Ashley Gets Ruined For Men Ch 02

Since our first night in my apartment, everything was going smoothly. Ashley would come over most days, and every day I would end up inside her. She was taking a liking to the poppers too, although in her mind I think it was just for the high. She was now licking me, and sometimes fingering me, and I was usually fisting her.

I loved taking command, and I learned Ashley loved submitting. I would hold her down on the bed stomach-first, pull out my paddle, and slap her butt until it turned red. Then, while calling her a whore, I would start shoving fingers into her. Slowly at first, and with lube, but eventually stretching her pussy tight around my knuckles. She loved the feeling of me exploring her insides, and I loved exploring them. If she was on her back and I pushed upwards, I could start to see the indent of my hand on her tight stomach. I never told her this though, out of fear she would become apprehensive about what was happening to her body.

Thankfully she hadn't yet, at least in the two weeks we'd been fucking.

I spotted Ashley walking through the greens. "Hey girl!"

"hiiii!" Ashley chirped back, smiling. "we're still on for tonight, right?"

"Of course, and I have a surprise!" I shared a mischievous grin.

Ashley leaned in, kissing my cheek. "I can't wait! I have to head to class but I'll see you later!"

I watched her walk away. Her yoga pants gave her butt a nice, firm shape as she walked away. I could feel myself growing slightly damp watching her, thinking about all the things I have and will do to her. She even drew the attention of some men, and it made me smile knowing they would never get to experience her. Ashley's small frame and intimate parts belonged to me.

Later that evening

We had started to form a nice rhythm. Ashley would come over, we'd talk, maybe look over homework, but eventually I'd have her bent over backwards.

Tonight would be no different.

Around 8, I heard a knock on the door. "Heey Lucy!"

"Hey you, it's great to see you! You look so pretty!"

Ashley had come wearing the same tight yoga pants as before, but now with a light green crop top and no bra. Ashley had been wearing bras less and less, and while I didn't explicitly tell her to stop wearing them, I was happy for the change.

We sat down on my bed and chatted about classes and gossip for probably 30 minutes. After a while, there was a lull in the conversation and Ashley used it to change the topic.

"So you mentioned a surprise earlier today, what was it?"

"It's a sexy surprise, you're going to love it" I smirked, moving my hand to her right breast, feeling for her nipple. "But first, we should get warmed up"

Ashley returned a light kiss on my lips, and then quickly started removing her clothes. She was familiar with the routine, and seemed to love it. Once naked, Ashley grabbed my bottle of alkyl nitrite and inhaled strongly. I don't think she knew exactly what was in store for her, but she found the brief high intoxicating. If this was any other drug I might be concerned, but poppers played into my plans, so I wasn't complaining.

Ashley looked at me with a giddy smile brought on by the poppers. "You look happy" I said, moving towards her. I gave her a light kiss on the forehead, and slowly pushed her over onto her back. I positioned myself over her head, pressing my vulva hard against her chin.

I loved the feeling of being in control, potentially pushing her past her comfort zone without giving her an easy out. Sitting on a girls face who can't easily remove you is a great way to do that.

"mmhm.. i luv ur pussy" Ashley mumbled out from under me. While gyrating on her face, I leaned forward and started rubbing her clit. As Ashley started incorporating more tongue I was appreciating my handiwork. Her privates, once dominated by a soft outer labia protecting herself was becoming more worn. Regular fisting meant her inner labia was now visible most of the time, even when not aroused. More than the movement of her tongue this got me aroused; someday I wanted to work her pussy until it was completely worn out. I wanted it to rest with a subtle perma-gape, that would open with even slight arousal. I wanted her baggy pussy to be sexually worthless to men, and unable to be satisfied by any normal appendage they may carry. She belonged to me, or maybe other lesbians. Nobody else.

With this I could feel myself coming close. Ashley's tongue prodded my insides, so I pressed down hard. "I'm cumming!" I exhaled, short on breath. I still had a finger in Ashley, although it wasn't doing much as she squirmed underneath me.

As I finished, I got up, allowing Ashley to gasp for air. I looked back, noticing my juices now covered her face, and dampened the bed below her head.

