Up The Ass-The First Time

[shottibar]

It's been a while since my first time. But as long as he is gentle and takes his time easing it in then you should be fine. Don't forget the lube it helps.

 

[kwdguy]

Just go slow. The bottom should generally decide the tempo. Prepare your area beforehand so you have more confidence about your cleanliness. The more you can let go and be submissive and enjoy being fucked, the better. Use lots of lube. Just enjoy yourself and try not to worry about what things are supposed to be, you know? Whatever feels good, encourage that. Whatever feels not so good, let your partner know.

For me, the first time hurt quite a lot, but it was muted by how much I enjoyed the guy I was with and how close we were in that moment. He was a really nice guy whom I trusted to respect my feelings. It went okay. Just focus on what's good. The next time I bottomed, I had a great time, just really let go, wrapping my legs around him, concentrating on reveling in him being so into me, not necessarily about the bits of discomfort.

 

[rxj9001]

Get a dildo and break yourself in slowly. I like astroglide gel for myself. And I bought a dildo or three from fleshjack dot com. They have a really huge frankenstein dick which is my favorite.. I started slow with a normal sized dildo from the same company and when the head finally pushed all the way in past the sphincter, it kind of hurt but felt really fucking good at the exact same time. But I just paused and let my asshole get used to it before go any further or using anything bigger later on. It feels soooo damn good. I still havent done it with a real man yet. I'm bi

 

[smoothebottom]

My first time was painful and unsatisfying. Largely because I didn't know what I was doing, how to prepare etc. Today I can take it quite well but the basics in getting ready remain the same.

As others have stated. You should use plenty of lube. Learn how to work it into your bum. I would suggest you massage your bum in the shower. Perhaps even play with a toy to help getting used to the idea of something bigger than your finger going in. But at the end of the day, when your about to take the D, lube up your hole very well.

Watch your diet. Eat foods high in fiber through the day to help you pass the last of your food. Think green (spinache, kale, broccoli, etc). Try to not eat too many fatty foods, red meats, coffee etc. Drink lots of water.

You don't need to have an enema as some would suggest. You can clean yourself up in the shower. I usually go BM and then clean up in the shower. If I feel anything that hasn't passed, I may massage myself back there and go BM after the shower. I then clean up again afterwards. No lotions.

When your about to take the D, try to ease up. Tell your partner to take it slow. Try different positions. Have fun.

 

[Apollosfire]

This is a really interesting question. I wonder do you guys who bottom always use lots of lubricants? When I first had sex I didn't really like it but I think it was bc they I knew I didn't really want the guy it was. In college I hooked up with guy and we went at it like mammals and sometimes we didn't use lube and I bottom fine with his huge cock...maybe it depends if your guy is into rimming and also if you feel like sucking on D, with condom etc. Im just curious about every general experience.

 

[jmadaf]

I worked with a dildo long before I actually bottomed, I loved it from the start. The man who did me first was older and knew how not to force himself in me, he rimmed me and fingered me first that helped to loosen me up, in the end he was deep inside me 8in. and I loved every sec. of it. I am not with him anymore, but I will never forget the fuck he gave me, I am total bottom now. find someone who cares about you and lube, lube, and lube. Enjoy you won't regret it.

 

[peeonme]

I can't put into words how wonderful it was, it is a treasured memory.

 

[Muchacho]

I've never been topped but have had a few things up there. I'm thinking I'd forget about the discomfort if my prostate was getting nudged; maybe, depending on the circumference of the guy.

 

[sweet_taboo]

This is a really interesting question. I wonder do you guys who bottom always use lots of lubricants? In college I hooked up with guy and we went at it like mammals and sometimes we didn't use lube and I bottom fine with his huge cock...

Way back when I first started getting fucked, we used a little Vaseline, spit, and/or cum....and not much else. I learned (and loved) to take pretty big dicks without much lube at all. As I got older and more experienced, I began to experiment with and appreciate various lubricants.

 

[sweet_taboo]

Yes my first time hurt, but not so much that I didn't enjoy it...and want it over and over and over again. To this day, now matter the size or amount of preparation, initial entry still hurts a little...but I love every moment of it!

 

[TJ1128]

Try using toys before your first time, get your hole loosened up a little. Your Top needs to be gentle and go very slow with you. There will be some pain at first there's no getting around that but if you can stand the pain pleasure will follow immediately. I absolutely love it.

 

[wayworth]

Try lots of lube and get yourself a bottle of poppers.

 

[snakeeater1]

The first time I took a cock up the ass the guy had a small dick and it didn’t hurt a bit, with just spit for a lube, and we did it by spooning on our sides!

The second time was a different experience. I’m 6’ tall and skinny and have a very small ass! I was setting in a gay bar when a big kind of rough looking pulled up and took a seat next to me. He bought me a drink and we started to make small talk. After a bit he bought me another drink. I wasn’t sure what he was looking for so I asked him. He said “i want you to come home with me so I can fuck you!”

Well that was kind of blunt, but I said OK. Then we had one more drink before getting up to go. I think maybe he was trying to get me drunk! When we got to his place he says “take off your pants and lay face down on the bed!” As I was taking off my underwear he noticed I already had a hard on and says “don’t touch your cock while I’m fucking you, we’ll deal with that dick later!” He then grabbed some kind of lube and suck some up my ass with his finger!

Then he stands in front of my face where I can see him and slowly drops his pants and shows me a huge big cock and says “Watch this while I lube up and think about what comes next!” As soon as he was satisfied, he told me to spread my legs wide and climbed on! As he started to rub my ass with his cock head he says “this is going to hurt a bit going in but you’ll love it in a minute or so!”

Then without another word he slowly stuck it in my ass right up to his nuts. He pauses for a minute and says “now the worst is over” and starts to fuck me. He picks up the pace and really starts in. He pounds me ass for at least 15 minutes and it never did stop hurting! I just laid there moaning and gasping with tears running down my face until he gave a little grunt and started to cum.

After he rested a bit he rolled me over and looked at my dick and said “i see you still have a hard on, you must have liked it?” Then, “ If you want to jerk off it’s OK, but I don’t suck cock!… As I was staggering out the door he gives a chuckle and says “if you want to do it again, meet me there next week, I liked fucking your skinny ass!.