Have You Had Anonymous Sex?

Not into sissies at all - cross dressing or not. If I want someone who looks and/or acts like a woman, I will opt for a woman. Most cross dressers don't pass for women anyway. My preference is for a manly man (but not a bull) and we are equals; and that usually equates to married men who like to suck cock, just as my personal cocksucker was and did. As I said, to each his own.
I did some macho guys in the past, but no more. Only sissies just like me now. The more fem the better. Are you saying that you wouldn't let her suck you? https://64.media.tumblr.com/92b5113e19847e8ab143b8f7e884032e/tumblr_o0vqetQlEn1siow6zo1_540.jpg
 
Many times at gay resorts in Palm Springs and San Diego. Helios, All Worlds, CCBC, Canyon Club (one of my favorites) and Club San Diego - just to mention a few. Most of my time at the bathhouses were before the Covid pandemic, but I am considering easing myself back into the wild scene again. Have sucked and was sucked and fucked in spas, pools, saunas, steam rooms and private cubbies or resort suites. Love hearing about your adventures, but do be safe!
Many times! Bath houses, hotel hook ups, nude beaches, ABS, theaters and one blindfolded session with a kinky DOM that had many use me at both ends!
 
At an ABS a few weeks ago; lots of action, all guys; was in a glory hole booth, and looked at the guy in the next booth; I saw he was wearing a wedding ring, so I figured he’d be safer than others…I watched him stroke for a while as I dropped my pants and worked on my own cock, while flipping through the channels. I was getting really turned on, looked down and his hard cock was sticking through the hole; I guess it had been for a minute and I was too busy flipping channels to notice. He withdrew it, probably figuring I wasn’t interested; I probably wouldn’t have sucked him off, but had I seen it sooner, I certainly would have grabbed it and jerked it. Oh well, I peeked through the hole, but he’d bailed….sigh….next time….
 
Definitely would have jerked him off, or have put a condom on it and blown him. Haven't been to an abs in decades. Loved them back then. Never done a glory hole but a fantasy of mine.
 
Not by number of occurrences, but by number of "discrete" encounters (meaning encounters with different partners), I've had more Anonymous Sexual Partners than Individuals I know.

My list of people that I've had "relationships" with is relatively short, while my "list" (obviously there's no list) of Anonymous Sexual Partners is much more extensive.
 
Thursday after 7 I met a guy off sniffies in a parking lot in his grey Impala. Messaged me then I messaged back about jacking off. I gave him a number to call me and I parked beside him. Another car was a spot over but empty and that was all. He unlocked the door I got in then said he had been so horny he almost didn't wait. He then leaned his seat back and I did too. He unzipped and slid his pants and underwear down and I slid my pants down left my boxers on. Watching his cock I pull mine through the fly. He leans over and starts jacking me I can't reach him. He's slow stroking rubbing his thumb around the tip. After a couple minutes I ask him if I can play. His 5" is hard sticking straight up. I tell him how hard he is. He says he takes Cialis and after a minute I tell him I'd love to feel it in my mouth and I have a condom. I'm looking at his face and he says sure and scoots in his seat. I reach down to my pants pocket get a condom rip it open. Roll it down to the base. Look at his face and then tighten my lips and slide down his cock moaning till I'm all the way down. Flicking my tongue pressing it on the side feeling his veins. Bob up and down a few times and he asks if he can put his hand ony head. I pull off and say oh yeah and he pushes my head down and starts humping up. He says going to cum he lets go of my head and I keep bobbing, popping the rim past my lips back and forth. I feel him throb and he pushes my head down. I'm moaning sucking hard and he relaxed and I pull off leaning back looking at his soft cock. I start jacking my self and cum over my hand and boxers he watches me. We pull our pants up he puts the condom in a rag and puts it on the floor. We lean our seats up. I tell him thanks and would like to do it again. I get out and stretch and he leaves then I do.
Love to meet you it would be lovely
 
At an ABS a few weeks ago; lots of action, all guys; was in a glory hole booth, and looked at the guy in the next booth; I saw he was wearing a wedding ring, so I figured he’d be safer than others…I watched him stroke for a while as I dropped my pants and worked on my own cock, while flipping through the channels. I was getting really turned on, looked down and his hard cock was sticking through the hole; I guess it had been for a minute and I was too busy flipping channels to notice. He withdrew it, probably figuring I wasn’t interested; I probably wouldn’t have sucked him off, but had I seen it sooner, I certainly would have grabbed it and jerked it. Oh well, I peeked through the hole, but he’d bailed….sigh….next time….

