[MF] She came to me for a “sex staycation”… and had 30+ orgasms along the way!

Sometimes things just work out perfectly.

I had a work trip to a city early in the New Year, and when I looked at hotel prices a luxury hotel was very reasonably priced – so I booked it. If nothing else, the hotel bar would be fun.

Then I posted on reddit that I would be in the area, staying in luxury hotel, could host, and would love to get to know some people.

The next day I woke up to a message that I really connected with for some reason. I put a lot of effort into my pinned posts so that people can get to know me, and she had obviously read those and took the time to tell me about herself as well. She’d never done this before, and her SO was going to be out of town that time anyways, and as she said “having a sex staycation sounds like a lot of fun!”

So we got to know each other over chat and made a plan to spend an evening together, and if things went well she would be welcome to stay with me. I don’t normally extend that offer this early, but there was something about her that seemed comfortable.

The day of our date came and for some reason I woke up feeling like I’d been fooled. I had a feeling that she was a fake and that I wouldn’t hear from her. But then in the early afternoon she messaged saying she had just dropped SO off at the airport and was headed home to get ready. She said she was a mix of nervous and excited, but that she would be in the hotel bar as planned.

“I’m going to look hot for you…” She said with confidence.

I headed down to the bar a little early and she walked in right on time. She was dressed in a little black dress, heels and stockings, and had long straight auburn hair past her shoulders. She was taller, probably around 5’8, and slim. Very pretty, and happy looking. I can remember thinking “oh fuck yes” as she walked in.

We greeted each other with a hug and I invited her to sit beside me on a couch in the bar. We chatted as we waited for our drinks, talking about how seamlessly things had gone between us so far, reaffirming our mutual attraction to each other, and then starting to talk about what we hoped might happen.

“I just want to have a lot of fun sex with you” she said. “I’ve never done anything like this, and so when I saw your post, and then we started talking, my mind started racing with possibilities.

As we drank our drinks I put my arm around her and she nestled into me. My hand was on her thigh and hers was on mine.

“You look really hot” I whispered in her ear.

She turned and kissed me with a big smile before saying “thanks”, her hand creeping higher up my thigh.

We’d been in each other’s company for about 30min and were already laughing and flirting heavily. She said she was excited to explore the hotel and I took the cue to pay the bill. We took our drinks to the elevator, and as the doors closed behind us we met each other for our first real kiss. My hand quickly set up shop on her ass, and her hand ran down my side, over my hip and to the bulge in my jeans. “Oh, that feels so good” she whispered.

I walked her to the room and led her inside. I’d been upgraded to a Jr Suite, which is a fancy way of saying “a slightly larger room than normal” but there were a couple of obvious perks. The first was a big shower, and the next was A LOT of windows and a love seat situated in front of them.

We walked into the bathroom and she immediately raised the blinds full so that everyone could see in. I stood behind her and my hands ran over her hips as she pushed her ass back into me playfully. I slid her dress up over her ass, caressing it, bending over to give it a quick lick and bite, then standing back up behind her. “I really want to explore the hotel” she said “but you feel really good right now”.

I turned her around and lifted her up on the counter in the bathroom, spread her legs and stood between them. We kissed as I ground my crotch against her pussy that was only covered by sexy purple panties. She quickly became fairly animated, so much so that I wondered if she’d just orgasmed from us kissing and grinding. This should have been foreshadowing for the next 36hrs. She later admitted she got very close.

We made her way into the bedroom and I opened all the blinds as she asked how the valet would handle her bags that she’d left in the car. I offered to call the valet, picking up the phone as she sat on the bed. She gave me a little look as I dialled the phone, saying “while you do that, let me do some exploring of my own” and pulled me close enough to start to undo my pants. The valet picked up the phone just as she pulled my cock out and immediately took it in her mouth. I can’t remember for sure (because a gorgeous woman was sucking my cock!!!) but I’m pretty sure I groaned into the phone slightly before catching myself. I don’t remember anything about the conversation other than I accidentally hung up the phone, but Angela encouraged me to call back and quickly resumed sucking my thick cock. She even waited until I started talking to deepthroat my 7 inch cock, pressing her nose to my stomach. My hips reflexively pushed forward and my hand pushed her head down on my cock as I tried to describe her bag to the valet. Then she removed my cock from her mouth, turned her head to the side and seemed to hold her breath for a moment (later admitting this was her first orgasm of the night).

After hanging up the phone I dropped to my knees and spread her legs apart and began to tease her with my tongue. Two could play this game. Then I pulled her panties to the side, ran my tongue up her wet pussy for a couple of passes, then stood and said it was time to go explore the hotel.

Our first stop was the hotel pool. She’d expressed interest in fucking in the hot tub which was closed that night but would open the following day. We walked around stealing every opportunity to stop and make out, each of our hands exploring and teasing the others body.

After about 30min of walking around I pulled her in for kiss and told her “I want to fuck you.”

She looked at me with a smile, grabbed my cock over my jeans, and said “Sounds perfect”.

As we entered the room again, I helped her remove her dress. She looked incredible. Lean, toned and feminine. She turned around and started to undo my pants as I lifted off my shirt. She lowered my shorts to the floor and started to stroke my cock as my hands explored her pussy. Then there was a knock on the door. Fuck, the valet had the bag.

Now, if I were to do this over in a fantasy world, I would have walked to the door naked with my full erection. But this wasn’t the fantasy world (although it was shaping up as pretty close) so I quickly threw on my jeans and buttoned them up, but left the belt undone and walked to the door with no shirt on. As I turned back to the bed Angela lay across the bed in her underwear. She wasn’t in sight of the door but she was obviously open to being seen. Fuck she looked incredible.

