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Met up with a straight guy last night on Craigslist...Need some help/advice/reassurance!

Well I sent him a quick reply just saying hey and asking what he was looking for, but he never responded back so I guess that's that! Wouldn't have gone tonight anyway though since there is a snowstorm right now.

And yes sixthson, I did enjoy it the first time which is why I was having so many conflicting emotions about it. I enjoyed it, of course, I'm a gay man who got to fool around with another attractive man! What's not to enjoy? It was very enjoyable through out up until the very end when he suddenly pretended like it didn't happen. Then I was just confused/felt a little awkward because I didn't know how to react to his sudden "amnesia."

So yeah, thought I'd let you all know I'm still home and didn't meet up with him. Kind of a bit disappointed but at the same time not really!

Then invite him over next time :lol: or go to a motel room for a massage.
 
Mate I mean no offence when i say this, but reading your posts, it sounds to me like you're a bit too susceptible in terms of getting emotionally involved, like you're looking for a strong emotional/romantic connection with someone (which is obviously gorgeous and great), but with the kind of place you're looking, you're maybe setting yourself up for hurt and intense confusion. I've been there myself, I know how intense the feelings of wanting intimacy can be and then the crushing, confusing sense of rejection, and the clinging to the hope that something might still happen, and raking over the coals of the interaction, looking for signs that it still might work out, or wondering what you did wrong. It's all a part of life, but i just worry that when it's so intense, it can run you absolutely ragged and make your life very difficult. I'm sorry if these words aren't received well, they come from a good place believe it or not. It's very difficult when you find yourself reading so much into another person's behaviour, looking for signs for how they feel about YOU, when all along, a lot of what they were doing was about THEM - their own hang ups, their own confusions etc. I wish you well though mate.
 
Mate I mean no offence when i say this, but reading your posts, it sounds to me like you're a bit too susceptible in terms of getting emotionally involved, like you're looking for a strong emotional/romantic connection with someone (which is obviously gorgeous and great), but with the kind of place you're looking, you're maybe setting yourself up for hurt and intense confusion. I've been there myself, I know how intense the feelings of wanting intimacy can be and then the crushing, confusing sense of rejection, and the clinging to the hope that something might still happen, and raking over the coals of the interaction, looking for signs that it still might work out, or wondering what you did wrong. It's all a part of life, but i just worry that when it's so intense, it can run you absolutely ragged and make your life very difficult. I'm sorry if these words aren't received well, they come from a good place believe it or not. It's very difficult when you find yourself reading so much into another person's behaviour, looking for signs for how they feel about YOU, when all along, a lot of what they were doing was about THEM - their own hang ups, their own confusions etc. I wish you well though mate.

Well thank you but I assure you it's not that serious. If anything I was just looking for a FWB type deal where maybe we meet once or twice a week and I "service" him, so to speak. I'm not looking for him to be my boyfriend and have no emotional connection to what happened. Simply a sexual one I was hoping to explore more to get experience. Bonus since he was hot and new to men too. But I don't intend to be bummed out about it. It's all good!
 
You're lucky all he got was amnesia, and didn't go into full on freak out. Boys in the closet (har) are unpredictable.
 
So he wrote me back. A couple days after I responded to his ad again as I posted above. This was his reply:

"For sure.. sorry this ad keeps reposting but yeah we should chill sometime"

I wrote back for him to let me know. So we'll see if anything happens or if I end up even meeting him again. If so, for sure going to try and lay down some ground rules first, i.e. NO dark closets! No denial of what he or I just did, don't care what his orientation is. And maybe drink a fucking Redbull before I come over so you aren't "falling asleep" the whole time. I guess either nobody else responded to his ad and he's crawling back for more or possibly he didn't know it kept reposting (as he claims) and saw my email and wanted to meet up again? Who knows!
 
So he wrote me back. A couple days after I responded to his ad again as I posted above. This was his reply:

"For sure.. sorry this ad keeps reposting but yeah we should chill sometime"

I wrote back for him to let me know. So we'll see if anything happens or if I end up even meeting him again. If so, for sure going to try and lay down some ground rules first, i.e. NO dark closets! No denial of what he or I just did, don't care what his orientation is. And maybe drink a fucking Redbull before I come over so you aren't "falling asleep" the whole time. I guess either nobody else responded to his ad and he's crawling back for more or possibly he didn't know it kept reposting (as he claims) and saw my email and wanted to meet up again? Who knows!

Just some friendly advice: don't do half the stuff you are planning to do.

