Note: You can change font size, font face, and turn on dark mode by clicking the "A" icon tab in the Story Info Box.
You can temporarily switch back to a Classic Literotica® experience during our ongoing public Beta testing. Please consider leaving feedback on issues you experience or suggest improvements.
Click here(All characters are fictional and 18+. Sorry for the huge gap since the last story. I have been on and off writing this for a while now. It'll probably have another part or two and I'll be done with these two for now. I plan on writing more stories after this series, but I'd love to hear some feedback or some ideas for stories to write in the future! Anyways, I hope you enjoy!)
I woke up to Nathan tripping and falling over the coffee table into my mattress. He drops right on top of me and his head lands on my stomach. He quickly pushes himself up. "I swear I meant to be quiet about that. I'm so sorry." His red face says it all.
I yawn and stretch, "I was up anyways."
"You're definitely awake now, sorry about that." I can hear the embarrassment in his voice. Nathan was always clumsy whenever we used to hang out. It used to be a running joke, but I find it sort of cute now. I throw off the covers then stand and stretch once more. There was a clear outline of my morning wood in my shorts, but I didn't care. From the look on Nathan's face he definitely did care. His eyes were widened and glued onto my crotch. This might be the first time he's seen me with a hard on. He looks like he has a semi-hardon too. As I walk past him, I brush myself against him and lock eyes before walking to the hallway. His face is still red and he doesn't know how to react. Just to mess with him I sway my hips more than usual as I walk past him, knowing that he is watching me.
I quickly pick up my pace and shut the bathroom door behind me and sat on the ground. What has gotten into me? I never act like this. Usually I'm too shy to flirt let alone tease someone like that. Last night has really gotten to my head. Should I keep going? I stand and turn on the sink then splash my face with water. My face feels so hot. Nathan knocks on the door.
"Hey can I come in for a second? I just need to brush my teeth." I quickly dry my face off then try to act normal.
"Yeah you can come in." The door opens and Nathan walks in. I can clearly see the outline of his bulge slowly getting bigger each time I see it. Maybe I should tease him just a little. He backs away from the sink and starts brushing his teeth behind me. Perfect. I slowly lean over and open the cabinet underneath the sink. I try my hardest to arch my back while I look around. I move my ass side to side before grabbing the soap and slowly stand back up.
I hear Nathan stop brushing his teeth and presumably he's staring right at my ass. My heart is fluttering. I start cleaning my face and Nathan walks up behind me. He leans slightly into me to reach the faucet and I can feel his dick right against my ass. On my ass it feels even bigger than I thought I saw last night. He only presses against me only for a couple of seconds while he wets his toothbrush then backs away. I was tempted to move my butt against him, but maybe that's too much for now. I want to make him really desperate. Once I finish washing my face, I lean over to put away the soap and my butt presses against his bulge again. God it feels even bigger than before. He's driving me insane and I'm supposed to be the one seducing him. I slowly lean back up, moving my ass away from his crotch. I can see him staring right at my butt in the mirror. I give him a little smirk as I walk out of the bathroom.
My heart is still racing as I get back into the living room. We've both gotten into each other's heads. The only question is who makes the first real move? Nathan walks back into the living room, but his bulge isn't as noticeable. I'm a little disappointed. I was hoping to see it again to see if it got any bigger. "So, do you wanna go grab something to eat?" I ask.
"Sounds good to me. Why don't we go to the mall? They have some good restaurants there. It'll be like old times." The mall is only a few minutes away from his house. We used to go there all the time and just hang out. It definitely will be some nostalgia. I probably haven't gone since the last time we were around each other.
"Where did you put my pants? I should probably wear those instead of these." I stretch the leg of the shorts.
"Who needs clothes? I bet you'd look fine without." My face immediately turns red. I try to talk, but no words come out. Nathan laughs, "I'm kidding, I'm kidding. It's in my room. I'll go grab it." It's almost embarrassing to admit, but just that little comment got me hard. I can't handle this man. He heads to his room and I start trying to calm myself. I don't want a hardon when he gets back.
Nathan walks back into the living room and hands me the pants. "We'll head out after this?" I nod my head. He walks back out of the room. I start stripping off the shorts and take off the hoodie. I'm just in my underwear as I grab the pants. In the corner of my eye I see someone standing in the doorway. Nathan is standing there staring, completely transfixed on me. As I see him, he quickly turns. "Uhm... sorry I just... was gonna ask if you wanted a different hoodie." He's holding a new hoodie in his hands.
