(via Danny85asia)

phillovesbigtits

4 years ago

Carrie LaChance

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phillovesbigtits

3 years ago

My First Glory Hole

After years of seeing pictures, gifs and videos about these mythical places I finally got to experience one for myself and dare I say it was… Glorious!!

* The following was my diary entry on my private blog from June 5, 2020 *

I put out some feelers about a month ago asking a few of my most trusted men if they knew of a place where it would be safe for me to go with a friend. The only one who seemed to know anything was the man I call my “black daddy”. He refused to tell me where this place was in fear that I’d go on my own. He wanted me to be safe and insisted that he be the one to take me my first time. He told me it was NOT in a good area, but I would definitely love the men there. I knew exactly what he meant.

I considered bringing Kayla with me, but in the end I wanted to focus on this first experience alone. I figured if I really liked it then I could bring one friend after another to guide and instruct them. I ended up telling Mark about this plan before I went and after playing ask Jenny 1,000 questions he agreed that I should do this first time without him so long as I agreed to take him too at some point. So we had a deal!!

So back to my “black daddy”. His name is Tim. I met him just before Halloween last year. He’s a married forty year old man with a slew of kids. He’s very religious and even though we do very naughty things together, he is a very good man. I know that cheating is bad, trust me I do. If you all think it’s necessary then you can punish me through Sunday’s Penance Poll for this one… Bring it on!!

After hooking up our first time we got together almost right away again then kept texting back and forth about much more than just sex. I’d ask his advice about other men, relationships and sex too, but most of what we did was talk about life and what was going on as people. I have a couple extra naughty stories about him that I’ll tell you about soon enough so I don’t want to ruin them here, but I’ll tease you with this – We met up on both Thanksgiving AND Christmas for some quick fun. Details will be forthcoming!

He’s an attractive older guy who’s always dressed up, typically in a suit. I won’t say exactly what he does, but he owns a business in an office building and that’s our go-to spot to hook up. I’ve never seen him in casual garb and when I met him again today he wasn’t wearing a suit, but he didn’t disappoint looking sharp as ever. It was raining out when I met him at his office building so I waited for him to pull his car up next to mine so I wouldn’t get soaked.

I chose a simple outfit for this trip. I picked out a form-fitting aqua colored tank top with no bra and black leggings that show off my “adorable little ass” as Tim called it. I didn’t want to soak his front seat so I wore one of my comfortable ribbed pink cotton thongs and some white running shoes since I’d be squatting so much.

I know what you’re all thinking and I get it. Jenny, why not wear a skirt with no panties so you could fuck some of the cocks? Well, I thought about it and I decided that I’ve done some crazy and not very careful or safe things this past year and a half and although the idea of having anonymous sex at a public place would be intense and hot AF, I figured I’d err on the side of caution… for now.

Based on some sage advice I had brought along some supplies with me including a hand towel, breath mints, a water bottle and more. I’m a planner!

We talked the whole way there and it was over an hour away. He said this is the only one he “trusts”. He also likes to keep this kind of thing far away from the people we know, just in case we were spotted together at a place like that. He told me on the way a bit about what to expect and we agreed it would be best if he stayed in the room with me.

I was bursting with anticipation and he was bulging with it so I reached my left hand over to lightly caress his hardening cock through his pants as we drove. I figured even if no men showed up at this place I’d at least have one big black cock to play with today!

We arrived at our destination and since I don’t want to give away too much I’ll just say it was an adult store of sorts. Luckily this wasn’t a bathroom or some grungy old place, it was well-lit and not a terrible spot. I was more than relieved as we walked in. There was a very tall, extremely muscular guy working at the front as security who seemed to take a liking to me. I took that same liking to him and secretly was hoping he’d be one of the men I’d get to enjoy that day. He gave Tim a look like he did good. lol

Tim knew the man who was working behind the counter and he went to talk to him as I walked around the store. There were six guys in there with a couple girls. One of those girls was a worker who was busy stocking shelves with anal plugs, as you do.

Once Tim finished up with the guy at the counter he joined me to look at some fun toys and games together, we had a few laughs then made our way to “the viewing room”. The viewing room is a place where you can watch videos and masturbate to them in a public type of privacy. I wasn’t there to masturbate, but I did get horny as the video Tim picked out began to play. Yes, of course an interracial video. The room wasn’t big, but we fit together easily. There was a bench on the back and sure enough, behind one of the signs on the wall away from the video was a hole… my first real life glory hole!!

