to feel your hard dick against my butt when I cum.”

She leaned back into me, back to chest and started up again. The tiny movements her body was doing made her ass grind against me, making me harder. Maybe I could cum while doing this.

Looking over her shoulder watching her jerk off was like a private POV shot that I was being treated to.

“Fuck Jay… mmmm… Your dick feels so good in my ass.”

Hearing that I tried to grind back and that did nothing but improve the situation.

She spread her legs apart wider as her speed increased. The moans she was making was driving her back more and more against me but I pushed back which seemed to increase her pleasure. I felt my dick twitch between her cheeks and I could faintly feel her asshole twitch as her stroking grew more vigorous.

She threw each of her legs over mine which spread her out even more. I never knew it would be this fucking erotic and passionate to watch my crush jerk off her own hard cock while mine was grinding agasint her ass crack feeling the warmth of her twitching asshole. Her hips started bucking more only adding to the way her ass was playing with my penis. I could feel an orgasm build and was getting ready to blow at any second.

She threw her hand up and grabbed the back of my neck in an attempt to pull me closer to her. I took the opportunity to grab her know exposed left tit.

“Ooo yeah…Fuck… Yeah you like my soft tits don’t you” her grinding moved to a circular motion as she was now only stroking the top half of her dick. I knew she was close to cumming. “God Jay this is so hot.” She started to whimper and my other hand came up and grabbed her other tit. “Oh god jay I’m going to cum. I going to cum with your sexy cock in my ass. Make me cum Jay. Pull on my nipples and I’ll cum for you” she arched her back and stopped grinding, “JAY I WANNA CUM FOR YOU” with that I pulled on her hard nipples and she let out a yelp followed by a deep passionate groan, “ooooo fuuuhhhuuuckkkk I’m cummmmming” she drove her ass against my dick as cum started to come out of her dick. She kept furiously stroking and I could feel her asshole contract and relax over and over again on my dick. I couldnt help it but cum too. “Fuck jay your cum feels so good against my asshole!” She kept stroking and more and more cum was coming out. They weren’t big spurts but maybe only shooting like an inch up. She came a lot. Now I knew why she wanted a towel.

She relaxed finally falling into my body. I could feel her hearty beat through her back and her breathing was hard and fast. Her lightly sweaty back was far from a turn off as it felt more intimate than anything else. She just laid against me until she was back to normal breathing.

“That was amazing. Ive had so many great orgasms since we have been living together.” She sat up as she said this.

“I know”

“Huh” chloe turned around to face me and sat with her legs open.

“I’ve heard them all”

“Oh god”

“Dont worry because I’ve had the same too”

“Im so embarrassed”

“It was sexy as hell” I looked down at the cum soaked towel. “Speaking of sexy, your orgasm is amazing.”

“That was more powerful than usual but thanks” she seemed to have a certian glow about her. Her dick was semi hard. The urge to touch it was strong but I was being held back again. Why? I want to but something is stopping me. I just wanted to give her what she gives me, happiness.

“I want to make you happy Chloe”

“I am happy”

“No like actually happy”

“Jay you do make me actually happy. You have done nothing but accept me and that is all I have ever wanted. You are fun to be around and I can obviously be myself infront of you”

“I like you alot”

“Then lets do it”

“Do what?”

“Lets be in a relationship”

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Thank you all for your continued support! In the next Chapter Chloe comes up with a bed name for Jay like daddy or master or something else. I want to know what you all prefer. *If I like it Ill use it* And a pet name for chloe if you wanna add one on too. Thank you all again for the support! Stay safe!

Source: reddit.com/r/eroticliterature/comments/pjhkbs/chloe_the_roommate_6_tfm

9 comments

  1. This story is amazing. Speaking as a trans woman, you are doing a great job with Chloe! I love this so much. 💋

  2. I love this story so much! Whenever I see it pop up in my feed it makes me so excited. Always looking forward to more!

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