The Hotel Hookup free porn video

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Working Up The Nerve

I had never done anything like this before; it was risky hooking up with someone you met on an app, especially for me.

He could leave me bloody and bruised on the side of the road after taking all my money; hell it could be a group of backward thinking Neanderthals wanting to kill me. Or worse yet, he could destroy my life in another way; I was deeply, deeply closeted. No one knew I was attracted to men.

I had spent the better part of my 29 year old life casually dating women and “working on my career.” And sure I loved the taste of a cunt and to a lesser extent the feeling of fucking one, but it’s never felt right before. My entire sex life has been like going to eat Chinese food when your desperately craving Italian; sure it’ll fill you up but your never going to be truly satisfied.

At 26, when my father passed, I started to finally accept some hard truths about myself, and after three years of self exploration and lots of money spent on therapy, I could finally say it, “I’m attracted to men.” It took a lot of courage to get those words out of my mouth, and it took even more to download the gay apps and start trying to put myself out there.

I made sure I didn’t lie on my profiles, despite the fact that I think everyone else may have been: 29 years old, 6’3” tall, muscular frame(thanks to all the repressed sexual urges fueling my workouts), but the other categories I didn’t quite know how to fill out. What’s a tribe? Was I a bear, an otter? Sure I had hair, the same sandy blonde color that grew on top of my head, but what’s the difference between the two? Did I like leather? And when I thought about it, I could see myself really enjoy topping but maybe I was a bottom? And why did everything in the gay community need a label?

At first I didn’t post any pictures on the profile but that seemed to be a taboo, so despite my discomfort in the matter, I added an up to date photo. I didn’t think I was much to look at, but the men on my apps thought otherwise. Maybe I’m just used to my features. I don’t know, but one man described me as a young Paul Newman, which in my mind was an amazing compliment; he’s always been my biggest old Hollywood heartthrob.

Yet despite all the work I put into making my profiles the best they could be, whenever my conversations with guys turned toward meeting up, I would chicken out. I knew I wanted to be with a man, but there’s a big difference between fantasy and reality. Reality has dangers, people with bad intentions, and lots of hate. I just couldn’t get passed it.

That is until HE messaged me back. He was visiting my city of Orlando, Florida for the week, and he was staying at a hotel about twenty minutes away from my home. He wasn’t looking for anything serious and neither was I; plus he was absolutely gorgeous: 27, 5’6”, wavy brown hair, emerald colored eyes, and that smile! Ugh! That smile! It was a devilish and devious looking smile; you could tell he had no good intentions behind that grin. It was unbelievably sexy, and he actually responded to me! A guy who could get anyone he wanted actually responded to me. It didn’t even take him a full five minutes to message me, and we had an ideal conversation.

He seemed very genuine, kind, and exceptionally horny, which was perfect because just looking at his face pics gave me a stiff one! Eventually we ended up exchanging nudes. His body was fine and all; he wasn’t super well defined but definitely not chubby, not that there’s anything wrong with that; that smile alone was turn on enough for me, which made that perfectly round bubble butt of his the cherry on the cake. So when he invited to his hotel room, instead of deleting him, I said yes.

After showering and trying to get a parking spot, I found myself staring at his hotel door. I had to knock, right? I’d regret it if I didn’t, so I held up my arm, made a fist and wrapped my knuckles on the wood. I heard some shuffling behind the door and saw the handle start moving. Oh god! This was it; it was happening! There’s no turning back now.

My nerves were palpable. I’m not sure I had ever truly felt this way before. I thought my heart was going to explode at any minute, and my stomach, I swear it had ripped it self out of my own body. And worse yet, my dick was rock hard and solid, pressing unrelentingly against the fabric of my jeans.

As the door began to open, I could feel my knees and hands begin trembling! Fuck fuck fuck! I was scared shitless. All I wanted to do was run away, far away, but it was way too late for that; because, the door was fully ajar and I was face to face with him and that devil smile!

There was a period of silence where I think I was staring at him with my mouth agape. Luckily he spoke first, “Hi! You must be Christopher! It’s so good to meet you.”

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First Online Hookup

Every once in awhile I get horny enough to hop on a male for male hook up site and browse around, luckily for me most of the guys on the website are older so it’s nice jackoff material too. I usually just browse around till I’m horny enough that I’m on the edge of cumming then jack myself off to take care of it. This day was different though. I log in to the website and within about 5 mins, an older man in his 50s messages me asking me how my day was. I was horny as hell that day so I told him...

