Ok. I've been getting requests. Here is part four. Again, this is 100% true. I can't believe how lucky I am to have this ongoing sexual friendship with my good friend.
So...in the interim, Jayden and I discussed our possible 3 way. And the strangest thing is happening....he seems still very interested in the woman...but he's also starting to say that even if the woman changes her mind, we know that the two of us will still have fun. So the woman isn't even the biggest part of the plan anymore. He says that he loves our hangouts. It is also around this this time that my bf starts to get a little jealous for not being included in this. Jayden and I talk...and he feels that my boyfriend could be involved but it wouldn't be as intimate. He would feel as comfortable exploring. My bf is a bit more aggressive and often likes sex to be just about him. I'm much more comfortable being more giving to my partner. My bf and I talk this out and there are some difficult conversations. Jayden says to me that he feels like I've become a mentor to him in life and sex. He feels that I am giving him experiences that he doesn't feel comfortable with anyone else giving him.
Of course...a good thing can't last forever. He tells me that him and his gf are moving to another state. The job that I helped him get has offered him a great new position that will allow him to travel. Another complication....I was going on a month-long vacation. He will have moved by the time I returned. This meant that our 3way with the girl wasn't going to happen. And I wouldn't get to see him again (for friendship or sex) before he moved. He tells me that he'll always want to try to find a way to get together and that he'll be returning home several times a year to visit his parents.
I go on my vacation and text him when I get back. Turns out that the move took a little longer than expected. His girlfriend has gone ahead and moved and is setting up their new place. He's still in his apartment for a few more days. But his schedule is impossible, he says. He has something planned every day and night. I don't push it but am disappointed. Then, I get a text from him an hour later asking if I might be able to have a night with him at his place before he moves. Amazingly enough, the timing is perfect. My partner has also requested a night alone with a FWB guy. I was planning on staying at a friend's place all night to give them space. So I can stay at Jayden's all night. And everyone is happy. Also, Jayden wants a big blow out. He asks if I could get some MDMA, which we have both done before at a party in the past. He wants to lower his inhibitions, intentionally. I am happy to oblige.
Over the past few months, Jayden has been working out more and his body has gotten much nicer. He has been feeling more confident in himself. He is a very handsome guy...you'd definitely turn your head to look at him on the street. He's not an alpha male type, but you would not think that he fooled around with guys. He was very flirty with women.
So our night arrives. I get to his place. Most of his furniture is gone. The rest is being picked up by a thrift shop the next day. We dose. Until then we are just chatting as friends, catching up about my trip. Soon, we both start feeling really good. We sit next to each other on his couch and he opens up and tells him that he never expected our friendship to get to this place...that it is very unexpected, but that his feelings are about me, specifically, and not men in general. He has grown to love the intimacy that we share. I think back about the time that we first met and how I made a failed pass at him. He says that he appreciates how patient I've been and he wants to show me how much he's appreciated it. He decides to take a shower and invites me to take one with him. We get into his shower and he starts soaping me up. I don't instantly get hard because I am caught up in all the feelings...and I notice that he is touching me with more care than before. I start soaping him up and he is already moaning. He says that girlfriends come and go but no one will ever touch him with as much desire and lust as I touch him with. I get to his firm, meaty ass and I start fingering him. He bends over and I start eating his ass out. He starts going crazy, saying that women...especially his current one, just will not do this. His dick gets super hard. We get out of the shower and dry each other off. He go onto his futon (his bed is gone)...and I spend an hour going down on his huge, thick uncut cock. I tell him that I love hearing him talk dirty and he starts begging me to suck his cock, lick his hole, lick his balls. After this...he tells me to lay on the bed. He feels that it is time that he learned how to suck my cock. He asks me how I like it and wants me to give him instructions. It's very hot because he cares and wants to get it right. Unfortunately, he gets a call from his gf and has to talk to her for about 30 minutes about some of the moving details.
When he returns, he's not hard anymore. He just wants to hang out. We get some water and he puts on some porn and we lay in bed naked together. I have him turn over and show me his ass. He obliges. I start touching his ass, softly at first, then I start fingering him. He loves it. He is moaning like crazy telling me how I have the special touch. Slowly I add a second finger. He moans even further. Should I stop? He tells me to keep going. Eventually I get a third finger in there. It is almost too much for him but he does some deep breathing. We take a break and he asks me if all straight guys know about how good this ass play feels. I ask him if he ever talks about ass play with his friends..he laughs and says, 'what do you think?'. We talk a bit more and he wonders if he's bisexual...but he dismisses it saying that he really doesn't want to do this with other guys. He then tells me that he think's he's ready...that he wants me to try to fuck him. But, he wants this to become part of our 'thing' when we get together...he wants to learn how to be my bottom (and selfishly, he wants to have the full body orgasams that he hopes will come along with it). Also, around this time I asked him if I could take a photo of his impressive cock. He said it was ok as long as there was no face attached to it. He told me he thought it would be hot if I posted the picture online and got other men's opinions of his dick. I haven't done that yet but still might.
