Taking a monster as your first
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I wouldn't describe my first as having a monster per se, but he was 8 inches long and thick enough that I could barely touch my middle fingertip to my thumb when my hand was wrapped around it. He was a lot more sexually experienced than me, though all his experience up to that point was with girls, and he'd never fucked their asses. Thankfully he was extremely patient with me, and gentle, and we used a TON of lube. There was a lot of making out and fingering before the deed, and he was very verbal and hot. Even though he hadn't had anal before he at least understood that it could be incredibly painful, and potentially damaging if he was too aggressive considering the size of his cock. So he really took his time getting me warmed up, turned on, and relaxed. I think it took about 10 minutes of slow insert/withdraw play before he was finally in me to the hilt, and a few more minutes before he could really start to fuck me, but even then once he was in I was so tight he came almost immediately. But being the stud that he was he stayed rock hard inside me and after a short breather proceeded to give it to me SO good.
Once I'd been properly opened up and fucked all I wanted was cock. The next couple guys I fucked were all guys we both knew; he continued fucking me for several months until we went to college, and whenever we were home for breaks we'd always fuck. The other guys had cocks that ranged from standard 6 inchers to a whopping 9er (his was also thick as hell and uncut). I enjoyed every one of their cocks, including the average sized guys, and I never hesitated or said 'no' whenever one of them was horny. But I quickly found that the pleasure I got from taking my regular fuck-buddy's and the bigger guys was distinctly different.
I still loved giving the average sized guys my hole, because it feels amazing to have a rock hard cock pounding my prostate, and I loved feeling the tension in their bodies - back, shoulders, chest, neck, arms - while they'd fuck me and then the intense release and relaxation after they'd cum. But with the bigger guys it was something else; my eyes rolling back, my legs spreading wider, my moans incoherent, so I figured out pretty quickly that larger cocks were most likely to make me cum. So while I was always down to get fucked by any of them, even if it was just a quick pump and dump, I'd get the most turned on when it was longer sessions with the big guys (especially the 9 incher) because I was most likely to cum while he was fucking me. Didn't always happen obviously, but it became a fun challenge/game when we'd fuck.
Once I'd been properly opened up and fucked all I wanted was cock. The next couple guys I fucked were all guys we both knew; he continued fucking me for several months until we went to college, and whenever we were home for breaks we'd always fuck. The other guys had cocks that ranged from standard 6 inchers to a whopping 9er (his was also thick as hell and uncut). I enjoyed every one of their cocks, including the average sized guys, and I never hesitated or said 'no' whenever one of them was horny. But I quickly found that the pleasure I got from taking my regular fuck-buddy's and the bigger guys was distinctly different.
I still loved giving the average sized guys my hole, because it feels amazing to have a rock hard cock pounding my prostate, and I loved feeling the tension in their bodies - back, shoulders, chest, neck, arms - while they'd fuck me and then the intense release and relaxation after they'd cum. But with the bigger guys it was something else; my eyes rolling back, my legs spreading wider, my moans incoherent, so I figured out pretty quickly that larger cocks were most likely to make me cum. So while I was always down to get fucked by any of them, even if it was just a quick pump and dump, I'd get the most turned on when it was longer sessions with the big guys (especially the 9 incher) because I was most likely to cum while he was fucking me. Didn't always happen obviously, but it became a fun challenge/game when we'd fuck.
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chrisrobin
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Quite a few of us were de-flowered by caring guys. Lots of talk of wham bam cum but reality is something else. My first cock was black and he took his time entering me, making sure I was comfortable and enjoying the experience right up to his major ejaculation. After my first with him I always knew he'd be gentle and he was. So, showed t me how to handle younger guys - with care
As a top who has taken a virgin bottom in my case a shorter but very buff young Asian guy who'd only ever topped other Asian guys. His whole ass was only as wide as my hands width from tip of thumb to tip of little finger outstretched. As I say really buff with it so really round very firm and peachy bubble butt so tight I could get my finger between his cheeks. Took a couple of weeks of my tongue and fingers working him and of course really building his trust in me. Letting him play with my dick and just getting his head around the size of it.
When he eventually said he was ready we spent a good couple of hours in foreplay I'm a damn good rimmer too so got him lovely and wet with his tiny sphincter opening up and relaxing to my tongue.
Then starting with one then two then 3 fingers getting deeper massaging his prostate getting him used to something in him.
Then finally I rolled on my back he sat over me I let him hold my dick and guide it to his ass hole hold it at the sphincter and then really slowly lower himself onto my dick.
I can still remember now how much it took to push through his sphincter muscles and how intense and incredibly tight it felt for me.
I know he said he had felt he was going to pass out at that point.
He eventually started to push himself deeper onto me but really slowly.
You've no idea the self control I had to have to not start bucking or to not just pull him down on to me
I think first time I got about half way into him.
We rolled on our side big spoon little spoon style and I just very gently rocked my cock in him so he could feel the seblnsation of being fucked.
It took another week before I was fully in to my balls.
And he became white addicted and adept at taking my dick.
Eventually he did let me fuck him full on.
He always felt incredibly tight even after we'd finished and I loved to just stay in him after sex. He was so tight I never actually ever fell out of him I always had to pull out
Heaven
That is an incredibly stupid statement and belief. I wouldn't want any further low functioning conversation with you
The guy who popped and split me for the first time was caring, considerate, patient, and prepared me well, both mentally and physically. It still hurt - getting popped was like I expected, though a little more intense but getting split to full depth brought tears to my eyes - but the pain was a significant part of the process for me. It was just starting to feel good when he orgasmed inside me, and the sensations of being inseminated were awesome!
