Tiffany had a nursing thing she had to attend in Chicago. I had to meet her there because I still had a few weeks left in the Marines. I land at Ohare and she picks me up then we head to the hotel. She warned me ahead of time she had coworker sharing her room. We pull up to this pinky out monocle wearing establishment called The Peninsula Chicago. We were upstairs in their room overlooking the city and doing the meet and greet. They had a suite and her coworkers were mingling waiting on us. I see a few familiar faces from my last story and some new ones. They were all way overdressed. Here I come in khaki shorts and a Gorgoroth shirt. I fit in.
A taste of Chicago was going on at the same time as this which is where we spent most of our days when they weren’t at their doctor thing. Weather was perfect. Everything was going great but Tiffany could see something was wrong. I hadn’t been sleeping the last three weeks. She noticed it when I was with her for the 4th of July holiday the week before this. I was having extremely vivid dreams, waking up thinking I’m under fire, shit like that. I was a little unhinged and detached. I tried to hide it from her but she saw through me. We’re sitting down eating with her friends when she grabs my hands and asks if I’m ok. She gets up and walks behind me resting her head on my shoulder hugging my waist. “We can go back to the room. Just me and you.” Her smile and the genuine concern in her eyes snaps me out of it.
I put my bullshit aside and the rest of the day we had a great time. We all went to the pool at the hotel having some drinks. I’m loosening up and get really really affectionate with Tiffany. I’m sitting on the side of the pool and she’s between my legs facing the same way I am talking with the group. I have my hands on her shoulder looking down at her cleavage daydreaming when she catches me. “See something you like?” All I wanted to do was untie her top releasing those gorgeous tits. I wanted to see whatever jewelry she had in her nipples. I wanted a lot. She’s talking about doctor stuff with all her coworkers when I reach down and pull her out of the water and start playing with her. Not sexually, just playfully. She laughing as I kiss and bite her neck when she says “welcome back. I missed you.” Her coworkers suggest we all go out and check out the bars. Me and Tiffany had other plans.
We went back to the room and she attacked me. We’re on the ground and she’s kissing up my abs towards my chest. I untie her bikini top unleashing her tits. Her icy blue eyes meet mine when she blows a kiss. She reaches down and grabs my cock exhaling a “Mmmmmm” in her sexy voice. My hands find her hips as she’s starts grinding on top of me. We’re both still wet from the pool and the image of water adorning her topless body is like a playboy shoot. She’s flawless. Tiffany leans in and into my ear she says “you can eat my pussy now” as she makes her way up to my face. I peel her bikini to the side and taste her. Like candy. We’re looking each other in the eyes while I’m plunging my tongue inside of her pussy and she starts running her fingers through my wet hair. My hands gripping her tight ass and she’s gripping her breast, nipple showing between her fingers.
I love going down on her. Doesn’t matter if it’s clit or ass. I love it. Tiffany unties my swim suit and start jerking me off. Her smooth hands working my rock hard shaft feels awesome. Out of nowhere, the fucking door swings open as her coworker that was rooming with her walks in and catches us. She saw everything. I personally didn’t give a fuck, but Tiffany pulled the blanket off the bed covering us up laughing hysterically the whole time. Geneva (her coworker) just apologized saying “I didn’t see anything” laughing and covered her eyes. She definitely saw Tiffany’s hand gripping my dick. “I’m just changing and the rest of us are going out. You guys can come if you want.” Tiffany looks down with a smirk and says get on the bed. She puts my T-shirt on and about 5 minutes later Geneva leaves.
We unpause the game and Tiffany gets on the bed, standing over me when she drops her bikini down onto my face putting her hair in a ponytail. She steps out with one ankle and lowers herself down, squatting over me grabbing my wrists and putting them above my head. “Finish” she says, still wearing my shirt, stretching it to max capacity. I’m tonguing her gently when she drops down forcing her pussy and asshole right into my mouth. I begin to suck her clit and lick down to her opening, fucking her with my tongue. She’s grinding my face, moaning intensely. Her hard body curving back grabs my cock again working it with her soft hands. I jump the curb and slide my tongue in her tight butthole. It went in easier than last time. Her eyes went wide “ooh, that’s fantastic baby. I want you to know, I’ve been practicing while you were gone. I thought about you doing it to me. I can’t touch myself anymore without playing with my ass.”