Respect his progression at his own pace.
He says he's straight. Then let him be straight. Call him straight. Don't drag him out of the closet. Asking him to come out or smoking him out of the closet is the same as outing somebody even if it is just between the two of you. Coming out is a very personal thing that only that person should determine if and when he wants to come out. It's none of your business no matter how fucked up his psychology is.
Ok, I'll concede the dark closets. Ask him to compromise with a night lamp at least for minimal light. Hey, he's asking you for a massage isn't he? If the surrounding is dark, then the massage is more relaxing and deeply felt.
And are you nuts? The point of a massage is relaxation. Don't force Red Bull into his system. Offer him that when you agree to have sex :lol:
If you legitimately give a good massage, then he should be sleeping like a baby halfway through the massage. When you are exhausted, you can just fall asleep next to him and cuddle with him. That's a good sign. Because the moment you two wake up, he's gonna be in the mood to fuck, trust me.
Don't rationalize his motives. Just enjoy it. He'll break down his own defenses eventually. The trick is to keep him doing it and wanting it over an over while opening up a little at a time.
So, don't scare the little puppy away. You need to caress him and make him feel wanted and secure with you and that you build that sense of trust with him.
When he offers no resistance to sexual pleasures, then just keep doing it and keep reassuring him it's ok.

Do this massage again, just ask him if he can put on some night light for you to see something at least.

Yeah. 'we should chill sometime.' Let him open up to you at his own pace. He needs to trust you first. And he needs to feel secure about himself with you.

Just a little patience. And tell us what happened.
 
I'm amazed.. You are so lucky to have meet someone like this.. I NEVER send messages or anything on CL... I'm just way to nervous to just meet people at there home or somewhere isolated such as that.. I would for sure keep up with him and enjoy every minute you can with this hottie !! : Keep us posted !!
 
I'm amazed.. You are so lucky to have meet someone like this.. I NEVER send messages or anything on CL... I'm just way to nervous to just meet people at there home or somewhere isolated such as that.. I would for sure keep up with him and enjoy every minute you can with this hottie !! : Keep us posted !!

Success favors the bold.
 
Just some friendly advice: don't do half the stuff you are planning to do.

Respect his progression at his own pace.
He says he's straight. Then let him be straight. Call him straight. Don't drag him out of the closet. Asking him to come out or smoking him out of the closet is the same as outing somebody even if it is just between the two of you. Coming out is a very personal thing that only that person should determine if and when he wants to come out. It's none of your business no matter how fucked up his psychology is.
Ok, I'll concede the dark closets. Ask him to compromise with a night lamp at least for minimal light. Hey, he's asking you for a massage isn't he? If the surrounding is dark, then the massage is more relaxing and deeply felt.
And are you nuts? The point of a massage is relaxation. Don't force Red Bull into his system. Offer him that when you agree to have sex :lol:
If you legitimately give a good massage, then he should be sleeping like a baby halfway through the massage. When you are exhausted, you can just fall asleep next to him and cuddle with him. That's a good sign. Because the moment you two wake up, he's gonna be in the mood to fuck, trust me.
Don't rationalize his motives. Just enjoy it. He'll break down his own defenses eventually. The trick is to keep him doing it and wanting it over an over while opening up a little at a time.
So, don't scare the little puppy away. You need to caress him and make him feel wanted and secure with you and that you build that sense of trust with him.
When he offers no resistance to sexual pleasures, then just keep doing it and keep reassuring him it's ok.

Do this massage again, just ask him if he can put on some night light for you to see something at least.

Yeah. 'we should chill sometime.' Let him open up to you at his own pace. He needs to trust you first. And he needs to feel secure about himself with you.

Just a little patience. And tell us what happened.

Ha see this is exactly why I posted on here, in hopes to hear others opinions because I have obviously never done this before and have no clue what I'm doing. I'm not looking to out him by any means. Don't care if he's straight, bi, curious, gay, whatever. I just want a cute guy for a FWB type of deal. I honestly don't even care if he returns any favors, I'm down for simply just servicing him in any way he wants. I guess since I got so many negative responses to this thread saying I should stay clear of him it left me more cautious and wanting to clear the air with him to make sure we both knew what we were getting into before getting into it again.

Again, I tend to be straightforward and want to know exactly what he wants simply so that I know what to provide. Definitely don't want to leave his place again feeling confused/unsure of what just went down. That was the only downside to last time so assuming there is going to be a second hook up, I want to leave feeling good about it, not awkward.