I opened the door, thanked the woman for bringing the bag, momentarily considered asking her to put it a few step away where she would have seen my gorgeous friend laying on the bed, but thought better of it, closed the door quickly, removed my clothes again and returned to Angela’s now waiting mouth. She had my thick cock head inside her mouth before my feet stopped moving.

If I’m being totally honest, the next few minutes are a bit of a blur. I believe I went down on her next, and I couldn’t tell for certain but was pretty sure she came once, then almost immediately again after. I then crawled up between her legs and took my cock in hand and pushed insider her. She seemed to cum again within seconds of receiving my hard cock. We settled into a slow rhythm and she came again, this time my cock slipping out of her as she did. At first I thought this was just bad timing, but as the night went on I realized she would actually push my cock out as she came. I’d never experienced that before.

After several minutes I moved her to the love seat by the windows and told her to kneel on it.

“We’d better put down a towel” she said. So I grabbed a towel, lay it on the love seat, she assumed the position with her gorgeous ass presenting to me, and I pushed back inside her. She moaned loudly as I started to fuck her, giving her ass a smack, and as I started to build my tempo up she again came hard, pushing my dick out. Like I said, I didn’t have any experience with this, and I’m not sure I’d fully realized what was happening yet, but she immediately started to cum again and pushed my cock out with it.

Now, I’m sure there are some men reading this saying something to the effect of “She wouldn’t be able to push ME out.” I might have thought the same thing before this. But now I can honestly say, if you are thrusting, at some point in her orgasm you’ll probably only have the head of your cock inside her, and it isn’t hard to push that out.

The trouble was (and please understand that given the circumstances I was NOT complaining… I was fucking a gorgeous woman after all!!!) that every time I got close to cumming, she would cum and push my cock out. Somewhere in this time she’d also squirted all over the towel, so we moved to the bed again and I lay down for her to ride me.

What a sight! My hands were all over her, grabbing her breasts, my hands gentle around her throat, on her shoulders and pulling her back into my thrusts. And again, each time I got close, she would get excited and cum, pushing my cock out.

And did I mention she was vocal? Fuck me. As her orgasms would build she would let out a low guttural moan, then almost hold her breath until she would let out a loud FUUUUUUUCK as she came. The best part is she had told me as we were getting to know one another that she didn’t swear, not even while fucking, but was apparently completely unaware she groaned FUUUUUUUCK with each orgasm.

After what seemed like 30min of fairly aggressive fucking I needed a rest. I’d been close so many times with no release that my orgasm seemed to have retreated for the time being. We curled up together on the bed and she started to tell me how hot this had all been so far. How she was nervous earlier in the day but was so happy she’d done this because it was exceeding her fantasy so far. I told her that I was glad and that I was having a great time too.

This was when I started to learn how insatiable this woman was. She was stroking my cock, slowly bring it back to life, sucking it every few minutes and generally wanting more. So I lay her back on the bed, and started to go down on her. I quickly pushed two fingers inside her as I licked her clit, and she started to buck against my hand. Taking the cue, I changed my body angle and focussed fingering her as I sucked her nipples. She almost immediately started to squirt, and seemed to orgasm for the next 5min straight (don’t quite me on that number, I was busy fingering a gorgeous woman). She never seemed to need to recharge. She was never too sensitive and needed a break. Each orgasm seemed to turn her on more and make her want the next orgasm more.

And when you are a man in this situation where a woman is cumming and cumming, you can’t help but get hard again. So I flipped her over, raised her ass and got behind her again. This time I was determined to cum. Apparently so was her pussy! I didn’t hold back, pinning her shoulders down on the bed with my full weigh on top of her, my cock pounding her from behind. (she later said she’d never had anyone do that before and LOVED it, that she felt so safe being held in place by me). She would turn her face to the side and I’d see her hold her breath, then let out her FUUUUUUUCK, but I would push deep inside her and hold myself there. Unfortunately I kept losing the rhythm I was building, so as much fun as I was having, and as sexy as she was, I just couldn’t get there. After several minutes I needed a rest again.

Did I mention she was insatiable? I don’t know how it happened, but soon I was suggesting she straddle my face, and I was licking her pussy as she sucked my cock. We ended up laying side by side in 69, and I closed my eyes. She continued to stroke my cock, sucking it occasionally, and I gave her direction on what I needed. Soon I felt the pressure building in my cock, a long slow build, as she stroked my cock near her face.

Finally, I erupted. Unfortunately I had closed my eyes and was focussed on getting the release I craved, so I didn’t get to see. She later told me that I shot 3 big ropes of cum, and then a long 3 second “fountain of cum”. When I opened my eyes, she was lazily stroking my cock with one rope up cum across her cheek. She looked so sexy.

I got up and offered her a towel, then kissed her.

This was just the beginning to her sex staycation that included us fucking in the hotel hot tub. But that’s another story.

Source: reddit.com/r/gonewildstories/comments/109jyro/mf_she_came_to_me_for_a_sex_staycation_and_had_30

13 comments

  1. finally a story told by a man!
    also i have had sex like this before and god it is so much fun

  2. Very hot! Can’t wait to hear the rest. Did Angela say what made her decide to stray from her SO if this was the first time she’s done anything like this?

    My college ex gf would squeeze me out regularly when she orgasmed too. Must have been the way her vaginal muscle rippled. She’s been the only one I’ve experienced that with

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