Entrapped by His Roommate

Selena was the perfect roommate for me. She paid the rent on time. She had no problems helping to keep the house clean. She didn't eat any of my food unless I offered it and even shared her own at times. She never made too much noise (more on that in a bit) or in general do anything that one might consider annoying. Needing a little extra cash after my divorce I decided to see if I could find a roommate to share expenses in the house I had rented, and she answered the call and straight from the get-go I knew it would work well.

It also helped that Selena was smoking hot. I'm not exaggerating when I say Selena is the sexiest woman I had ever seen. She had long black hair and naturally dark tanned skin that showed she had at least a splash of eastern blood in her that gave her an exotic look. Her body was fit and to sound cliched had curves in all the right places. She was fit and slim but had just the right amount of thick to be sexy especially in the hips and booty department.

From the moment I saw her I was smitten. I was glad we met at a restaurant to discuss my ad for a roommate because the table hid my obvious shifting to get myself comfortable as my cock lurched up in my undies looking at her. During the interview I learned I was about 15 years older than her and suddenly had thoughts of a mid-life crisis girlfriend or being a sugar daddy flash through my mind. After about an hour's worth of conversation we agreed to try living together and within a couple of weeks she had moved in with me.

Living with Selena at first was hard (literally). I had been single for over a year since my divorce and separation and hadn't had the energy or desire to try dating and suddenly I'm living with a woman 15 years younger than me and could work as a model. And it wasn't just her body that made me hard. She had a sweet personality that never failed to send butterflies into my stomach. Whether she knew it or not or did it on purpose or not she was a natural flirt often flashing me whimsical or devious smiles as we talked and often touching me as we talked or bantered.

Many times, I'd leave an encounter with Selena with a raging erection in my briefs that sometimes I wasn't able to immediately relieve. A couple of times I thought about switching to boxers because of that but decided against it not wanting her to think me a pervert if she saw me tenting during one of our conversations. I'll never forget the time I came home, and she was doing her yoga in front of the TV, and I was treated to a nice view of her curvy rear end as she bent over. in a pair of bright yellow leggings. I thought my heart was going to stop. As she heard me come in she turned her head up at me and smiled saying hi but never stopped what she was doing. I said hi and quickly went to my bathroom to alleviate the pressure.

Then there was the time she had her boyfriend over to spend the night. I've never been big on overnight guests, but she asked if he could come over and I couldn't say no to her. Late that night after we'd all watched and went to bed, I heard them begin making love through the wall between our rooms. The sounds of her being pleasured had me hard in seconds. I quickly pulled my briefs off and pulled a nice nut listening to her moan in pleasure covering my whole chest in my seed.

I was content to keep my massive crush on Selena to myself and simply enjoy having her around to talk to and as eye candy until one day I was washing clothes while she was at work, and I found a pair of her panties had been left in the dryer. Because the fates had it out for me, they weren't just plain cotton panties, but sexy black silk and lace ones. I couldn't help but pick them up and examine them. The silk and lace felt so good in my fingers. I was tempted then to pull out my cock and go to town on them, but I resisted. What if she found out? How would she react? Would I ruin what we had? All those thoughts and more flashed through my mind and I decided just to leave them on top of the dryer and finish washing my own clothes.

I wasn't able to keep up that self-discipline though. Images of those sexy silky black panties along with images of them on Selena kept flashing through my mind and I soon found myself at her panty drawer on another day she was at work. Man, oh man did she have a ton of panties. Many of them were sporty panties which made sense, but she also had a nice selection of silk and lace panties that immediately drew my attention. After spending some time looking through her panties and having a good time imagining what they looked like on her I put them away with somewhat of a guilty conscience for perving on her like that. As I left her room that day, I swore I was done perving on her panties.

As I'm sure you can imagine that didn't last. I just couldn't stay away from her gorgeous panties. Eventually I gave in to my desire to wrap them around my cock and have a good time. I grabbed a pair of silky bright pink panties and dropped my shorts and undies and before I knew it, I was depositing a massive load of cum in those panties. The silk felt unlike anything I'd ever felt on my cock before, and I nearly passed out from the intense orgasm I had from it.

Panic set in as my senses cleared from the orgasm and I was standing there half nude with a pair of Selena's panties soaked in my cum wrapped around my cock. I quickly retreated to my bathroom where I cleaned myself up and washed her panties in my sink. After washing them I dried them with her hair dryer and smoothed them out and put them back in her drawer hoping and praying she never found out what I did to them.

After that first time jacking off with her panties, I swore I'd never do it again. And just like before my own horny desires took over and I soon found myself having fun with her panties whenever the opportunity presented itself to me. After a couple of months of regularly playing with her panties I even found myself being amused and aroused at the thought of her wearing panties not knowing I had used them to pleasure myself.

