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TakingItDeep

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Everything posted by TakingItDeep

  1. TakingItDeep
    I wanna be your friend!
  2. TakingItDeep
    Damn I wanna get a fist in a sling!!!!
  3. TakingItDeep
    Yea I've had it with a few now and it is a true anal orgasm. I can do it on a dildo now too, which has sent me down a rabbit hole of me bottoming out and cumming till I was cross-eyed a few hahah
  4. TakingItDeep
    Hey everyone! 40 year poz vers (can be a massive cum slut but also know how to fuck like a champion) is gonna be in the Naugatuck area like.....5pm to see an old friend. Will probably be leaving there by 630 to go to Wallingford and I'm probably just embracing my whore side and going to a bookstore but are there any guys in that area? I'd rather go to a house
  5. TakingItDeep
    I think so! I took loads since I was like....11/12 and with women had become such a good top I was topping men mostly in the last 10 years. I got lucky the last 3/4 months with sex at my gym, I guess everyone is horny
  6. TakingItDeep
    I'd like to add another "last time" because it happened again, but this time I somehow became a cum dump in my gym lol. There were signs saying that it was short-staffed due to some issues and to clean up our towels and let the desk know, and the same jacked black dude saw me at the weights and motioned me over with his friend who was......another jacked black guy. He said he told his friend about me and wanted a to drop one and we went into the lockers once we were done. I had a jock on under my pants, I took my stuff off and just had the jock and my buddy was immediately behind me. He just said "let's just go here, no helps coming in" and started pushing his dick on my hole.......I was IMMEDIATELY into it, rummaged through my bag to find those powers and took a few snorts and I was literally Doggy on a bench taking him, and his buddy was watch, then his buddy took over and he came, then my first fucker went AGAIN!
  7. TakingItDeep
    Yes!!!!! I learned this via poppers and big dildos years ago, now I grunt and piss when getting dick often. Be aware, it scares some men lol
  8. TakingItDeep
    Oh yes. I was insanely young, I was fooling around (kissing, touching) with a neighbor boy and then he just admitted one of our neighbors, a man, like 4 houses away could teach me how to do more. I went over, he sucked me, I sucked him a few times. I caught him playing back there and didn't understand and then he just said it was "just like a girl would do it" and I said ok. Got on my back, he ate me out and fingered me a bit and then he just started to go in. Felt insane, I didn't know what was happening but he started kissing my neck and kissing me and just slowly got the pace going. He did it like 3 times that day, one of the greatest days of my life
  9. TakingItDeep
    I started sucking at 11, the guy and his friends were like......50 or something Had a very inappropriate "apprenticeship" LOL
  10. TakingItDeep
    That's cool, Ive made the switch so once you get some more men to make a group let me know. I'm down
  11. TakingItDeep
    I started touching and kissing another boy at 11, and then we started talking about sex and all that and he then said he had someone who could help ME and a few weeks later when I was 12 over the summer a 50 year old guy started fucking me. Then other men came over, a poppers showed up, and all that. Was... Fairly crazy lol
  12. TakingItDeep
    Today!! Hit my gym this morning, was horny as fuck and literally stopped my workout in the middle and just took my poppers into the sauna. Nobody's ever in there and my gyms dead at certain times so I was basically alone, went in to the sauna nude (holding towel) and was just kinda edging. Took a hit of poppers just to feel some fun and literally I see a body coming in to the sauna. Toss my towel over my cock and a JACKED black dude in his 40s comes in. He looks at me, smiles and goes "poppers?" and I go "yea sorry" and he pulls his towel off and his dicks GIGANTIC. He asks me to "help him out" and I almost ran over and sucked his giant dick while he kept watch. He then was moaning, picked me and fuckin laid me on my back and started spitting on his dick! I took like 3 hits and he just pushed in. Even with the poppers it burned like a son of bitch but I just left it in and he really got moving quickly haha. Somehow, he fucked me for like 5/10 minutes uninterrupted. I was in heaven, he came HARD in me and then we were joking that people must have just not come in because he was grunting and all that. We walk out, nobody's there hahaha. I then showed him a pic of my girls ass and gave him my number so he can breed her too. We'll see!!!!
  13. TakingItDeep
