The Third Wheel

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A story of chastity and cuckolding with a housemate.
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The Start

I could hear moans and screams of ecstasy as I entered the apartment.

My new housemate had moved in only a couple of weeks ago. Clearly he liked to have a good time. I quietly and cautiously entered, relieved to see that his bedroom door was closed, not having to awkwardly walk in on him and the lucky woman.

I first headed to the bathroom, ready to quickly have a pee and retreat to the safety of my bedroom. As I pushed open the door, I noticed clothes strewn across the floor. Clearly things had moved across the apartment. My eyes flashed immediately to a red lace thong. I knew I shouldn't but I couldn't help pick it up.

The moans and screaming intensified through the wall, and I felt a degree of shame as I grew horny. I kept the thong in my hand and started to feel my dick. I was transfixed by the screams of joy from the next room, and the soft feel of the lace in my hand.

The next thing I knew, the bathroom door flung open. A different kind of scream immediately followed.

"Alex?!" the woman yelled. 


I immediately tried to pull my jeans up, covering my shameful position. However, I grew even more shocked and startled as I caught a glance at the woman who caught me. It was Kate, a woman I had been on a couple of dates with only a few weeks ago, and worst of all, worked at the same company as me. The dates had ended in embarrassment for me, or at least I thought they had, this was so much worse.

"I... err..." I stuttered, not believing the situation I was in.

Aaron, my new housemate, had now wandered over, still naked and his large cock clearly on display. "What the fuck is happening?" with a confused look on his face. He glanced into the bathroom as me, thankfully I had now at least got my jeans up, but still had the red thong in my hand. "Ah, fucking hell Alex!" he looked at me with pity, as Kate returned to his room.

"I'm sorry, I..."

"I'm going to speak with Kate, we can talk later." Aaron headed after Kate.

I was left on my own, I put the thong back on the floor, and red-faced and mortified headed to my room.

***

I sat stewing in my room, so embarrassed. Aaron had only moved in two weeks ago, what was he going to think of me? Of all people as well, it had to be Kate.

Two months ago, I happened to be in the queue for a sandwich the company cafe, and was behind Kate. I had seen her around, but we worked in different departments, so I didn't know her name at that time. As the person at the front of the queue was mulling over their choice, I struck up conversation with Kate, making a joke, "The sandwiches are the same every day, and they are all terrible, how can you take this long?"

Kate laughed, and that started a conversation, she happened to live in my neighbourhood, and we talked about local bars, including the infamous bar where the owner is a former Children's Television presenter. "No way! Seriously?!" she responded, unaware of the owner.

"Oh yeah! Don't worry, there isn't sticky-back plastic and pipe cleaners on the tables, it's just a normal bar once you're in. I have seen him a couple of times though! We could go sometime if you want?" not knowing where my courage came from for asking her out. I tried to contain my excitement when she agreed.

The first date went well, we continued our good back-and-forth, and she laughed at a lot of my jokes. I got drunk quite easily, which she also found funny. Unfortunately, after the second date, she invited me back to her place, and things didn't go so well. They never go well for me at that stage, the nerves, the worry... and things just fizzled out there. I saw her a couple of times across the cafe at work, or at the other end of a corridor, which was a little awkward, but nothing compared to her walking in on me listening to her bang my housemate with her thong in my hands.

I heard the front door close, it must have been Kate leaving. Then, a knock on my bedroom door, Aaron. I was worried he was going to hit me at first, but he walked in calm.

"Sorry, I'm so..." I started, but was cut off.

"Kate told me what happened between you two, it must have been awkward." Aaron sat next to me. "It was a bit fucked up, using her panties like that, but I get you thought it was just some random girl. You haven't had any girls around, so I get that you might be a bit desperate, and Kate told me you have trouble...". I blushed as he left that pause, wondering how much Kate actually told him. Then, Aaron pulled the red lace thong out of his pocket, and handed it to me. "Here, wash these for Kate, she didn't want them after you had...".

"Yes, of course, and sorry again dude." I tried to sound confident, like it hadn't phased me too much, hoping we could just move past it.

"It's okay, we will work it out, because she will probably be coming around quite a lot." My heart sank a little at that, it was going to be awkward.

"Yeah, cool. Thanks." was all I could reply.

