My first anal experience

[deleted24437891]

I'm new here and see a lot of different erotic posts so I hope I'm posting mine in the right area.

So, in 2014 I met up with a guy I found online. I was quite nervous at first because at first sight I thought he was crazy. Once I took him back to my place that feeling went away. I was always hard against anal. At the time, it was just something I did not want to try. To be honest, I don't even recall if I discussed anal with him in emails. I met him down a few blocks from where I lived and we slowly walked back to my place as we got to know a little about one another. I was renting a bedroom in a nice 2 floor house and the homeowner was at work that day. I led him upstairs to my bedroom and he smacked my butt playfully. He was very frisky. We got up to my bedroom, removed our clothing and went to my bed. Almost immediately he penetrated me. In the moment, I was completely caught off guard but instead of panicking or telling him to stop, I told myself to just try it once to see if I liked it. Although it hurt to a degree and left me with deep pains in my bowels, it was also hot AF. I was into it. He obviously was into it, so I let it happen.

As he was going, I was enjoying it. Mostly because he was inside me than the pleasure I got from being penetrated. Just knowing I had a penis inside me was very erotic and put me in the mood. We were passionate lovers for being two strangers. Our fling lasted 3 years, but we knew each other for 4 before we stopped seeing each other completely. He was a sensuous man with a big sexual appetite. He admitted that he found me attractive and vice versa. I never thought a FWB sitch would last 4 years. We would often make plans for him to come over and bed me. We also took a few showers together after sex as I had my own bathroom at the time. I live with my father now, in a different home. When I told him I moved I said he might have to be introduced to my dad as a friend who is coming over to spend time with me, and he did just that. I was hella nervous when I introduced them. My heart was beating so fast. But once we got to my bedroom after introducing them, I wanted him so bad because him playing along so to speak and introducing himself to my dad was the hottest thing anyone has ever done for me. I wanted to sexually jump him after he did that for me. Who knew such a thing would be so erotic? There were many times we made hot passionate love on my bed. He stretched me in so many different positions I had never been in before. One time he got so sweaty because he was just going at it with me so hard that I had to put my fan on him. I got to test my kissing ability on him and there wasn't a moment when our lips touched that I didn't stick my tongue down his throat. The memories alone make me hard and although we didn't end things on a good note, he was my only sexual experience that I still think about today strictly because of how passionate he was with me. I want that again. Just with somebody who's not a dirt bag. Talking about him online on different forums, damn near everyone said he was my boyfriend and not a FWB. That is part of the reason we parted ways. After 4 years, I needed clarity on what we were. I asked hard hitting questions. He avoided them. He dropped a few bombshells too that I didn't appreciate cuz he made me an accomplice instead of just being honest with me from the beginning. This is why we parted.

 

[cordick]

Wow - I have never had anal sex to full completion. I once let a German dude enter me but i felt the pain and asked him to stop. Was there something you did to allow yourself to enjoy anal more? Also, how did you prepare yourself for it prior?

 

[deleted24437891]

Wow - I have never had anal sex to full completion. I once let a German dude enter me but i felt the pain and asked him to stop. Was there something you did to allow yourself to enjoy anal more? Also, how did you prepare yourself for it prior?

No, there was nothing I did to enjoy it more. The pain was incredible after some moments having anal. I mentioned having a deep pain in my bowels. Sometimes it didn't go away for upwards of an hour, so I knew that anal wasn't something I should be doing more than once a week. And I believe that's why other times having sex wasn't so bad. Plus, I let him know that I wasn't always in the mood for it. Also, he wasn't hung or anything. He is 6" like myself, but the discomfort of having something push through my anus the opposite way was harsh.

 

[PutItInHere691]

What guys don’t understand is when it comes to fucking .. whether it be a guy fucking a guy in the ass .. or a woman’s vagina your first time is going to hurt no matter what .. anyone who says it doesn’t hurt is lying to you and themselves..

The thing is … 1 .. prep.. if he rims your ass he should know how to lick and finger your hole to where it’s open a little bit ..

2 .. try a skinny dildo at home .. you can buy them up to 8 inches and about as thick as your thumb

3 ..lube .. he needs to lube his dick head to base of shaft . Penetrate your hole and slowly do short pumping motions .. working in the lube.. I’ve fucked guys this way. Many times and once I did it and their hole got lubed.. I’d pull out.. lube up again and slide in..
And the last thing need to do is relax that ass .. the more tense you are the tighter that ass is going to be and will make it hurt more..

trust the person fucking you… if you don’t trust him.. then his dick shouldn’t be no where near your ass ..

have fun

 

[bravesoldier]

I'm going to throw this out there because it did the trick for me. First, even though it may sound stupid, slim dicks can hurt more than thick ones. If you haven't already, find a guy with a really thick cock. The friend that did it for me has 6.5 inches of girth. Just go on and let him fuck you, I don't think you'll regret it. This is what I think happens when anyone, man or woman first starts having anal sex. The anal muscles naturally rebel against an entry to the rectum and that's why it hurts so much. Those muscles are very powerful and for a good reason, right..? So, my story was every time I had anal with a guy with a slim cock, severe pain occurred. But when I decided I was going to have my buddy's 6.5 inches of girth in me, it was a snap, literally the first time. This is why I think so- I believe the strong anal muscles temporarily surrender to a stretch that big. There was a minimal amount of discomfort initially, but it was quickly over. Now every time I'm with him I simply can't wait for him to enter and completely own me, and it never hurts. It only feels incredible to be stretched to a near "humiliating" point. Give it a try and see if your anal muscles will surrender. Mine did and I love it now.