Tim had me remove my top so that my tits could be seen through the hole on the other side. I waited for a cock to magically appear, but it took a while. A long while for me… I had to wait almost ten full minutes for my first one!! Can you imagine my pent up hunger after ten minutes of watching porn.

So finally, a cock. A semi-hard, but very big black cock! I suspected it might even have been the security guard’s because of how girthy and massive he got when fully erect. I did my thing from the seat at first then found it more comfortable to get in my squat. I started with just my mouth then used both hands too. Tim sat back and took in the visuals. He let me work. He was only there to guide me and although I’d have let him touch me or do whatever he wanted I did appreciate being given some space to really get into the experience of what I was there for.

After a good seven minutes or so he knocked on the wall which I thought that meant I was hurting him or that he wanted me to stop so I pulled off from my tight sucking grip on his cock only to be blasted in the face by his super-soaker’s load of cum!! What in the fuck lol

This was no ordinary load either, it hit me with enough force to literally splash off my face and it kept spraying!

Tim laughed his balls off, he told me that the knock meant the guy was about to cum. I bet you he’s still laughing under his breath about that moment while he eats dinner with his family tonight!!

Good thing I brought the hand towel!! Another cock appeared about five minutes later. It’s interesting that in the videos I’ve watched it seems like rapid fire cocks, but at least from this first experience there is some waiting involved. The waiting though provided me with enough time to clean up. This new cock wasn’t as big as the first, but it was what I’d call a “pretty cock”. It was flawless and clean like he’d just showered. I loved the head, how it was shaped and felt in my mouth. I got him to cum in about the same amount of time as the first.

The third showed up a short time after the second finished and it was kind of a dud. He wasn’t small or anything, but he wasn’t as big as I like plus he never got fully hard. I felt bad so I kept going, then finally after about fifteen minutes he finally came and it was not the best tasting cum in the world and since he couldn’t see me anyway I spit it out on the towel.

The fourth cock saved the day!! I was about to pack it in after this one, but he took me from kind of turned on to crazy horny slut again! He was thick, long and uncut. He had that low growling moan like Aaron as I took him into my mouth. There was something about his cock in my mouth that just felt so fucking right. This time I was the one who didn’t want the blowjob to end. I can tell you now that I seriously considered pulling my leggings and panties down to let him fuck me, but I resisted. He had to be all of ten inches and as thick as Aaron. I teased and moaned. I tongued and kissed. I licked from his base to the tip and flicked around that tender spot like I do for a girl’s clit. He finally knocked and I kept my mouth firmly on him. He exploded and I swallowed and sucked, sucked and swallowed. I felt like I NEEDED his cum in my belly. Tim was now rubbing his cock next to me, stroking to me and not paying attention at all to that video. I thought about telling that guy my phone number and told Tim that he was my favorite and he assured me that he’ll take care of it if I wanted to see him again. I had so many questions at that point, but didn’t have time to ask.

Three more cocks came through after that, all of them black and none of them disappointed. I thanked Tim after the seventh cock came by going down on him before cleaning up my face from all the cum and drool. He loved it. He loves to see me get dirty and be a naughty girl for him. What do I call the man who I’ve dubbed my “black daddy” during a blowjob… Yes, you already know and he fucking loves it. He’s not rough with me, not ever. He just truly enjoys letting me do my thing, just as I do it. I think it’s as much the visual of what I’m doing as much as it is the actual thing that I’m doing for him that gets him off. He does like to talk dirty to me though, which you all know I love!!

I stood up with my leggings at my ankles now and lowered myself down on him, reverse cowgirl as he stayed on the bench. That’s not an easy position to do while standing so he took over by holding my hips and ass in place while he thrusted up into me. Another cock came through the wall as we fucked so I rubbed it while Tim stood up and got behind me so I could suck the cock from the glory hole. I was in white girl heaven!! I was being slammed and pulled from behind as I used that motion with just an open mouth lightly formed around the other cock to get him ready to explode even before Tim, but once he heard that knock “Daddy” quickly unleashed an orgasmic flurry of strokes as both men filled me with cum.

I cleaned up as best as I could, but my leggings were smeared in cum, spit and my own “Jenny Juices”. I was just hoping it wasn’t going to be too noticeable when I got home!!

Spoiler alert: My dad noticed. That was a fun conversation. lol

Read about my second and third visits to this Glory Hole, along with hundreds more of my stories and captions on patreon: