COMPLETELY TRUE--ONGOING SEXUAL FRIENDSHIP WITH JAYDEN

Ok, you asked for it. Here's part 3.
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So, a little time went by (months) but we still talked about the possibility of this 3way. He had started dating a woman--things were early enough that they weren't exclusive. But she also was very conservative in bed. She didn't even like to give him blowjobs, which, considering his beautiful cock, was a crime. So the talks with the woman progressed to. I had this list from her of things she would want to see us do together. And suddenly, a time frame came into focus, for her to come to our city. So Jayden himself suggested that we get together and have a night to practice.

I arrived at his house. I had never been there before. He had just returned from a work trip and a few things had gone wrong with the person who was house sitting....so when I got there he was a little frazzled. But he looked great in a pair of orange shorts. It took him a few minutes to calm down. He took out a bottle of tequila and we started drinking and catching up. I think I was a bit nervous too. I was so excited but was worried because I didn't want to get my hopes dashed if he changed his mind.

After previously doing some ass play with him he told me that he had purchased a small dildo that he had used a few times, and enjoyed.

So finally we hung out on his couch. He put some some music on. I told him to turn, facing me and put his legs on my lap. He has really nice, hairy, muscular legs. So he did this and I started rubbing his feet and toes. Then I moved up slowly to his ankles, squeezing his tight muscles. Then I moved up to his thighs. He moaned saying that it felt so good already. Slowly I moved up to his shorts and glided my hand inside his shorts. I felt his pubes...he had trimmed them. I moved my hand in the other direction and felt his dick...completely hard. I played with it, then he slipped his shorts off and was completely naked. I started sucking his dick, deep throating him. He moaned and said, "oh, you don't know what you're doing to me. No girl has ever taken care of me like you do. Seriously, you're in the top 3 of all time blow jobs." I couldn't believe that my straight friend was saying this to me. He got close to cumming but I told him not to. Then, I had him stand up so that his erection was in my face, and I asked him to face fuck me, showing me his technique when he fucked women. He immediately got more aggressive, grabbed my head and started pounding my mouth. I had to stop him at one point because I could barely breath. We had another shot of liquor and then he sat next to me. I asked him how he felt about kissing. He said he liked kissing women but didn't feel interested in kissing a guy. Then I told him to imagine that this woman was sitting across from us, watching....he pulled me closer to him and started making out with me in a hot, sloppy way. We made out for much longer than I would have expected. He wanted more liquor so after that, he lost his erection and had a floppy dick. I tried to help but couldn't. I didn't make a big deal out of it...it happens. Instead of giving up, we took a break. I told him it was ok as long as he stayed naked.

So we moved to his bed and he layed face down and I played with his hot bubbly ass. I started fingering him and he moaned alot. I asked him to show me his toy. He went into the closet and returned with a medium sized dildo that was a bit twisty. I asked him to show me how he uses it. He turned over and I lubed him up and he put the dildo in his ass. He moaned. When he took it out I started fingering him...and he went crazy..he said it felt much better than his dildo. I got 3 fingers in him and he was going crazy. Jayden looked up at me, making eye contact and he said, "I'd like to try the real thing". My dick went super hard. I couldn't believe it. So I played with his ass some more. Then I lubed him up. I got him on his all 4's and asked him to show me his hole. He dutifully spread his cheeks, showing me his most private place, one that I now had access to. I rubbed my dick around his hole and finally started to go into him. He moaned...then he stopped and asked for a moment. Then he asked me to try again. I tried again and got 3/4 the way inside of him. He loved it for a few minutes but then he said it hurt too much, so we stopped. At that point we started talking about the 3 way. He said he had a video to show me of how he imagined it. He pulled out a computer and pulls up a video of two guys and a woman. We are in bed, naked and he starts jacking off. I jack off too. And I am now jacking off with my hot straight friend. He gets super hard and we put down the laptop and try again. I go down on him, and he says he can't take it anymore and he shoots an enormous load down my throat. He falls back on the bed and goes into some kind of crazy orgasm trance. This goes on for minutes until he can breath again. He then asks me if I want to cum...I want to cum on his chest but he says no. Maybe next time. He tells me how hot this was while I jack off and he rubs my chest and nipples as I finally come. We both pass out in bed for about twenty minutes. I ask him if we can shower together and he agrees.

The next day I imagine that he will be feeling regrets...but he writes and says that it was a great sexual experience. And that he likes the idea that this is our DL secret...that none of our friends who see us together would know or guess that I was inside of him. A week later he tells me that he's still jacking off over it. He feels like we might need one more practice before we have the actual 3 way.....
You are such a nice guy. Jaden was gonna get fucked if it was someone else. They would take advance of him if his horniess.
 
Sorry for the delay in writing this section. This is the last one for now about Jayden...he now lives in another state and seeing him will be more difficult. He also wants to try and have more of a 'legitimate' friendship...dinners with us and his gf.

Anyway, so he comes home for some work event and he is at a hotel. The idea is that I will come to visit him at the hotel and we will attempt to pick up a woman together. If that doesn't work out, we will just go back to the hotel room and play together. He's also supposed to come over to the house with me and my partner to have a. big blow out night.

He meets me in the lobby and I get a big hug. He looks great...he's been lifting some weights and I notice that his arms are more gunned out...thicker. I give him a little squeeze during the hug and he squeezes back. We go to the rooftop and there are lots of attractive people, men and women, there. We sit poolside and talk about the people who walk by...who he's attracted to and who I'm attracted to. He seems to be into most women...he's a pretty horny guy. I show him a hot guy doing some stretching by the pool...I tell him...'you have to admit, that guy is hot'. Jayden looks at me and says, "I told you...you're the only guy that I'm attracted to and want to fuck around with'. I got a little harder hearing him say that. He buys a bunch of cocktails and we get sloshed. We attempt to talk to a few women and it fails spectacularly...and I'm not really mad about that....it would be hot to see him fucking a woman...but I prefer my alone time with him. Then he tells me that he has a time frame...he has a date with a woman tonight and it gives us less time than I expected. He sees that I'm disappointed and suggests that we just go to his room right away.

He turns on the shower and suggests that we rinse off...together. The idea of it instantly gets me super hard. We strip naked and his body looks magnificent...he is so fit and he's been really working his glutes as well...they are tight. As soon as we get into the shower I get some soap and start rinsing his body, inch by inch, from the bottom up. When I get to his cock I see that he is totally hard...it just faces me, thick and almost purple...so I put it in my mouth...just swallow it, and he instantly goes crazy. "Oh man...that's the best yet. Yeah, suck my cock." Then he thrusts it down deeper down my throat. 'Wanna see how I fuck a girl?" I nod. He starts fucking my face, grabbing me by the wet hair on my head, pushing my face in and out. He's a bit rough but I can take it. I can't believe that I am naked in a shower with my good HOT friend, Jayden fucking my face. How the hell did I get so lucky? He moans and it echos so loudly in the shower. Finally, it is just too much to stand...we dry each other off and move into the bedroom.

Without warning he brings his face close to mine and stares at me...then he pulls my face in closer and we start making out. We've only kissed once before, but this time it is without abandon...we must make out for 15 minutes or so. I reach down and start stroking his huge uncut cock. Then I go back down on him. His moans get louder. And he says some hot stuff like...'You like sucking my straight cock? You're the only guy who can have it. You get my cock and my ass. Other guys hit on me and I'm like no....because this is just for you."

Soon he turns over and he's on his all fours. I slap his ass and he loves it. Tells me to do it harder. So I keep smacking his ass. I ask him to show me his hole. He widens his legs and using his hands, opens his hole wide for me to see. I move in and put my tongue in his ass and he goes crazy. I do it delicately at first..but soon my entire face is pushing into his tight ass. I keep moving my tongue deeper inside of him. He's going crazy. When I come up for air he tells me that this is some of the best sex he's ever had.

We take a break, stay naked and have another drink from his stash. He tells me that he's been thinking about me fucking him..that he's actually even jacked off about it. I am hard but not necessarily penetrative hard...so he goes down on me..which isn't something that he's into. I mention this to him and he says, "Guess if we're going to keep doing this I better get good at it" Very soon I am completely hard. He brings out some lube and tells me that he wants me to fuck him raw. He wants to feel my cock inside of him. I am still shocked that all of this is happening. How does a straight guy start to love gay sex so much. I ask him if he thinks that he's gay. "I dunno. I love women. I mean, I fucking think about pussy all day long. It's more about you and how important it is for you to give me pleasure. It's a fucking turn on."

So he's on his back and I pull his hairy legs up in the air. I lube up his ass and my hard dick and I slowly start to penetrate my friend. The tip feels good for him...but he holds onto my hips to regulate how fast I will go. He has me slowly go in deeper and deeper. He works with me..we do some deep breathing together. Then he asks for a break. He goes into the bathroom but returns shortly and we give it another try. We try a few different positions but end up back to him on his back. When I'm in all the way he starts moaning. He pulls on my hips to slowly move into him. I do it very slowly but steadily. When we get to a tough spot, we breathe together and push forward. I start moving and pretty soon, I am fucking my straight friend...he is loving it. He whispers, 'faster'....and I start going faster and deeper. I see that he is totally hard..harder than I've ever seen him. I grab hold of his thick cock but he stops me. "If you even touch it I'm gonna cum." So I let go of his cock and keep fucking him. Now I'm getting closer....I tell him. He whispers, "Go for it." What? "Shoot inside of me, I wanna feel it'. So I move up my speed and I'm going crazy fucking my hot friend...finally, I cum and it is deep and I am loud and he is cheering me on. I collapse onto the bed. He leaves to go to the bathroom. I hear him slip into the shower. I walk over and see him naked, soaping off. "Aren't you going to cum?" He tells me that he has this date with a girl and he worries that if he cums it will deplete his energy.

