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Pics All About That Anal

I think we call all remember that first time we went anal.
Luckily I had been using objects found around my house up my hungry hole for a few years before I let a real dick inside, so I was prepared to a degree. However, using toys is done at your own speed, so the first time a real rod entered my back door it was a shock. He was big (I was inexperienced enough to think he was ordinary) and having a thick 8” get shoved in all the way on the first thrust was not fun. My vision blurred, the pain was sharp and shooting, and he began thrusting in and out really fast while I gritted my teeth. I knew the pain would get replaced with unbelievable pleasure from using toys, but the pain wasn’t going away and I was trapped because I was laying on my stomach and he had his entire body on me. I began to think this was a horrific mistake, how could anyone possibly enjoy this much pain. But then his dick rubbing back and forth on my prostate began to feel good, and my limp dick was growing to full hardness. It probably only took 5 minutes, but it felt like hours, and I was cumming all over the bed and whimpering and swearing like crazy. My sphincter gripping and massaging his dick was too much for him, and he blasted off in my ass, although I didn’t feel his cum in my guts because he was wearing a condom, it was still so overwhelming that I stayed fully hard for a while after he pulled out. After that first time he asked me to spend the night at his house, and we spent the night fucking and sucking each other (no easy feat with his parents sleeping in the next room).
 
I think we call all remember that first time we went anal.
I was in my teens, so was he, but he was older and more experienced. He was maybe 7”<. He started off real easy, and slow. Yah it hurt some but not bad. He kept going really slow, I was starting to think “this feels ok, but no big deal.” I was going to say something but he started to move a bit faster, I was on my back legs on his shoulders, he kind of leaned back and started going even faster, and harder. It was really starting to feel good… The faster and harder he went the better it felt!! Very suddenly I felt my orgasm cumming on, it took maybe a minute and a half before I shot, but that was a very intense 90 seconds. I never touched my cock, I just shot from him fucking me, it was fantastic!!!
 
Something you never forget.

I remember thinking "I can't believe I did that" followed by "I wonder if anyone will be able to tell?"
The first time I got rammed I immediately went into the bathroom afterwards and headed to the toilet because I knew all the water-based lube would come out, and boy did it! I was quite proud of myself for losing my anal cherry to cute guy I really liked (who really liked me) and being able to take it, because you often hear how virgins have trouble taking it and need to stop early.
I do remember feeling like people would somehow know I got cornholed, which I know is totally ridiculous, but I was nervous. The first time I got screwed outside his house or my house (2 months later) was deep in the woods, and walking back home I could feel the lube leaking out of my hole, and I knew there was going to be a big wet stain on the crotch of my Levi’s. Somehow I managed to get home without anyone noticing, unless it was someone driving by who just kept going and had a good laugh.
As far as being caught, I assumed for years that no one knew. When I was 22 my mother and sister were talking about people having loud sex, and my mother said to my sister: “I heard you several times when I stopped by your apartment!”. My sister pretended to be offended, and I burst out laughing. My mother looked at me and said: “what the hell are you laughing at her for? You don’t think I heard you and Doug going at it in your room?”. My mother is from Sweden and she doesn’t have a problem with human sexuality, I was just relieved that she didn’t tell Doug’s mother (who was a close friend of hers) because they were very Catholic and anti-gay.
 
I was quite proud of myself for losing my anal cherry to cute guy I really liked (who really liked me) and being able to take it, because you often hear how virgins have trouble taking it and need to stop early.

I did not have to worry about making my buddy stop early - he did not last long enough for that to be an issue! :LOL:

I do remember feeling like people would somehow know I got cornholed, which I know is totally ridiculous, but I was nervous.

What had me nervous was showering after gym - I was nervous that everyone would be able to tell - I have no idea how I thought they would be able to tell - but somehow I was scared they would.


 
In my era, plus growing up in a social spotlight (preacher's kid), being suspected of being gay was a BIG No-No! It was considered even worse if you were the one getting fucked! Plus, general word was that it hurt like hell! Something to be avoided at ALL costs! :eek: [-X

Though I had sucked and fucked a Few guys, among sex with Many girls, I didn't have my ass filled with dick until I was 25. I was very drunk, and the alcohol dulled the pain, which was no where near what I suspected it might be like. The experience was also no big deal. I had NO Idea that getting fucked could also blow your socks off! (!w!)

If only I knew THEN what I know NOW! #-o
 
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