That turned me on so much. I felt her clinch around my tongue. I go back to her clit, aiming for an orgasm now. She knew what I was up to. Before I could really get into it, she crawls downward and slides just the tip inside of her. So warm and so wet. I went to thrust upward when she grabs me with her hand and starts giving me a handjob with just the tip in her. That looked fucking hot. I reach up and lift my shirt up over her tits, exposing her sexy piercings. Shes busty enough to where the shirt can’t fall back over them. She leans down putting her hand on my throat jerking me off inside of her. “I’m so wet baby. You’re gonna slide right inside of me. I’ll take care of you tonight. No more bad dreams. You’re with me now.” Lowering down into me. She felt so good. “You can do whatever you want to me. Any hole you want…” I remove my shirt and now we’re both completely nude. We end up fucking all over the room. If we could sit or lay on it it, we used it. We even fucked in the window looking down at the city. That was our favorite. She was really into it. Every time she was about to cum she would stop me then suck my cock waiting for it to subside. She was building up to something and I wanted to see.
She has her hands on the window with me behind her. Her tits are shaking almost hitting the glass. I grab a handful of her hair and pull her head back towards mine, kissing her neck. We had the room to ourselves so she was being loud. “Oh fuck me baby! Put your finger in my ass! I want you to cum inside of me! Squeeze my fucking nipples! Spank my ass!” Anything she could think of to sound sexy, she was saying it. Demanding it. I was getting close (don’t worry, there’s plenty more). At this point she knew my signal. I would slow down to a solid pace driving into her with long smooth strokes. She loved it. Just when I was about to fill her with cum, she drops to her knees and wraps her supple red lips around my cock pumping her mouth full of cum, eyes wide with surprise. Her nails digging into my waist when she switched from sword swallowing to stroking the rest onto her tongue covering it completely. When I finish, she looks me in the eyes with her tongue out and swallows the last gulp. “Mmm that was nice. Were you saving that for me?” I was always saving them. When she rises to her feet, she’s close enough to me so my cock drags against her body. Between her tits, down her stomach, and right against her soaking wet pussy. (Remember, I’m 6’3” and she’s 6 even)
To speed up through all the non sexual stuff, we hang out for a little while, it’s about 11, we order room service, eat, then decide to go down to the hotel bar. We have a few drinks and time flies by. It’s 130 when we go back upstairs. We’re both buzzing pretty good and then jump in the shower together. There’s a little corner seat that I sit on, still drinking a Long Island. Tiffany wets her hair looking like a playboy model. She starts soaping up, but she’s doing it all sexy teasing me. “Baby I’m already turned on, I’m just finishing my drink while you get soapy.”
From my other stories, you should know I’m a fan of eating pussy. I knock back my drink and pull her in close. She’s inches from me when she puts her leg up on the seat. Desert looks delicious. I forgot to mention earlier, she grew a landing strip out. I’m into that. It’s nice and steamy in the shower when get to work. She had been edging herself from earlier. I wasn’t giving her an option this go around. I put a finger up her ass to keep her still and begin to suck her clit. She’s drunk, and drunk Tiffany cums fast. Like a bottle rocket. Her wet soaped up body looks amazing. Her abs harden when I move my finger inside of her ass. She grabs a handful of my hair and talks dirty again. “I love your green eyes looking up at me when you lick my pussy. That feels so good in my ass. I fucking love it. I didn’t cum all week waiting for you. I can’t wait to explode on you.”
She’s about to get it now. I’m relentlessly licking her clit as she’s sucking and biting my fingers. In one swift motion, I pull out of her ass and swing her into the seat dropping to my knees. She looked impressed. I want it now, just as much as she does. She has her legs spread wide, one propped up on the hand rail and the other over the side of the seat. Spread 180 degrees. Her pussy was actually spread open without any help. Like a blooming flower. Her nails dig into my neck and shoulder, her ass flexed so hard she raised up about 2 inches, and actually screamed out in orgasmic pleasure. I think she made up a word. The water running between her perky DDs down to her landing strip highlighted the curves of her body. I felt her ass tighten around my finger then she pulled my face away. I fought her to get back between her legs, but she closed them locking my head in place.