I'm supposed to see him tonight and let him pump me full. He will do nothing for me, I will do it all for him and that's what I want. I'll nurse him for at least an hour, then turn it up and let him dump his load in me. I'm addicted to this, he knows it and so do I. It is nothing short of amazing when this becomes your thing. I usually bust my load fingering my gaped, sloppy hole while he's washing off in the shower. I drive two hours round trip to get it every chance I get, it's that good.

 

[art]

The first guy I bottomed for, no pain and it just slid right in. He was about 7 long, but thinner than average. But, geez, it felt good! We'd been making out for a while, I'd been fondling his cock and balls through his Jockeys, and I was just horny...and had only my briefs on. He peeled them down to my ankles, pushed me onto my back on the bed, rubbed his cock with a lot of lube, and just went for it. I lasted a few minutes before I came the biggest, longest-lasting orgasm. He was wearing a condom, but I was just bare and painted my hairy belly and pecs with cum. It seemed like I was shooting for ever. After that, we screwed A Lot.

 

[deleted24437891]

I'm going to throw this out there because it did the trick for me. First, even though it may sound stupid, slim dicks can hurt more than thick ones. If you haven't already, find a guy with a really thick cock. The friend that did it for me has 6.5 inches of girth. Just go on and let him fuck you, I don't think you'll regret it. This is what I think happens when anyone, man or woman first starts having anal sex. The anal muscles naturally rebel against an entry to the rectum and that's why it hurts so much. Those muscles are very powerful and for a good reason, right..? So, my story was every time I had anal with a guy with a slim cock, severe pain occurred. But when I decided I was going to have my buddy's 6.5 inches of girth in me, it was a snap, literally the first time. This is why I think so- I believe the strong anal muscles temporarily surrender to a stretch that big. There was a minimal amount of discomfort initially, but it was quickly over. Now every time I'm with him I simply can't wait for him to enter and completely own me, and it never hurts. It only feels incredible to be stretched to a near "humiliating" point. Give it a try and see if your anal muscles will surrender. Mine did and I love it now.

I'm supposed to see him tonight and let him pump me full. He will do nothing for me, I will do it all for him and that's what I want. I'll nurse him for at least an hour, then turn it up and let him dump his load in me. I'm addicted to this, he knows it and so do I. It is nothing short of amazing when this becomes your thing. I usually bust my load fingering my gaped, sloppy hole while he's washing off in the shower. I drive two hours round trip to get it every chance I get, it's that good.

I don't know how many times we were together, but the thing that made me continue to let him fuck me was his passion and his smell. He didn't have body odor and I would get lost in his natural scent. Sex can really awaken your senses and I would get lost in his essence. He was really dominant and took charge every time, including bending me in positions I had never been in before. He was a nerd, but a nerd who I felt was hot. We would sneak around after I moved and he would come over late when my dad was asleep. I haven't had anal or regular sex in a long time. This topic is about my first time. I'm not looking for advice on anal. I just want to have that again, not even the anal part. It felt nice to have a companion I was sexual with. It made me feel attractive, wanted instead of used, and it got me hot and bothered. I wish it was easy for me to find people or someone who I can be with like I was with him, but trying to weed through what guys are looking for and actually talking to me is frustrating. Plus I feel like there's no one in my area and if I do find someone they want more than I am willing to give. I don't know what was so unique about 2014 but I was juggling two guys who wanted to have sex with me. The other guy I don't want to talk about because our first time was disgusting and it traumatized me. I wish it was as simple as seeing a cute guy on the street and asking him if he wants to fuck. But alas, this is real life.

 

[Chadloveboy94]

I don't know how many times we were together, but the thing that made me continue to let him fuck me was his passion and his smell. He didn't have body odor and I would get lost in his natural scent. Sex can really awaken your senses and I would get lost in his essence. He was really dominant and took charge every time, including bending me in positions I had never been in before. He was a nerd, but a nerd who I felt was hot. We would sneak around after I moved and he would come over late when my dad was asleep. I haven't had anal or regular sex in a long time. This topic is about my first time. I'm not looking for advice on anal. I just want to have that again, not even the anal part. It felt nice to have a companion I was sexual with. It made me feel attractive, wanted instead of used, and it got me hot and bothered. I wish it was easy for me to find people or someone who I can be with like I was with him, but trying to weed through what guys are looking for and actually talking to me is frustrating. Plus I feel like there's no one in my area and if I do find someone they want more than I am willing to give. I don't know what was so unique about 2014 but I was juggling two guys who wanted to have sex with me. The other guy I don't want to talk about because our first time was disgusting and it traumatized me. I wish it was as simple as seeing a cute guy on the street and asking him if he wants to fuck. But alas, this is real life.

