[M]y (23) [f]irst real introduction to open relationships, from a older, more experienced woman | 2016

I get a lot of enjoyment out of this sub, so it seems like a good place to chronicle my own experiences. I'm currently in an open relationship, in large part due to this story so it seemed like a good place to start!

I had a job out of state a while back, and was put up in my own hotel room for a few nights along with the rest of the crew. It was advertising related, and one of the 4 "talent" (models) didn't show up on the first day. A producer came up to me and said I'd get an extra couple of hundred if I sat in until the tardy one finished the drive from NYC.

I sort of look the part. I'm told I look like various actors often, and in the last year have worked out enough to transition from "skinny" to "athletic." I definitely don't act the part though - I'm very reserved by nature, and it took a lot of work to get rid of the "painfully shy" part of that. I told them they needed to know that there was a reason I stay behind cameras, but the decision was made and I was ushered off to the makeshift dressing rooms. I decided to go with it and take the opportunity to flirt with the 2 women models.

Chelsea, the woman in charge of set and clothing design seemed to be mid to late 20s. She showed me behind the curtain and grabbed a pair of tight black pants and a shirt for me to put on. Expecting further directions I just stood there holding them, but she turned to check how another model's hair and makeup was coming along. Seeing no other curtain, I thought "here goes" and hoping I was right dropped my pants and took off my shirt. I watched Chelsea glance at my chest out of the corner of her eye and was immediately glad I'd been working out. I thought I caught her looking lower too - not surprising, given my bright red trunk underwear. They're flattering, but in this context I wished I'd worn black. I turned under the guise of pulling my pants up in case I was blushing.

I finished, had my hair done to make it look more professional, and joked with Chelsea while the makeup artist put some on me. I won't get into the modeling aspect too much, but things like that made it an interesting experience.

Over the next two days Chelsea and I spent some time talking, but I was too shy/worried about professionalism to make any moves. After the last day the whole crew went to a bar though, and Chelsea asked my age. I took this as a definite sign, especially because she looked overtly surprised and disappointed when I said "23." I pushed past the awkwardness and asked her age, and my surprise was genuine when she said mid 30s. If I'd had to guess I would have said "27."

The group went to a club after the bar. I don't drink and I'm not really a dancer, so I hung out with some of the guys I'd been working with and had good conversations, albeit always with an eye on Chelsea. I knew I'd be really disappointed with myself if I didn't act, so when she came back from the dance floor and sat down next to me I put my arm around her in a break in conversation. She reacted like she'd been electrocuted - quickly moved away and awkwardly [pretended to?] text. I was shocked - it'd been 4 since I've read attraction where it didn't exist, and frankly haven't experienced rejection in the same amount of time, with several dozen women. While I sat there re-examining every interaction we'd had in my head, she leaned over and whispered "room 145, 20 minutes."

Now I really had no idea what had happened, but I also didn't care that much anymore.

I hung around and made some more conversation until 20-some minutes had passed, made an excuse, and left. I went to my room and cleaned my crotch, walked to room 145 and knocked.

Chelsea opened the door and shyly said "glad you came." I apoogized for being longer than 20, and then pulled her towards me in a kiss. She was fantastic. I was getting seriously worked up, butterflies and everything, when she abruptly pulled away. She told me to sit down on the bed, and said "before this goes any further, you need to know I have a husband." My heart sank. I immediately understood her reaction at the club - some of her friends were there. I wasn't ready to make a decision about enabling cheating in the next 30 seconds.

But then she said "...and we're in an open relationship. I don't do one night stands, but this also can't go beyond a certain level of intimacy. Are you okay with all that?"

Unequivocally, yes. (She is hot. This gonewild user actually looks strikingly similar. In fact, after I got home I came across her posts and actually thought for a bit I'd found Chelsea's account). Even if I hadn't been thrilled with the idea of open relationships (I was), there would have been no turning that down.

I laid her back on the bed, undressing her as we made out. I pulled off her bra to reveal perky, b-ish (or large a) boobs, and started teasing them without touching the nipple. I worked back and forth, going lower and lower, then licked along her panty line. One of my favorite things is when women's hip bones lift their panties off their abdomen on either side, and she had this in perfect effect. I looked up at her and snaked my tongue into this space, coming within inches of her pussy. I put my fingers under her waistband and she lifted her hips to let me pull off her panties.

I could smell her moisture, and wasn't able to resist. Normally I tease but I dove straight in, licking from the taught skin between her pussy and ass through her vagina and up to her clit. When I hit it, her legs clapped together on my head and I swirled my tongue around it lightly while she tried to pull my face harder into her pussy. I took her hand and placed it in my hair, and she immediately grabbed on so hard my eyes watered. I made circles around her clit with the occasional random "x," and pretty soon she yanked my head off her now sensitive clit while her legs thrust straight out in orgasm. "Take off your pants," she ordered me, and I dropped them and my underwear on the floor. I positioned myself over her and started fumbling with a condom, but she put her hand on my chest and pushed me onto my back, taking my rock hard dick into her mouth.

I'm around 6.5 or 7", but on her first try she had her lips all the way down pressed into my pelvis. My dick was in her throat without apparent struggle. She looked straight at me and I saw her eyes watering. Then she grabbed the shaft and stroked it while bobbing on the head with her mouth. I've always loved sex more than blowjobs, but this was heaven. I had to slow her down every 30 seconds or so or I'd have cum.

Finally it became clear that I was endangering my ability to have the sex I really wanted without cumming too soon, so I stopped her, pulled a condom on, and pushed my cock into her in missonary. As my cock went into her, her legs wrapped around my back and pulled me in close. I put my arms around her, let our lips find each other, and slowly started sliding in and out. I didn't need to go fast - despite the fact that she was significantly smaller than me my body felt as enveloped and comfortable as my cock. We were completely entwined, and it felt perfect and comfortable.

She writhed underneath me and her pussy walls clenched and unclenched my cock as I pulled it out and put it back in. We stayed in this position, kissing passionately while the walls spun around my head, until she groaned that she needed to feel my cock twitch while I came. Needing no further encouragement I blasted cum into the condom while her nails scratched slowly down my back.

I'm not normally able to sleep on my side, but we passed out and woke up spooning.

We had sex again in the morning, and I visited her while her husband was on traveling a few times in NYC. Open relationships had been something I was working towards anyway, but Chelsea gave me a ton of confidence, advice, and real world experience about them. I owe her a lot.