First time bottoming today

Well, I finally did it. Met a cool guy on Craigslist a few weeks back. He's local, and his cock is a few inches smaller than mine. This is actually our second encounter, but the first time I topped him. This time I decided to give it a try, since I hear so many people talk about how they enjoyed it, and what a rush it is.

Well, I went over to his place, showered while he did the same, then we jumped on the bed and began 69ing each other. It was a bit intense, as we got into it, but after 15 minutes of no one getting off, I decided to give bottoming a try. Both of us are tops, and he was a bit shocked that I wanted to, but he was game anyway. He grabbed the lube, fingered me a few times while I positioned myself doggy style at the foot of his bed on top of an ottoman, and tried relaxing. Being my first time, I do have to admit that it was a little painful, but I let him know when he needed to slow down his intensity. And as you can imagine, I was really tight, so he had to put in a little effort to getting it in. In about 15 minutes he was completely in and stroking me, but he kept trying to force his 6 incher all the way in, which was probably the painful part of the experience. He enjoyed it quite a bit, and there were moments where I liked it too - except for when he tried going deeper. But overall it was an okay experience, and not something I'd do on a regular basis. My asshole was tight as hell, and still raw as I write this, but overall I think I'll stick with topping and NOT bottoming. Afterwards I was still somewhat horny sine I didn't get mine yet, so he tried sucking me and then tried bottoming for me, but by then I had gone soft. So, I decided to call it quits. After we got dresed, we just sat on the sofa and talked for a bit, then I left.

By the way if you're curious, I let him cum inside me. I didn't feel anything squirting inside, which was the main thing I was hoping to feel, but he's not a big shooter. Besides, if this was to be my first (and possibly my only) time bottoming, then I wanted to experience everything. This bottoming experience doesn't discourage me from sucking and topping though - I'll still keep doing that. I just won't bottom again. And I think the other guy is cool with that - if we became regular suck buddies.

 

Dude,

It is only for you to decide what you want to do and with whom you want to do it.

Trying it ONLY once and not being really thrilled with it may not be the smartest thing to do, though.

Despite all the porn footage where supposedly inexperienced and equally so, supposedly str8, "virgin" dudes take a 9" like a song and love it; taking even a 6" in real life without any previous preparation and without any previous bottoming experience is a daunting task for most guys. The pain outsets the pleasure and makes you want to get it done and over with as fast as possible. Which only defeats the purpose.

You want to get some lite training with a smaller size dildo, get used to being penetrated and assure yourself that you can do all of that without any serious pain or discomfort. Knowing this because you saw how other dudes do it in porn and knowing it because you have tried and established it yourself is just like believing that you know how to swim because you saw other guys swimming and thought, if they can do it, I can do it, too.

Bottoming takes learning (for most guys).

KD

 

Some of my lovers have been bigger then me. One was certainly longer, but I have more circum.

I've tried to top a guy once. He always excelled in being top. I tried foreplay and lub. I couldn't get it in, it's too thick. I didn't want to hurt my favourite top.

Sometimes, I can top a guy. But it doesn't make any sense for your partner to be pained because your gifted. Some take it better then others, that why instead of going after jocks, I'm after the well-built beefy types.

It's different for everyone. I hurt my top and gave pleasure to my bottom.

 

Hey guy, good for you. I hope to give anal a try also.Are you sure you dont want to try again? My first few times touching a cock other than mine was not that good but I did it again a few times and you know what its fun.I would try a few times before I gave up on it.What if the next time its so good you cum from it without touching your cock?

 

Actually, my buddy said that happened to him last week. He decided to hook up with someone he me on CL, so he thought his straddle the guy. This was his first time in this kind of position, and he ended up cumming without touching himself. Mind you, this is the same guy that topped me for my first time... It's cool though, because I told him that if he started having a lot of strange multiple partners, then he and I would have to part ways.

Anyway, we hooked up a couple of times after that first time of me bottoming, and I've done it once more since then. This time I was sort of getting into it towards the end when he came inside me. I was starting to feel really horny and thrusted myself back on his cock. That was a great experience, and we've both agreed that we'd find a third friend.

 

Well I hope you get the chance to do it.I came from a strapon and OMG I could not stand for 5 mins. best of luck.

 

ahything new to tell us???

 

Not too much to tell really. We've hooked up a couple of times after that last experience, but now we're lookig for a third buddy to join our group. At least this way it would increase our chances of getting together when the other isn't available. So far we've had nothing but flakes from CL, but we're in no real rush, as we have each other for the time being.

Overall, it appears that I'm becoming more of the top than my buddy is. He's bottomed for me ever since, and always wants me to cum deep inside him. Shorly after, he'll cum. It usually starts off with him getting down and sucking me, then he'll turn me around and rim me while I jerk off. When I'm good and horny, I'll turn around and lube him up for my big cock. I usually take it easy on him as I'm pretty thick and long, so I stroke him until I dump my week-long load... Which is usually the amount of time it takes for me to get horny enough for my next bi-experience. On average, I'd say we hook up at least two to three times a month.

We also communicate almost daily, as we're trying to keep our communication open to a friendship as well.

 

Sound like all is good.I hope to botton for the first time .I realy want to try it.Wish me good luck.

