>>29139909
My Grindr account is constantly on fire, so its still kinda sad that I only get two dicks.
One is a morning blow and go. He has to be outta here for work pretty early and theres just not enough time to get my ass ready, but he does desperately want to fuck me. I wont let him fuck though, because I just dont have enough time to be SURE my ass is clean. Its a 2 hr process and I dont have two hours of alone time that early. I barely have enough time to get dressed for him. He cums in my mouth but is married and extremely DL.
The other dick is a BBC...he comes once or twice a week to fucking RUIN my asshole. He always wears protection. Its honestly the best sex I have ever had, and Ive had some WILD sex with women. He makes me leave literal puddles of cum all over the bed or myself (depending on the position) and leaky spots everywhere. He's made me have 9 orgasms before; always 3+. I never cum just once when he's fucking me like a little slut. I cant fucking stop. Its too good. I almost dont even want to cum with my dick any more...I want to save it for the monster multiple orgasms he gives me.
Both of these guys are married. Thats about as safe as it gets; for one theyre not likely to have a lot of time to just be out there fucking everything half cute. They also dont want to take anything back home either, so theyre in the same headspace we are: safety and not getting caught.
GIF has a shot of one of the times he made me cum buckets. I have a few photos of the aftermath...I had to take them. Its such insane cumming over and over again from anal sex.
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>>29129054
You kind of get used to it; it still hurts but its not like 'normal' pain like youd think getting hit in the balls is. It actually feels really good. I smack my balls a LOT when I wake up caged (which is every day) if I havent cum in a day or two. It is an intense pleasure first thing; all the blood flowing down there trying to get you hard but you cant even come close to being hard. I can cum from it easily but Ill get in trouble with my keyholder if I do it while shes laying there.
GIF is post anal...I have a pretty nice dick in boy mode. When my BBC comes to fuck me, it literally shrinks into a tiny nub. Before I had a keyholder he's want me to get it out so he can jack me while he fucks me, and he used to make me jack off onto the floor in front of him before he fucked me. (Side note: the mindfuck of kneeling down jacking off with this guy standing over you, dick in your face but youre not allowed to suck it, and looking up at him in complete submission as you cum knowing that AFTER you cum he is going to absolutely ruin your asshole is amazing)
But now that I have a keyholder I cant even get it out when he comes.
You kind of get used to it; it still hurts but its not like 'normal' pain like youd think getting hit in the balls is. It actually feels really good. I smack my balls a LOT when I wake up caged (which is every day) if I havent cum in a day or two. It is an intense pleasure first thing; all the blood flowing down there trying to get you hard but you cant even come close to being hard. I can cum from it easily but Ill get in trouble with my keyholder if I do it while shes laying there.
GIF is post anal...I have a pretty nice dick in boy mode. When my BBC comes to fuck me, it literally shrinks into a tiny nub. Before I had a keyholder he's want me to get it out so he can jack me while he fucks me, and he used to make me jack off onto the floor in front of him before he fucked me. (Side note: the mindfuck of kneeling down jacking off with this guy standing over you, dick in your face but youre not allowed to suck it, and looking up at him in complete submission as you cum knowing that AFTER you cum he is going to absolutely ruin your asshole is amazing)
But now that I have a keyholder I cant even get it out when he comes.
>>29113910
Might be a hydration issue then? We all produce different amounts of cum; some guys just like a teaspoon and others can easily fill a shot glass...but you should be making enough to leak at least a little.
I dont stay THAT well hydrated and I leak ALL OVER THE PLACE after just a day caged. Im now 'permacaged' with a RL keyholder, but permacaged is in quotes because she gets it out and has me fuck her anywhere from daily to once a week. Its a little different than the typical Sissy life...but it works for both of us.
Ill fill about half a shot glass on my own with a vibrator, but when my BBC comes to fuck I make a huge mess all over the place, cumming multiple times and sometimes basically pissing cum everywhere. He actually asked if I peed once, I came so much. GIF has a shot of a 'light' cumming - I have others where he made me cum buckets and there were literal puddles of it among leaky spots and squirts.
When my keyholder is here, she slaps my caged sissy bits around in bed, and I leak cum all over the place. Sometimes Ill make a wet spot right through my pants if shes playful enough and hits me with that little backhanded smack she likes to do.