My observation with Glory Holes is that you often don't get a lot of time; if he is sticking his cock through that hole you have to decide ~fast~ if you're going to suck it - at least get your hand on it as you get into position. Many guys will only give you a few seconds to make that decision before they decide to move on. Some of them, like your married guy, may not have a lot of time, some of them just want to get sucked right now and aren't going to have their cock hanging exposed for you unless you demonstrate that you're actually a cocksucker.
 
My observation with Glory Holes is that you often don't get a lot of time; if he is sticking his cock through that hole you have to decide ~fast~ if you're going to suck it - at least get your hand on it as you get into position. Many guys will only give you a few seconds to make that decision before they decide to move on. Some of them, like your married guy, may not have a lot of time, some of them just want to get sucked right now and aren't going to have their cock hanging exposed for you unless you demonstrate that you're actually a cocksucker.
I never stuck my cock through the hole "uninvited", meaning that, unless I saw the fingers through the hole signal I kept my cock away from the hole. To me, just sticking your cock through the hole exposes you to the greater possibility of someone on the other side deciding that he isn't pleased with your forwardness and injure your cock in some way. The anonymity of the glory hole provides cover for the person on the other side and I doubt that someone with a fractured penis is going to run from the booth screaming for someone to capture the perpetrator and call the cops. So, I think, instead, that if you're looking to suck cock, you need to have already made your mind up, take the initiative and give the fingers through hole signal. If he sticks his cock through the hole after the signal, both of you are bought in and prepared.
 
Almost exclusively.
When I've had Anonymous sexy it was Almost Always at an ABS. I did have it once at a Massage Parlor in Downtown Pittsburgh. What I assumed would be a Happy Ending Massage turned into more. To my surprise, the girl told me to get up and then she laid on the table with her legs spread, and encouraged me to lay on top of her. I, of course, did - and slid my cock into her open pussy. Unfortunately, I didn't last more than a couple of strokes before I shot my load. I think I gave her a tip - a little more than the tip of my cock but not much.
 
Spent a good few hours at my local on Saturday, had an absolutely amazing time. We have two unused regularly that have tgirl days and both days are very busy, lots of guys looking to fuck
 
Stopped by a local ABS I go to from time to time. It’s always populated by a bunch of shady looking guys, looking to suck or get sucked; I’m more into watching and jerking, so I just avoid them and find a booth. There are “voyeur” booths that I prefer where a screen opens if both parties agree…so I went into one, hit the “open” button, and a few seconds later the screen opened and a guy was getting fucked in the next booth. So hot and surprising, I took my pants off and started jerking as near to the glass as I could get. The guy getting fucked seemed to like watching me, which made it hotter, and I was getting totally turned on. After a bit the guy that was fucking him, sat down in the chair spread his legs and the other guy got between them and started sucking him. Neither had really huge cocks, but just the sight of the first guy, the one getting fucked, sucking him was enough to push me over the edge and I shot a huge load. Totally hot…..
 
I had a guy in from Grindr a few weeks ago while wife was away on a trip. Actually my first time hosting at home and it was pretty hot sucking and getting fucked in my own bed. No words really exchanged. I let him in sucked him till he was hard, he fucked me doggie and on my back, came on my chest and then got dressed and left
 
I had a guy in from Grindr a few weeks ago while wife was away on a trip. Actually my first time hosting at home and it was pretty hot sucking and getting fucked in my own bed. No words really exchanged. I let him in sucked him till he was hard, he fucked me doggie and on my back, came on my chest and then got dressed and left
Love this but I don't know that I could host! Great for you
 
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