I get dressed and go. Sure, things are a bit awkward now but he says that he's looking forward to coming over to the house this week for our other night. He promises that he'll shoot a gallon of cum in my face if I want.

My partner is excited to have Jayden coming over. I ask Jayden if there's anything he wants for our night and he says that he'd like a certain type of whiskey. My partner picks it up and it turns out to be a very expensive and difficult-to-find brand...Jayden also wants some other assorted things for the night, which we pick up. We set everything up at the house and we're excited. I talk to my partner about being less aggressive with Jayden and he says he'll try.

Jayden comes over and he's in a great mood. He says he's had a lot of good sex this week (I smile knowing that some of that was from me). We drink, smoke some weed and get nice and tipsy. Jayden asks for a massage..says that his body hurts. He gets naked (and stays naked for the rest of the night)....we massage him and as we do so I casually put my fingers near his hole. He stops me and says that he's just not there yet. He needs more time. So he gets a full massage....two hours long. But he doesn't seem horny. At one point he's sitting naked in a chair and I start to put my mouth up to his cock. But he says no....Again he says that he's just not there yet. Something is different...he might just not be comfortable with my partner there. But pretty soon my partner is getting blue balls and he's getting upset. Jayden says he doesn't feel like doing anything sexual tonight, he just wants to hang out. Finally, my partner excuses himself and goes to bed (It's late). Jayden asks if everything is ok...I tell him that we're both disappointed about the sex...the lack of sex. He says that he just isn't in the mood...the trip has been busy and he just wanted to come over and relax and be taken care of. I tell him that perhaps he should have told us this before we went to so much trouble. He gets a little annoyed at me....he says that he can't promise sex anytime..it has to feel right to him. I remind him that perhaps I wouldn't be expecting anything if he hadn't already set up expectations by telling me that he's was going to cum all over me, etc. Things actually get a bit awkward. He puts his clothes on and as soon as he sobers up, he leaves. There's a hug at the end, but there is tension. Yes, we went to a lot of trouble to set up a night that he requested...and of course, no one can ever promise sex...but then again, it's hard, after spending over $100 on the whiskey alone...not to feel a little taken advantage of.

Then he calls a few weeks later in a panic. He just tested positive for an STD. And it was either from me or the woman that he was with that evening after him and I hung out. But she swears she hasn't been with anyone else for a while. He is upset. I guarantee him that it wasn't from me. I go and get tested the next day and I send him a copy of the results. No STDS. He confronts the woman and she finally admits that she had gotten drunk and had been with someone else. She gets tested and she also has the same STD. I am glad to be proven right...and to end up being the safe and honest one. Luckily he hadn't been with his girlfriend since coming home since she was on a trip with her parents. And luckily, my partner and I didn't fool around with him after he had been with her.

I'm still a bit sore about all of this when he comes back into town for the holidays. He says that he has only one time slot available for us to go out for a drink. He's already planned out the rest of his schedule before checking with me. And it is only for an hour at a bar. He says that moving has been stressful and he wants to get my advice on a few things. This annoys me as well...we set up this amazing night for him and now he wants more of my time to just talk about his stuff. I tell him that I already have plans. Then he says, 'bet you'd find time if we were going to fool around'. He's right of course but I don't answer him. I alternate between feeling like I'm a shitty friend, and feeling like he's a bad friend. He tells me that he's trying to be a better boyfriend so he's not going to screw around anymore.

So is that the end of things with me and Jayden? I somehow doubt it. Most of the straight guys that I have fooled around with go through phases...and many of them come back..sometimes years later. They still say its the best sex they've ever had and that no woman has ever touched them the way I've touched them.

I am still in touch with Jayden...we talked on the phone a few days ago. I still feel so lucky to have had these experiences with him...the only man he's allowed to fuck him. And it was amazing.

But on to other adventures. Have I told you about Jayden's friend, Tommy...who Jayden brought to one of my parties...super straight musician, and gets loads of women. But then texted me one night out of the blue asking if he could stop over to pick up something he'd left at my house. Perhaps I'll get to that story soon.
You should help Jayden. He trusted you enough to give you what you want. I do believe so many guys there wanna have sex with him. You already took away his innocent.
 
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I'm still a bit sore about all of this when he comes back into town for the holidays. He says that he has only one time slot available for us to go out for a drink. He's already planned out the rest of his schedule before checking with me. And it is only for an hour at a bar. He says that moving has been stressful and he wants to get my advice on a few things. This annoys me as well...we set up this amazing night for him and now he wants more of my time to just talk about his stuff. I tell him that I already have plans.
I just read the entire thread. Great read! I liked Jayden until the post above.

A time slot for an hour at a bar? In that situation, I would have been annoyed. Good for you for telling Jayden that you have plans. I can imagine that this caused some friction between you and your partner.

Love your story about Clay!