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First time you had anal sex

Re: first time recieving anal sex

I have fantasized about being "taken" for a long time. Sad thing is I don't find men particularly attractive. I could see enjoying the sex and the emotion but as for getting aroused as the sight of an exposed penis or well defined bare chest, no go....

Ahh, the plight gender queer, being gay would actually make my life simpler.
 
Re: first time recieving anal sex

Lots of lube, someone who will listen and go slow when necessary, being comfortable and relaxed, and no, it won't hurt.

Even if it hurts to begin with, once you relax, it'll feel good. So always go at your own pace.
 
Describing the pain of first-time anal

I love to remember and try to describe the pain of the first time I felt a cock penetrating my tight ass -- like a four bladed knife ripping me open, or a red hot pipe being twisted in me. What did it feel like for you.
 
Re: Describing the pain of first-time anal

I love to remember and try to describe the pain of the first time I felt a cock penetrating my tight ass -- like a four bladed knife ripping me open, or a red hot pipe being twisted in me. What did it feel like for you.

Did you ever bottom a second time? If so, why, after such pain.

I felt pressure, sometimes a stinging sensation, maybe. Some pain at the back of my rectum because the guy was 9" and kept hitting the bend in my rectum where it leads to the colon. The pain doesn't stand out much in my memory, as the experience was intensely pleasurable. I had a patient top who loved to rim and didn't skimp on the lube. As I said, he was 9", but he didn't hurt me. I didn't feel any soreness or discomfort the following day.
 
Re: Describing the pain of first-time anal

this makes me hope i get a rough time first time to a master i want to please him and lose my virginty

sorry i posted with no first time i just felt like sharing
 
Re: Describing the pain of first-time anal

No pain at all.

I did my homework before bottoming for the first time. I read lots of material online about prepping for bottoming. Believe it or not, there is a great deal of information on this site.

In addition to practicing with a Dildo I purchased a buttplug and wore it around the house until I could wear it for about two hours. Then I found a guy on Adam4Adam and informed him I was a gay virgin. He was very understanding and patient with me. So, my first time was WONDERFUL!
 
Re: Describing the pain of first-time anal

Wow, I can remember my first time like it was yesterday. I was with my best friend most of the day and decided to head to the lake for a quick dip. Now, he and I 'double-dated' several times with a couple of chicks and even did a '3some' whith another chick several times. I knew what he had and he knew what I had; we even touched eachother during those times. Had he known then how I felt about him, we would have been together earlier. However, at the lake, we had a few beers and was catching quite a buzz. This guy; OMG, was so damn good looking I couldn't keep my eyes off him while we were together just goofing off or whatever. He had jet black hair, a heavy beard that usually was a '5 O'clock' shadow most of the time(and sexy as hell); but what I adored most about him was his hairy chest, stomach and those fabulous armpits.............mmmmmmmm. He had the body of a Greek God and I constantly reminded him of how good he looked(at the time when he didn't know how I felt about him). Anyhow, he suggested going skinny dippin' and without hesitation, I stripped and stood watching him remove his clothing. He was semi-hard when he got to his Calvin Cline boxer briefs and he saw my gaze and asked; "You like what you see?" Playing it off, I said; "Don't flatter yourself, Brian. You couldn't handle this if you tried...". At that time he came to me and faced me, looked down at my rapidly growing cock and said, "Have you ever thought about you and I having sex?" Now, damn!!! I surely wasn't going to pass up this chance and said, "Yeah, but I didn't think you were into guys and such." He replied, "There's always a first time for everything and what makes you think I wouldn't be interested in you? Afterall, have we not made contact with eachother in other situations? Yes, I would love to....(he stammered).... make love to you." At that time all I could do was grab his hand and lead him into the woods with the blanket, laid him down on his back and straddled him. The moment I felt his cock throbbing at my anus I knew I had met my match. I slid down and gave him a few 'blows' to make it juicy and returned to my original position, fell onto his sexy ass chest and licked my way to those grandious armpits; which by this time had just the perfect aroma that kindered my hornessness even more and dove my tongue deep into that hairy abyss. I could feel him positioning me to accept his throbbing cock and in he went. Slowly at first but by the time he got the head in I was already pushing down for even more. He hit my 'G spot' and away I went. I had the best orgasm that lasted over a minute and man juice shot up and hit him under the chin and then he came in a wrenching whirl and he pulled me down to plant the most passionate kiss on my lips that made me begin to cum once again. The feeling I had that day has never been duplicated and wish for it again and again and again.
We stayed together for over 4 years playing out the perfect macho guys that we were around friends and family but just let us have time together....... well, I guess you know 'the rest of the story'.
Gotrocks4u
 
Re: Describing the pain of first-time anal

No pain at all.

I did my homework before bottoming for the first time. I read lots of material online about prepping for bottoming. Believe it or not, there is a great deal of information on this site.

