You have to prepare yourself first by getting some experience with a dildo. Use plenty of lube and go slow - there might be a little pain but it should stop. If it doesn’t you are doing something wrong. Your sphincter muscle has to get used to being penetrated.
I Finally Did It
- Thread starter nostuff
- Start date
You have to prepare yourself first by getting some experience with a dildo. Use plenty of lube and go slow - there might be a little pain but it should stop. If it doesn’t you are doing something wrong. Your sphincter muscle has to get used to being penetrated.
If there's more to your story, I'd love to read it. And as far as not articulating well, you did just fine. Now, if you'll excuse me, I have to jack off while rereading your tale.
I’m having trouble figuring out how to use and where some of the tools on this site are.
But anyway a little back story about me that maybe I should have started with.
I don’t know why or where my kinks manifested but I always fantasize about being used, being forced or just being told what to do sexuality. Doesn’t matter if it is a man or woman.
In my younger days I would go to the adult theaters and there for a while I would meet a guy Who would treat me the way I like. Either on my knees holding the back of my head or shoved up against the wall bent over with his cock buried in my ass.
My first wife would indulge me for a while, One time she fucked me in the ass with a champagne bottle, empty of course on New Year’s Eve. A couple of times she threatened to force me to suck off my friend and coworker. Anyway after kids that all stopped.
When I met my current wife she was very strong-willed and dominant person.
I wanted to be in a female lead relationship, and that’s exactly what I got.
In our early days she would help me indulge in my fantasies. She would take my ass with a strap on. She would even fist me once in a while. She had me dress up in some of her clothes and even bought me high heels that fit me.
I don’t know why I never had the courage to tell her I was bisexual, I guess I just didn’t want to lose her.
Besides I just assumed that she knew that I was after finding some literature plus the ass play.
Unfortunately menopause came on early for her plus some other self conscious issues have pretty much ruined Her libido.
She will have sex with me on the weekends usually but it’s only duty sex, she gets nothing from it no matter what I do.
Anyway back to the beautiful 34-year-old bodybuilders. The best I could offer him where the blow jobs, basically somewhere a little out of town that wasn’t all that safe from being caught. It was great for me because that’s all I needed, to be on my knees serving this beautiful man I even told him if he wanted, he could call me names while I was on my knees, I would be fine with it, matter-of-fact I wanted him to.
He would push his cock down my throat and hopefully I had grabbed a full breath of air because I wasn’t getting another one for a while. And I loved every minute of it.
Anyway I think he really wanted to fuck my ass more than the blowjobs. Unfortunately we still don’t have a safe place to play. And I don’t think I would enjoy it unless I was clean inside and out.
So I haven’t contacted him, or he me in a few weeks but if something comes up to where I can host, I’m definitely going to contact him.
There’s still more to the story I’ll have to pick up later.
Nostuff, I hope you don’t mind. I feel like I’m hijacking your thread?
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nassauguy_2001
Literotica Guru
- Joined
- Aug 5, 2003
- Posts
- 782
Many of us have been there, just go with what YOU feel is right!
Not a problem. Other men's stories interest me as much as my own.
Thanks nostuff,
Well anyway after a few non hookup contact conversation with other guys. One guy my age contacted me and said, we should get together. I said I am all bottom with moderately kinky.
So he started sending me emails telling me things that he was going to do to me when we met. He also called me names like slut, pussy and his bitch.
Every email got more and more raunchy. I really liked it, it’s like he knew every fantasy rolling around in my head.
He even went so far as to say him and his friends where going to dress me up and force me to take them.
This was happening at my work while I’m running construction crews. He would have me do things and send him pics. Like send a pic of your ass. I would have to go in the shiter and send a pic, or jackoff and send a pic of cum on my cock and hand.
He would send 3 or 4 emails a day. I would have to sneak off to answer his emails.
It was like a drug, I’m checking my Secret email about every 15 minutes and when one show up, I would get all excited.
Than one day I didn’t get an email until the afternoon when he said he was in meetings all day. I was supervising a really big concrete pour that day so I accidentally stepped out of character I mentioned that I was having a real busy day to.
