New account for anonymity.
Backstory:
One of the guys I supervise at work is an absolute garbage human, and I am in the process of building a folder to ensure his time with us is short. Let’s call him Trump.
A while back I overheard him talking to a lady from another department (we’ll call her Jay), telling her he was single (recently divorced) and looking, so I decided to insert myself into the conversation to prevent her from making a mistake. As I approached I heard him say, “learninglife69 is single too, do you have more than one friend?” I groaned internally, but was glad to hear Jay say that there was only one friend and that she was very protective of her.
When they noticed me walk up, Trump said, “speaking of learninglife69, here he is.” We introduced ourselves and she proceeded to tell us about her friend. Turns out Trump was too short for the friend’s taste, and I was relieved to discover I wasn’t needed since Jay was married. I said the obligatory nice to meet you, then went back to the project I was working on.
The next day Jay bumped into me in the hall and told me she had told her friend about meeting me, they had Facebook stalked me, and her friend wanted Jay to give me her number. I’m all for meeting people and making friends, but I noticed Trump creepily hanging out where he could see our phones and I didn’t want him to have any of the friend’s info, so I told her I’d think about it. I saw her a couple of hours later and she thought I needed convincing so she showed me some pics of her friend. I ended up getting the number.
Story:
Having Jay give me her friend’s number was a new experience. Don’t get me wrong, I’ve done better than I probably should’ve when it comes to women… but I’ve never been approached and just given a number before. I started messaging the friend (we’ll call her Ella) and explaining the situation with Trump. She was grateful but explained Jay had noticed the second time she interacted with him that he was a creep. No surprise there.
Ella and I ended up hitting it off and eventually found ourselves at my place, having an interesting conversation about growing up in a religious setting. She was obviously not religious any longer, nor am I. We talked about the process of breaking away and the different things that had happened since. We showed tattoos, she shared some pics from a boudoir shoot she’d done, and then one thing led to another and pretty soon the night got hot.
We kissed and she climbed on top of me. I let my hands roam while we made out, with the goal of getting her excited enough to make the next move. She had her hands in my hair when she suddenly let go and began removing her top. It didn’t take long before I had her on her back and was going down on her. I got her close to the edge of cumming and backed off, thinking it would make for more fun later. I realized pretty quick that was a mistake, she was acting a little off and seemed less into it. I asked if she was ok and told her that she could call it off with a simple no at any point. She reassured me she wanted it but that her nerves were up and her mind wouldn’t stop racing so it was like a fight against her own body to enjoy it. I let her know that there was no pressure on my end and that I wasn’t in a hurry. I had a goal of making sure she enjoyed the experience so I decided to crack a couple jokes and she started to relax after a bit.
She had mentioned that she was wanting to experience more and that her past had been fairly tame in the bedroom department. We were on the couch, so I moved us to the bedroom and grabbed some restraints, a blindfold, and a few other toys. I turned on a lamp thinking that it would help put her at ease. She noticed my camera bag on my dresser and asked in a coy voice if I was planning on using it. I hadn’t been, but told her I’d be more than happy to oblige. I left the camera and picked her up and the kissing resumed. I walked over to the bed, laid her on her back, and got the blindfold in place. I kept the conversation going as I got the restraints on her and got the toys set up. First up was a fun toy, shaped like a penis but with internals that rotate, and a small clit stimulator. Once I got that going, I used my free hand to grab my camera and take a couple shots. I could tell from her body language that she was back in the moment and enjoying herself, when she suddenly groaned and said her body was fighting her again. She kept apologizing and I kept telling her it was ok, but she wasn’t relaxing, only getting more stressed about it. I just yelled out, “Challenge accepted!” and ditched the toy for my fingers and tongue. She let out a quick laugh and began to grind into my face as I got to work. The yell had done the trick and snapped her out of her stress spiral. I had each wrist attached to the respective ankle to keep her legs open but give her the ability to have her hands fairly mobile. I thought maybe the position was preventing her orgasms so I changed it up and connected her wrists together and ankles together. I put her feet on my chest and started playing just-the-tip until she was driving her hips up in an attempt to get me in deeper. I was using lube with the toy so I knew there wouldn’t be much friction so I buried myself in one stroke. I got a rhythm going between slow and deep strokes and just the tip until she was close, then I just went hard and fast, hoping to send her over the edge. Again though, she just started apologizing and I reassured her yet again. At this point I started to think perhaps I was reading her body language wrong and wondered if I’d be able to get her to the promised land. I kept at it while I was thinking, until she asked for a quick water break. Again she apologized for not being able to cum, and again I reassured her I was enjoying myself. She mentioned that she was getting right to the cusp of orgasm but then it would just disappear in a flash. I figured it was a mental thing so maybe I had a chance if I could get her out of her head.
