Working With Will

[martin6]

Be careful in being aggressive. Nothin wrong with a little Wam-Bam with a hawt boy, but you gotta be sure you're prepared (and I don't mean aware of, I mean prepared for) for the possibility that it is JUST Wam-Bamming.

 

[PlayingwithChance]

I don't know if aggressive is the term I'd use...

However, I think he gave you the answer already. "You could charm me if you tried."

So, charm him! The challenge is just finding out HOW. What DOES he find charming and attractive in a GUY? Find out, then get to work!

 

[cyclops35]

Hey Superboy,

Thank you for sharring your stories of you and Will. It's been great reading about the two of you. It sound like you have a great thing going here and I hope that it goes well for both you and Will. I'm not going to give you any advice because I've never been in a situation like this before. Good luck with your friendship. I look forward to reading your up dates and seeing how things progress for you and your friend Will.

 

[nautiboyjeff]

If he won't take money - make sure you have beer (or his drink of choice) handy. It could serve two purposes - a "thank you" and get him to relax.

Do you touch him or are you physical with him? You could offer him a massage for helping you do all this stuff. Make him dinner or whatever, just the two of you with a movie and dinner in the bedroom.

You might also think about exploring this with him in just a casual discussion. Ask him if he's ever thought about being a pitcher. Ask him if he wonders what it feels like to catch. If you have had sex with a girl, then tell him how it compares or if you haven't, then talk about that, if he's had sex with a girl, maybe he wants to do it with you and see how it compares.

There are plenty of ways to work this - just have to think and not get too nervous - he's obviously cool with things. Might try to get him to spend the night and sleep in your bed, then you can see how that goes.

 

[Blueboy369]

Superboy,
I think you should take things slow in the best interest of your heart. Fooling around is great. Taking things "all the way" can complicate matters. Kissing, licking, sucking,rimming, mutual masterbation are all perfect for your casual situation. Good luck, I can't wait for the update!

 

[Kyanimal]

If he doesn't want the Money, that is very "kewl"! Personally, I HATE Money ... long stories ... so ... I wouldn't push too hard, for him to take it, if it would truly make him uncomfortable, and be against his honest wishes. However, I would still try to give it to him. (I like the "back pocket" face-to-face approach! ) [GL, YOU Rock!!! ]

But, I would not INSIST that he take it! Besides ... there are other ways that You could "pay Him back"! How about bringing THAT "UP!"??? Along the lines of, "O.K. If You really don't want the Money, I still feel like I OWE You! Is there ANYTHING I can do to try to make it UP to You?? ANYTHING??? All You have to do is name it!! I'm ALL Yours!!"

It would definitely be interesting to hear how He reacts! Even if it's just the "Deer in the Headlights" response!!

Keep smilin'!!
Chaz

 

[yeahman21]

I really like that idea^

 

[PlayingwithChance]

So either they've been fcking like rabbits all weekend... or it may not have gone as planned?

Updates! UPDATES! We're dying here... this is better than Heroes...

 

[beatleshead]

So either they've been fcking like rabbits all weekend... or it may not have gone as planned?

Updates! UPDATES! We're dying here... this is better than Heroes...

I know thats wat i was thinking....lol

And Superboy...ive been wanting to say this on this forum but my account got locked out...YOU ARE SO HOT....not just your looks but your spirit and your manners and your thoughts and just every thing....


IF THIS STRAIGHT DUDE KNOWS WHATS GOOD FOR HIM HE'll RUN WITH YOU AND KEEP YOU AWAY FROM ME!!! lmao

 

[homemadehuman]

omg i'm so hooked up on this story and i've been reading it just today,i went thru the whole tread in 30 minutes Lmao,i actually feel related and also concerned by the outcome of your situation superboy,after "sneaking" i wish i had at least an advice to give you,but the guys have said so many wise things that i feel i have nothing useful to add.

just something that i needed to remind myself of when i went thru the friendship/relationship fase,it's the friendship worth risking?,hot guys that are actually interested in you come and go (i have no doubt you are a catch) ,you may not notice them as you are so infatuated with will.. i say,keep him as a friend.if you wanna go for the sex,then play the cards already,he gave you all the queues..and if you wanna keep him as a friend,cut all the flirting and the sexual innuendos for good.it won't lead anywhere good.

good luck! something tells me you don't need it tho

 

[najfus]

I hate how addicted I am to this thread!