A little later I realized I kind of screwed up and emailed him back and said I was very sorry for not being understanding and not being there for him to relieve the stress.
Anyway the next day I got an email saying he was way too busy to carry-on but if I was willing to host we could continue our game.
That’s too bad because, like I said I found out role-play can be a lot of fun so if anyone’s Interested in being the top in a little role-play I would be happy to be the sub bottom.
So the following weekend I found a profile of a guy in a city that’s on the way home from work. His profile said that he was a straight top into oral receiving.
Not into anal play but into receive rimming. Well that clicked almost all of my boxes even though I use to enjoy to bottom anally. I just don’t know if I can enjoy it without being able to clean out first and I just don’t have time for that type of prep.
I’ll have to tell you about this guy later.
And by the way this is a true story.
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My new straight friend
So I give this new guy my secret email address with the message, that I was a white submissive bottom that would like to serve his needs.
He emailed me back.
We should get together, can host and he live close to the freeway at a certain exit.
I told him I would like that, and explained to him that I was a total bottom and mentioned that my place would only be on my knees.
I wanted to make sure and be upfront what I was hoping for and not waste his time. He emailed me back that he would like to get together on Monday. That would be a week from last Monday. He’s not much for long emails that’s for sure.
So that Monday after work I emailed him to say I was on my way and I had to drive about 40 miles to the exit. I had pulled over at a store parking lot near the exit ramp and waited a few minutes to check my email and still no response so I decided maybe it wasn’t gonna happen so I got back on the freeway started to head home. A few miles down the road and I looked at my phone and there was an email from him with an address.
So I turned around, plugged in the address in my phone, and followed the directions then stopped in front of his place.
I was thinking that a public meeting spot would be safe but that wasn’t happening I was at his house and I had no idea what was gonna happen from there.
So I went up and knocked on the door, he had like a security screen but the door was open after he asked who is there I told him and he let me in.
Here I was in a strange man’s house who happened to be a well-built black man the same age as me, that lived alone.
He wasn’t a 34-year-old bodybuilder, but being the same age as me with a great physique and I was totally interested in him.
We talked for like two minutes about our family and his living situation then he asked me what I was hoping would happen that day. I told him I was there for one thing.
So he told me to follow him and we went into his bedroom where he took off of his sweats and stood in front of me naked and pointed to the floor.
Well I dropped to my knees right then and there and started working on his cock.
It was soft when I started and as I worked on it, it got harder and harder. I was so glad I practiced with all those bananas on the way to work. I could take his cock all the way to the back of my throat past my tonsils without gagging and if his cock wasn’t pointed up a little, I may have been able to get more of it down my throat.
Here I was on my knees with a black man’s cock all the way to the back of my throat well he grabbed me by the back of my head and pushed until I couldn’t take a breath.
I’m not sure what it is about being denied air whether it’s a woman sitting on my face or this man shoving his cock past my tonsils. But it gives me such a sense of pride.
I worked on his cock for at least 30 or 40 minutes he had me lick from balls to the tip and back again saying he loves to see a white man licking his cock.
I love the thought of it to I worked on his cock like my life depended on it, working the head, working 3/4 of a shaft, and taking it all the way in while he pushed my head as far as he can get his cock down my throat.
Finally I was rewarded with this beautiful tasting load of cum, I was in heaven but I kept working on him I didn’t want to stop. And the funny thing was he never went soft.
I kept working on his balls and his cock kind of slowly expecting him to tell me to stop because of sensitivity but it didn’t happen he kept pushing my head and shoving his hard cock in my mouth it was great he’s like superman. After a little while he told me to suck his balls while he stroked his cock and after a couple of minutes told me to open my mouth and he came again on my tongue.
I couldn’t believe it this is the third blow job I’ve ever given in the last 35 years and I was able to Deep Throat and this man came two times I’m so proud of myself.
But by then my knees were killing me I lost sensation in my leg I had to get the blood flowing again.
I just wanted to tell somebody, anybody. I needed to tell someone. But I can’t tell anyone..