But I will definitely try to hold back with him and let him make the first move(s).
 
Ha see this is exactly why I posted on here, in hopes to hear others opinions because I have obviously never done this before and have no clue what I'm doing. I'm not looking to out him by any means. Don't care if he's straight, bi, curious, gay, whatever. I just want a cute guy for a FWB type of deal. I honestly don't even care if he returns any favors, I'm down for simply just servicing him in any way he wants. I guess since I got so many negative responses to this thread saying I should stay clear of him it left me more cautious and wanting to clear the air with him to make sure we both knew what we were getting into before getting into it again.

Again, I tend to be straightforward and want to know exactly what he wants simply so that I know what to provide. Definitely don't want to leave his place again feeling confused/unsure of what just went down. That was the only downside to last time so assuming there is going to be a second hook up, I want to leave feeling good about it, not awkward.

But I will definitely try to hold back with him and let him make the first move(s).

I can totally see your point. And I myself would let sleeping dogs lie. I myself would, in this scenario and circumstances, only want a FWB situation also. My take on this is, hey, as long as he keeps asking for it and we are both enjoying it, then keep rolling the dice. Let him make the first moves or let him keep looking for it/asking for it. And I'll keep looking for other guys who are also looking for a FWB arrangement.
 
Ahh ok so I just got back from meeting up with him for the second time!

So he texted me last night (Sunday) at like 11:30, at which point my grandpa ass was already passed out in bed. He simply said "Can you do a massage tonight". Didn't see his text til this morning. I wrote him back apologizing and asking if we wanted to meet up tonight (Monday), (it's 1 AM Tuesday as I'm writing this). Didn't here from him all day so wanting to speed things up I texted him around 6 PM asking if wanted me to come over tonight. Surprisingly, he quickly replied saying he worked until 10:30 but would possibly be down. Told him to text me when he got off work.

He texts me a little before 10:30 saying he was off and headed home. I asked if he wanted me to swing by. He said yes, but that we had to be quiet...Which naturally lead to my next question...Is someone else at your apt?....He said, they were asleep. Okey dokey, I can do quiet! Still a little weird, but whatevs. So I drove over to his place (which is about 15/20 min north of me).

I go in to his place, all the lights are off except in his bedroom down the hall, which we then go to. He asks me to wash my hands so I go in the bathroom as he sets up in the fucking closet...again! (The irony here is ridiculous) I didn't want to make a fuss, especially since I didn't want to risk waking his roommate, but I requested that we keep the closet door open a little bit so I could have some air. He hesitated with it for a minute, seeming more concerned about their being a draft, which then led him to go get his little space heater and put it in the closet with us to keep warm. He undresses and lays down on his stomach. I ask him if he wants me to be undressed again too, he said yes. I take off my clothes, but leave my underwear on again.

This time I also brought my cell phone in the closet with us so I could A) SEE! and B) Just in case... I put the lotion on my hands, ask him what he wants this time. He says to mainly focus on his legs and glues...So I began doing so. Rub some on his legs, then his ass cheeks, then sorta randomly I just ran my fingers through his crack, which made him kind of jump and go "Oh, ass-hole". So he lays down and "falls asleep" (which he again mentioned he would probably do.). I keep rubbing him for a bit, get bored, decide to try rimming him. I just go for it, he doesn't object (or make any acknowledgement. I mean, my tongue is in your ass-hole, could you at least give me a moan of satisfaction?!) So I'm having a good time down there. Again, it's yummy and clean. It's a little hairy too, which I loved. I was able to see it this time too because I kept shining my cell light on him.. I wanted to feel him and SEE him, not just feel like last time. He looked great! I tried to slide a finger up his ass a couple of times but each time he clenched his cheeks and squeezed it out so I took the hint that he liked my tongue but not my fingers. Bummer. So after a while I "wake him up", he awoke much faster this time. He flips over, says he cold, grabs another towel and pulls it over his chest and stomach just perfectly, clearly leaving his dick exposed. I start rubbing his legs, warming him up to the idea, again get bored fairly quickly and go straight for his balls. Start cupping them, rubbing them, slowly start to jerk him. He was limp so I had to start with just my fingers (LOL) before he eventually got hard and I could use my hand! I blow him, jerk him, blow him, jerk him, etc. This goes on for a bit til I see his hand start making a jerking off motion poking out from underneath the towel. I had continued to keep my cell light on so I was able to see this. I pull my dick out and start jerking it with one hand while I jerk his with the other. Then I straddle him and he starts jerking me off. Starts off slower this time, and uses his other hand to reach into my underwear and start massaging my balls and playing with my ass. He does this for a while as I reach back and jerk him off. I then cum on him, or on his towel that is still laying on his chest.