Ashley, fully recovered, gave me a devious look. "You're still going to show me your surprise, even though you came, right?" She asked, half joking. "Show is maybe the wrong word" I said, moving over to my nightstand and pulling out a blindfold. The blindfold was made of a soft, black fabric, with an elastic band designed to wrap around your partners head. I had actually picked it up a long time ago for an ex, although this was the first time Ashley saw it.

"oooh, kinky" she said, still a little giddy from the poppers, although they seemed to be wearing off. "Put this on and get on all fours" I instructed, while turning off the overhead lights. All that remained was a dim light coming from a nightlight near my dresser.

I didn't want her to see what was coming next, because I feared she'd say no if she knew how big my surprise was. As is so often the case, this surprise is really more of a present for me. I pulled out a strapon, which used two velcro straps for my legs. Attached out front was a blue bad dragon dildo. Specifically the model Kevin in a size large; if I was going to fuck her with a dildo, it sure wasn't going to look like it belonged to a man.

"Hurry up, I want to feel what it is!" Ashley exclaimed, reaching back and rubbing herself aggressively. "I'm almost ready"! I said, tightening the velcro around my pelvis. The dildo sat out in front of me, moving my center of balance forward. Despite how big the head was, the dildo only grew in size as one moved closer to the base, with ridges following the underside of the massive dildo. It culminated at the base in the form of a slight knot, hopefully helping to stretch Ashley without pushing itself out.

I grabbed my lube and started moving closer to her pussy. I knew she was on poppers, but this was still going to be a challenge.

"Hurrrryyy uupppppp" She whined, as I doused the dildo in generous amounts of lube. "Ok I'm ready, move your hand forward" I commanded. With one hand at the base of the dildo, I placed the other on the back of her neck, pushing her head down into the bed. If this was going to work, I needed all the leverage I could get.

I started moving the dildo up and down her pussy. "I knew it'd be a strap on!" Ashley exclaimed, seemingly proud of herself. I didn't notice, however, as I was too busy appreciating the size difference. This thing was going to wreck her. The pointed tip would hopefully make entry easier, however it quickly expanded to the size of my fist, but never shrank back down like my wrists normally would.

I began to push the head of the dildo in, stretching her pussy around the silicone mass. "Oh my God, how big is that thing!" Ashley bust out, suddenly sounding a bit nervous. "Just the right size for you" I assured her. As the head of the dildo now sat inside Ashley, I moved my hand towards her back, applying more weight on her so she couldn't get up.

"This feels really big, are you sure it will fit?" Ashley nervously retorted. I leaned in. "You care about me, right?" "...mmhm", "and you trust me?", "I guess..."

At this point I was mostly steady, rhythmically moving my hips trying to loosen her up a bit more. Her pussy was stretched tight around the head, which I was trying to fit filly inside. The diameter of the head measured over 2.1 inches, and I had to wonder if it'd fit as well.

"I... OOH.." she was struggling to form sentences. "Trust me, Ashley. I care about you, and I wouldn't push you too far. You want us to be sexually compatible, right?" I laid the emotional pressure on her as I applied physical pressure to her privates.

"it's ok,... I think.. I think I luv--woAHH"

At that moment I forced the head in, and well as another two inches. I stayed in that position, pondering my options and letting here become more comfortable with my size. Even with the dose of poppers she took earlier, this was a big of a struggle.

"I love you too" I lied. We had only really known each other for a few weeks, but constant sexual gratification will make anyone in a weakened emotional state smitten with love.

Ashley tried to get up, but fell due to my weight on her. "Ravage me" she said, clearly excited with my confirmation of love.

Gyrating the dildo slowly, I grabbed my bottle of lube and applied more. It probably wouldn't help get the thing moving, but it might feel nice on her tight hole.

Careful not to pull the head out, I started sliding the large dildo back, and then forward. Starting with a half inch, I moved up to an inch, and then two. Ashley was making grunting noises in the background.

Pretty soon I was fucking her. Maybe not the fastest pace, but fast enough. Her small frame was taking the dildo like a champ, gripping hard on each pull out, and tight enough it almost looked translucent against the blue dildo. It was over half way in at this point, and every few thrusts I tried to force it in a little more.

"I've never felt so full in my life!" Ashley exclaimed, nearing her limit. "I love you so much!" Ashley called out, as if to relay the fact she was putting all her trust in me at this moment.

