My First Online Hookup free porn video

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I've never met anyone who has hooked up online. I've only ever heard about it. I know of a couple people who have dated from online, even married, and I've heard from friends that people date and marry online. I'm not into that, but I was very curious about hooking up online. It was a huge turn on for a while. So I checked out some sites, the typical ones: CL, AFF, SS, AM. Turns out that most of the fuck sites set up for hooking up are just scams. And CL has become a hotbed of scams and criminals. And CL only works in the big cities as I found out.

I was living in a major metropolitan city in my mid twenties. At that time I had already checked out the major fuck sites, the ones you'll see advertised, and I examined some smaller sites just to find them all full of fakes, and scams; plus, men outnumber real women like 20-1, or more. Odds of actually hooking up on a site made for hooking up is basically none.

So that's when I decided to check out CL. I posted several times a month, got a lot of spam replies, a few real women who were all very unattractive. Nothing I was doing worked. The posts that "women" would put up were mostly scams, fakes, gay guys trying to lure straight guys, bots etc. Occasionally I'd stumble across a real woman. Found a post for a glory hole fantasy and contacted the "person." Got a reply back and very quickly we exchanged our kik usernames. After barely an hour of chatting on the app we got to talking about phone sex. Never done phone sex myself, it just didn't appeal to me, I'd rather have the real thing. But I decided to try something new.

I set up a skype account and she called me on skype and at first the signal was poor so it took a few minutes for us to finally get connected. But when we did boy was I glad. Her voice was so sexy, so smooth, so soft, so elegant, so hot. I told some jokes, got so hard just from her laugh alone, I knew this was a good idea. She started rubbing her pussy. I told her my cock is getting super hard, super thick, growing from each word she breathes. Her moaning was heavenly, her gasps were enchanting, her "ooh's" and "ahhh's" were so mesmerizing that I immediately became a fan of phone sex. I stroked my cock nice and slow as she fingered herself. I told her to put the phone next to her pussy as she fingered hard so I could hear. She obeyed and I listened to the wettest pussy ever. It was like listening to the ocean, I could smell it, almost taste it. My phone was almost sweating her juices, I wish it had. She was getting so into it, my heart pumping faster as I squeezed my cock, precum covering my fingers and shaft. I told her to imagine my giant cock penetrating her tight pussy walls, spreading them wide open and pounding her hard.

She was going so fast, so I kept pushing her, and she followed me like such a good little slut, my own mobile slave. She finally came and she let out a long ten second moan.

We continued for another twenty minutes and after she came twice more we ended. The following day we chatted again, for several hours over the day. Amazingly I convinced her to meet in person! Her original goal was a glory hole so I was gonna try and set that.

She actually agreed to meet me at my apartment only because she had lived in that building a few years prior. Turns out she had moved out two months after I moved in, so she knew the place well and was comfortable enough. The following day we were both off of work so we agreed to get together at 4:00. The entire day I counted down the seconds until my first online hookup. I rubbed one out before noon so that I'd be extra prepared tonight, to really impress her. 3:45 rolled around and she messaged me that she'd arrived. My heart was pumping fast, a little nervous just because you never know what could possibly happen.

I met her at the front door and let her in, nearly smacked myself with the door and then tripped on the carpet in the lobby. She was hotter than I expected. Jet black hair down to her shoulder blades, 5'8" and curvy but not overweight. She had dark brown eyes with big luscious lips, nice natural tits and a lovely bubble butt. She said her age was 30. She did not look 30 though, I would have bet 23, 24. My first online hookup was with an older woman!

Back in my apartment we sat down on the bed. Her short shorts barely covered her waist, her purple tank top showed a lot of beautiful cleavage, her hair smelled sexually fruity, my cock was already hard. I felt her freshly shaved legs, ran my fingers all over those sexy thighs. I slid down and off the bed, knelt on my knees as she took off her shorts. She wore a sexy lace thong that I slipped off with my mouth. I saw a very sensitive, extremely wet pussy just waiting to be taken care of. I laid her down on her back and spread her legs open. I used my tongue to mark my temporary territory, circled around her lips, caressed the inner thighs, tickled the bottom of her cheeks.