    Saying the age I was when that happened would make it weird lol, but my first multiple person event was like my 7/8th sexual encounter and I was in a sling. "Daddy" was blowing me and the side door to his garage opened and he said "surprise!" and over the course of like 5 hours people just came in like grand central station hahaha. To this day I have no idea how he did it because it was kinda pre big internet stuff LOL Haven't done it in ages but would kill to again
  14. TakingItDeep
    I've had this problem, my partner started fisting through the second hole recently and I sat on my 15 in dong this morning and I was able to sense it, shift my body and push for a second and boom I was in heaven. Just keep trying and the muscles will learn!
  15. TakingItDeep
    POZ AS FUCK! 🙂
  16. TakingItDeep
    Update!! Got filled the fuck up by an old man today!!!! Holy fuck, the horny men are coming out of the woodwork! I just walk around in my jock after my workout and suddenly guys are making little passes.
  17. TakingItDeep
    Well the classics never die! At the gym, lifting heavy weights and noticed a tight, short asian Twink kinda eyeing me. I just assumed he was looking at the free weights I was in front of, he has a mask on so I couldn't notice his facial moves. After my workout I hit the lockeroom, I take a shower and I go over to my locker. Asian Twink has arrived, he's looking at me. I smile back because he's cute and he's just in his towel to shower and......out comes the cock out of the corner of his towel. Oooo the sign! I'm half dressed and he motions with his head towards the shower so, I got undressed! Hahahaha He went first, I remembered I had powers in my bag and grabbed them. I went into his same shower immediately as the whole locker was DEAD and just started kissing him, he was small like a girl. He said "I'm a bottom" and I said cool, and he said "do.....do you have a condom?" and I said "dude, hit these poopers and get fucked like a man's supposed to" and was waiting to get kicked out but he was young and got really turned on so I spit on it, told him to take 4/5 hits of poppers and rammed on in. Couple if minutes later it was time, took it all like a man. Today I saw him again, and he said "I'm on prep, are you?" and I said "I'm poz" and.......he was just fine with it. I'm gonna have to start getting to the gym early to actually get a workout in, that's gonna become a thing lol
  18. TakingItDeep
    Fuck, you go eat any more takers. I've made quite a transition to topping and it's awesome
  19. TakingItDeep
    My favorite moment in every sex scene is when the guys fucking me and there's that moment where it goes from sex to animalistic......and you can FEEL it mentally. It feels like a switch goes off and it's "oh yea, mmmm yea" to UGH NNNNG EUGHHH FUUUUGFFNNNH in 7 seconds flat lol
  20. TakingItDeep
    Ok, I was fisted by my partner last night for 90 minutes or more. Was amazing.... About 20 minutes in I took a hit of poppers before we decided to go farther and as I did my partner said "your insides are like massaging my arm" and then with the hit I felt it. It was pulsating, from my hole, deep into my insides, my abs were tightening and loosening back and forth, I was in pure heaven. 10/15/20 minutes later I was poppers free but my head was still spinning from this pulsating pleasure. WHAT IS THIS?!?! When I'm fisted I cum hands free and I piss but......I have no idea what this was. I'd love to know what this was as I'd like to just do this forever. It felt so great I wanted to jerk off and I couldn't even get hard, I just wanted that internal feeling LOL
  21. TakingItDeep
    I was having sex with men long before I was old enough to go to booths, and I didn't know what they were. When I was 18 I went right to my first sex shop to buy a dildo and looking at the room in the back was confused..... asked a random guy what it was, and well......he showed me hahahaha. I was in there for a long time that Friday night, and after I'd play heavy metal shows every fri/sat I'd leave the band a little early and go right to a glory hole somewhere. I live in NYC now and I can't seem to find anything near me on the upper east side, but I'm sure I will lol
  22. TakingItDeep
    I was fisted for 2 hours last night, my partner finally said "dude it's 1am! Come on" hahahha. I just kept going "no no, I'm good I'm still cumming" hahaha. After about 20/30 minutes my abs and insides started pulsating when nothing was inside, and I was just cumming almost constantly. Was literally a next level feeling I can't really describe beyond that. My dick was soft and covered in dripping cum all night
  23. TakingItDeep
    I'm gonna try to move work so I can hit this one
  24. TakingItDeep
    Cumming without touching yourself is the BEST feeling. I do that and squirt a lot
  25. TakingItDeep
    Fuckin GORGEOUS

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