I can’t count how many times I wanted to just come out but I just don’t see what good that would do. So I just keep this locked up inside.
Putting it in print helps a little but I’m sure having someone to talk to about all this would be so much better.
Anyway when I get a chance I’ll tell you about the next time I visited my new friend.
Hope some of you liked it.
So I give this new guy my secret email address with the message, that I was a white submissive bottom that would like to serve his needs.
He emailed me back.
We should get together, can host and he live close to the freeway at a certain exit.
I told him I would like that, and explained to him that I was a total bottom and mentioned that my place would only be on my knees.
I wanted to make sure and be upfront what I was hoping for and not waste his time. He emailed me back that he would like to get together on Monday. That would be a week from last Monday. He’s not much for long emails that’s for sure.
So that Monday after work I emailed him to say I was on my way and I had to drive about 40 miles to the exit. I had pulled over at a store parking lot near the exit ramp and waited a few minutes to check my email and still no response so I decided maybe it wasn’t gonna happen so I got back on the freeway started to head home. A few miles down the road and I looked at my phone and there was an email from him with an address.
So I turned around, plugged in the address in my phone, and followed the directions then stopped in front of his place.
I was thinking that a public meeting spot would be safe but that wasn’t happening I was at his house and I had no idea what was gonna happen from there.
So I went up and knocked on the door, he had like a security screen but the door was open after he asked who is there I told him and he let me in.
Here I was in a strange man’s house who happened to be a well-built black man the same age as me, that lived alone.
He wasn’t a 34-year-old bodybuilder, but being the same age as me with a great physique and I was totally interested in him.
We talked for like two minutes about our family and his living situation then he asked me what I was hoping would happen that day. I told him I was there for one thing.
So he told me to follow him and we went into his bedroom where he took off of his sweats and stood in front of me naked and pointed to the floor.
Well I dropped to my knees right then and there and started working on his cock.
It was soft when I started and as I worked on it, it got harder and harder. I was so glad I practiced with all those bananas on the way to work. I could take his cock all the way to the back of my throat past my tonsils without gagging and if his cock wasn’t pointed up a little, I may have been able to get more of it down my throat.
Here I was on my knees with a black man’s cock all the way to the back of my throat well he grabbed me by the back of my head and pushed until I couldn’t take a breath.
I’m not sure what it is about being denied air whether it’s a woman sitting on my face or this man shoving his cock past my tonsils. But it gives me such a sense of pride.
I worked on his cock for at least 30 or 40 minutes he had me lick from balls to the tip and back again saying he loves to see a white man licking his cock.
I love the thought of it to I worked on his cock like my life depended on it, working the head, working 3/4 of a shaft, and taking it all the way in while he pushed my head as far as he can get his cock down my throat.
Finally I was rewarded with this beautiful tasting load of cum, I was in heaven but I kept working on him I didn’t want to stop. And the funny thing was he never went soft.
I kept working on his balls and his cock kind of slowly expecting him to tell me to stop because of sensitivity but it didn’t happen he kept pushing my head and shoving his hard cock in my mouth it was great he’s like superman. After a little while he told me to suck his balls while he stroked his cock and after a couple of minutes told me to open my mouth and he came again on my tongue.
I couldn’t believe it this is the third blow job I’ve ever given in the last 35 years and I was able to Deep Throat and this man came two times I’m so proud of myself.
But by then my knees were killing me I lost sensation in my leg I had to get the blood flowing again.
I just wanted to tell somebody, anybody. I needed to tell someone. But I can’t tell anyone..
I can’t count how many times I wanted to just come out but I just don’t see what good that would do. So I just keep this locked up inside.
Putting it in print helps a little but I’m sure having someone to talk to about all this would be so much better.
Anyway when I get a chance I’ll tell you about the next time I visited my new friend.
Hope some of you liked it.
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OlderBtm4U
Literotica Guru
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- Mar 30, 2020
- Posts
- 851
Your story sounds a little like an encounter I had, though you’re clearly a better cocksucker.