I teased her pussy for a few moments, kissed it, gently fingered it until I couldn't wait anymore and I buried my tongue inside the juiciest pussy. I sucked on it, mouthed it, tongued it, face fucked her, tickled it for who knows how long, I lost track. She switched between grabbing my bedspread to wrapping both hands around my head and stuffing my face further inside her pussy. I fingered her a bit and made her cum twice just from oral and fingering. I licked her legs up and down as I rubbed her clit, my hands soaked with her juices. My pants are already off and I occasionally stroked my cock, it steadily grew larger and larger with each moment I ate her pussy.

I moved her to the center of the bed and climbed up, on my knees I flipped her onto her side and penetrated her pussy, then curled her legs up so her knees touched her chin, and I covered her up as I fucked her. I held her in that fetal position and trapped her, she couldn't open her mouth so all she could do was make strained noises, it was so hot. I pulled on her hair cocking her head back. She couldn't keep her eyes open which I took as a good sign.

I squeezed my thick cock between her pussy and legs, it was so tight and so difficult to push through her defenses as I put my weight on her closing her legs tighter, but the pleasure was worth it, huge pay off. We moved into doggy position on the bed. But I held both her arms behind her back as she was on her knees. I crouched behind her, on my feet, shoved my rod inside her slot and rode that pony. Used her arms like a harness grabbing her biceps. She could talk this time but all she said was "fuck" over and over again. In person her voice was even better, just spectacular.

I kept an eye on my clock just to see how I'm doing, 15 minutes went by, so far so good. I'm glad I rubbed one out earlier. I pulled out and she started to talk but I tossed her like a salad, she landed on her back. I cupped my hand over her mouth to keep her from talking and pulled her to the edge of the bed. Not sure why I prevented her from talking as her voice was so amazing. I raised her legs up and plugged her leaky faucet and plowed her fields for another 6 minutes. The noise of our genitals slapping together echoed off my walls. I watched her body as she came again, then I pulled out and licked her pussy once more, lapping up all her cum. I spun her over onto her stomach again, made her really dizzy, and fucked her some more. I shoved her head into the bedspread cutting off her air for a few seconds then yanked her hair, jerked her head back so she could breathe again. I stuck three fingers from each hand into her mouth as I fucked her hard from behind until I finally came. Drooled spilled out onto my bed. I pulled out and sprayed my sweet cum on her ass and lower back. I scooped it all into my hands and at first let it drip into her mouth, then jammed my cum soaked fingers into her mouth, made her swallow it.

She was so sweaty and tired after 27 minutes that she collapsed on the bed. I curled up behind her and spooned her. I felt her pussy, rubbed it some more, fingered it a little as we caught our breath. Our sweaty bodies stuck together. We never did get to the glory hole but she didn't show any disappointment. I never saw or heard any at least. It took several years but I finally had my first online hookup. Not sure what her real name was but she said it was Olivia. We had phone sex two more times until her fiancee or husband found out and then we lost contact.

She was the only online hookup worth mentioning. Met three other women from the internet in person who were not attractive but still had a good enough time, mainly eating their pussies. But Olivia set the bar high and I am still looking for a woman online to reach that bar. Maybe someday, perhaps on here, I'll get to meet another woman like Olivia.

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At the time I had just turned forty. That milestone, for some reason, had me beginning to wonder whether, as good as my sex life was with my husband, Tom, there was more to sex than I had experienced.Certainly the massage in Phuket was the first time a woman’s touch had aroused me. And, how I came and came again! Even in my late teens, I had not, as many girls do, experimented sexually with girls. I didn’t mind if they did but, for me, sex was something you did with boys. Not that I was that...