I understand the feeling it can be so hard finding someone who makes you feel seen and attractive and not used(I hate that feeling) hopefully one day we can find out Mr.Rights, sending well wishes your way.

 

[deleted24437891]

I understand the feeling it can be so hard finding someone who makes you feel seen and attractive and not used(I hate that feeling) hopefully one day we can find out Mr.Rights, sending well wishes your way.

 

[ItisI]

What guys don’t understand is when it comes to fucking .. whether it be a guy fucking a guy in the ass .. or a woman’s vagina your first time is going to hurt no matter what .. anyone who says it doesn’t hurt is lying to you and themselves..

The thing is … 1 .. prep.. if he rims your ass he should know how to lick and finger your hole to where it’s open a little bit ..

2 .. try a skinny dildo at home .. you can buy them up to 8 inches and about as thick as your thumb

3 ..lube .. he needs to lube his dick head to base of shaft . Penetrate your hole and slowly do short pumping motions .. working in the lube.. I’ve fucked guys this way. Many times and once I did it and their hole got lubed.. I’d pull out.. lube up again and slide in..
And the last thing need to do is relax that ass .. the more tense you are the tighter that ass is going to be and will make it hurt more..

trust the person fucking you… if you don’t trust him.. then his dick shouldn’t be no where near your ass ..

have fun

What position would you recommend for a newbie trying at home for the first time with a dildo, to make it less painful? Lie on the back with legs up, and push it in? Or sit on knees bend forward, and push it in from behind? Or lie sideways, or stand?
Any other tips to make it more pleasurable?

Thanks!

 

[briacon429]

What position would you recommend for a newbie trying at home for the first time with a dildo, to make it less painful? Lie on the back with legs up, and push it in? Or sit on knees bend forward, and push it in from behind? Or lie sideways, or stand?
Any other tips to make it more pleasurable?

Thanks!

It doesn’t necessarily need to be painful. Everybody’s ass is different, so you just need to find what works for you! There are plenty of guys who didn’t feel pain their first time.

Generally speaking though, I’d recommend lying on your back with your legs up. Use plenty of lube and go slow at first. Then let your instincts take over!

 

[bijockfl]

I'm new here and see a lot of different erotic posts so I hope I'm posting mine in the right area.

So, in 2014 I met up with a guy I found online. I was quite nervous at first because at first sight I thought he was crazy. Once I took him back to my place that feeling went away. I was always hard against anal. At the time, it was just something I did not want to try. To be honest, I don't even recall if I discussed anal with him in emails. I met him down a few blocks from where I lived and we slowly walked back to my place as we got to know a little about one another. I was renting a bedroom in a nice 2 floor house and the homeowner was at work that day. I led him upstairs to my bedroom and he smacked my butt playfully. He was very frisky. We got up to my bedroom, removed our clothing and went to my bed. Almost immediately he penetrated me. In the moment, I was completely caught off guard but instead of panicking or telling him to stop, I told myself to just try it once to see if I liked it. Although it hurt to a degree and left me with deep pains in my bowels, it was also hot AF. I was into it. He obviously was into it, so I let it happen.

As he was going, I was enjoying it. Mostly because he was inside me than the pleasure I got from being penetrated. Just knowing I had a penis inside me was very erotic and put me in the mood. We were passionate lovers for being two strangers. Our fling lasted 3 years, but we knew each other for 4 before we stopped seeing each other completely. He was a sensuous man with a big sexual appetite. He admitted that he found me attractive and vice versa. I never thought a FWB sitch would last 4 years. We would often make plans for him to come over and bed me. We also took a few showers together after sex as I had my own bathroom at the time. I live with my father now, in a different home. When I told him I moved I said he might have to be introduced to my dad as a friend who is coming over to spend time with me, and he did just that. I was hella nervous when I introduced them. My heart was beating so fast. But once we got to my bedroom after introducing them, I wanted him so bad because him playing along so to speak and introducing himself to my dad was the hottest thing anyone has ever done for me. I wanted to sexually jump him after he did that for me. Who knew such a thing would be so erotic? There were many times we made hot passionate love on my bed. He stretched me in so many different positions I had never been in before. One time he got so sweaty because he was just going at it with me so hard that I had to put my fan on him. I got to test my kissing ability on him and there wasn't a moment when our lips touched that I didn't stick my tongue down his throat. The memories alone make me hard and although we didn't end things on a good note, he was my only sexual experience that I still think about today strictly because of how passionate he was with me. I want that again. Just with somebody who's not a dirt bag. Talking about him online on different forums, damn near everyone said he was my boyfriend and not a FWB. That is part of the reason we parted ways. After 4 years, I needed clarity on what we were. I asked hard hitting questions. He avoided them. He dropped a few bombshells too that I didn't appreciate cuz he made me an accomplice instead of just being honest with me from the beginning. This is why we parted.

Lucky guy to be your first.