"I love you too" I replied, giving the dildo a hard push, making her call out. We were nearing the knot, and since this was a dildo I couldn't accurately tell where we were in her pussy. I assumed I was hitting up against her cervix based on the noises she made, but it was hard to tell.

I felt it was time for deep thrusts. I pulled out, until only the tip remained in her, and then pushed forward as far as I could. Ashley called out, hollering incoherently at the object rapidly moving in and out of her, rearranging her guts. I pulled out and repeated the motion, to similar effect

"slow down! it's too much!"

"You just said you loved me, that makes you mine forever. You better get used to good sex if you're going to be in love with me"

Ashley paused, giving me enough time to repeat the motion again. I loved watching her pussy struggle to maintain the beast. As I pulled out, I could see the dildo was taking its toll on her, as it wasn't gripping the tip of the head as aggressively it once had.

I was going to ruin her.

Once more I pulled out, and thrust back in, this time applying constant pressure. My hands remained on her back, pressing her head into the pillow where she periodically screamed. As I applied pressure, I could only imagine what the dildo was doing to her insides. It was likely pushing up against her cervix, rearranging things so the 7.5 inches of length could have a place to rest.

Not only did the dildo have to find space inside of her, but the diameter of the knot was something she'd never handled before. 2.8 inches of soft silicone awaited her. Applying pressure, I could see it moving forward against her body's wishes.

"My pussy feels soo stretched" Ashley protested; her protests were duly noted. "You can take it Ashley, for me" I replied comfortably, grabbing the bottle of lube again. I'm not sure what good it would do at this point but I was determined.

Pulling out slightly, I applied the lube, and set the bottle down. With all my might, I started thrusting, eliciting noises from Ashley into her bed. I could see her once-tight pussy starting to give. With all my effort, I applied more and more force upon each thrust.

With a pop and a yelp, I saw the knot go in. The 2.8 inch diameter knot stretched her pussy so wide it gave her asshole a run for its money as well, taking on an almost oval shape and her body fought for space.

"OH MY GOD, oH my God!"Ashley could barely speak in between her panting. Her body was never designed to take this much silicone at once. "It it in? it HAS to be in!"

"Oh it's in" I said, smiling harder than I had in months. "You look so fucking hot right now" I said, examining my handiwork. I traced my finger along her inner labia, which finally had a bit of a release now that the knot was inside Ashley.

"Lets just stay like this for a minute" she said

"Oh we'll do more than a minute." Ashley was too tired to question me, but I began removing the velcro straps from my legs. I reversed their direction, now tightening each one onto Ashley's legs. Instead of holding the dildo onto me, the straps were now holding it

inside

Ashley.

I moved away, allowing Ashley to fall forward onto the bed. "I feel so full, so impossibly full", Ashley rolled over on the bed, exposing her stomach to the world. I caressed her, feeling a slight bump where the toy now lay.

"You look tired, lets get you some rest". I reached over for some melatonin, I wanted to try and keep this toy in her all night. If I was going to ruin her permanently, I needed long stretches that would fundamentally change her pussy forever. Women act like pussies are a magical body part that never changes, when in reality it can stretch and change just like any other muscle.

Placing a melatonin in my mouth, I went over to kiss Ashley, momma-birding the gummy into her mouth

"Wh-ots thi-is?" Ashley moved her head up a bit to swallow, and then dropped it back down.

"It's a present for doing so well. I'm really proud of you, now get some rest"

"ok, but we have to take this out before I go to sleep. I may lie here for a few minute though"

I knew I had her, there was no way she was taking that off on melatonin, that tired. I kissed her one more time, and moved down to kiss her clit too. Examining my handiwork, I knew her pussy was going to be worthless for men here on out. She belonged to me, and I was making her mine.

I placed the covers over her and stroked her hair. In a few minutes she was out, so I brushed my teeth and went to sleep next to her.

Morning after

I was awoken by a frantic shaking

"Wake up, wake uppp", Ashley moved uncomfortably on the bed. As I awoke, recalled leaving the toy in her all night, causing a gentle smile to cross my face.

I reveled in seeing her stretched out pussy, but I couldn't expose my excitement. "Is the strap on still inside?"

"Yes! I can't believe you let me fall asleep like this! We need to get it out."

