Stuck in the Window with Geena in my Ass

Geena has me trapped, bent over in the window of my dorm room, with my ass exposed. And she takes advantage of my situation!
This Story Includes: exposed | pegging

Reading Time: 13 minutes

Written By Mike

A freshman at the State University, Mike is head over heels in love with Geena, and thoroughly enjoys their sessions where she's in control. He is powerless to refuse her anything she wants! ... Read Full Author Bio

It is Saturday morning, I’m starting to wake up. I rub the sleep from my eyes first, then my hand moves down under the blanket. As expected, I’ve got a powerful morning boner pressing against my boxers.  I look around the small dorm room and notice the other bed is an empty, unmade mess. The roommate is gone, likely spent the night with some girl again.

My hand slips under the waistband of my boxers, and I just reach the tip of my cock when there’s a knock on the door.  “Crap!” I think to myself. “Just a minute” I yell at the door. It’s probably Kyle, my roommate – he’s always forgetting his key. I get up and put on a shirt while trying to stay hunched over, somehow hoping to block my raging hardon. I open the door to a pleasant surprise – it’s Geena.

I can’t believe this beautiful goddess is my girlfriend! And sometimes I can’t believe the crazy sex we’ve been having. We also enjoy role-playing, and lately she’s really been into surprising me with sessions where she dominates me. I’ve had to get used to all sorts of crazy shit, including being tied up naked and even fucked in the ass. That’s right – her favorite toy to use on me is her strap-on. It scared me at first, but I’ve started to get used to it – and to be truthful, I even enjoy having her go primal on my ass.

When I open the door, and she is standing there with that grin on her face, I know instantly what she wants.  I’m pretty sure my hole just puckered up!

I can’t help myself, just staring at her for a moment. She’s wearing a blouse that leaves little to the imagination. I’m once again entranced by her enormous breasts and her large nipples,  pointing out. It’s obvious she isn’t wearing a bra. Below she’s wearing a short, black skirt and fishnet stockings. Somehow, my morning wood just got even bigger. I’m pretty sure I’m drooling.

That’s when I notice the scattering of guys down the hallway who have stopped what they were doing to ogle at my girl. “Grrr… Look away!” I growl out to everyone. Geena confidently steps forward, pushing me back into the room a couple steps. I notice she doesn’t bother to shut my door.

“You’re wearing far too many clothes,” Geena says in her soft, soothing voice. “Baby, fix that right now.” I’m about to protest, but I know it’s pointless. Since I hadn’t even started buttoning my shirt, I’m able to quickly shed it. Just as I’m about to drop my boxers, I remember the open door behind her. People walking in the hallway could see right in. “Don’t stop” she orders.

I instantly feel the blood rush to my face, but I follow my orders and drop my boxers, stepping out of them. There is no hiding my enormous erection. I’m blushing at the thought of someone walking by and noticing me.  Or my roommate coming in. The grin on her face widens as she takes a moment to appreciate my predicament.

Next, she instructs me to turn around and face the window. I do so, pointing my dick in the other direction, showing my hairy ass not just to her, but also to anyone passing by.  In fact, are those voices of someone coming down the hall?

Geena gives me my next orders: “Please walk over to the window, open it up and hang your head out.” I did as she said. The window is pretty low, so I have to bend over to hang my head out and see below.  My ass is exposed completely now, and I’m terrified at the idea that people will see me like this. Out in the hallway I hear some snickering voices moving past.

Geena gives a couple light smacks on my bare ass. Not enough to sting, but enough to keep my cock at attention. She then backs away. To my relief, I hear her shut the door.  Thankfully, she isn’t going to show me off to my floormates any longer. Maybe nobody looked in?

My room is on the 3rd floor, so I am able to see the entire courtyard below.  There’s a  group of guys playing frisbee. I see  a couple making out on a bench, and another couple spread on a blanket in the middle of the grass. I notice a girl from my history class, sitting, reading a book. Other random people are walking and biking by.

My ass is exposed to Geena, and I know exactly what’s coming. She has never done anything in such a public setting before, and I’m really not sure I can handle it. “Don’t worry honey,” she says, almost as if she can read my mind. “The door is closed, and the people below can only see you from the waist up. Nobody is going to know what I’m doing to you from behind.”  I start to feel a  little relief. Yeah, that’s right. At least nobody down there will be able to tell what is happening to me.

Then she adds, in a whisper: “Just try to keep the screaming down this time.”