Then of course, after such a lovely first half, it then turns bizarre again. So I keep jerking him off (this guy will not cum!) and suddenly I hear him start to say something in a whisper. I think great, he's trying to communicate, this is what I wanted. I lean down closer and ask him to repeat himself at which point I hear "Pee a little..." HUH? I ask him to repeat again. "I want you to pee on me a little bit. Pee a little...". He kept repeating this. At this point my dick has completely flatlined. WTF?! He pulls my underwear off and continues to try and jerk me off, but having just cum and now being completely turned off, I am totally limp. I try to jack myself off to get hard again. He then keeps asking me if I'm going to cum. I told him I already had earlier and that I was trying to get it up again. He asks me again if I'm ready to pee a little. I told him I didn't have to go and that I couldn't just force myself to piss on command. At this point the heater is like on full blast and I am pool of sweat dripping down my face, I'm no longer horny and kind of ready to leave. I grab my underwear from his hands (he had been clutching them in his fist since he took them off of me) and sit back down.

He asks what time it is (cue: time to leave!) looks at his phone. I look at mine. It's 12:30 AM. He claims he didn't realize how late it was and he was ready to go to bed. GREAT, I literally already have one foot out of the closet. I quickly get dressed, open the bedroom door, he comes out of the closet in a towel, thanks me for coming by, I give him an awkward side hug, say bye, grab my shoes and walk out the door! I stop by the stairway to now take the time to put them on, think to myself "Welp, too bad he turned out to be crazy after all, he was damn cute!"

So it's safe to say my encounters with massage guy are likely over! Not into golden showers. Sorry!

But wow, sure was fun/weird as fuck while it lasted.! But glad I got that and hopefully him out of my system.
 
^^^^ you sound dushhhy..

so what if he wanted u to pee, like you are so perfect in everything you,


at least he didnt want you to be peed on

i feel like you are a queen
 
Ahh ok so I just got back from meeting up with him for the second time!
.
.
.
I go in to his place, all the lights are off except in his bedroom down the hall, which we then go to. He asks me to wash my hands so I go in the bathroom as he sets up in the fucking closet...again! (The irony here is ridiculous)
.
.
.
Then of course, after such a lovely first half, it then turns bizarre again. So I keep jerking him off (this guy will not cum!) and suddenly I hear him start to say something in a whisper. I think great, he's trying to communicate, this is what I wanted. I lean down closer and ask him to repeat himself at which point I hear "Pee a little..." HUH? I ask him to repeat again. "I want you to pee on me a little bit. Pee a little...". He kept repeating this. At this point my dick has completely flatlined. WTF?! He pulls my underwear off and continues to try and jerk me off, but having just cum and now being completely turned off, I am totally limp.
.
.
.
He asks what time it is (cue: time to leave!) looks at his phone. I look at mine. It's 12:30 AM. He claims he didn't realize how late it was and he was ready to go to bed. GREAT, I literally already have one foot out of the closet. I quickly get dressed, open the bedroom door, he comes out of the closet in a towel, thanks me for coming by, I give him an awkward side hug, say bye, grab my shoes and walk out the door! I stop by the stairway to now take the time to put them on, think to myself "Welp, too bad he turned out to be crazy after all, he was damn cute!"

So it's safe to say my encounters with massage guy are likely over! Not into golden showers. Sorry!

But wow, sure was fun/weird as fuck while it lasted.! But glad I got that and hopefully him out of my system.

:rotflmao: omg. You tell it so good, it's hilarious!

I'm not a fan of golden showers either. Well, at least that's that. On to the next sexcapade...
 
^^^^ you sound dushhhy..

so what if he wanted u to pee, like you are so perfect in everything you,


at least he didnt want you to be peed on

i feel like you are a queen

I feel like everyone on here is a queen... And I'm DOUCHEY because in what was only my 4th sexual encounter with someone I objected to pissing on them? I haven't even had sex yet, I don't think I'm ready for water sports. Some people just aren't into that, myself being one of them obviously. So "straight" guy will have to find someone else to do that with because I'm ok with a little bit of kink (again, I had my tongue in his ass) but between my spit, my sweat and my sperm I think this guy had enough of my DNA all over him that my urine wasn't necessary . It totally ruined what was otherwise an enjoyable moment. Not to mention, simply put, I didn't have to pee! Can't force my bladder to push something out that wasn't there!