Bisexual
3 years ago
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Online Shopping With Mom

Hello this is prasad from Mangalore. I am MBA and working in MNC in Mangalore. I am only son to my parents and dad is working in Nationalized bank as chief manager. Currently my dad working in Gujarat and mom and myself stay in Mangalore. we stay in our own house. since i am only son i got all the privileges at home and can i say happy family. My age is 27 and my mom is 49 and dad age is 5 5. My Mom is graduate and she is housewife and she is kind of innocent. She got 36 B- 36- 38 figure, fair...

Incest
4 years ago
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Online Friend Sonia Fucked

Hello People this is Luvbunny once again here to share my story with you guys. This happened with me in 2010 December and I met this beautiful South Indian Kerala lady or should say girl online via website chatting and her name is Sonia 29 years of age when we met. She is about 5 feet tall typical south Indian skin colour black hair till shoulders black eyes soft lips, bust size 32 C flat tummy and cute little ass but married lady. I use to surf a lot online to meet girls online but never got...

2 years ago
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The Limitations of an Online Relationship

They met in an online, sex chat room. It was Andrea’s first visit and she almost left thirty seconds after she created her profile. Six private messages popped up on her screen.Hey beautiful. Want 2 fuck?I’m 9 inches and ready to go.Hard and hot 4 u. Hi, Baby. A/S/L?Do u cbr?Gonna cum all over you. “What am I doing?” Andrea said aloud in her empty apartment. This was sleazy. Maybe not as bad as going to bar and picking up a random stranger, but close. Nonetheless, she was here because she would...

Seduction
3 years ago
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Meeting my online daddy

I met Mark online. I'd joined a gay chat room. I had been fantasizing about being with a man for a while and this was a harmless, anonymous way to explore my interest.To begin with, I was very shy and didn't know how to respond to the occasional message that came my way. Then I got into a conversation with a guy who made all the running. I only had to go along with his messages.I've discovered that the best cybersex is to be had by going along with the person you are playing with. Unless it...

4 years ago
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From Online to Bliss

We first started chatting online and both of us had fantasies of having sex with someone we met online. We are both married and were both going though a pretty dead period in our married lives. I was about 55 and she was in her early 40's. We were both looking for fun online but during our long chats we came to the conclusion we should meet and test the waters. So this was an adventure. The first time we met we arranged to meet outside a major bookstore in T*****o. After a delay, in which I...

3 years ago
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The Hookup

It had been another long day of endless meetings before the conference finally ended. I was downstairs in the hotel lounge nursing my beer when, to my surprise, the hot blonde that I’d been watching appeared beside me. Smiling, she reached into her jeweled purse and pulled out a hotel room keycard. Biting her bottom lip, she put it in my shirt pocket and patted it. ‘Give me ten minutes,’ she said, and then turned and left without another word. Ten minutes later, I was standing in front of the...

3 years ago
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Convenience Store Hookup

I stopped off at a convenience store just north of Dallas on my way up to Oklahoma to get some gas and a bite to eat. It was about eight in the evening and my goal was to make it across the Red River and to my destination before nightfall.I filled my tank at the pump and then stepped into the store to grab some snacks for the final leg of my trip. There was no one at the counter, so I called out asking if there was anyone there. No one answered, so I waited a few more seconds and repeated my...

Quickie Sex
3 years ago
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  • 19
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My First College Hookup

Anyways, moving into my dorm was emotional. My mom cried. My sister cried. And then promised to visit with a whisper that we’d scour the school for our Prince Charmings. My dad tried to act like it wasn’t a big deal, but he was more nervous to see his eldest daughter move out than I was to be moving out. Anyways, I’ll spare you all the details of the goodbyes. My roommate had already moved in by the time we got there. We’d talked online a few times and she seemed really nice! I could tell by...