One Saturday afternoon after Selena had left for work, I was laying on her bed with those bright pink silk and lace panties wrapped around my cock edging myself and trying to prolong the tease as long as I could. Over the past few weeks of playing with her panties I'd turned this edging almost into an artform where I'd keep myself at maximum horniness for as long as I could stand it before finally bringing myself over the edge in a massive orgasm.

I'd been laying there with my eyes closed teasing myself for who knows how long when I suddenly heard a gasp. I bolted my eyes open and saw Selena standing there with her mouth wide open in shock.

Her look of shock suddenly turned to a look of anger as she said, "What the fuck?!!!"

"Selena I can explain." I said quickly as I got up.

"What's there to explain?" Selena shot back at me angrily. "You're a fucking pervert who likes to play with my panties."

"Selena please to be mad." I pleaded. "I know this is wrong, but I couldn't help myself."

The look of anger somewhat softened I was glad to see as she said, "You couldn't help yourself?"

"I haven't had sex since my divorce over a year ago." I shyly admitted. "And one day I saw a pair of your panties in the dryer and temptation set in and well you can see what's happened." I said looking away in shame.

"So you got horny seeing a pair of my panties?" she asked.

"Yes." I admitted. "I tried to stop but just couldn't. It doesn't help that you're so hot."

A bemused look formed on her face as she said, "So you think I'm hot?"

Despite the situation I was in I couldn't help but be a little defiant. "Oh come on." I said. "I don't think you'd find a guy within a hundred square miles that didn't think you're hot."

Selena then stepped closer to me. Our faces were less than a foot apart as she grinned and licked her lips and said, "So you think I'm hot and like to play with my panties. Do you imagine me jacking you with my panties?"

Again despite the situation Selena's sudden turn to being sultry had the expected result and I felt my cock throb. I gulped and shyly nodded in response to her question.

She then gave me her devious grin that I'd seen many times before and never failed to send shivers of arousal through me and then I followed her gaze down to my mid-section. My cock was still wrapped in her panties despite the fact that I'd long ago quit teasing myself. My cock was pointing straight and long at the object of its desire with Selena's pink panties hanging off of it like a flag.

She looked back up with an amused expression on her face as she said, "You know it's not every day a girl comes home and finds her roommate with her panties hanging off his cock." I couldn't help but chuckle.

She then leaned in, and our faces were only inches apart as she again licked her lips before saying in a low sexy voice, "While I find it flattering that you think I'm so hot you're a little too old and fat for my taste and you know I have a boyfriend." After a pause to let that sink in she added, "But I've always wanted a boy toy."

"Boy toy?" I asked looking hopeful.

She gave me another devious grin and said, "You've heard of boy toys, haven't you? It's a guy a girl can fool around with no strings attached usually for the girl's enjoyment."

"And that's what you want me to be?" I asked tentatively.

She gave me a sly smirk and said, "Well maybe, maybe not. I've always wondered what it would be like to have one, to have someone to pleasure me at my beck and call." Then she put her finger under my chin and said with a glint in her eye, "Would you be up for that?"

"Yes." I said instantly.

Her face took on a puzzled expression as she said, "Hmmm. I'm not so sure. I don't know if a guy who gets off with panties is what I'm looking for."

"Please Selena don't hold that against me." I pleaded.

She gave me a stern look and said, "That's Miss Selena to you if you really want to be my boy toy."

"Please Miss Selena don't hold that against me." I said.

"You really want to be my boy toy?" she asked smirking at me.

"Yes." I said.

"Then tell me." she said. "Tell me you want to be my boy toy."

"I want to be your boy toy Miss Selena." I said.

"Again." Selena said.

"I want to be your boy toy Miss Selena." I repeated.

"Lounder." she demanded and I complied.

"Say it on your knees." she said and I quickly dropped to my knees and said it.

She had me say it about twenty times on my knees before she finally relented and said, "Well I guess I can give you a chance." Relief and anticipation flooded through me as I watched her walk over to her bed. I watched as she took off her jacket just leaving her in her uniform shirt on top. My breath then hitched as she unbuttoned her khakis and slowly unzipped them. The folds parted exposing the white cotton panties she had on. She then slowly slid her khakis off before sitting down on the edge of the bed.

"Enjoying the show?" she asked and all I could do is nod and mutter an "uh huh."

Stern Selena was back and she said, "Well I'm not doing this for your viewing pleasure I'm doing it for mine. If you really want to be my boy toy then you'll get your face between these legs, and you better get me off good."