@chrisrobin , I appreciate the comment about younger guys but I was in my 50's, and the guy who got my ass cherry was at least 10 years younger. He said I was the oldest virgin he had initiated, but I behaved about the same as any others.
Have you opened up many virgin guys?
7.5 inches was my first, pretty good size I think to start
I'd only been fucked once before (he was about 5.5long, 5 thick) which was average but still a challenge to take for a first timer. And then for my second fuck i had a bbc! He was massive. When he took off his joggers, it flopped out semi-hard and i was worried how i was going to take it. He fingered me for a bit and lubed me up and when he was hard he was about 7.5/8 long by about 6.5/7 girth. The base of his dick was even thicker - about 7.5 im guessing.
I had housemates so had to try and be quiet... he fucked me doggy on my sofa and i couldnt help but get quite verbal. It felt incredible and then he'd shove it in balls deep and i could really feel him stretching my ass. He got me on my back and fucked me, but he was fairly slow and considerate - he could feel how tight i was.
Still the best ass fuck ive ever had even if i was sore for 3 days afterwards. I'd love to try another hung dick again.
I had housemates so had to try and be quiet... he fucked me doggy on my sofa and i couldnt help but get quite verbal. It felt incredible and then he'd shove it in balls deep and i could really feel him stretching my ass. He got me on my back and fucked me, but he was fairly slow and considerate - he could feel how tight i was.
Still the best ass fuck ive ever had even if i was sore for 3 days afterwards. I'd love to try another hung dick again.
I don't know how exactly how big he was but my first anal experience was not a lot of fun
the dude was older and more muscular than me and played football. it was at a friends
house and after everyone had gone to bed or went to the chill room we were still drinking
beers and throwing a ball around. then he tackled me and started a wrestling match that turned into a tickle fight. he won lol
I remember he was so fiery and full of this masculine energy. his body smelled so good
he was just wearing board shorts. I got so turned on that I grabbed his crotch and
looked up at him. he just stared back at me with a smirk
and motioned with his eyes towards the pump house.
I guess it was just spit for lube and my underwear went missing. even though he
was so rough, I remember getting carried into the house after and tossed on
a bean bag thing and having a blanket thrown at me. he was laughing a lot
woke up with the sun in my eyes and he was laying on a comforter on the floor
in the same room. my butt was so sure lol I put my fingers in there when I went
to pee and looked for blood haha. there was none. I remember feeling like I walked
differently after that. like he loosened part of my hips and hole and that made my
ass swing a little more when I stepped.
the dude was older and more muscular than me and played football. it was at a friends
house and after everyone had gone to bed or went to the chill room we were still drinking
beers and throwing a ball around. then he tackled me and started a wrestling match that turned into a tickle fight. he won lol
I remember he was so fiery and full of this masculine energy. his body smelled so good
he was just wearing board shorts. I got so turned on that I grabbed his crotch and
looked up at him. he just stared back at me with a smirk
and motioned with his eyes towards the pump house.
I guess it was just spit for lube and my underwear went missing. even though he
was so rough, I remember getting carried into the house after and tossed on
a bean bag thing and having a blanket thrown at me. he was laughing a lot
woke up with the sun in my eyes and he was laying on a comforter on the floor
in the same room. my butt was so sure lol I put my fingers in there when I went
to pee and looked for blood haha. there was none. I remember feeling like I walked
differently after that. like he loosened part of my hips and hole and that made my
ass swing a little more when I stepped.
not if your butthole is accustomed to big dicks
I've had more painful aftermaths from dudes with
shorter cocks than I have with long ones.
theres something about a 6" or less that is super hard
with a super aggro guy thrusting it that hurts my insides
I think its because they jab at the bend in my rectum maybe
I've had more painful aftermaths from dudes with
shorter cocks than I have with long ones.
theres something about a 6" or less that is super hard
with a super aggro guy thrusting it that hurts my insides
I think its because they jab at the bend in my rectum maybe
linniejr
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My first was a 10 inch maybe 10 1/2 long thick dick!!! When he started penetrating me, he bent me over, realizing that he was hurting me, he let me ride him. He took his time guiding me down on his dick, but once I got used to it, that was all she wrote!! And I also came without jerking myself off. Now I've had some dicks that weren't as long, but they were thick. Then again, sometimes it's not how big a dick is, but how the owner uses it.
chrisrobin
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Well I presume 12's, and he was tall. Condom, whats that, they were called French letters in the day and he certainly didn't use one. My ring was so tight I could feel through my body each spunk squirt he made when he did cum in me. I do remember being pushed on my knees and facing this huge hard cock I could just about get my lips over the end off, and I got jaw ache and even though I sucked his pubes and balls for a while and went back to try and suck his dick off I still couldn't get more that he mushroom in so he decided to bum me instead. So I faced the wall, he spat on his cock and my hole and in he went, I swear my feet came of the ground as he mounted me but once in he didn't take long to cum. I knew I'd been fucked, buggered more like as I realized after. After that I used my rule of thumb - so to speak, if I could suck it in I wasn't going to get it up my bum hole.
chrisrobin
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For a while I was versatile, didn't care which way I had my cock but one buddy of mine, worded on the ships, had a cock that wasn't bit, wasn't long or thick and his cock when he fucked was really painful in some positions. He was always like a little jack rabbit with great foreplay and once I found a way to get him in so he didn't try and force my rectum on the bend to much he was a great fucker. Bigger cocks even hard do tend to have a bit of play and bend a little, small cocks, which I like, rock hard and great spurters.
My first guy was huge, he was quite a bit older and took it slow to begin but once he started putting it in he just went to town on me, hard as he could.