By the way, after re-reading my posts about this experience I guess I'm not surprised some people have hesitation with believing me. Honestly, I don't know if I'd believe these stories either! I guess that's why I find it so humorous (and try to make it so for everyone's reading pleasure, I am a writer after all!) that this actually happened and it actually happened to me, who normally lives a very boring and uneventful life. So when something as random and crazy as this happens to me, I can't help but get excited and try to express every single detail I can through my writing, even if I sometimes get carried away and write too much.

So thanks again for reading everybody.

Sincerely,
Queen
 
I feel like everyone on here is a queen... And I'm DOUCHEY because in what was only my 4th sexual encounter with someone I objected to pissing on them? I haven't even had sex yet, I don't think I'm ready for water sports. Some people just aren't into that, myself being one of them obviously. So "straight" guy will have to find someone else to do that with because I'm ok with a little bit of kink (again, I had my tongue in his ass) but between my spit, my sweat and my sperm I think this guy had enough of my DNA all over him that my urine wasn't necessary . It totally ruined what was otherwise an enjoyable moment. Not to mention, simply put, I didn't have to pee! Can't force my bladder to push something out that wasn't there!

By the way, after re-reading my posts about this experience I guess I'm not surprised some people have hesitation with believing me. Honestly, I don't know if I'd believe these stories either! I guess that's why I find it so humorous (and try to make it so for everyone's reading pleasure, I am a writer after all!) that this actually happened and it actually happened to me, who normally lives a very boring and uneventful life. So when something as random and crazy as this happens to me, I can't help but get excited and try to express every single detail I can through my writing, even if I sometimes get carried away and write too much.

So thanks again for reading everybody.

Sincerely,
Queen

Dear Freddie Mercury,

I thought you were gone but I guess you were reincarnated and you still have that humorous wit with you.

Keep up with the delicious brand of entertaining stories and humorous sexcapades. I totally love it. I know some other queens are too hateful in this forum - that's the problem when they haven't been laid in years.

I could probably tell you stories too that would blow your mind which typical people wouldn't believe.

Anyway, just keep typing happily away and entertain us with your sexploits. They're always good reads. I can tell you are good writer of non-fiction, because my dear boy, in the culture we circulate in, fact is so much stranger than fiction.

 
He invites me in (very cute guy by the way) and we go into his spare room. He turns off the lights (it's pretty much pitch black) and gets naked and lays on the floor on his stomach. He then asks me to get naked because he said it made him feel more comfortable not being the only one naked and because he didn't like hearing things rustle around in pants pockets. Ok, I thought, whatever makes him comfortable. I strip down to my underwear and then tell him I am going to keep them on because I was likely going to get hard while massaging him and didn't want to "poke him" or make him feel awkward. He said he didn't care either way... Still I decided to keep them on anyway. He tells me that he usually falls asleep while being massaged and is a very heavy sleeper so that I need to shake him a lot to wake him up. I put on lotion and ask him where specifically I can massage him. He said full body was fine. I repeat "FULL body", with emphasis on "FULL" to make sure I heard him right. He said yes so I start massaging him, all over. It feels really nice. I get wood pretty quickly. I start rubbing his back, his legs, his ass cheeks. Do this for about 10 minutes or so til I realize he sure enough had fallen asleep. I wake him up and try to turn him over. He said he was cold and wanted to move to his bedroom. We get up and go to his room, but he said he needs it to be pitch black in order to relax so he wants me to massage him in his walk in closet with the door closed. It was a tight fit but I agreed. We go in, close the door, I literally can't see anything. He again, lays on his stomach.

Again, I massage his back, his ass, his legs for several minutes. He again falls asleep. I wake him up two more times, and each time he says he wants a little bit longer on his back and his glutes. So I keep massaging his ass (no complaints from me). I rub my fingers in and out of his crack, play around with his ass-hole, cup/massage his balls. Spread his ass a bit and smelled it (smelled clean and delicious!). I finally wake him up (again!) and he turns over. I ask him specifically what he wants me to massage, he said lower body. I asked specifically again just legs or entire lower body...he hesitates for a second, stutters, starts to say "everything", then just says "legs." I began massaging his legs for a while until I eventually start reaching close to his groin. I start to again cup/massage his balls and play around with his penis. I start slowly stroking it and naturally a few minutes later he starts to get hard. I stop stroking him and try for about 5 minutes to wake him up. I am shaking him, calling out his name, trying to flip him over, grab his arms to lift him, accidentally drop him back down. Nothing. I crack open the door to the closet to get some light in, I start flashing the light on and off in the closet. I was secretly hoping of course he'd wake up, see he had wood and ask me to finish him off.