I didn't need telling twice and hobbled over to her on my knees. I used a hand to pull her panties to the side and very briefly gaze at her gorgeous bald pussy before diving in face first. I felt my cock return to full hardness as my face was inundated with her warm essence. It was a good thing my ex-wife loved getting oral from me, so I knew my way around a pussy pretty well with my tongue. I slowly and gently licked everywhere I could get to with my tongue.

I could just make out her moaning even though her thighs were over my ears telling me I was doing something right. As I continued to lick her I could feel her body starting to tremble and her moaning getting louder and more pronounced. Her breathing became more like gasping, and I felt her hand on the back of my head press me tighter into her. I got the idea and upped my licking and the next thing I knew I was hearing an ear-piercing scream before feeling her thighs crushing my face on each side as the front of my face was getting showered in her essence.

For a few seconds I thought I might drown as her essence coated my face as I was trapped between her way too strong thighs. Finally she slowly released her iron thigh grip on my face as she calmed down from her orgasm. I slowly and tentatively pulled back and looked up to see her with a contented look on her face. As her panting died down, she looked down at me.

"Wow baby that was great." she said smiling at me. "I guess I was wrong. A panty boy can be a good boy toy." I couldn't help but smile a little at her assertion. She obviously saw this and said, "Don't get cocky sweetie. I'm still not happy at finding out you've been using my panties without my knowledge or consent."

With that we both simultaneously looked down at my still panty wrapped cock. I was still rock hard despite not stimulating myself since being caught by Selena. My cock was clearly in need of attention and a large drop of precum had formed over the tip.

"You bad bad boy." Selena said sternly. "Getting my panties all wet."

"I can't help it." I whimpered.

Selena stepped off the bed and put her hands on my chest and slowly guided me back to lay on the carpet. I looked up at her as she dropped to her knees by my side eyeing my panty wrapped cock with a look of satisfaction. She wrapped a hand around my cock and it's a wonder I didn't jump out of my skin or explode right away. I never thought in a million years that I'd actually have Selena wrapping her hand around my cock.

I felt my cock throb as she wrapped her hand around it and my breath hitched. She smirked at the physical reaction I had to her touch. She leaned down a bit looking me right in the eye and said in a low forceful voice,

"No cumming or there will be consequences."

"But..."I said, but she put her finger on my lips to silence me.

"No but's boy toy." she said firmly. "As my boy toy you must follow all my orders without question or there will be consequences."

I was both scared and aroused at the same time at the firm hand she was taking with me. "Yes Miss Selena." I said.

"That's better." she said smirking again.

She then returned her attention to my cock. She began very slowly stroking my panty wrapped cock. I thought I had become good at bringing myself to maximum hardness and arousal, but she quickly proved me wrong. In less than a minute my cock was throbbing and dripping copious amounts of precum, and I was panting from the experience.

A sly smirk formed on her face as she continued to tease my cock mercilessly. I lost count of how many times she brought me right to the very edge of blowing only to let off at the last second to leave me hanging. I wanted to cum so badly, but at the same time didn't want to disappoint her or find out what those 'consequences' would be if I came without permission.

As she continued to stroke and tease me, she looked over at me and said, "Is this what you've fantasized about?"

"Yes!" I said through gritted teeth as I tried to control my arousal.

After at least 15 minutes of intense teasing and denying me plus the extended period of my own teasing before she caught me my cock and balls were starting to ache, and I knew if I didn't get some relief soon, I'd have a massive case of blue balls to deal with.

"So, this is a dream come true for you." she said coyly. She wasn't lying. Many times, as I jacked off with her panties, I dreamed it was her teasing me instead of myself. Despite the dull ache in my cock and balls that was quickly becoming more pronounced the real-life version of Selena stroking me with her panties was much better than my fantasy one.

Somehow that coy voice she had just used in telling me my dream was coming true as she continued to stroke my hyper aroused cock became critical mass. Despite my best attempts to keep from going over the edge I felt the familiar pressure beginning to force its way from the base of my cock. She must have felt it too or seen my reaction because at that very second, she released her grip on my cock and pressed her hand firmly down on the base of my cock.

There was no holding my orgasm in anymore at that point, but Selena was denying me any pleasure from it. I watched in horror as my cock gave a couple of very weak throbs and a small weak stream of cum slowly streamed into the silky panties still wrapped around my cock.

"Not fair!" I whimpered looking from my cock to her face.

She leaned in to within a few inches of my face and said, "I told you no cumming. Plus, it's what you get for playing with my panties." I then felt her hand wrap around my cock again and give me a couple more hard strokes. I whimpered as she gave me the strokes that ten seconds ago would have ensured what would have been the best orgasm of my life.

Then without warning she got up and headed for the door. As she got to the door she turned and said to me, "Get up and follow me."