 

[Providence]

hey superboy, I've been following your story for quite a while. Even the stuff with James and I have to say you always have a way of getting people interested in your life. Like Will said, you have a certain charm that draws people to you, even online.

Anyways, I think instead of just being a reader I should offer some advice. I didn't really offer any in the previous thread because I didn't have any experience in the situation but I do in your current situation. I also have a straight friend who I find quite attractive. At some point in our friendship, one thing led to another during a sleepover and I ended up giving him a blowjob. Like you, it wasn't awkward for us either and we're actually best friends now.

Unlike you, I pursued it a little but he remains adamant on the fact that he's straight and if anything might be bicurious but doesn't like to be labeled. So anyways like I said, I pursued it to the best I can and we have become friends with benefits and I don't regret a thing, neither does he. We're actually roommates now as of November 3rd. He's straight so he doesn't return the favor but I don't have a problem with it. I wouldn't force him to do anything. I've posted about it several times but always get the same response of my friend should be returning the favor or I should get over him and find somebody else who will return the favor.

I don't find that advice really helpful at all. It's a case by case thing depending on us. I'm quite content to be the one giving him the bjs and not receiving any in return. Albeit, I would be happier finding someone who reciprocates my feelings. So you just have to figure out what it is YOU want out of this. Will you be satisfied with this relationship being a one-way thing? Or do you need to be in a long-term relationship? I'm sure if you're satisfied with just being friends with benefits, you can probably accomplish it with ease. Especially for you, you're absolutely gorgeous. Like many have said, I wish I was working with you. Whatever happens, I wish you the best of luck and I will keep reading.

 

[josher]

Well he's getting free blow jobs without having to offer anything in return. What's not to like from his point of view? He may have come to think he's hit the sexual lottery.

My question is: what are you getting out of this? Is it just the turn-on that you're blowing a straight guy? (Though I'm sure that your sleeping roommate's presence added to your excitement. It made it a little more dangerous, not to mention kinky.)

Unless and until he shows some emotional involvement with you and returns the sexual favors, I still think this is not going to end well.

I know that all the voyeurs who have been replying to this thread will be thrilled. They're living vicariously through you. You are fulfilling their most ardent fantasy. For some you've probably become their favorite jerk-off fantasy.

I truly believe you need to reflect on your self-esteem. You're too great a person to be someone's sex servicer, no matter how good a friend he has or will become.

And by the way, a fuck buddy makes sure you get off as well, unless he very selfish.

 

[Providence]

[quote:"superboy83"]I was so scared that our friendship really was ruined this time. But he's been acting completely normal and we haven't really talked about it. So my question is, is this how friends with benefits starts? Does it keep happening and we don't really talk about it? Or should I stop? I'm so confused by this. I'm not getting nearly as emotionally involved as I would expect myself to get, but it is difficult not knowing what this is that's happening.[/quote]

I'm in the same exact situation and yes, this is how it started out for me. We wouldn't really talk about it because we were both kinda nervous to bring it up. It's safer for him to bring it up than it is for you though, so unless he says anything about it. I'd suggest not saying anything.

 

[Blueboy369]

Sounds f-ing hot! He's a great "friend with benefits". Enjoy the spontaneous moments and keep your options open until you meet someone special.

 

[Kyanimal]

Yes! That IS "Hawt"!! However ... I have a few thoughts ...

Will may be acting "normal"/"casual", but since nothing has been said, I'm wondering if He is really enjoying "it", or ... is He just putting up with "it" to keep you as a friend?