Aaron left my room and closed the door. I was a shellshocked. I tried not to think about what I would have to deal with when I bumped into Kate at work, or worse, when she next came around here. With her lace thong in my hand, I admit I finished what I started earlier before throwing them in the wash.

The Embarrassment

Thankfully, I didn't see Kate for the next two days at work. She was certainly on my mind though.

At home, whilst there was a slightly different atmosphere, things largely continued as they had before with Aaron. I tried to be more helpful and friendly, and he probably knew why, but he didn't outright bring up the situation again. I was starting to think we would just forget about it.

One of the nights midweek, I was chilling watching the TV, and Aaron said "Hey, Kate says you haven't given her back her panties yet?".

"Oh, I... err... Yeah, I washed them, I can give you them if you like?" I replied, visibly flustered. Just when I thought we could forget about it, he just brought it up out of nowhere.

"You said you would wash them for her. I thought you would give them to her as well."

"Sorry. I can take them to her tomorrow?"

"Never mind, she's coming here after work. Just have them ready for her, and I think you should write a card to say sorry, yeah?" He said this so casually, I almost just nodded as if it was a completely standard request.

"A card?"

"Yeah, after all that, and now the delay too. Do you not think she deserves one?". He spoke confidently, it was almost confrontational. I felt like I couldn't disagree. What card would I get? They don't make them for this situation, 'Sorry you caught me jerking off with your panties, I washed them for you'. Though, I wasn't ready to argue about this, I was still ashamed.

"Yeah, sorry."

***

The following evening, I was again on the sofa watching TV when I heard the door start to open. I was expecting Aaron and Kate to be here when I got home, but the apartment was empty, so I relaxed a little, thinking their plans had changed. Clearly they had just gone for a couple of beers on their way home.

Aaron led the way, and saw me sitting on the sofa. "Oh great, here, Alex has a gift for you." directed at Kate, but opening his eyes at me in a way that said 'time for you to give her panties back'.

"Great, one sec, just putting my bag in your room." Kate shouted from the hall.

"They are over there." I pointed to the panties on the side table, with the hurriedly-written card on top. On my lunch break, I had bought a generic card with 'I'm Sorry' on the cover.

"You should be the one to hand them back. I want you to read out the card as well." Aaron spoke clearly. He clearly wanted to humiliate me, which I supposed is what I deserved, but this felt too far. I was about to protest, when Kate entered the room looking stunning as always. She had clearly changed since work, wearing a short black dress, her stunning long legs clearly on display, as was her generous cleavage being brushed by her long dark hair.

"Where's my gift then?" she excitedly asked.

I felt trapped. I knew Aaron would embarrass me even more if I declined, so I decided to just get it over with. I walked over, grabbed the washed and neatly folded panties, and handed them back to her with the card, "Sorry." was all I could muster, barely making eye contact.

Aaron intervened, "Why don't you read the card out for us?" I blushed, but again, decided the path of least resistance was the best.

I opened the card, and, keeping my eyes down at the words the whole time, dispassionately read out the contents. "Dear Kate, I'm sorry for what happened the other day, and sorry for being slow at returning your clothes to you quickly. I hope we can forget about it. Alex." I felt my face blush deep red as I spoke, and it took all my nerve to sheepishly glance upwards at her face as I finished.

"Thank you Alex." Kate replied, with a grin on her face. She glanced to Aaron with what looked like admiration.

I returned to my room as quickly as I could.

***

Sat in my room, embarrassed, I spiralled further by remembering the night I went back to Kate's a few weeks previous. As I mentioned, we had another few drinks, it was all going well, and she asked me to head back to her apartment.

Those words, "Do you want to come back to mine?" are like an electric shock to me. A sentence that probably means, 'Do you want to fuck?', but you can't be sure. One that fills me with excitement, someone is interested in me, I want this, this is amazing. One that simultaneously fills me with dread, what will they think of me, I won't perform, I need to back out. The allure and temptation of the possibilities always wins out though, of course I go along.

Not to suggest I am asked back to a woman's house every week, it has only happened three times, which only makes the situations more nerve-wracking and fraught with worry for me. With Kate, I really liked her, she was funny, beautiful, I worked with her... I needed to impress, but I had never impressed before. My two previous 'come back to mine' experiences resulted in someone laughing and leaving, and the other an awkward experience followed by ghosting the next day.