Oh, fuck. When she gets into pounding my ass, I can be pretty loud. It’s one thing at her off-campus apartment, where nobody really knows me. But if anyone below were to look up, someone would recognize me. I need to be quiet!

Suddenly I let out a loud ‘YELP’ as her hands reach through my legs and she firmly grabs onto my cock and balls. Shit, I didn’t last long at being quiet. I look back down, but nobody seems to have noticed. She releases my manhood and moves her hands to my ass, squeezing both cheeks.

Before I met Geena, I didn’t know that a woman could get so much joy out of a guy’s ass. She really does though. She enjoys the power she gains from providing me with extreme pleasure, and she knows I’ll do anything for her. Especially when she has my balls in her hand, my cock in her mouth, or her breasts pressed into my face. But when her plans involve stuffing her big, plastic cock in my ass, about all I can do is try to hold on.

It has been sessions like this one where I’ve learned a valuable lesson – the best thing I can do is simply give in to her. I have no power when she decides she’s in control.

Now she has put on the glove, and I know what’s next. She squirts some lube into my ass and, with her fingers, starts spreading it deep in my hole. This is still an unnerving feeling for me. I can’t believe that this hot girl  has her fingers up my ass, and not only am I letting her do it, I’m enjoying it! How could anyone tell I’m enjoying it? Look at my cock! At this point, it is starting to hurt because it is throbbing so much, begging for attention. Precum is surely leaking onto the floor below.

Fuck, I hope she doesn’t make me lick it up this time.  It’s one thing eating it when it comes out fresh. But off the floor is kinda gross.

“Honey, I think you’re almost ready for me” she whispers as she continues wiggling her fingers in my ass, making sure the lube is everywhere. “What do you have to say baby?”

“Thank you preparing my ass for your cock, Miss Geena.” I say in a quiet voice. I know that’s not enough. I know she wants me to ask her to fuck me. She loves when I loose all my pride and beg her to stick her strapon in me.

“Please, Miss Geena. I need your cock inside me. Please, fuck me”

“Well, since you asked so nicely baby..” I suddenly feel empty as she removes her fingers from my ass. This is it, I just have a moment to compose myself and prepare with some heavy breathing.  I know what’s coming, and I need to be ready.

Plus, I have to hold in any screams, or someone below will notice. I don’t know how I’m going to be able to handle this.

Oh shit, there it is! I feel the head of her strapon-dick pressing against my hole, trying to find the entrance.

But, something feels different. Almost like its…

Fuck, is that bigger than before? She can’t actually think that’s going in? Is that supposed to be the head of a dick, or a fucking fist going up my ass?

“Take a deep breath honey. This is going to go in. I know, right now it feels as if it is wider than your asshole. But trust me, we’re getting this in there, so just relax baby, and let it enter. That’s all there is to it. Just relax and take it in, and you’ll be okay..”

I feel the head press further against my hole. I try really hard to relax, I know I have no other option than to accept this huge package she’s delivering to my backdoor. Just as I’m taking a deep breath, it suddenly goes in with what feels like a pop!

“Oohmfff!” I scream a little as it slides in. I look below, but still, nobody is paying any attention.

Geena stops for a moment, letting me adjust to this new feeling. She whispers again “You’re doing such a good job. This is the biggest I’ve put in you yet, and you’re taking it like a champ. I love you honey.” I blush a bit at the praise, but it makes me confident that I can do this. And, I am pretty sure I’ll even enjoy it.

“You’re doing such a good job for me honey, I’m already about a quarter of the way in.”
A quarter? A Quarter of the way in? Oh jesus-fuck I don’t know if I can do this. 

I want to ask where her regular strapon dick is. The one we’ve been using. The one I can handle. I turn my head back as much as I can, and quietly say “I don’t think I can do this. It feels like it’s tearing me open.”

“You’ll be okay lover, it is time for you to move up to a larger-sized cock. I’ll take care of you, and you will enjoy this. Plus, this is nothing compared to the other ones we’re going to try soon.”

Oh God, they get even bigger?

I hear her add some more lube, and then she whispers “get ready, this is going to be fun…”
I’m just getting okay with the feeling of this wide cock tip in my ass, stretching it beyond what I thought was possible as she pushes further into me.

“OH FUCK!” I yell as her cock slides further into my ass, spreading my hole wider than ever before. I look below again, and this time, I notice a couple people glance up before going back to what they were doing.

Don’t mind me, just your average, shirtless, college guy hanging out the window, enjoying the view. Nothing. Happening. Here.