Thanks for sharing.
M
MGTG
Guest
Very true, I had to tap out many times before I was able to handle a man who came to fuck! It’s very challenging, my best advice is to buy yourself a dildo the size of cock you want to have on a man and practice hard on yourself. Then you should be ready. Some men you just can’t prepare for and it’s hammer time! I even had a few men keep on fucking me even though I was begging to stop, eventually they did stop but not until they put me through some hard painful pounding. The trick is to relax during first entry, and lots of lube. But relaxation is key. I hope you get a hot load deep in your ass, that’s the best reward!
New man
So after my last hook up with this new guy I was so excited I emailed him and let him know what a great time I had.
I also let them know and if there was anything else he wanted to try that I would be up for it.
I met up with him that next Friday. Let me in his house and I took off my work boots And he directed me into the front room Where he had rubber mat. He removed all of his clothes and pointed out the rubber mat.
I dropped to my knees. Then he handed me then a blindfold which was really one of those sleeping mask but it still work as a blindfold.
Now this was a twist. That’s something I can really get into. He started feeding me his soft cock And he directed me to do everything he wanted.
I couldn’t see anything so I had to do as he directed. I was feeling his cock growing as he was sawing in and out.
Then he had me lick from the base to the tip and back again without my hands well he was telling me they love to see a white mans Face under his black cock.
Then he had me move down to his balls and suck both of them into my mouth at the same time. These arethe balls that would be provided with a load of cum soon.
That was back to sucking with him telling you to suck harder. And out in and out then he grabbed me by the back of the head and my face as his pussy
I couldn’t breathe it all. But I hung on without air. And he wasn’t going to let go until he finished. When he got to the edge and started going over he told me do not swallow and by then he had backed up a little so I was able to get a couple of breaths.
I felt them throb 6-7 times Filling my mouth full. A few more strokes and he pulled out.
Then he dipped his fingers into my mouth and pulled out some cum and wipe on my face. Some on my forehead and down both cheeks.
Then finally he said it was OK to swallow.
The amazing thing was he never went soft. He put himself back in my mouth and had me work on the head. Then he had me working on the Shaft For a while. And I was back to working on his balls.
After that he was movingI couldn’t tell what he was doing because it could still couldn’t see. But he to move forward so I crawled on my knees until I felt Him.
He told me to come closer until I finally filled skin. He had turned around kneeling on the couch. I was instructed to make his ass so I lick down the crack until I found the hole.
I swirl my tongue around and around and around then flicking back and forth
Until I found center and then pushed and sank My tongue in. I don’t know how but it tasted like candy. I kept sawing in and out While he was jack himself off.
Then all of a sudden he turned around and told me to open my mouth. I was in my mouth and suck on my tongue and he came a second time on my tongue. He never Went soft and I never stop sucking. Just working the head and half the shaft.
I kept doing that and doing this and twisting my head while stroking and Sucking. The next thing I know it’s all the way to the back of my throat again and fucking my face while holding my head and I’m doing everything I can to get a breath of air but he’s not concerned about my air.
He’s just fucking my face now and he kept going until he came a third time this one down by throat.
I can’t believe it, this man has no refractory period after he finished I kept sucking it was finally given a little softer but not much and he told me it would only soften when I stopped.
By now I have been on my knees for over an hour I need a circulation in my legs so we finally called it a day.
I put on my work boots, he walked me to the door shook my hand We both said thank you.
God It was great A smile on my face and the taste of three loads of cum on my tongue I’m just not sure it gets any better.
So after my last hook up with this new guy I was so excited I emailed him and let him know what a great time I had.
I also let them know and if there was anything else he wanted to try that I would be up for it.
I met up with him that next Friday. Let me in his house and I took off my work boots And he directed me into the front room Where he had rubber mat. He removed all of his clothes and pointed out the rubber mat.
I dropped to my knees. Then he handed me then a blindfold which was really one of those sleeping mask but it still work as a blindfold.
Now this was a twist. That’s something I can really get into. He started feeding me his soft cock And he directed me to do everything he wanted.
