Taking the plunge...how did you do it?

[Travler99921]

Thats probably true for quite a few, but i'm single, I just can't afford to not be discrete when it comes to my family and friends and work. None of them would understand. I am outwardly completely straight, no one has a clue about my desires.

 

[Danskos44]

For my first time giving a blow job, I met someone nearby on the old yahoo m4m chat room, in the mid nineties...
I was very nervous.... the adrenalin rush of finally crossing the line, the combined feelings of excitement, embarrassment, lust and shame all at once. Wasn't even sure of the etiquette - made small talk for ten minutes before he smiled and gently suggested we get started. He dropped his jeans, revealing a semi erect cock that would stretch to a full nine inches when hard. I quickly dropped to my knees in the classic legs-under-the-coffee-table position, put a pillow under my knees, took a deep breath, wet my lips and took his cock into my mouth. That was almost 30 years and countless cocks ago, but I can still remember it vividly.

 

[badonkadoku]

be chatting about blowjobs and why do ladies like to do it.

Did you forget the negative modifier??

 

[KinkStevens]

I want to explore my fantasies of giving head and getting anal. I have had these desires for a very long time. However, I need to be very discrete due to my family and work. I also don't want just some random meet in public, I want to be comfortable and take my time without looking over my shoulder worried about being discovered. Any advice?

Use one of the various sites out there, take your time with the people you interact with (discretion, safety, etc.) then over time make your decision…or just hire a cock to visit

 

[KinkStevens]

I took the plunge repeatedly.
The first time I went through with meeting a man I'd been chatting with.
The first time I met a man from online rather spontaneously.
The first time I cruised and had a physical encounter.
The first time I swallowed.
The first time I was watched.
The first time I did two men at once.
The m2m journey is all about taking steps...

Double fisting dicks is a sexy thought

 

[Wanking_Frank]

I'm on the other side of the cock.

I really started experimenting when I was on business trips. It's relatively easy to find guys that want to suck cock if you can host in a hotel room.

I would start either here or reddit for a chance to get to know someone to set up ground rules, or double list if you want to take the plunge.

This is true, being able to host makes things a million times easier whether you are sucking/fucking or being sucked/fucked

Doublelist can work when you have that going for you and plan on advance a little bit

Almost all these hookup sites have a thousand guys who want to suck cock and bottom but can't host. It's hard to find a top that places the ad, but they will respond to yours. I think they like to lurk, browse to see what's out there.

 

[Travler99921]

I know this is controversial and will not work for everybody. My first step was to come out to my wife about my growing homosexual desires. I was hoping she could help me deal with what I was feeling. It took some time, many discussions, and some sessions with a psychologist, but she decided I should experiment with men. She said my honesty about what I wanted was more important than me having sex with men.

We agreed to some rules of engagement and I searched online for a man. It took about a month before I met with a man. After that I knew I was bisexual.

 

[Curiousforcock24]

So I'm very close to having my first experience. Found a guy in the same situation as me, wanting to explore. Hope to have an update soon.

 

[Topher1972]

Yeah, my cock is always ready to play, but I need chemistry, discretion, safety, and a good connection.

I couldn’t have said that better! That’s exactly how I feel.

 

[Curiousforcock24]

I took the plunge repeatedly.
The first time I went through with meeting a man I'd been chatting with.
The first time I met a man from online rather spontaneously.
The first time I cruised and had a physical encounter.
The first time I swallowed.
The first time I was watched.
The first time I did two men at once.
The m2m journey is all about taking steps...

Thats where I'm at. Have chatted with several, some were too pushy, some came off as creepy. It's definately baby steps for me, getting over the nervousness of even talking to someone anonymously about what I have been wanting to finally finding someone who is in my same situation and wants to go slow.

 

[PFWilly]

I want to explore my fantasies of giving head and getting anal. I have had these desires for a very long time. However, I need to be very discrete due to my family and work. I also don't want just some random meet in public, I want to be comfortable and take my time without looking over my shoulder worried about being discovered. Any advice?

I decided to start seeking out other gents several years ago, after retiring early. I’d had some early experiences with a couple of good friends.

When I started searching, Craigslist was a place to start. That was mostly not useful, because most of the guys were looking for a quick service job. I wanted a discrete guy who i could develop some sense of trust, with an assurance that they were healthy. After a few not good meetings, I abandoned my Craigslist efforts. But, one gent mentioned a site called Silverdaddies. Eventually I signed up and renewed my search. And of course, Craiglist disappeared. I’ve looked at a few other websites, but they seemed to be structured towards quick one time encounters.

I started meeting a few guys on neutral ground, coffee shop, restaurant, pub, etc. Long story short, those meetings led to some mutual very enjoyable sexual encounters. Only done oral, and would like very much to bottom for a patient guy who would coach me to the joys of a cock deep in my ass. Have no desire to top a guy. Love to suck cock, so take my pleasure where it can be found.

Good luck, be careful. But mostly don’t rush, have fun!

 

[Curiousforcock24]

I decided to start seeking out other gents several years ago, after retiring early. I’d had some early experiences with a couple of good friends.