Tiffany – (breathing heavily) No. Not yet.
Me – Why not? You’re right there.
Tiffany – you know that thing you’ve been trying to get me to do?
Me – squirt?
Tiffany – Yes. That. I think I can do it, but It has to be under the right circumstances. Stop moving your finger. And I think edging myself is the way to do it. Don’t ruin a week of buildup because you have no idea how hard it was for me to send you videos all week and not cum. Patience baby. I won’t stop you after this one. Promise.
Me – you did that for me?
Tiffany – it’ll be for both of us, but you know how weak I get, you’ll have to catch me or we can lay down in here.
Me – whose on top?
I’m laying down in the shower, it was a big walk in with a bunch of shower heads. She gets on top of me and we get to it. She puts two fingers in her ass and starts to do her thing. I can feel her bending inside herself while she rides me. I’m rubbing her clit when she starts doing this thing with her hips where instead of moving up and down, she leans back holding herself up and grinds her g spot on the entirety of my dick, but also flicking her hips upward adding an extra sensation just at the end of her ride. She was taking long strokes, showing me the tip of my own cock for a split second then making it disappear inside of her over and over again. I could see her nails surrounding her pussy from her fingering her ass. It was a lot to see. She had a serious rhythm going.
I could hear her exhale “oh god here it comes” when her knees go from wide open to clinching my ribs. Her eyes are locked on her waist waiting to see what happens. She’s biting her lip in anticipation and her contractions start. These were something else. Way faster than usual. Her lungs were filling and emptying so fast. Her eyes are closed now. Kinda hurting my ribs. She’s holding it In. I’m just watching still playing with her clit when she gives in.
No words from her. Just animalistic groans and incoherent shouting in between deep panic breaths. Her abs were hard as stone. She’s barely riding me now. More or less twitching and then the waterworks begin. She’s holding herself up with both arms now, or trying to at least. She shoots a steady stream right on my stomach screaming fuck and oh god repeatedly. Her pussy is choking my cock and it feels amazing. She kept squirting about 3 times that I could see. She shot out hard and fast. It was messy and I loved it every second of it. A little more kinda shot out, but that first one was like a pressure washer. I had to take over because she actually collapsed backwards. I caught her wrists pulling her back up right. She’s like taffy in my arms. I kept pumping into her, the water splashing against the glass and walls.
Tiffany has this look like she’s sleepy but with a smirk on her face that tells me everything I needed to know. She looked so satisfied. I get behind her and she leans against me breathing. “I still have conditioner in my hair. I need to wash it out, I can’t get up.” Her little blue nipple studs rising and falling with her breathing.
A knock on the door. “Hey, are you guys almost done? I wanna rinse off before bed.” Geneva heard everything. She probably though I was beating Tiffany up. Tiffany says “yeah we’re, done. Be out in a few.” She tried standing up but looks like Bambi on ice. She was trembling but was nothing but smiles and laughter. “We have to do you now.” I turned the water off, “think we can finish before she gets out?”
Tiffany – Hmmm, only if you give me a rest. I need a break baby.
Me – I’ll be gentle, ish.
Tiffany – No, I’ll do you since you’re always so eager to go down on me. I owe you plenty.
Me – Can’t blame me if I get handsy.
Tiffany – Your hands are welcome.
She grabs my dick and pulls me foreword like it was a leash and kisses me. We wrap up in towels she puts her glasses on and we give Geneva the bathroom. As soon as we hear the water on, Tiffany pushes me down on our bed and starts to blow me. Her wet hair and body kneeling down in front of me. She would wrap her lips at the base of my cock and slide up to the tip flicking her tongue, then put her mouth over the tip and back down with me filling her throat. Every time she would use her hands to stroke me, she would talk dirty. “I can taste my cum on your cock baby.” Back to sucking, she opens her tower giving me more to look at. “I can’t wait for you to cum baby. I want to taste it so bad. Don’t make me wait” and with a request like that, I didn’t want her to wait either. She wraps her tits around my cock, looking my in my eyes with this sexy confidence on her face. Demanding that I cum. She starts talking to me like I’m one of her patients. “Do I need to take your temperature with my mouth again? We can’t have you catching a cold. I’ll need a sample from you so we can do some tests. (cupping my balls) Here’s the problem, you’re too full. We just need to empty these and then you should feel better.”