Before I know it, I am leaning over him trying to find his head so I can try to wake him up by lifting his head. Suddenly, he grabs my arms and pulls me down on top of him. Confused, I lie there for a second before I start to push myself off of him. He then grabs my arms and pulls me down on top of him again. I start calling his name, asking him if he's awake, asking him what it is he wants from he. I thought maybe he was confused and was half asleep and thought I was his GF or something. I ask him "Do you know who I am?" No reply... I try to pull off again and Again, he pulls he down on top of him.

So at this point I'm thinking what the hell, just go for it. So I start kissing his neck and chest and eventually make my way down to his cock, which is still hard. I blow him for a bit while jacking him off. His hands start grabbing at his dick and jerking it off himself. He then pulls me up top again and lays me down on top of him. I kiss his neck, chest, etc. I do down again and lift his legs up and start rimming him. His hole was surprisingly very clean for a straight man not wanting anything more then a massage. It smells like soap and lotion and tastes yummy and cleaned out. I am maneuvering him a lot by twisting his legs around, lifting them up higher to get a better angle, etc.

I go back to sucking his dick when suddenly HE GRABS THE WAISTBAND OF MY UNDERWEAR AND PULLS IT DOWN. HE THEN STARTS JERKING ME OFF PRETTY HARD. HE SEEMS LIKE HE IS WELL AWARE OF WHAT HE IS DOING AND SHORTLY AFTERWARDS I BLOW MY LOAD ALL OVER HIS HAND/CHEST. I go back down to his cock in hopes of finishing him off. I start to suck and jack him off while playing a little bit with his hole. No penetration, just rubbing it. This goes on for a minute or two when suddenly he turns his body over to the side, making it difficult for me to suck him. Here comes the weird/confusing part of the story that I need help understanding:

I ask him "Did you finish?" He then speaks for the first time in like 15 minutes: "Finish what?" Confused, I kind of giggle and say "Nothing." He says "No, did I do something, what do you mean by finish?" So I grab his still hard dick and say "Finish this!"

Before I know it, he starts getting all flustered. "Oh no, what happened?" He grabs his phone and shines a light on himself, see's he is hard and that he has cum all over his chest. He then starts apologizing to me, saying he must had gotten hard during the massage and accidentally came all over...He said that has never happened to him before and looks really embarrassed and continues to apologize. At this point I'm thinking, HUH?! WTF?! So I just play along and I'm like "It's ok..." I then go to his bathroom to clean myself up, sporting the Cameron Diaz look with a chunk of cum in my hair (nice!). I come out, get dressed, he said his brother was on his way over so we finished just in time. He walks me to the door, thanks me, apologizes again, gives me a hug and implies we should do it again sometime. I leave, still horny but mostly just confused. Did I just like, molest this guy while he was passed out? Is he having typical straight man denial by pretending everything that just happened didn't happen? I know you can walk in your sleep. I know you can eat in your sleep. I have even heard of sleep texting. But as far as I know, most straight men don't jack off other men in their sleep and have them cum all over their chest and hand...




Simple. He is in denial.
I did something similar in college. I pretended to be drunk with a friend who would undress me, put me to bed and then wank me

My advice is to play along with his fantasy. Wait for him to ask you over again
 
Simple. He is in denial.
I did something similar in college. I pretended to be drunk with a friend who would undress me, put me to bed and then wank me

My advice is to play along with his fantasy. Wait for him to ask you over again

I agree... you've got something mostly good going here. May as well play along, and see where it goes. It sounds like the guy is getting more and more comfortable with you, and dropping the need for all the charades.
 
Soliciting men for full body massage on Craigslist should have already told you that he's not straight. And that's before all of the telling you to strip fully naked stuff. In general, be very careful. I don't know how you could trust a stranger enough to be in a pitch dark room with him, but hey, you're lucky he wasn't a psycho stalker killer.

Now it seems like you've developed some trust, so it should be okay to continue your meetings with him. Let him live out his fantasy while you enjoy him and his body. Win-win situation, right?
 
You had me cracking up. Don't stop. You'll regret it if you do. As long as he's in touch with you keep it going. I had a 'friend' lke this once and we eventually drifted apart and I wish we hadn't.
 
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