All of this was on my mind when Kate led me to her bedroom that night a month ago, I could feel my palms sweating, not wanting to ruin my chance with her. She pulled me in close, and started to kiss, immediately feeling for my crotch. I panicked, willing myself to grow hard and impress, but nothing was happening. I didn't understand how it was possible, Kate looked incredible, I was kissing her, her large breasts pushing against me through her dress, I could barely think of anything better, but still... nothing. She started to pull at the button on my jeans, and I let her, paralysed, thinking maybe it would change as she pulled down my jeans, but it didn't.

As Kate knelt down and pulled my jeans and pants down, she saw my very small and completely unerect penis, and looked up at me confused. I would say it was floppy or limp, but that's not right, it's too small to be limp, it just sits there.

"Do you not want this?" she said confused, looking up at me, puzzled. My heart was sinking, this was happening again, why did it not react?! I was fine on my own at home, and I was even a 'grower', not exactly big, but when erect I got most of the way to an average-sized erect dick (I had done plenty of internet research...). But I just couldn't get going 'under the lights', and it was made all the worse by the size of my penis in this state. I was frozen and ashamed.

"No, I want to, I..." I stuttered, trying to come up with words to explain, but unable. Starting to feel the blush on my face.

"Maybe you should head home." she said, looking glum. I didn't know how to respond, I was so ashamed I just complied, picking up my bag and saying some awkward apologetic goodbyes that I have mostly blocked out of my mind. I was so excited for that night, but I didn't even see Kate out of her dress, all we did was kiss before the embarrassment of her pulling down my jeans.

A sound rattled me out of my cringing memories. I could hear banging and clattering, confused I quickly headed out of my door to the source of the sound in the kitchen. I sped into the room, and quickly realised my mistake, but couldn't hide that I entered. Kate was sat on the kitchen table, with Aaron stood in front, his trousers around his ankles receiving a blowjob from Kate. I tried to immediately avert my eyes, but couldn't help but see the huge size of Aaron's cock as Kate wrapped her lips around it, clearly gagging on the cock as she pushed down, but barely reaching halfway, then looking up with adoration into his eyes as she pulled back.

Aaron looked over his shoulder, "Kind of busy in here dude!" he said, smiling.

"S-sorry." I left as quick as I could, returning to my room. How could I have been further embarrassed this evening? He certainly found a way. I couldn't believe how big Aaron's dick was as well, it was comically large, porn-star big, I didn't think that was so common... and Kate had probably told him about me. I felt so inferior, even more so that being commanded to wash Kate's panties for her, I just felt so small, in more ways than one.

***

I heard a lot more banging, followed by moans of pleasure that evening. I was too scared to leave my room, I didn't want to run into them any more. I was worried this was going to become a regular occurrence, and normally I would have spoken to my new housemate about this, ask if he could keep it to his room but... with everything that had happened, I felt too embarrassed to be making demands around him and Kate.

After a while, the noises stopped, and I could just hear the two of them talking. Relieved, I headed to the bathroom after holding it in for quite a while. I noticed clothes discarded in the hallway, but I wasn't going to be caught in one of those situations again, I quickly used the bathroom and headed back to my room. Before I could reach my door, Aaron popped his head into the hallway and got my attention.

"Hey, mind if we have a quick chat?" nodding towards the lounge.

"Uh, sure." I followed, anxious again. Maybe it was an apology? Still, I just wanted to head to my room. I sat on the armchair, as Aaron sat down next to Kate, wearing one of Aaron's hoodies, and seemingly no pants, but the hoodie was so large on her it acted as a dress. Despite the bagginess, I could still see the swell of her large breasts underneath.

Aaron started "So, we have been thinking, and especially for Kate it's a bit awkward you being around whilst she is here. You walked in on us earlier, and we like to get swept up in the moment, so we don't know what you are doing. Kate was worried about her panties as well, thinking maybe you would use them again."

"No, honestly, I was just in my room, I didn't realise you were... and..." I tried to protest, but I was uncomfortable and started tripping over my words.

Aaron stopped me, "No, it's okay, it's just, after what happened you can understand, right? But it's your apartment too, and Kate will be around a lot, so we're not exactly going to make you leave every time she is here." I calmed down a little bit, it seemed like he was willing to be reasonable, and it wasn't the accusation I thought it was.