3 years ago
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The Seven Eleven Hookup

I pulled into the 7-Eleven and headed for the cooler. It was a typical hot summer afternoon, with temperatures near one hundred. I grabbed a bottle of water, then thought, A cold beer sure looks nice. I still had an hour or two left of work, but I decided, What the heck? I am self-employed and who’s going to care, right?I paid for a six-pack, even though I knew I was only going to drink one, maybe two beers and save the rest for later. Then the unexpected happened.As I was about to leave the...

Occupations
2 years ago
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Hotel Hookup

Amber walked past the lobby, ignoring the looks from the others, who smiled or nodded greeting. Today she was a woman on a mission. Amber found a toilet and ducked in. She lifted her skirt and pulled down her pantyhose and removed the little bit of lace that were panties. She ran a couple of fingers over the course hair and smiled to herself. She had to be careful. She didn’t want to be too wet, not just yet at least. Amber flattered her skirt so that the pleats sat just right. She looked...

4 years ago
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The hookup

Sipping my drink I look around nervously. I start to wonderif he will even show. I am almost ready to leave when I see him. Walking into the bar so full of egotistical confidence it was almost sickening. However there is no denying that he is attractive. Standing at the height of at least 6 foot and even with clothes on I could see that he had a hard body from working out. His dark hair slicked back and I wonder how he had managed to make it look so damn good. I can’t tell from where I am...

3 years ago
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My first college hookup

This is the time that some guy in my geology class blurted out, “Are you high right now?” as class was ending one day. Of course, I was, otherwise I would have delivered the smack upside the head that that kind of lack of discrepancy warrants. Instead, I gave a stupid chuckle, pffft, no, of course not?!? Such a preposterous idea had never been proposed. But I was, and I guess that means I was in with him. Low standards if you ask me, but I’m down. He was cute, a bit juvenile looking, but...

4 years ago
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Hollywood Hookup

*The stories listed here are completely 100% fictional and for entertainment/satirical purposes only. Absolutely nothing that follows will be true. *To suggest celebs, scenarios or get a sense of who might be getting a story soon, go here: https://chyoa.com/chapter/Feedback-%26-Poll.345923 *Now, on with the story: You came to Hollywood two years ago with big dreams of making it in the film industry as a screenwriter. You were young and talented. Surely you would conquer the industry, you...

3 years ago
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Parking Lot Hookup

I am a traveling salesman that covers the western United States. On many, if not all of my trips, I check out gay chat sites. It seems once I am in my room I become horny as hell. On this particular trip, I am up in the state of Washington. While cruising on Squirt for the local hangouts I get a chat request from a local member. We make small talk as I continue to search around and watch porn. I find out his name is Jose. I check out his profile and am very pleased. He is Hispanic and in his...

3 years ago
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Lesbian HookUp

I saw her sitting at a table close to the dance floor. She had just lit a cigarette, and I watched her full lips circle the end of it as she inhaled. I smiled as I watched her turn her head up and crook it to the side as she slowly let the smoke out.From where I sat, I could only see her profile. She was pretty, with short red hair; I could see the outline of high cheekbones, and big, wide eyes. Her lips were what I was most fascinated with, full with a natural pout, perfectly shaped, I wanted...

3 years ago
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Covid grindr hookup

This is my first story so go easy on me lol.its not my first experiance with a guy but my most recent and 100% true, enjoy.i had recently downloaded grinder for some nsa cock fun even though im married (you know how it is guys).i had been browsing daily for a promising meet but kept getting pic hunters or time wasters untill i stumbled upon this one guys profile. He was down as vers so suited me and was close (bonus).we messaged back and forth just gauging what each other wanted and he seemed...

3 years ago
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The craigslist hookup

Shortly after buying my first computer I began searching out porn dating sites in which I discovered craigslist, I began responding to some of the personal ads and found most of the women were hookers but the men and couples were legitimate. On this day I was in the mood for sucking a Dick and I found a post with a picture of a guy with a nice cock, I responded to the ad and he replied he was not able to host, bummed I asked him if he would be interested in car head, He replied "yes that would...

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