Geena scolds me a little, “Better be quiet or someone is going to figure out what is happening to you up here.”  I can’t believe this. It feels so good, but what if someone notices me? How could I live with that embarrassment if people find out I’m taking it up the ass by my girlfriend?

On the other hand, this situation has me so hot, I’m running out of fucks to give about what anyone else thinks. Geena is now sliding in and out, and she’s starting to pickup rhythm. I’m trying to keep quiet, but I can’t help letting out little squeaks every time her thrusts push me against the window-frame.

Suddenly Geena reaches down and touches the tip of my penis. It’s so fucking hard and sensitive at this point, I let out another low groan.

“That’s a lot of precum babe. I think you might be getting close.” She wipes some off my cock and moves her fingers upto my mouth. I know what she wants, and I obediently lick my precum off her fingers.

Cum eating isn’t a big turn on for me, but it sure makes her hot to feed me my own seed. And that makes me eager to comply. So I hungrily clean all my precum off her extended hand before she moves down my front, slowly caressing my chest, down to my belly, and lightly across my raging hard-on.  I flinch as she lightly touches the engorged head of my cock. All the time she continues thrusting her cock in, and out, of my ass.

Then I look below at the courtyard, and notice someone sitting on a bench, staring at me.

Do I know her?

I instantly break eye contact and look away. She probably didn’t see anything, and has no idea what’s going on with me from behind right now.

Right?

I glance back at her – is she grinning? She’s not looking away! She just keeps staring at me. I look away again. My face is flush with embarrassment, my cock is begging for release, and my ass is being pounded by a monster dildo as Geena’s thrusts continue to increase in speed and severity.

“oof! Uh! … Uh! .. Oh” is about all I can manage to say.

Oh fuck, Geena is really going fast now. Her ginormous unit is sliding in, and out, at a rapid pace. I’m barely able to catch my breath.

Finally, she pulls out all the way, and I start to think my ass is closed for business. Time to work on the front, when suddenly she thrusts back in with such force I let out a loud “OH FUCK – ME!”

I look down again. Shit, she’s still staring at me with that grin. For the first time, I notice there’s a guy there too. Oh holy shit, is he also watching me?

“Uh. Uh. Mmmph. Oh jesuz god.” I can’t help letting out what I hope are quiet  expressions of my pleasure. I fear though, as more heads glance my way, that I’m failing at the goal of remaining quiet. It doesn’t help that drool is starting to stream down my chin to the ground below.

Gina has one hand around my cock now, and she slowly starts to stroke.  I’m getting close, but I know she likes to prolong these sessions. Somehow she manages to keep me from cumming until she’s ready for me to shoot my load.  Remember, I learned to just give in to her commands. Even cumming isn’t a decision I get to make during these sessions.
Sure enough, as she continues pounding my ass, she leans in and whispers “I love you honey. You’re doing terrific, but be a really good boy and don’t cum until I say it’s okay. Understand sweetie?”

All I can do is nod and grunt in agreement. I know I have to do what she wants, or I’ll get a punishment. Don’t get me wrong – sometimes I choose the punishment, I kind of enjoy her little spankings. But I know in this case she’ll spank me just hard enough to make me scream, and then any chance of keeping my ass-pounding a secret will be gone.

She reaches  up with both hands and grabs my nipples. That’s not fair! I let out another squeal.

I’m afraid to look, but I do. Both the girl and the guy are there, holding hands, sitting on the bench, staring at me with big grins on their faces. I can tell – they are enjoying the show.
From a quick glance around the courtyard, everyone else seems to be into their own thing and not paying any attention to me. Just that couple, watching me as I’m being pounded in the ass, and now they can see Geena’s hands, reaching around from behind, pinching my nipples in rhythm with the pounding from beyond.

All I can do is try to hold on and not cum. I don’t want to make things worse.

But, I mean, come on, this isn’t fair! I’m still working with my morning wood here! I haven’t ejaculated since sometime yesterday evening, and it’s built up. My morning jerks are usually a couple minutes, wham, bam, thank you hand – so I can get on with my day.
I’m trying not to cum. Trying not to moan or groan or yelp. I look at the couple on the bench again, and – oh FUCK!

Now they are alternating between making out and watching me. He has a hand on her breast, and it looks like she might have a hand on his crotch.  I realize now that I’m making them horny.

Fuck! This is making me even hotter. I’m watching this couple making out while they watch me get fucked in the ass by my girlfriend. But they can’t really know what’s happening, they can’t see everything.