Before you try anything more with him, it might be a good idea to get a sense of where his head is about all this. Something along the lines of, "Uh ... I know you might not want to talk about it, but I need to know how you're feeling about what I did with you the other night. I mean ... if you want me to leave you alone, just say so, and I won't do that anymore. Since I value your friendship so much, I don't want to be doing anything that might make you uncomfortable, or uneasy. It's important to me that you know you can be completely honest with me, about everything, no matter what."

You might not get the answers that you want, or expect, but at least you'll "clear the air", and know where each of you "stands".

Also, I'm wondering, who Evan is, other than your housemate? Known him long? How did you two end up living together?

Yes ... I'm nosy!!

Keep smilin'!!
Chaz

 

[nautiboyjeff]

Interesting feedback going on here....I have had several of these types of things. I only re-live vicariously through you!

I think I disagree with Kyanimal about bringing it up and that any person would "put up with it" to be friends. If he is was not somehow comfortable and as cute as you say he is, he could find a girl to meet his "needs". CLEARLY, he's letting you suck him and rim him. He is even assisting you in your pursuit. His responses are not from someone who is wanting to participate willingly. Sorry Ky, just my thoughts.

If you are enjoying it, you like what you are doing and who you are when you are done, then I don't see the big deal. Your only responsibility is to make sure you aren't getting more emotionally involved than you are able to handle if he does decides to stop. You have a really great guy here, if you bring all this up, he is either going to say "yeah - ya know, we should stop" because he thinks it's the "right" thing to say. You are going to be very disappointed with this answer. In my opinion he will probably not want to even discuss it because he truly doesn't know what he wants. Either of these outcomes is not great for you. You have obviously made him comfortable and if he wants to talk to you about it, I can't imagine him going anywhere else to talk about this - just on his terms and time frame.

In my past, I always found booze was a good lubricant for a discussion if you have to have one. But I think you are setting yourself up for a response you don't necessarily want or one you won't like.

If you think he might have feelings for you, then I would encourage you to continue to be his friend and then help him, help you. If you have a few drinks, go to bed in the same bed, then let him feel your cock. See how he react when you take his hand and put it on your cock. If he pulls away, you most likely have a one-way thing going here. If he feels you or he might even go down on you, then you will get some idea that he is interested in pleasuring you, which is the start of something two-way. You could then consider rubbing him on his chest or eventually seeing if he is interested in kissing (the ultimate sign that he is interested in more than a mouth to give him a blow).

The other thing, is always make him feel comfortable talking about things or it ever comes up, you should take the responsibility for making things happen. If you make him believe or think he's gay, he might retract friendship and interaction with you.

So back to my other advice a little, enjoy what you are doing, think of ways to give you NON-VERBAL clues to where he is. Just be ready for rejection and pleasantly surprised if he reciprocates.

Thanks for keeping us up-to-date. It is dreadful that I check in EVERY day for an update! But love following the story and have to catch up on the saga, "As Will's World Turns"?

Thanks Superboy!

 

[Kyanimal]

Hey, Jeff!

Nothing to be sorry about! I was actually "second guessing" myself as I wrote my reply. Generally, I'm the one that has been saying, "Go for it! Stay "kewl", and see where it goes! DO NOT talk about it, or you might scare him away!"

But ... this time ... perhaps in the way Superboy wrote it ... I just picked up a feeling that Will may be simply "enduring" these adventures, thinking he may Have to, in order to keep James' Friendship (which is, obviously, important to Him, too). Yes, Will let "things" happen, and even "responded", as in "came", as any guy his age would respond to such wonderful attention (once he allowed it to happen)! I'm just wondering if Will "Really" Enjoyed it!

Will did go out for a smoke, as smokers will do after sex, but Superboy didn't join him, this time. It was probably the "perfect" time to ask, "Was it O.K. that I just did that with you?"

