First time fucked

[Muhndoggie]

It wouldn’t be my first time

That’s okay too, just love the feeling of a nice ass.

 

[Filipinawife]

That’s okay too, just love the feeling of a nice ass.

It’s a rare thing I have only done it a few times

 

[Muhndoggie]

It’s a rare thing I have only done it a few times

Shame your not state side, i would love to help expand that experience for you.

 

[james2346]

i just want a safe guy and take me to pleasure town

 

[Kellieskirt]

On of my first time I had dressed up and this guy came over and after some oral he said he would luv to fuck me I was very turned on so I agreed was not huge like average which is why I agreed probably, lol any way he put a condom on lubed it up lubed me up worked me within finger omg that was good then 2 fingers slow twisting he took his time with preparing me and it worked after a bit I was saying to him please fuck me and he did not alot of pain little bit very little at first entry bit after that all pleasure so lube lubed lube and some prep will help alot

 

[Escierto]

We were very naive the first time. He tried to push it in dry and we obviously got nowhere, so I literally googled "how do gay men have sex" and we tried again using moisturizer as lube. I remember it wasn't at all easy to get it in, but once the head jolted inside that took some of the pressure off and then my butt felt like it was relaxing in steps until the pain reduced a lot. Jacking off gave me bouts of pleasure that masked most of the pain, so it was still good overall, and it only got better the many times we did it after that.

OMG. Pushing it in dry? Ouch!!

 

[Swuchmann]

I am very tight so initial penetration always requires patience. First couple tries the top couldn’t get in me. It was painful.

First success was with an anonymous guy. I was laying on top of him. We were kissing and enjoying body contact. When he was hard he handed me the lube and told me to get ready to fuck. I lubed my hole and his hard cock. While still on top of him I slid down on his cock guiding it with my hand. It slid in easily. After initial penetration we fucked in several positions. It was really good.

Since then, I always start on top of my man to get him in me. Figure out what works even if takes a few tries.

 

[james2346]

I have one and it feels fantastic

would love to be there with you

 

[valpo1029]

I would be willing to try it

 

[BlueEyes1969]

Lube is the answer

I’m hoping to lose my anal virginity this week, but I’ve been preparing for several months. First, I bought a thin prostate massager, then a set of small to large butt plugs and finally a 7” and an 8” dildo. Anal lube is an absolute must, but warming up with a butt plug will help. I also bought an enema kit so that it hopefully won’t be too messy. Enjoy!

Great advice! Lube, lube and lube. I use varied dildos, but you are right about the butt plugs prepping your hole especially before the entrance of a large, thick cock! The advice about having someone who will lovingly go slow for the first-timer is also wise!

 

[BlueEyes1969]

I have to agree practice with lots of lube, it would be great if you knew ahead of time how big he is but that is not always possible. The 1st time will hurt I will tell you that even if you practice a lot, the reason for this is you are going to take your time when you enter yourself with the dildo but sometimes, actually probably much more than sometimes, your partner will not be quite as slow and may push inside you rather quickly in comparison. There are a lot of products out there that will desensitize you but I say why would you want to you want all of you nerves in a heightened state your 1st time as you want to feel every bit of pleasure and believe it or not the pain also.

My 1st time was back in the 1970's so long ago, I was 18 or 19 and even though he was smaller, maybe around 5 or 5 1/2", we didn't know much back then and tried it with only the spit and cum covering on his cock after I gave him a blowjob. I can tell you the pain was incredible and we had to stop, thank God he was a good friend and he didn't plow in and continue since I was in pain and in a very vulnerable position. The following time he had visited an adult bookstore, yes he was too young to be there but they never carded us when we went there to look at the gay magazines, and the guy at the counter was a sissy gay who told him about lube and sold him some. After rimming me he used the lube which made it easy to glide into my hole with much lessened friction, there was still some pain don't believe it all goes away with lube as it just makes any pain less and kind of like ripping a band-aid off the pain is quick but it also goes away much quicker. After that we fucked several more times until he had to go back to college.

Hope this helps you and don't be afraid of the pain if you embrace it it actually makes it quite a bit hotter once it disappears.

Great telling of your own personal experience. My first-time was when I was in my 40s and my partner was an established erotic masseur, who gently talked me through the process, with lots of lube, fingering, and a series of varied sized dildos before he gently put his beautiful 9 inch cock in to me, stopping at small intervals. The pain was minimal and he moved to make sure I could feel the ecstasy of the process and so I could experience the result of the P spot massage. I am an insatiable bottom these days and selective about who brings that ecstasy.

 

[comegently]

I have given anal to a woman on request and been given strapon and used all kinds of toys but I have never taken real cock in me.
I do fantasize about it and write stories about it.
https://www.***********/s/zy26xp0u0pv569y/m4lt.png?dl=0

 

[comegently]

I had no trouble with a 1.4 inch diameter plug inserted 6 inches so I think an average cock would fit OK.

 

[Brd609]

My first time was a few years ago. (I had a girl use a strapon on me before and liked it)

I meet a guy online and he was offering a massage then we would have some fun. After the massage and sucking each other for a bit. He asked to fuck me. I was was reluctant because I never had.
he said he would be good for my first time because he was smaller than avg ( he was about 5” and thiner than average ). I had just gotten layout from work and was ver horny so I said yes

he slip on on a condom and applied some lube. He put me one my back and pulled my hips to the edge of the bed. He gently push himself into my ass. After I relaxed A little he was alll the way in. It didn’t hurt as much as I thought it would. in a few mintues he was fucking me at a good pace while he grabbed my dick.
bottom line. as others have said. Suggest trying a toy at first ( with a lot of lube)

then find someone who will be take it easy on you the first time. And use lots of lube.