I quickly got up and followed her as we crossed the hallway into my room. Once in my room she turned to me and asked where my underwear was. I pointed to the top drawer of my dresser. She opened the drawer and began pulling out all of my underwear.

"What are you doing?" I asked as she emptied out the drawer.

She looked back at me her arms full of my underwear and said, "You took my undies, so it's only fair I get to take yours."

"Oh, come on." I said. "I didn't take your undies I just used them."

"Same difference." she said as she moved past me back across the hall into her room. I followed her as she dropped all of my briefs onto her bed.

"Same difference." she said. Then she gave me a devious smile and said, "A couple more things and you'll be a perfect boy toy." She then turned to her night table and opened the drawer while telling me to sit down on the edge of the bed.

A few seconds later she turned to face me holding a pink chastity cage in her hand along with a brass padlock and a small key on a chain. I watched in stunned silence as she came over to me, spread my legs and secured the chastity cage around my cock. She held up the lock and I saw white lettering on it spelling out "I'm Hers." After giving me a chance to read it and understand its implication she used it to lock the cage around my cock. Once I was locked, she took the key on the chain and fed it around her neck and fed it under her work shirt that she was still wearing.

I then found my voice and said, "Is this really necessary?"

"Of course it is." she said. "Can't have you cumming all over my panties. Plus, it's part of being my boy toy. I get complete control over your pleasure." Then before I could try to argue she said, "Now off my bed."

Once I got off the bed she immediately plopped down and spread her legs. For a second I thought she wanted me to get her off again, but she forced her hand down her panties and began to rub herself off. As I watched her face contort in pleasure, I felt my cock start to rise. Soon I felt my cock pressing into the edge of the cage and it was quite uncomfortable. If the cage was maybe half an inch longer....

I tugged at the cage as she continued to masturbate hoping for a way either to get out of it or to make it more comfortable. My struggle was in vain, and my cock throbbed just out of reach as she fingered herself to orgasm. As she calmed down from her orgasm she looked over at me and said,

"Wow that was nice. Now get me a fresh pair of panties boy toy." A smirk and she added, "I know you know where they are. A pair like these."

I turned back to her dresser and opened the top drawer and grabbed a pair of white cotton panties like the ones she had on. As I turned to face her, I noticed she was laying on her side legs apart and I could clearly see her panties were soaked. As I approached with her dry panties she looked at me and said,

"You'll need to dry me off, no need to put on fresh panties if I'm not dried off."

I got the hint as she allowed me to peel the wet panties off of her. I then went to work cleaning her up with my tongue. As soon as I started licking her she was soon quivering and not long after having another orgasm and soaking my face in her essence.

As she calmed down from her orgasm she looked at me with an amused expression and said, "Sorry sweetie. Guess you're going to have to clean me up again." I went to work again cleaning her up with my tongue and much to her amusement got the same result. After licking her to three orgasms while trying to clean her up she allowed me to wipe her dry with the dry seat of her discarded panties. Once she was finally dry and had pulled her fresh panties on, I was aware of the extreme discomfort of my throbbing cock pressing into the end of the chastity cage.

"Miss Selena please." I pleaded. "I'm aching in this thing."

This only made her giggle before she said, "Sorry boy toy I've had enough sexual fun for one day and I think you have to." She then got off the bed and went over and picked up the panties that I had once been jacking off with and tossed them at me. I caught them and she said,

"You can put those on."

"What?!" I exclaimed. "I can't wear these."

Dominant Selena was back, and she said sternly, "Oh yes you can, and you will. You want to play with my panties; you can wear them. That and the cage will be your mark as my boy toy. Now put them on, if you ever want to have a pleasant orgasm again."

I slowly and nervously stepped into the pink silk and lace panties and pulled them up. Luckily, the silk was stretchy so getting them up around my hips and around my caged cock wasn't that hard. The silk felt good hugging my ass and I wish I could have felt it on my cock but, naturally, the cage prevented that. As I got the panties on and was examining myself in them, I heard Selena's throat clear. I looked up and she had an amused expression on her face.

"Those look really cute on you." she said with a smirk. "Pink panties and a dad bod go together." she said as she came up to me and playfully poked me in the stomach. Despite my discomfort in the cage and the obvious power dynamic that had clearly and firmly shifted in her direction I couldn't help but feel good at her no doubt somewhat backhanded compliment.

Selena then pulled on a pair of leggings before swapping her work shirt out for a t-shirt. She then looked at me and said, "Well it's almost dinner time, I hope you have something good planned."

With that she skipped out of the room with a bemused smile on her face. Just as she was about to walk through the door she turned and said, "Oh by the way you owe me a chastity cage to. I bought that for my boyfriend originally. He might thank you for a few more days of pleasure." With that she scampered through the door leaving me wondering what I had gotten myself into.