 

My buddy and I hooked up again on Friday. I had plans this weekend, so Friday was the only time we could get together.

Unbeknownst to me, he had rented a hotel room that day, I guess in hopes to find someone (else) to hook up with besides me. He said he was feeling pretty horny and so he rented a room in the area in hopes that someone would respond. Well no one did, but I guess it came in handy for us. At first I was a bit apprehensive, only because it made me wonder how often he does go out and rent rooms for sake of hooking up, seeing that we're buddies and all. Granted, we don't hook up every week, but I wouldn't do that sort of thing behind his back.

Anyway, I didn't have much time, so we got right down to it. It's been about 2 months since I've bottomed, so I thought I'd give it another try. He started off going down on me, while I rubbed his cock gently. Then we got on the bed and 69'd for a while wih me on top. Then he began pulling me down to eat my ass, which he did, as I sucked him off passionately and loving every moment. Soon after, we switched positions, as it started getting uncomfortable for me, and I got on all fours as he came up from behind and at me some more. I thin told him to put his 6 incher slowly and work me doggy style. It wasnt as bad as the previous times, but it was still uncomfortable nonetheless. That is, until I layed on my stomach with him still on top. After that switch in positions, all was well, and I could take all of him. Even if he is only 6 inches, because his cock is curved up, it was doing murder on my insides for some reason. By laying down, it was so much better. So as he started getting in to it, I also did the same by pushing back on his cock and grinding like I really wanted it... which I did. This session seemed to go on a lot longer than the other times, as he stopped a couple of times so he wouldn't cum too soon, but it was a weird feeling because I could actually feel his cock pulsating inside me, ejaculating a bit of precum. He stopped three times total, but I'm glad, because I was also enjoying it and feeling pretty horny as well. I even had him take pictures of him inside me with his Blackberry, because I know he'd probably want some to remember that moment b. Besides, I was feeling slutty that night so I didn't mind. No face pics though.

He eventually came deep inside me, and I could feel his cock pulsating yet again, but not the cum gushing out itself. It wasn't until he kept stroking me for a few minutes more that I then felt a little of the lubrication aiding our fuck session. It was starting to feel so good that I reached back and pulled him deeper inside me to fuck me some more. When he was finished, we both got up, I went into the restroom to wash off, then went back to the bed. I still hadn't gotten off yet, so I ended up sucking him a little bit more, to see if I could get round two out of him, but he was kind of spent. He was more than willing to assist me getting off too (as always), so I laid down on the edge of the bed on my back with my legs up, while he rimmed me some more. It didn't take long before I shot a big load on my stomach and hand... We both called it quits, and I left.

Later that night, my wife wanted some of me, which is rare (twice a month)... So she sucked me even better than my buddy did and then sat on my cock. The last time she and I fucked, I shot a week old load in he mouth that she was somewhat surprised and eager to gulp. If she was more sexually active, I probably wouldn't be with my buddy as much. In a way, it almost seems like they alternate... with me sleeping with either of them twice a month. But of course my wife doesn't know about him.

 

risky risky... way to risky with a stranger.. hell I love to fuck some the hot women/hooker I find on the backpages bareskinned, but I like my dick to much...

 

It's risky if you're a bad judge of character and don't get to know the other persons sexual habits. I obviously wouldn't be involved if I knew he was putting himself out there every week with other strangers. And even if he did, we respect each other as people and have an understanding that I'm out, if he's not getting enough, or needs it more frequently... There are other people out there that he can go to. Besides, I have my wife to fall back on.

 

Glad to here you had another go at it.I am still looking for my first

 

I experienced anal as a bottom again last night for the first time for maybe 20 years. My friend has a big cock - maybe 8 inches and uncut. I thought it would hurt more but it was fine - he's not as thick as I am. I'm about 6 inches and 5 inches circumference.

I enjoyed it but like the profezzor I also thought i would feel him cum - I didn't. We are both tested and fluid-bonded along with my wife so we don't use condoms :sunny:
Later he went into my wife and while he fucked her I played with his balls and had my thumb on his prostate - he semed to enjoy it!

Before that I shot my load into him - he's 180cm but only 65kgs so his bum is real tight. If I have a preference it is my wife's fanny - more lubrication and not quite as tight.

How do you other guys enjoy anal? Any tips for greater feeling?


Simon

 

You're right. Going bareback is fun, but very,very risky.

 

Good to hear you enjoyed it. I'm 22 now, and I bottomed for the first time when I was 18. When I first started off, it was enjoyable about as often as it wasn't. Since then, for me, it has become less painful (I've also learned to actually enjoy some measure of pain) and better and better each time. Eventually you learn exactly what length/girth, what positions, what kind of guy, etc. that you prefer most of the time, as well as getting more and more in tune with your body. As you continue to bottom, you'll gradually stretch out--in width as well as depth, and that's when the fun starts. Once you're even the slightest bit less tight, it will hurt less and the overwhelming feeling will be good.

 

Anything new profezzor? did u try again? I have had no luck. I want to try so bad.

 

well I got to try a cock in my ass. It was very nice and I think I will try again

 

Sounds as though u and ur wife had a fun evening..... but what does fluid bonded mean

 

I think it means you agree to exchange fluids, that is...no condoms, no dental dams, etc.