In addition to practicing with a Dildo I purchased a buttplug and wore it around the house until I could wear it for about two hours. Then I found a guy on Adam4Adam and informed him I was a gay virgin. He was very understanding and patient with me. So, my first time was WONDERFUL!

Nice for you but im strange lol but i want a Dildo and or butt plug(but cant buy 1)

Wow, I can remember my first time like it was yesterday. I was with my best friend most of the day and decided to head to the lake for a quick dip. Now, he and I 'double-dated' several times with a couple of chicks and even did a '3some' whith another chick several times. I knew what he had and he knew what I had; we even touched eachother during those times. Had he known then how I felt about him, we would have been together earlier. However, at the lake, we had a few beers and was catching quite a buzz. This guy; OMG, was so damn good looking I couldn't keep my eyes off him while we were together just goofing off or whatever. He had jet black hair, a heavy beard that usually was a '5 O'clock' shadow most of the time(and sexy as hell); but what I adored most about him was his hairy chest, stomach and those fabulous armpits.............mmmmmmmm. He had the body of a Greek God and I constantly reminded him of how good he looked(at the time when he didn't know how I felt about him). Anyhow, he suggested going skinny dippin' and without hesitation, I stripped and stood watching him remove his clothing. He was semi-hard when he got to his Calvin Cline boxer briefs and he saw my gaze and asked; "You like what you see?" Playing it off, I said; "Don't flatter yourself, Brian. You couldn't handle this if you tried...". At that time he came to me and faced me, looked down at my rapidly growing cock and said, "Have you ever thought about you and I having sex?" Now, damn!!! I surely wasn't going to pass up this chance and said, "Yeah, but I didn't think you were into guys and such." He replied, "There's always a first time for everything and what makes you think I wouldn't be interested in you? Afterall, have we not made contact with eachother in other situations? Yes, I would love to....(he stammered).... make love to you." At that time all I could do was grab his hand and lead him into the woods with the blanket, laid him down on his back and straddled him. The moment I felt his cock throbbing at my anus I knew I had met my match. I slid down and gave him a few 'blows' to make it juicy and returned to my original position, fell onto his sexy ass chest and licked my way to those grandious armpits; which by this time had just the perfect aroma that kindered my hornessness even more and dove my tongue deep into that hairy abyss. I could feel him positioning me to accept his throbbing cock and in he went. Slowly at first but by the time he got the head in I was already pushing down for even more. He hit my 'G spot' and away I went. I had the best orgasm that lasted over a minute and man juice shot up and hit him under the chin and then he came in a wrenching whirl and he pulled me down to plant the most passionate kiss on my lips that made me begin to cum once again. The feeling I had that day has never been duplicated and wish for it again and again and again.
We stayed together for over 4 years playing out the perfect macho guys that we were around friends and family but just let us have time together....... well, I guess you know 'the rest of the story'.
Gotrocks4u

hot story why did you guys break up?
 
Re: Describing the pain of first-time anal

I'm 35 but my first time was earlier this year. The guy was very thick and only used his spit as lube. There may have been some lube on the condom, not sure. But nothing else was used. I remember the pressure as he went in. He knew I was a virgin. He went slow, but I can still recall the slightest pain which quickly became pleasure! I am now officially addicted to cock!
 
Re: Describing the pain of first-time anal

i want a rough first time with a master i no everyone goes slow but im scared if i go slow he gets bored
(i still need to find the he for this to work)
 
Re: Describing the pain of first-time anal

i live with a homophobic family and no sisters
thats why
 
Re: Describing the pain of first-time anal

i live with a homophobic family and no sisters
thats why

You could buy yourself some sex toys, Dildo and buttplug, then lock them inside a briefcase or lock box in your closet. If your mom finds the briefcase or lock box, tell her you are storing some school memorabilia in there. I use a briefcase myself.
 
Re: Describing the pain of first-time anal

i dont have a closet cause my parents tore it out for there use and i had a lockbox but they called police and they broke into it because they feared i did drugs so its 2 risky
 
Re: Describing the pain of first-time anal

I was really asking for a description of the PAIN, not the pleasure. What did the pain feel like.
 
Re: Describing the pain of first-time anal

I was really asking for a description of the PAIN, not the pleasure. What did the pain feel like.

I think pleasure and pain can be the same thing. It burned and felt like my asshole was being torn, but it felt good.
 
Post up your experiences of when you were first penetrated. How big was it? What position were you in (doggy, ride etc)? Were you nervous/excited? How did it feel? Were you hard? Did you use a condom or lube? How did you prepare for it? Was it what you expected or better? All that sort of stuff.
 
He was a guy from school. I had told him that I was bi curious and he said he could help me figure it out if I like. He was about 6 inches with a nice thickness. I sucked on his cock for a while while he told me I was born to suck cock. After about 10 minutes I told him I wanted him to fuck me. He had me lie down on my back on his bed and spread my legs wide in the air. He used lots of lube and went really slow until he got my opened up real good. I remember a little pain at first until he got inside but it was the best 15 minutes of my life at the time.
 
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