So, we take a break. Get back on the futon and I start playing with his ass again. He asks about how long it has been since I've been tested because he wants me to fuck him raw. Luckily, I am HIV neg and on PREP and get tested for STDs every 3 months. I had some results from three weeks ago and I was able to show him the results on my phone. He thanked me and said he saw no reason that we couldn't go crazy here. So I played with his ass for what seemed like, forever. I patiently, opened up his ass, sometimes sucking his cock at the same time. He went crazy. I've been with a few straight guys over the years but I had never seen one this uninhibited...he really allowed himself to go there. Moaning....then begging for me to put my cock inside him. And I had to take a moment. There was my good friend, Jayden...someone I knew socially...someone that everyone knew as straight....now he was on his all fours, his ass opened up for me, his pink hole facing me (I forgot to mention, he shaved around his hole for me). So I entered into him slowly. He stopped me. We started again. He did deep breathing. I went in slowly...letting him feel every inch. Finally, after some work, I slid the final part of my cock inside of him....I was completely inside. It hurt him for a moment....I asked him if he wanted to stop. He said no. Just stay there for a moment. I did. And soon, he started moving. Slowly. And I started moving. Slowly. And we got a rhythm going. He pushed me into him faster...a bit harder...and soon, I was fucking him. And he was loving it. I was all the way inside of him and he told me he wanted me to cum inside of him. it takes me a long time to cum.....and soon he was also playing with his rock hard cock. He said he couldn't wait any longer and he came while I was fucking him. I felt his muscles contract around my cock. I felt this orgasam bounding around inside of him. He didn't even try to suppress the loud orgasam sound, yelling out. Then, collapsing into a sweaty heap. I hadn't cum but laid next to him. He said he needed a minute. He laid in bed, eyes closed, his head seemed to be swimming. I got up and got him some water. I gave it to him and he asked for a few minutes on his own. I sat in the living room wondering if this was going to be too much for him. Did we push his boundaries too far? He came out, naked, about ten minutes later. He had me stand and he gave me a sexy naked hug. He told me, casually, that he loved me. I was shocked. He clarified that he's not in love with me in a romantic way, but that he loves me for who I am in his life and how I've given him these amazing experiences in a safe and loving way. He said that he had a new, better understanding of what a woman goes through when he fucks her...and how he thinks he can be a better top with women. He also says that he knows that I didn't cum..and he wants to make up for that after a break.
We take a long break, watching some TV. My partner checks in and tells him that his guest has already left...it didn't go so well. Would I come home? It wasn't in the plan...I was going to crash at Jayden's place...but my partner is my primary...and I agree to coming home.
Jayden is disappointed I am leaving....but he promises a rain check on getting me off.
I check in with him the next day and he's doing really well. He said that after I left, he really had to think about what this thing with the two of us was. He decided that he wants to continue to have this sexuality as part of our friendship. He likes and needs this male bonding that we have. He suggests that we try to get together every few months...him coming back to visit here or us meeting somewhere that he might be traveling to for work. As a thank you he sends me another dick pic....something he has never really done with women or anyone...but he knows that I enjoy having them.
I am sad when he finally moves, thinking that, despite good intentions, this might be it for us. I know how easy it is when you move to have your world change. New friends, new neighborhoods....
So I am surprised when I get a call from him about a month ago telling me that he's going to be in town mid August. He asks if he can stay in our guest house and if he could have a night with just me. I mention it to my partner who says no...it would be awkward for him. I tell Jayden and he agrees to it being with the 3 of us...but he says that it won't be as intimate....definitely no fucking. He wants that just between him and I. He says he's been watching some gay porn to see how he could be a better bottom for me. So we set the date...my partner is excited that the 3 of us are going to have an experience. But Jayden asks me to have a convo with my partner, asking him to be less aggressive. This convo with my partner doesn't go well....but ultimately, my partner understands that if he wants to be a part of this, he will have to work within boundaries.
Everyone is excited. The talk of the sex with the woman seems to be off the table. But then Jayden asks me if he comes into town a night earlier and has a hotel, if him and I can have a night alone....where we might go to a bar and see if we can pick up a woman together...and if we don't...we come back to the hotel by ourselves and I get to fuck him again. Tricky convo with my partner, but he ultimately agrees, knowing that I've been very generous with him in the past about his hook ups.
So now we're all caught up. Two nights with Jayden coming up. I am very excited and curious to see how this goes.
So...if I get enough positive responses on here, I will come back and write about what happens next.