I decided to change my tactics and grabbed a small gem plug. She kept the blindfold on the entire time even though I removed the restraints, so I took that to mean she was into at least that much. I positioned her on the edge of the bed and went down on her again. She had butterfly lips so I took turns moving from one to the other, occasionally visiting her clit. The lube was distributed pretty well at this point, but I added more to the plug before lining it up and starting to slowly ease it in. She tensed and asked what was going on, I told her to breathe and relax and tell me if the sensations became too much. She took a deep breath and said, “Ok.” At this point I was trying to get her far enough out of her comfort zone that her focus would be on what was going to happen instead of focusing on trying to cum. I don’t think she had ever used a plug before so I stopped and used my fingers to get her to relax a bit. Once my thumb was all the way in, I pulled it out and slid the plug in. She gasped when it slid in and I went the fuck to work with my fingers and tongue, grabbing a small vibrator from the night stand to help. I slid it into her and positioned it against her g-spot, which made it rest against the plug. She took a few short breaths and I started licking her clit with all my tongue had to give. Finally. Orgasm. I felt her legs get tighter around my head and when they relaxed I pulled out the vibrator and slid two fingers in to massage her g-spot for the second wave. I could feel her muscles pulsing around my fingers and was disappointed to realize the orgasm wasn’t very intense. I grabbed the camera again and took a few shaky shots, spreading her lips and then getting an aftermath shot.
She laid there for a bit and then asked if it was ok to take off the blindfold. I responded, “Of course, you’re in control.” She got the blindfold off and set it next to her on the bed. We chatted for a couple of minutes with some cuddling before I decided to go for round two. I turned off the light and got into missionary with me on top. I could tell instantly that the light was doing something to her mind because when I turned it off she was suddenly into it, wrapping her legs around my back and moaning loudly. I rolled her onto her stomach and slid my thumb into her ass again. It didn’t take me long to get close to busting, but I was fighting it because I was determined to unlock this puzzle and get a solid orgasm from her. I realized that she was grinding back into my thumb when I hooked it and pulled gently, so I kept at it until she moaned that she was going to cum again. She did, and again it was mediocre at best.
By this time it was late and we both had to work in the morning. I laid down on my back and she said she had an idea. I felt her rearrange on the bed and the next thing I know, she is trying to enthusiastically sheath my cock in her mouth. It didn’t take much of that before I told her I was going to lose it. She jerked me onto my stomach and then climbed onto me and tried to ride cowgirl. Alas, I was starting to go limp after nutting. I got lined up and got the tip in and tried to stand up while holding her, but I slipped out. I told her I had an idea and got her face-down-ass-up on the edge of the bed. I slid my nose into her pussy so my upper lip was against her pelvic bone, my tongue free to work her clit.
I could tell she was really into it because my neck was starting to get tired quickly, from her pushing back into me. She seemed like she was getting close and then changed. I smacked her ass HARD, just once, and took a deep breath, buried my nose as far as it would go, got her lips into my mouth and started flicking her clit with my tongue. Puzzle unlocked. She yelled into the mattress and her legs started to quiver, she clamped down so hard that she pushed my nose right out of her snatch. I kept pressure on and slid it right back in as soon as she relaxed before the second wave. As the second wave hit, I put pressure on the plug and she groaned. When the third wave hit, I slid the plug out and she collapsed onto her stomach, her legs quivering slightly.
I was nice and hard again by this point so I flipped her over, picked her up, and held her with her hands holding onto my neck and my arms under her knees, while I fucked her. I hoped she was still riding the high enough to go again, but no such luck. I felt myself getting close, so I laid back so only my shoulders were on the bed and she had her feet on either side of my head. I bounced her up and down, with the window letting in just enough light that I could see her silhouette. I came again and we climbed back onto the bed, breathing hard, but finally both satisfied.
We just laid there breathing and sweating for a few minutes before she mentioned she was glad I’d been snipped. I laughed and said, “Me too, I don’t need any more kids.” Then being my hilariously funny self, I jokingly said, “Are you sure you didn’t want Trump’s number? He is single since he divorced his cousin.” I was not expecting her response. “I grew up FLDS so cousin fuckers are definitely a hard no for me dawg.” I was stunned for a second as my brain started wondering what her previous sex life had been like. “You mean the Warren Jeffs kind of mormons?!” She responded, “Yeah, I hated when that was going on because my soul would cringe every time I heard his voice again on the TV.”
I went from shock to pure curiosity, which surprised me, and I asked what it was like to grow up like that. She told me that none of the really bad stuff happened to her and she got out young and was able to get her family out as well. Guess she was one of the few, and good for her. Never would have imagined that would be the end of the evening though. After talking for a while and cuddling a little more, she headed home. I let the questions run through my mind while I tried to process what had just happened as I drifted off to sleep.
Source: reddit.com/r/gonewildstories/comments/c156gn/my_night_with_a_former_flds_girl