Might be a hydration issue then? We all produce different amounts of cum; some guys just like a teaspoon and others can easily fill a shot glass...but you should be making enough to leak at least a little.
I dont stay THAT well hydrated and I leak ALL OVER THE PLACE after just a day caged. Im now 'permacaged' with a RL keyholder, but permacaged is in quotes because she gets it out and has me fuck her anywhere from daily to once a week. Its a little different than the typical Sissy life...but it works for both of us.
Ill fill about half a shot glass on my own with a vibrator, but when my BBC comes to fuck I make a huge mess all over the place, cumming multiple times and sometimes basically pissing cum everywhere. He actually asked if I peed once, I came so much. GIF has a shot of a 'light' cumming - I have others where he made me cum buckets and there were literal puddles of it among leaky spots and squirts.
When my keyholder is here, she slaps my caged sissy bits around in bed, and I leak cum all over the place. Sometimes Ill make a wet spot right through my pants if shes playful enough and hits me with that little backhanded smack she likes to do.
>>29092720
Getting fucked in the ass is an almost indescribable pleasure for some people.
I can personally cum three different ways from anal, and do it over and over again. The big orgasm is best described as my prostate and bladder dont know whats going on any more, so I just open up and cum pours out of me in one loooooooong 'twitch' of my caged dick. Its insane how long it goes on for; about twice as long as a normal orgasm.
Another kind is very similar but doesnt last as long; its more squirting and centered around rubbing a certain spot in my ass but not my prostate.
The third kind is like one or two big spurts of cum and them I can go again and again and again until Im out of cum.
The ass fucking itself...its this intense feeling of being wide open and full, then empty and closed up then nope, that dick just slammed back up inside you and youre full and wide open again. Over and over and over again. Fuck it feels amazing. You just want to keep arching your back harder and harder and let him in deeper and deeper.
>>29089988
This shaking shit is real. Your entire body just kind of gives up and spasms. I thought it was fake until I actually started getting fucked for real. GIF is mine; all of that wetness on the sheets is cum from 7-9 orgasms. I never want the sex to end when he's fucking me. He leaves me laying there in a puddle of my own cum, twitching and shaking from all of the orgasms.
I have a GF too and am honestly unsure what sex I like better. It feels amazing when she unlocks me and I sliiiiiiide my dick up in her pussy, but holy shit. Getting fucked in the ass (while caged) is just as good if not better, in a completely different way. The multiple orgasms are insane for someone that grew up as a boy. I think if I had to pick one, Id pick being a sissy and never unlocking my dick again though. (except to wash it) I love the smell of cock and balls more than pussy. I love the taste of cum more than pussy juice.
Getting fucked in the ass is an almost indescribable pleasure for some people.
I can personally cum three different ways from anal, and do it over and over again. The big orgasm is best described as my prostate and bladder dont know whats going on any more, so I just open up and cum pours out of me in one loooooooong 'twitch' of my caged dick. Its insane how long it goes on for; about twice as long as a normal orgasm.
Another kind is very similar but doesnt last as long; its more squirting and centered around rubbing a certain spot in my ass but not my prostate.
The third kind is like one or two big spurts of cum and them I can go again and again and again until Im out of cum.
The ass fucking itself...its this intense feeling of being wide open and full, then empty and closed up then nope, that dick just slammed back up inside you and youre full and wide open again. Over and over and over again. Fuck it feels amazing. You just want to keep arching your back harder and harder and let him in deeper and deeper.
>>29089988
This shaking shit is real. Your entire body just kind of gives up and spasms. I thought it was fake until I actually started getting fucked for real. GIF is mine; all of that wetness on the sheets is cum from 7-9 orgasms. I never want the sex to end when he's fucking me. He leaves me laying there in a puddle of my own cum, twitching and shaking from all of the orgasms.
I have a GF too and am honestly unsure what sex I like better. It feels amazing when she unlocks me and I sliiiiiiide my dick up in her pussy, but holy shit. Getting fucked in the ass (while caged) is just as good if not better, in a completely different way. The multiple orgasms are insane for someone that grew up as a boy. I think if I had to pick one, Id pick being a sissy and never unlocking my dick again though. (except to wash it) I love the smell of cock and balls more than pussy. I love the taste of cum more than pussy juice.