I couldn’t see anything so I had to do as he directed. I was feeling his cock growing as he was sawing in and out.
Then he had me lick from the base to the tip and back again without my hands well he was telling me they love to see a white mans Face under his black cock.
Then he had me move down to his balls and suck both of them into my mouth at the same time. These arethe balls that would be provided with a load of cum soon.
That was back to sucking with him telling you to suck harder. And out in and out then he grabbed me by the back of the head and my face as his pussy
I couldn’t breathe it all. But I hung on without air. And he wasn’t going to let go until he finished. When he got to the edge and started going over he told me do not swallow and by then he had backed up a little so I was able to get a couple of breaths.
I felt them throb 6-7 times Filling my mouth full. A few more strokes and he pulled out.
Then he dipped his fingers into my mouth and pulled out some cum and wipe on my face. Some on my forehead and down both cheeks.
Then finally he said it was OK to swallow.
The amazing thing was he never went soft. He put himself back in my mouth and had me work on the head. Then he had me working on the Shaft For a while. And I was back to working on his balls.
After that he was movingI couldn’t tell what he was doing because it could still couldn’t see. But he to move forward so I crawled on my knees until I felt Him.
He told me to come closer until I finally filled skin. He had turned around kneeling on the couch. I was instructed to make his ass so I lick down the crack until I found the hole.
I swirl my tongue around and around and around then flicking back and forth
Until I found center and then pushed and sank My tongue in. I don’t know how but it tasted like candy. I kept sawing in and out While he was jack himself off.
Then all of a sudden he turned around and told me to open my mouth. I was in my mouth and suck on my tongue and he came a second time on my tongue. He never Went soft and I never stop sucking. Just working the head and half the shaft.
I kept doing that and doing this and twisting my head while stroking and Sucking. The next thing I know it’s all the way to the back of my throat again and fucking my face while holding my head and I’m doing everything I can to get a breath of air but he’s not concerned about my air.
He’s just fucking my face now and he kept going until he came a third time this one down by throat.
I can’t believe it, this man has no refractory period after he finished I kept sucking it was finally given a little softer but not much and he told me it would only soften when I stopped.
By now I have been on my knees for over an hour I need a circulation in my legs so we finally called it a day.
I put on my work boots, he walked me to the door shook my hand We both said thank you.
God It was great A smile on my face and the taste of three loads of cum on my tongue I’m just not sure it gets any better.
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OlderBtm4U
Literotica Guru
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- Mar 30, 2020
- Posts
- 851
Wow!
The being blindfolded part sounds wonderful.
For me, the only thing that might make it better would be his topping me.
Thanks again!
Astroman72
Literotica Guru
- Joined
- Jun 27, 2015
- Posts
- 946
Exactly. I've never taken a real cock, but I've used dildos regularly since my 20s. Use lots and lots of lube, start out with a finger, then two, then three, then slowly work up to a life-sized dildo.
If it starts to feel a little uncomfortable as you're inserting it, hold it right there and count to 60. Then withdraw it, lube everything up good again, and reinsert it. Repeat if necessary. Soon, that uncomfortable feeling will turn to incredible pleasure and you'll get that wonderful, mind-blowing feeling of the whole thing going all the way in.
As Escierto said, once you get used to it, anal play doesn't have to involve any pain at all.
docisin
Literotica Guru
- Joined
- Sep 28, 2000
- Posts
- 3,234
Totally with you; you’ve described me perfectly; but now, with the monkeypox, I’m thinking all bets are off…
Yeah, I was in Dallas last week, about to go into a bar on Cedar Springs when I noticed a monkey pox poster. I turned around and went back to my hotel.
Cardinal
Really Experienced
- Joined
- Oct 13, 2001
- Posts
- 1,111
When you sucked the two cocks were they wearing condoms?
Did your wife know or find out? Did she help you?
easyoff
Virgin
- Joined
- May 10, 2023
- Posts
- 3,469
No she didn't, she would have freaked out if she knew.
How would you describe the experience of enjoying the same cock your wife enjoyed?