Kate stood up and moved over to me, squeezing herself next to me on the armchair. I couldn't help but enjoy the feeling of her smooth thighs rubbing against me as she sat down. "So, I was hoping, just whilst I am around, you would be willing to wear this for me?" she put one hand high on my thigh, and I could barely think. In her other hand, she held a small white plastic-looking device.

"What is it?" I asked.

Kate moved her hand on my thigh again, drawing my attention. "It's a chastity cage." I started to blush, and stutter a confused response, but Kate continued, "I know you apologised for the... incident last week, and I appreciate the card, but I just can't relax here right now. I know you probably aren't stealing my panties anymore, or listening to us, but if that is the case, then you won't mind just wearing this whilst i'm here, for my peace of mind?" she spoke calmly, like it was incredibly normal and reasonable. I was frozen, I didn't want to disagree, because it would sound like I was wanting to listen to her, or steal her panties but... I couldn't wear that, right?!

Aaron jumped into the silence, "If you have a girl around, of course you won't need to, but just so we know you aren't just jerking off on your own whilst we are around?"

Looking back now, there are so many things I could have said, but I just felt so trapped. I had been ashamed and embarrassed all night, and now it sounded like if I didn't wear this, I would be admitting to being some sort of creep. "Maybe just for a little bit, until you feel more comfortable?" I suggested. Kate smiled.

Kate handed me the device, "You can put it on in your room if you want? Just let us know when you're ready for one of us to check and lock it." she spoke so calmly, like this was something that people did every day.

"I can lock it myself, it's okay." I said.

Kate half laughed, "The whole point is so we know for sure, so we have to check. You can choose which one of us though?" she offered cheerily. I had my head hung at that point, defeated. I had already agreed, I couldn't back out, and it all felt so reasonable, like I was on a different planet for thinking this was strange. I then started to worry about my choice, Kate or Aaron. I didn't want either, but I guess Kate had already seen my dick, I didn't need Aaron seeing me and humiliating me further.

"I'll let you know when i'm ready." I said, directing my attention to Kate.

***

In my room, I decided to just get this over quickly. I had agreed to this, i'd put the device on, get it locked quickly, and forget about it. After I showed her I was willing, she would trust me more, and we could forget all about this.

I inspected the little white cage, and realised it was very small. I pulled down my underwear, and tried to fit it into place. It was quite intuitive, and I slipped my small penis into the small dome of the cage, pulling a ring around my balls and then clicking the device into place. Once on, it wasn't too bad, one advantage of being small I suppose. I could feel it pushing onto my penis, but it wasn't too uncomfortable. I plucked up the courage to call for Kate.

Kate entered my bedroom with a small key in hand. She sat down beside me on my bed, again with her hand on my thigh. This time, I felt a twitch, the feeling on my dick pushing up against the plastic of the cage. If only I started to feel something a month ago, this could have been different.

"Thank you for doing this, it means a lot to me," Kate told me, which made me feel better. "I'm going to need to see it to lock it though." she smiled.

I hung my head and pulled down my pants, to reveal my cock in chastity.

"Cute." she said, reaching down, and grabbing the cage with her hand and giving it a firm tug. There was no pain from her checking the fit of the cage, but I did feel my cock push harder against the cage, which stayed firmly in place, giving me a lot of discomfort. Then, Kate reached down with the key, turning the lock on the device in place.

"There!" she said, like she had done something as mundane as opening a pickle jar. Then, she leaned over, and gave me peck on the lips. The strain in my cage was the toughest yet, it felt so tight. I felt Kate's breasts brush against my chest as she peeled away from the gentle peck on my lips, and the discomfort intensified. Then, she stood up, and left the room, leaving me sat on my bed, with my pants around my ankles, and a chastity cage on my dick.

The Rules

That first night in chastity was a struggle. I wasn't planning to masturbate, or think about Kate, but knowing that I couldn't made me crave it so bad. It took me a long time to get to sleep, both from the noise of Kate and Aaron enjoying themselves again in the next room, but also just the discomfort of the chastity. When I talk about the discomfort, it wasn't so much the physical discomfort (there was that too, but only when I started to grow), but the mental discomfort, knowing that the two people having the time of their life in the next room had a key which controlled my cock.