1 year ago
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Car wash hookup

In my 48 years of life on this planet I have been fortunate to bed hundreds of women. Some might scold and look down upon me but yet others envy it. I have average looks but have always stayed in shape by eating healthy and going to the gym. The past few years I have been approached by more married or attached women than single ones. I have learned that women cheat probably just as much as men or more however they seem to hide it better. I was divorced at 32 and have been single ever since. I...

1 year ago
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On Line hookup

Last evening after I had my dinner I read my emails then surfed the net for a while. I kept my email open. as I was checking out a few of my sites I am a member at the BING sounded and I saw a new email had arrived. Opening it my heart started to race as I saw it was from an older man I met a few months ago at a truck stop. He wanted to know if I was free to meet up with him for his truck broke down and he was staying at a motel about an hour away. I responded that I would love to stop over...

2 years ago
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CL Hookup

So I had been so horny that I posted an ad to CL looking for Dominant guys to come fuck me while dressed. I posted my ad and waited for the responses to cum in. I got one from this thick Mexican guy and he was really into me. He seemed pretty dominant so I invited him over. I took a shower and got my ass ready. I cleaned it well and used this butt plug that i have that is kind of like a snowman with the largest thickest ball being at the bottom. It stretches out my hole so when he would stick...

1 year ago
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My One Cliche Hookup

I was 20 at the time when I let some friends talk me into being their designated driver while they went out to a karaoke bar. I'm not much for karaoke, but I do enjoy watching drunk people try to sing. So on this particular occasion, I became a bar flower.I made myself comfortable on a bar stool, my legs crossed as a tapped a perfectly manicured fingernail against a glass of coke. I had a good spot in my stool, raised slightly above all the people at the tables in front of the stage. I could...

1 year ago
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High School Hookup

This story takes place when I was 21 working at a liquor store. I never in a million years thought this would happen to me.It was a Tuesday night. I was the only one on shift for the night until closing, which was 11 PM. It was a very slow night. I was incredibly horny that day. I was beginning to think dressing up in very tight jeans, very low cut white top, pink g string, and pink push up bra had become pointless. I had already played with myself 8 times into my 8 & 1/2 shift. ...

3 years ago
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Bar Hookup

This story takes place when I was 19, on a summer night barhopping. I was just getting off of work. It was around 5 PM. I had had a very stressful day. I needed to unwind. I called up my girls asking them if they were free to go out drinking all night. They were all free. As soon as I got home I dressed up in the sluttiest clothes I could find. I put on tight blue jeans, black lacy thong, really tight black T-shirt, and black lacy bra. I dressed up with the intent to draw attention to...

3 years ago
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DRNK HOOKUP

Went on a 5 day fishing tip with some friends to rural PA.First night there I take a ride to the gas station/convience store for beer.As im walking into the store im approachd in the parking lot by a middle aged,obviously Dr**nk women (slurring),as she comes forward I can smell here alcohol breath,she puts her hands on my wrists,(which was weird) and asks me if im going to Marshalls Creek.( 20 minutes away).I say no and continue into the store.I buy some beer and exit the store,now in the lot...

2 years ago
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CL Backyard hookup

Had a nice young BBC contact me thru my ad on CL . It has been awhile since I had a nice hard cock so I was very horny for some dick , especially BBC! Got cleaned up inside and out , lubed myself up good . We agreed to hook up in my backyard , nice dark discrete , covered from view from the front and a back wall that is head high , neighbors on all 3 sides if they actually were awake at night and went into their backyards would have a straight view from both sides...I absolutely love hooking up...

2 years ago
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My first non internet hookup

If you are new to my stories, all me stories are true. I write the stories to document my past sexual exploits. Some of the details have been changed to protect the guilty.In my first job after college, I lived in a far suburb of a major city. There wasn't much to do in my town so I often traveled to the city for fun. On one particular weekend, my company had a work function in the city. My roommate and I decided to make it a weekend and to get a room in the city. A lot of my coworkers had the...

1 year ago
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First CL Anon Hookup

I had been fantasizing about meeting up with another guy for sex, and sucking cock for the first time. I'll save the "why" for another story; suffice it to say I had been thinking about it for a while, and had jerked off a fair amount while browsing the m4m personals on Craigslist.One weekday morning for whatever reason I had the day off. I plucked up the courage to respond to an ad posted by a guy in his late 40's who worked from home during the day. One of his ad pictures was a of...

2 years ago
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Random Ex Hookup

I got pretty lucky this weekend. I hooked up with an ex that I've wanted to fuck againA long story short, she cheated on me at the very end but I was already out of there. I was involved because I helped set her up with a guy on xhamster. She was anti-porn but I caught her on here cruising pics, vids and the dating sites. So, I wanted to see if she'd cheat and helped a guy hook up with her in exchange for some pics and eventually he did something similar for me.Anyhow, I was meeting a buddy...

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