I motioned for her to go on her back, and spread her legs. Looking at her pussy, it was clear things had dried out overnight. While the knot was still inside Ashley, the toy seemed to want to get pushed out, as it was now stretching her labia more than when we'd gone to bed. "Ashley I know you don't want to hear this, but you look so freakin hot right now"

"focus on the task at hand, Lucy!" Ashley retorted. Moving my hands over her thighs, I undid the straps around her legs. Immediately the toy naturally started to get pushed out, no doubt the 7.5 inches of length were compressed against her cervix and organs. The only reason it wasn't immediately ejected was because of the massive 2.8 inch knot, still inside her pussy.

I could feel myself getting wetter as I looked at her ruined hole. I moved my head down to lick her clit, in a vain attempt to make her less dry.

"Please get it out!!", Ashley didn't seem to think my licking was helping, and she was probably right. Still I didn't see the hurry, nothing was going to change in the next two minutes. I grabbed onto the base of the toy and slowly started pulling it out, stopping to lean in and give her clit another light kiss.

Leaning back out I resumed pulling, as Ashley grunted due to the dryness of the situation. Her labia was wrapped tightly around the knot, holding it in. I gave it another light tug, pulling the knot out, with the rest of the toy quickly ejecting from her pussy. Ashley sighed, relieved, but still in moderate pain.

I moved the toy, analyzing her pussy. "That's so fucking hot" I whispered, lightly toughing her labia. When we first met, all that was exposed was her outer labia and a hole tight enough it could be confused for a virgin. Now, her pussy hung looser, in a fashion that could be described as slightly baggy. It no longer closed quickly due to the tightness of the muscle, but closed with a distinct lack of urgency, leaving a small gape in its wake. I figured she might tighten with time, but we were too far in for it to ever return to a near virgin status.

Ashley grabbed her pussy and started feeling around, noting how easily her two fingers fit inside, whimpering as she tried to feel her sore pussy. She sat up in an attempt to see what her private region looked like, but struggled to get a good view.

"Lucy we need to talk, my pussy needs a break". Ashley was speaking with a new found confidence, diverging from her increasingly submissive behavior. "I know you like pussy stretching but we need to slow down, I don't like what this is doing to me." She continued to feel around, an increasingly uneasy look coming across her face. "My pussy shouldn't feel like this, I swear it used to be tighter"

"But we were having so much fun, you can't stop now!" My mind was racing, there was no way I wanted to lose Ashley now. "I'm the dom, and you need to listen to me!"

"Lucy stop playing!", she continued lightly feeling her sore hole. "I'm an independent person, and I say lets try something else, I mean I've never even fisted you but you've had your hand in me dozens of times!!"

I became more confident in my convictions. "You need to learn your place in this hierarchy! I'm the dom, and I have a tight pussy. You're basically my slave, in love with me, and who does whatever I say!" I go to push her back down on the bed but Ashley fights me off, sitting up taller and stabilizing herself.

"Fuck you, I don't want to be treated this way anymore!", Ashley's face was looking increasingly upset. "You're not treating me right, and I'm not your fucking plaything!"

I was at a loss, trying to think of what I should say to save the relationship.

"Really? You can't think of anything to say?" Ashley yelled out. "I'm getting my things and leaving!"

I watched as Ashley got out of bed and struggled to walk, the massive toy having clearly left an impact on her ability to move around. I couldn't help but watch her as she gathered her things, every time she bent over I could see part of her inner labia sticking out, resembling roast beef. I couldn't help but feel a little pride in what I'd accomplished in only a few weeks. Her hole was nearing ruin, normal sex wouldn't be the same for her again. My greatest regret was not getting to fist her before she became mad.

A sad, helpless look stretched across Ashley's face. Regaining her balance, she grabbed for my bottle of alkyl nitrite, opened it, and inhaled deeply. The drugs put a brief smile on her face, giving her a short high in an otherwise cruel morning.

Ashley didn't notice me leering as she inhaled, however, as she returned to struggling to get her jello legs through her pantie holes. Her labia left a light imprint on her underwear before she pulled up her yoga pants and put on her shirt. Without saying a word, she hurried to the door and left.

I thought about chasing after her but decided against it, this was a waiting game now. She'll come back when she's more emotionally vulnerable, and I'll claim her again when it happens.