Nobody, and I mean nobody who knows me would guess I’d be in a situation like this!
Suddenly Geena let’s go of my nipples, and I release a sigh of relief. She seems to know how to gently take me right to my limit.

Her hands slide down my body, slowly caressing my chest, then my stomach again, then lower.  Her thrusting into my rear slows to a stop. She lets it just sit there, deep inside me as she leans in to whisper again.

“That’s my friend Rachel down there watching you sweetie. She’s the one I went out with last night, and we ended up at my apartment for drinks.”

Wait, what? She knows that person? The girl down there, making eye contact with me right now as she makes out with that guy. She knows Geena?

“I was telling her about how proud I was of you for learning how to take my cock up your ass,” she continues. “And then I showed her my new toy last night. I told her what I was planning, and I guess she just decided to show up.”

Oh. My. God. She knows what’s happening to me. She knows how I’m taking it up the ass.

“I’m not sure who he is, but I think it might be her latest boy-toy.”

Oh fuck, that means that guy also knows what’s going on. I feel a new wave of embarrassment hit me, my face has to be beet red. Geena starts thrusting again, and stroking my cock.

I’m feeling so light headed, I can’t concentrate on everything. I look below, and Geena’s friend – Rachel – and her boyfriend have paused their action. They are watching me closely now.

Geena’s strap-on continues to slide in and out. She’s stroking my cock, faster now. I don’t think I can hold it. I’m going to cum. I hope she allows it soon.

“Honey, your cock is throbbing like it wants to cum. Are you ready yet?” she teases, as if she doesn’t know the answer.

“Yes, please may I cum now?” I ask meekly. I am using all my energy to hold onto my load.

“So sorry sweetie, I can’t hear you. Louder please.”

“Please may I cum now?” I say louder.

“Sorry honey, I think with your head out the window I just can’t understand.  You’ll need to speak just a  little louder.”

Oh good grief, I’m going to loose my load any second now.  “PLEASE, I NEED TO CUM NOW” I yell without any further reservation. I’m on the edge, and she isn’t slowing down at all.

“Mike, you’ve been a good boy. I want you to cum now,” Geena says, giving me her permission, and order, to shoot my load.

She’s deep inside me with her dildo and stroking my cock with one hand. She reaches up to my nipple with the other to squeeze. I couldn’t hold it now if my life depended on it.  My body starts to shake uncontrollably.

Suddenly, my cock explodes, all over her hand, the wall, and the floor below.  I let out a scream of some sort. I’m sure everyone below heard.  She stops thrusting in my ass, but continues to pump my cock. I’m squirming now as she continues to rub my sensitive cock head.

“p-please” I whimper. I can’t take anymore, but I’m powerless to move. 

She stops pumping my spent cock. Again, she reaches her hand out, this time covered in far more cum. “Sweetie, I’m not going to make you use your tongue to clean the floor, but do be dear and clean my hand please.”

I comply. As I start licking my hot jizz off her hand, I look down at the couple. They are standing up, still watching me. He gives me a slight wave with that huge, fucking grin on his face. They both turn around and walk away.

I hope I’ll never have to meet him, but I know I’ll see Rachel again.

Suddenly I feel Geena’s strap-on make the long, slow withdrawal from my ass.

Oh. My. Fucking. Goddess. It’s out now. I’m spent. My knees are buckling.

“Honey, go ahead and stand up, get out of the window now.”  I comply, turning around. Somehow my cock is still semi-hard, as if it doesn’t realize that things have concluded. I look down, and see my mess on the floor. I am too worn out to care.

She’s removed her strap-on now and walks up to me, giving me a big embrace. “You did such a good job honey. I knew you could take it.” I’m embarrassed again at the praise, but thankful I did a good job for her. “Go ahead and go lay down and rest. I’m going to get more comfortable and I’ll join you.”

As I walk to the bed, she gives me a light smack on my ass, which makes my fucking cock jump a little. Hold on buddy, it’s not time to get excited again already. Time for rest!

I lay down, and I know what’s next. I watch as Geena removes her clothes. I’m still shy about stripping in front of her, but she has no reservations at all.  I watch as she removes her top and exposes her big, beautiful breasts. She drops her skirt and panties, revealing all for me.

She sits on the bed, and places my head in her lap. She tells me what a good boy I am. I’ve stopped shaking now, my body completely relaxed. She alternates between gently caressing my back and running her hands through my hair. I know later I’ll awaken and take care of her, but now I drift off, back to sleep.

@mizz_geena

@mikelovesgeena

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