"Sure." I smirk at him.
I grab the hoodie from his hands. His eyes are staring me up and down the whole time. As I turn around, I try to give him something to look at. I slowly bend over as I reach for the pants on the ground. As I pull them up, I shake my hips back and forth. The pants get stuck on my butt and I jump up and down to get them up. I can feel my butt jiggling as I do this. When I turn around Nathan's face is beat red and his bulge is back. I pull the hoodie over my head and walk towards him.
"Mkay, I'm ready." I slide past him in the doorway, but I rub my hand just slightly on his bulge. I look back and smirk before walking out of his view. My heart is pounding and the blood is all rushing to my face, and my crotch. I quickly put on my shoes as Nathan walks in the room.
"So, uh, you ready to go?" Nathan's face is almost as red as my own. He walks past me and we walk out of the house.
It's not as bad as last night, but it's still pretty cold. As I walk to the car, I sway my hips again. At this point, I know Nathan is looking at my butt any chance he can get. Might as well give him a show. The car door is unlocked this time and I climb in. Nathan shortly follows. "You didn't fall this time." He laughs.
"Unfortunate, because then I'd need someone to come pull me up, but you weren't there."
"Oh so we're playing damsel in distress, huh?" He smirks, "Well in that case, you play a damsel pretty well." My mouth drops and I punch him in the shoulder.
"You ass." I try to hide my smile. The car starts and we start making our way to the mall.
The mall is decently busy. Granted, it is a weekend, but I was hoping there wouldn't be too many people. I did want to use this opportunity to tease Nathan a bit more, but it might be a little too public for that. Once we found a parking place, we quickly start walking inside. It may not be as cold as yesterday, but it's still winter. Nathan rubs my shoulders once we get inside to warm me up.
"You're basically shivering." He smirks at me. "You get that cold?"
"Oh shut up I don't have all those big impressive muscles like you to keep me warm."
"You got some muscles." I pull up my sleeves and show my arms.
"Look at these things. Hardly any muscle on here." He shakes his head. "Are you gonna keep me warm then huh?"
"Maybe not much on your arms, but you definitely have them in other places." He winks, "Besides, with you staring at my muscles all the time, might as well use them to warm you up." My face gets red and Nathan walks ahead of me. God he knows just what to say. I can't believe we're teasing each other so much.
"You comin?" I shake my head to get out of my daze.
"Yeah." I quickly walk up next to him and we start making our way.
Luckily the inside of the mall isn't as packed as it looks. There's still a good amount of people, but the parking lot made it look a lot busier. A lot of the stores are permanently closed now. Since Covid and online shopping, the malls have kinda been dying. I mean, I still shop online for most things. Especially with feminine clothes. It's still really scary going to an actual store and picking out women's clothes. Well clothes aren't too bad, but lingerie is something else entirely. I've only bought a little lingerie. I have a couple panties, some thigh highs, and a gown. I also just recently got a one piece sling, but it's a little hard to wear without being uncomfortable for my crotch. Maybe I should get more. I got an idea.
Nathan grabs my hand and pulls me as he starts walking fast. "Look! It's still here!" He points to the little burger shop called Frank's.
"Holy shit. I thought it would've closed by now. Annnd there's a super long line."
"Are you telling me you don't want Frank's because of a long line?"
"Hold on now I didn't say all that... I just want to go buy something real quick. Save my spot?" Nathan squints.
"Alright, but if you're not back here by the time I order, I'm eating your food."
"Okay fine piggy I'll be right back." He laughs as I turn and walk away. I know I saw a Victoria's Secret on the walk to the restaurant. I quickly walk around looking for it. I know I've never done this before, but just thinking about Nathan's reaction to me wearing lingerie is enough to convince me. I walk up to the store and take a deep breath before going in. Thankfully, the only people in here are the workers. It makes me excited every time I look for lingerie. I love the way it looks and it feels so comfortable too. I take my time looking at all the potential clothes I might take with me. I feel some of the fabrics. They feel so smooth and breathable. Women are lucky to have clothes like this.
"Is there something I can help you with?" I nearly jump out of my own body.
"Oh uhm, I think I'm uh okay. Just... looking for something for my... girlfriend. Yeah."
"Okay! Well if you need anything I'll be around."