When I started searching, Craigslist was a place to start. That was mostly not useful, because most of the guys were looking for a quick service job. I wanted a discrete guy who i could develop some sense of trust, with an assurance that they were healthy. After a few not good meetings, I abandoned my Craigslist efforts. But, one gent mentioned a site called Silverdaddies. Eventually I signed up and renewed my search. And of course, Craiglist disappeared. I’ve looked at a few other websites, but they seemed to be structured towards quick one time encounters.

I started meeting a few guys on neutral ground, coffee shop, restaurant, pub, etc. Long story short, those meetings led to some mutual very enjoyable sexual encounters. Only done oral, and would like very much to bottom for a patient guy who would coach me to the joys of a cock deep in my ass. Have no desire to top a guy. Love to suck cock, so take my pleasure where it can be found.

Good luck, be careful. But mostly don’t rush, have fun!

I didn't have any luck on silverdaddies, no one close to me on there. I'm using sniffies but there is a lot of weeding out from the creeps and pushy ones. I'm not rushing into anything, want to find the right person.

 

[PFWilly]

I didn't have any luck on silverdaddies, no one close to me on there. I'm using sniffies but there is a lot of weeding out from the creeps and pushy ones. I'm not rushing into anything, want to find the right person.

My only advice with Silverdaddies is keep a free account, check back frequently. Guys come and go. Pun intended. We live in a rural area, not far from a major metro area. Eventually a few guys popped up in the local area, which led to some good times. I tried Sniffies, and Double List a few times, they seemed to be oriented to quickies. Not like I had overnight success with SD, but had some exceptional times.

Happy Hunting!

 

[cubbyfire04]

I mean my first was with one of my best friends when I was younger and I see that isn't really in the cards for you...

I used ManHunt a lot back before the Grindr/Scruff days (always had good luck finding more down to earth/longer term partners with Scruff after MH went downhill).

Also... Small hotel bars (like a Courtyard or Hilton Garden Inn). I travel for work and I figure when there's a friendly guy traveling alone who might loosen up and over share personal stuff, you can start to sneak in suggestive comments to see how they respond.

They mention a hot girl on TV, maybe respond with, "Yeah she is... Too bad I'm not into women like her." When they seem shocked and ask for clarity, a firm look and a smile usually sends the message. If they're not put off immediately, curiosity may follow. Or if they're looking for the same, they know it's safe to talk about it now. Worst case scenario, there's an awkward moment, a subject change, and you can go to your room.

 

[Curiousforcock24]

So I have been talking to someone and am supposed to meet in a couple of days, after the holiday. Just a friends watching a movie, getting to know each other better meeting. And I'm trying not to talk myself out of it. Mostly because I absolutely don't want to embarrass myself or more importantly, my family, being outed. I have wanted to experience this for so long but the anxiety is about to get the better of me. Advise anyone?

 

[magic_rat]

So I have been talking to someone and am supposed to meet in a couple of days, after the holiday. Just a friends watching a movie, getting to know each other better meeting. And I'm trying not to talk myself out of it. Mostly because I absolutely don't want to embarrass myself or more importantly, my family, being outed. I have wanted to experience this for so long but the anxiety is about to get the better of me. Advise anyone?

The general advice will probably be 'just go for it' but it's a step. You're being unfaithful to your wife. Just an observation from one who went there time and time again. It didn't end well.

 

[Curiousforcock24]

The general advice will probably be 'just go for it' but it's a step. You're being unfaithful to your wife. Just an observation from one who went there time and time again. It didn't end well.

I'm not married, so no problem there.

 

[Dreamer110]

I'm not married, so no problem there.

Don't see the problem. You're just meeting for a movie. You can make your decision then.

 

[Curiousforcock24]

Don't see the problem. You're just meeting for a movie. You can make your decision then.

True. I am probably over thinking it.

 

[Dreamer110]

True. I am probably over thinking it.

And will you regret not going? If he pressures you you can always walk away. But just maybe......

 

[Curiousforcock24]

We met through an app, no pressure other than he wants a face pic and I'm trying to remain anonymous. I have to be extremely discrete due to my job and family.

 

[saintcero]

We met through an app, no pressure other than he wants a face pic and I'm trying to remain anonymous. I have to be extremely discrete due to my job and family.

Offer to meet at a coffee shop or sandwich shop. Wear something that is easily identifiable. He will get a chance to see what you look like without putting yourself at risk.

 

[Curiousforcock24]

Offer to meet at a coffee shop or sandwich shop. Wear something that is easily identifiable. He will get a chance to see what you look like without putting yourself at risk.

That's what I'm planning on. If he agrees great, if not I'll move on.

 

[saintcero]

That's what I'm planning on. If he agrees great, if not I'll move on.

Good luck. Hope it works for the both of you.

 

[peter49parker]

I want to explore my fantasies of giving head and getting anal. I have had these desires for a very long time. However, I need to be very discrete due to my family and work. I also don't want just some random meet in public, I want to be comfortable and take my time without looking over my shoulder worried about being discovered. Any advice?

If you "really" want to do it, you can find a way. Be careful. Be selective. Only do what you feel comfortable doing. But, if you make it too restrictive, you may never achieve your goal. It took me 5 years of wanting to suck a cock, before I realized that if I wanted to take the plunge, I had to eventually 'trust' someone enough to meet. Then trust him enough to actually do the deed with him. Once I started sucking cock, my only regret is waiting for so long.