 

[bicurious19]

You should start with toys.
https://www.ashemaletube.com/videos/655856/eyla-marques-and-leticia-castro-two-cocs-for-the-gard/

However I will say this. If you are really ready to take the plunge… choose a partner with a cock big enough that it will hurt.
You can always get used to a cock that you think is too big to go up your ass with enough time and lube. You see, that’s the best part. When it hurts.

 

[fitandfresh]

Never been topped or bottomed for that matter but the older I have got the more I have craved it.......not bothered if a guy any age or size or sexy gurl with a strapon......just soooooo horny lol

 

[Escierto]

I actually prefer topping and when I first fucked a guy, it was for me an earthshattering experience, my initiation to becoming a man. But I started with bottoming because to top you need a degree of selfconfidence and initiative which at that time I lacked.

Like all boys I had made first experiences with mutual wanking and sucking and I wanted more. So now it was to be my first time of „real“ sex with a guy (compared to only wanking and sucking, as I thought then). I have a happy disposition and am always ready to give myself to intense feelings but now I felt anxious. Thank God the other boy wasn´t huge, and he took it slow and started with licking, rimming and putting in a finger and then two. But when he finally climbed on top of me, my heart beat like a machine gun – I was helplessly lying under him, pressed down by the weight of his body, unable to move and feeling the cool air and then the wet tip of his cock on my hole between my spread ass-cheeks. At the beginning I resisted him. When he finally forced his way in, he filled me out so completely I could hardly breathe. For a moment I had the feeling of tearing apart but luckily I was able to relax and surrender myself to him.

Till then I had never experienced something so overwhelming. It was insane – afterwards my legs trembled and his cum ran down my thighs. But I somehow couldn´t stop grinning.

It had been awesome but my hole was sore and swollen and it took a whole week till I let him fuck me again.

What accounted for the pain and swelling? Did you use lube? Did he take his time getting in? Had you practiced at all before?

 

[Biguy77578]

My first was in the late 60's with a neighborhood boy who as a little older. He came from a large family living in a small house would tell me about hearing his parents fucking and get me all horned up. We would head into nearby woods and jack off. One day he explained how "queers" fucked. The term "gay" was not used then. It sounded hot and before too long he had me bent over a stump pressing his dick into my ass. I had been putting things up my ass for years so with a lot of spit and precum he got in with a little pain. It was great and we did it often and i still enjoy it 50 years later.

 

[fitandfresh]

My one and only " nearly " experience was many many years ago. I went with my older brother down to see his girlfriend who was staying with her younger brother at their caravan The two lovers headed out and Tom and I were left alone.....we played some games watched some t elevision and then I started to doze off. Suddenly I heard movement and realized that Tom had moved over beside me.......I never moved.....then I felt his hand roam gently over my crotch ....still no movement Then however I felt his hand pulling gently on my zipper all the way down I was frozen......now his hand slipped inside my jeans then my underpants and then it wrapped round my hardening cock......hmmm it felt so good I moaned and turned slightly.....he must have panicked as quickly his hand was removed and my jeans were zipped up again. After a moment or three I came round as if out of a sleep. Tom was back sitting across from me reading......nothing was ever said nor did it happen again and of course we lost touch a long time ago......now though I wonder......

 

[BlueEyes1969]

I actually prefer topping and when I first fucked a guy, it was for me an earthshattering experience, my initiation to becoming a man. But I started with bottoming because to top you need a degree of selfconfidence and initiative which at that time I lacked.

Like all boys I had made first experiences with mutual wanking and sucking and I wanted more. So now it was to be my first time of „real“ sex with a guy (compared to only wanking and sucking, as I thought then). I have a happy disposition and am always ready to give myself to intense feelings but now I felt anxious. Thank God the other boy wasn´t huge, and he took it slow and started with licking, rimming and putting in a finger and then two. But when he finally climbed on top of me, my heart beat like a machine gun – I was helplessly lying under him, pressed down by the weight of his body, unable to move and feeling the cool air and then the wet tip of his cock on my hole between my spread ass-cheeks. At the beginning I resisted him. When he finally forced his way in, he filled me out so completely I could hardly breathe. For a moment I had the feeling of tearing apart but luckily I was able to relax and surrender myself to him.

Till then I had never experienced something so overwhelming. It was insane – afterwards my legs trembled and his cum ran down my thighs. But I somehow couldn´t stop grinning.

It had been awesome but my hole was sore and swollen and it took a whole week till I let him fuck me again.

A beautiful account of a first-time experience. Loved the honest description of your emotions as you went through it!

 

[ChrissyCD64]

Can't talk about my first time on here, but it was fantastic and didn't hurt at all.

 

[Yorks1981]

Enjoyed my first time being fucked. Small cock and plenty of lube, felt amazing when he came inside me, felt so horny knowing my ass had made another guy cum.

 

[Sclovers]

Can't talk about my first time on here, but it was fantastic and didn't hurt at all.

Love to hear about that!!