"Th-Thanks." My face is throbbing from embarrassment. I sigh and try to relax myself. Why does someone have to do that? I want to just look at clothes. I think about just leaving, but right then I see the perfect thing. It's red laced, almost like a one piece swimsuit, but shows even more skin. I grab the tag. It's a lace uplift balconette teddy. I'm not really sure what any of those words mean, but it looks super sexy. It's hard to tell if it'll look good on me just because it looks good on a mannequin. I grab the package and take it with me. I don't really know if it'll fit. Sizes are weird sometimes, especially women's. I begrudgingly walk up to the person who tried to help me earlier. "So uhm... I don't really know if this will fit. My girlfriend I mean. I don't know if it'll fit her."
"Can I see that?" I hand her the lingerie. "Well what size is your girlfriend?" I think about an answer. I wish I wasn't so terrible at lying.
"W-well, we're both pretty similar. If I were to fit in it, she probably would too. I mean I'm not going to wear it but like uhm for reference."
"I see. Well I'd say probably a medium. Depends on the chest too."
"Oh uh, she's pretty flat, like me. Not like me but like... you know what I mean."
"Well going off of you wearing it, I think medium will be just fine. Of course you're not wearing it though." She gives me a wink. "Is there anything else I can help you with?" I shake my head and quickly walk away, clutching the package like my life depends on it. I quickly look for some tights or thigh highs. I find a red pair of nylon thigh highs that match the same red as the piece I have now. That should be enough. My face is probably the reddest it's ever been and I can almost hear my heartbeat. The cashier can definitely see my nerves.
"That'll be 56.78." The cashier smiles warmly. I grab out my debit card and pay for it.
"Are there any bags that don't have the logo?" I ask.
"Of the store?" I nod my head. "Sure."
She puts the items in my bag and I quickly start walking away. The lady helping me waved. As I left, a sudden wave of relief hit me. It felt like someone was sitting on my chest that whole time. I'm glad that's over. As I walk past a Spencer's I stop. Maybe I should grab something just in case. I quickly walk to the back of the store where the sex toys are. I grab a buttplug with a red jewel on it along with a little bottle of lube. As I'm walking away I grab a pink 6 inch dildo. Just in case. I'm not sure exactly how big he is, but if he's as big as I think, I'm definitely gonna need as much prep as possible. Checking out this time is much less nerve racking. I've bought a few things from Spencer's before. For some reason it's a lot less nerve racking. Maybe it's because the people that would work there wouldn't really be judgemental. It's not that Victoria's Secret would be judging me. But it's just a different feeling.
I walk out of the store with both bags. He's gonna ask about it. I already know. As I walk back to the restaurant, I'm thinking of all the possible answers I could give him.
The line seems to be much shorter. Nathan is only a few away from getting the order. He's looking at me already, like he was already wondering where I've been. "Jeez, I thought I'd have to eat both our food." He looks at the bags. "What'd ya get?" I move the bags behind me.
"Nothing." My face starts turning red.
"Uh huh. If it was nothing you wouldn't be turning into a tomato and hiding it from me."
"Shut up. It's just hot in here."
"In winter?" I punch him in the shoulder. "Ow, you're really gonna hurt me one of these time with your wimpy little punches." I try punching his shoulder again, but he catches it. "Not so tough now, huh?" He's actually really strong. I know he has those big muscles and everything, but he's so easily holding me back. His strength over me starts getting me flustered. I'm starting to get hard from this. God this is so embarrassing. I finally pull my arm away and Nathan has a smug look on his face.
"Yeah yeah whatever. You're strong I guess." We start to order our food. This place is known for its burger sliders and we used to come here all the time. It was always like a special treat to go out and get food from here.
We sit down on the bench next to the restaurant. At this point for some reason I'm starting to feel awkward. Maybe it was because of the embarrassment in the store. Or maybe my feelings for Nathan are finally getting the best of me. We both eat and don't say much to each other until Nathan finishes his food. "So... for real. What's in the bag?"
"So nosey are we?"
"Oh c'mon you say you need to go buy something, you take longer than expected, and then you try to hide it? You're asking for me to be nosey at this point."
"I know." Nathan's look on his face is priceless. He's absolutely dumbfounded at that response.
"What do you even mean 'I know'?"
"You're going to have to wait, Mr. Impatient." I give a smug little smile.