I never thought I would be into that, and maybe it was just because I loved her, but god damn. That turned me on to a whole new level. I loved her with glasses on too. She just looked professional, like a hot porno librarian. I’m pretty close to the point of no return when the water shuts off. Geneva was done. Tiffany shakes her head and slides her tits up and down my cock circling her nipple stud with one hand and scratching down my body with the other. “I need a closer look at the injury” taking me down to the base, her glasses pressed against my stomach. “Baby she’s about to walk out. We’re still not even dry.” I felt bad. She looked disappointed but I told her when she’s asleep we can sneak a quickie. Her face lit up.
It’s about 3am now and were laying in bed, Geneva in hers. We’re watching some reality nonsense on TV. She’s rubbing my back and next thing I know, I’m waking up. All three of us fell asleep. Lights and TV still on. I get up and shut everything off then cuddle up next to Tiffany. She’s wearing my shirt again and some tight underwear barely covering her ass. Next thing I know it’s 7. I’m wide awake now looking at her stretching my shirt to its limits with a raging hard erection. So I start rubbing Tiffany’s stomach and sides, down to her inner thighs. She’s feeling it. Her body reacts when I hit her tickle spots. My dicks stabbing her side when I hit her hips. Her hips are extremely ticklish. She twitches and I hear her little giggle. She reaches down and feels my throbbing cock against her side. She whispers…
Tiffany – Mmmm breakfast in bed. What time is it?
Me – 7
Tiffany – I suppose you can’t sleep with him.
Me – I’ll make use of my time awake. Go back to bed.
Tiffany – Uhhh no. That’s mine. I worked for it.
She pulls my cock out and grinds her ass against it. Everything felt good. I was so hard and horny, she could’ve looked at it and made me cum. “Do you need to see a doctor?” Her fingertips gently graze from my balls up to the tip. I roll on my back and she turns over and tells me to move up. She disappears under the blanket, Geneva is 10 feet away, and then I feel the warmth of her mouth constrict around my cock. She was asleep 90 seconds ago. Her slow pace felt so fucking good. I prefer it slow now because of this. She focused on my sweet spot with the base of her tongue. Pressing it against the roof of her mouth making a swirling motion. My toes were already curling. Last night had me at max capacity. I roll the blanket back to watch her. She comes up slow and pushes down quickly making that wet saliva noise with her throat. It only took her 2 minutes to get me there. I’m throbbing like sunburn now. “Fuck I’m about to cum baby.” She doesn’t even react.
She has the head between her lips stroking my shaft firmly and in control. No part of me went untouched. Her tongue is flicking that spot, it feels so fucking good and I explode in her mouth. They were such powerful shots. Her eyes got wide but she didn’t stop. She kept jerking me off straight into her mouth. I heard her take a deep gulp, swallowing a huge mouthful, followed by another. I was filling her mouth faster than she could gulp them down. Cum started overflowing onto her hand and down to my pelvis. My hearts pounding like a jackhammer. She moans a little adding to the moment. Exactly what I needed. The last few little bursts were nothing she couldn’t handle. After it was over, she licked up the cum that dripped down my shaft. None of it went to waste. I now know how she felt a few hours ago.
She gets up to brush her teeth and drink some water and I cleaned off. We go back to bed and wake up around 10. Geneva said she heard the whole thing and she needed to get laid now. She ended up fucking one of their coworkers, but she said it was pretty hot to hear how much me and Tiffany got each other off.
Source: reddit.com/r/gonewildstories/comments/8s2f2g/edging_squirting_being_spied_on_and_getting
I love a woman that squirts for me and loves ass-play