Everything does seem to be going well. Will is not being "shaky", or acting like he was "weirded out", but, also, James seems to be rather confused with the lack of feedback. Should James keep "going" until he hits a "No"?? Is there going to be a "No"?? Will may be Acting O.K., but is he Feeling O.K.??

These two have been building a fantastic Friendship! This was not the first "time"! But ... it has crossed my mind ... is Will feeling "obligated", or is He really Enjoying this??

Normally, I'd say, "As long as Will seems "willing", GO for it!" But ... there is much more of a History here, now (besides the "times"). And, I'm thinking, NOW, that perhaps it would be a "good thing" to get an honest "read", from Will, about what He's feeling. And ... the only way to do that is to ask!

I don't think, at this point, that bringing "it" up would scare Will away, anymore! In fact, He may appreciate the chance to say something, but just doesn't know how, or if he should, bring it up himself.

As much as I would like to, I do not Know these guys! So ... all of this is purely speculation, on my part.

All I can do is offer James some thoughts, and trust in his own judgement and consideration.

What I am trying to say Now is, "James, if you have any doubts, I think that your Friendship with Will is strong enough to be able to handle a little chat, if you wish. I don't think the risk of scaring him away is all that likely, anymore."

Keep smilin'!!
Chaz

 

[texan_slant]

Kyanimal had a good point - this time, Will wasn't necessarily in a situation that was conducive to saying No - they had their buddy sleeping right next to them. Though there is a really good chance that Will was OK with it, I'd be cautious with initiating the next move if a situation like this ever arose again.

Now that more expectation has been set on both ends; it's hard to un-ring that bell and might be good to look for implicit feedback from Will before getting the friendship ruined.

 

[voyager]

Superboy

I am glad that you are alright and posting again. I am sure that I am not the only one that was concerned by the extended absence.

Your recent adventure with Will is very hot indeed, and will be the image of many future fantasies, both for you and for us! However, I am a little disappointed in Will's actions afterward. When he came back from his smoke, he had to know that what you did for him was very intimate, and given your situation, you too would be horny (I know I was just reading about it! HA!). His confusion is also understandable and I am sure he may not be ready just yet for anything truly physical, but it would have been nice for him to offer to rub your chest or just lie next to you, watching you while you jacked off. At least this way, while he would not have been "giving" himself, at least it would not have been totally one-sided. Maybe he was afraid with Evan there, and things may have been different had you 2 been alone. I am sure that he is reluctant to be caught by anyone in a situation that could "label" him as being non-straight.

I believe your friendship with Will could withstand a discussion about your feelings on the one-sided relationship. Remember how upset and hurt he got when you brought up that you were backing off because of this very issue. You 2 have certainly had other discussions of "intimate" details and it has not shaken your friendship.

However, I like Nautiboyjeff's suggestion. Hopefully once the furniture is moved in, Will can stay over again, and this time possibly share your bedroom. I think at this point, you can take his hand and place it on your chest without him being too weirded out. If he does rub your chest or better yet, explore the tent that will probably result from this, the relationship will no longer be one-sided. If he pulls his hand away saying he is not ready, you can just apologize saying that you read some of the signals wrong from your past discussions. If he does pull away, it probably would be best not to continue with your "frienship with benefits".

I know you know how I feel about you, but based on the volume of positive responses that you receive, you have an adoring fan base, and there is not a one of us that wants to see you get hurt again. While you say that you are not as emotionally invovled as you would have thought, this could be a defense so you will not be let down so hard. An extended one sided relationship will only result in hurt and resentment when it finally ends, and it would be sad to see such a great friedship end that way.

Will is struggling right now, but he will not take the next step if his "needs" are being met by holding back and playing it safe. Your needs are also not being met if he is holding back because you will never really know how he feels if he does not have the chance to express them. If he wants to continue to explore his feelings, he just might given the proper opportunity.

As I said before, I believe you are a romantic, and I know all that read this thread are hoping you get the romance that you deserve!

Best always!