"Fine. Unless I just do this." He starts pulling on the bags I'm still holding. I pull back even harder, which causes him to yank me. He pulls me right onto him. I'm laying across his lap with my butt right next to his face. I can feel his bulge throb. He can definitely feel mine in his lap. I sit there awkwardly for a second before quickly sitting back up. "Give it back."
"Okay I will... but only if you ask nicely." I give a heavy sigh.
"Can I please have it back?" I sound annoyed.
"Oh I think you can do better than that... beg for it." He caught me off guard.
"I-I'm sorry, what?"
"You heard me." He softens his voice and seductively says, "If you want it so bad, beg." I hesitate. I'm not sure if it's more embarrassing to comply or for him to know what's in the bag earlier than I planned. But good lord this just makes me want to comply with anything he says..
"May I please have the bag back? I want it so badly, please?" I do my best to give him a look like I'm a wounded puppy.
"Good boy. You can have it." My jaw drops. I was only semi-hard before, but now I'm throbbing. My heart races as I try to think of a response. He's smirking at me the whole time. He knows exactly what he's doing. I thought I was the only one intentionally trying to flirt. He gives me the bag again and stands from the bench. I can see a clear outline of his bulge. He wants me to see it now. The dominance he's giving off is driving me crazy. What is he doing to me?
I stand and quickly follow behind Nathan. "Is there any other store you want to go to?" I ask him.
"Not really, no. I could head back home if you want."
"Let's go then." I speed walk ahead of him, "Race you to the car." I immediately start running away from him.
"Hey! You got a head start!" I hear him start running behind me. By the time I get outside he's already catching up.
"Why are you so fast?" We're both giggling by the time we reach the car. Suddenly, Nathan rushes ahead of me and practically dives to the car.
"I win!" His hand is on the car.
"I don't understand. I was clearly in the lead! I think you cheated."
"Cheated? How did I cheat? You were the one who gave yourself a head start!" He laughs, "It looks like you still were too slow. I think I deserve some sort of prize." I give him a smirk.
"I bet you'd like that. Just wait till we get home."
"Oh?" I leave him wondering and start getting in the car. He really has no idea what I have planned for him. The horniness he has been causing today and yesterday has made me desperate. At this point I don't care if he's straight. I'm gonna try to really seduce him.
We make it back to the house and I grab my bags. Nathan is already halfway between the car and the house. I quickly walk up next to him and bump into him.
"So what do you wanna do when we get inside?"
"I dunno. Maybe we can just chill and watch something?"
"Oh okay." I am a little disappointed. I'm not sure what to expect or really how to pick it up to the next step. I was hoping he'd take the lead.
"Unless you had something in mind?"
"Oh no we can just chill." I give him a smile and we walk in the house. We both take off our shoes and walk into the living room. I set the bags down next to the couch and plop down.
"I'm gonna go grab my laptop, we can watch something from there." He walks into the hall. For some reason, I'm getting nervous. I know I've been a little nervous this whole time, but now I'm really starting to feel it. I want to go further with him, but how do I know if he's really into it? How do I know he's really into me? The last thing I want is to be reading the situation wrong and do something that'll change us forever. As I start going through all the scenarios in my head, Nathan walks back in the living room. He places the laptop on the table and sits close to me.
"Alright, I got a few different sites we can watch." He turns on the computer and goes to his browser. "We have Netflix, Hulu, Dis--" I cut him off.
"What's that?" I point to one of his bookmarks. It's Pornhub.
"Uh... well you see, it's uh, easier to get to." His face is red and he tries to get rid of the bookmark.
"No no, why don't we see what kind of stuff you watch."
"I dunno Alex, I don't want to weird you out."
"Trust me, I've seen worse." I take the mouse from him and click on it. He's already logged in. "You have a whole account?" His embarrassment is really setting in now. I smirk at him.
"Well, listen. I just made it so I could watch a video before."
"Uh-huh."
"I'm serious! I couldn't watch it unless I made an account. And it's like... tailored to what I like."
"Tailored to what you like... And what do you like? Let's see it Nathan." He sighs and hesitates.
"Promise to not make fun of me?"
"Promise? I can't promise that, silly. C'mon don't be such a scaredy cat." He clicks on his recommended videos. The beginning of it is fairly normal. There's some lesbian porn, some solo women, but as he scrolls down he quickly scrolls past a few gay videos. "Woah woah woah, slow down. Go back up a little." He sighs and scrolls. Two of them are just men jerking off, but one of them has a femboy in it. "Someone's a little fruitcake huh?"