Ok... This is going to be long. I don't care.

I (M39) have had a crush on a friend (M38) from college for many years. Let's call him Alex. We met in choir and became buddies pretty quickly. He is totally my type. A muscular bear throughout all these years. Incredible ass, strong arms, big chest. 5'11". A bit hairy. Alex is a latino guy that looks like middle-eastern. He looks very masculine and "tough". I'm 5'9" and more on the twink side. Im a white latino.

At that time in college, when we met, Alex had a boyfriend who lived kind of far away, but visited very often. I always respected their relationship and never made a move. I was also beginning to come out of the closet gradually, as well, and coming from a very conservative fundamentalist background, I still had very closeminded ideas and anxiety about sex and all that. I was shy and frankly, I think I would have freaked out if he had taken the initiative. That is where I was.

Nevertheless, we all became good friends and we started to go out to drink, to the movies or to different types of events at the university, etc. We sometimes watched movies together at our respective apartments and even made Christmas and Halloween get-togethers. We started to open up to each other and soon began talking about sex, our kinks, and we would even send each other the occasional porn clips.

(Later, I discovered that he had a fat complex, because he had been chubby during all his childhood, and he thought that I wouldn't be interested in him, even though he looked really good! Super ripped guys can be hot, but it is not a necessary feature for me to find someone sexy. I love strong dad-bods. That is my weakness)

Eventually, he broke up with that boyfriend. We also graduated and got very demanding jobs. We couldn't share much time together as when we were students, but we managed to meet every once in a while to drink, to go to concerts or whatever. We both had boyfriends and break-ups along the way, too.

Six years after graduating, I was living in an apartment I didn't like, with roommates that I didn't like and in an area of the city that was kind of dangerous. Of course, the rent was really low.

He knew this. We had talked about it. So one day he called me to ask if I would be interested in moving in with him to an apartment he had found. He had just talked to the landlady and sent me pictures of it. It was a bit more expensive, but it was in a gated community. We would have more privacy (it's just the two of us), more space and there were many essential businesses near. There was even a pool only for residents. He couldn't afford it all by himself, so, it was a good idea to share it with somebody else. Each one would have his own bedroom. I agreed and we moved in together.

We were working adults and we wanted to have the freedom to do whatever we wanted. We both had become very openminded over the years and we wanted to give each other the space. In the past we have had many closeminded roommates and there were some things we simply couldn't do. Now it was different.

He would fuck his buddies in his room. I would fuck mine in my room. The agreement was simple: keep everything clean and don't mess with my sleeping hours during work days. That's it. Anyways...

We had very busy lives, too. Some days we only saw each other for a brief moment at night. My shift started at 8 am. His shift started at 9 am. Alex would often wake up after I had left for work. We both had compromises after work some days (like band rehearsal, in my case). So, sometimes I would be "on the road" from 7 am to 9-10 pm. The same happened to him.

One night (I think it was a Tuesday or Wednesday) I had one of the hottest threesomes ever with two beefy muscular guys. One of them happened to be a "straight" neighbor with girlfriend that I met on Grindr. This guy was super hot and I had been meeting with him for a couple of months. He had repeatedly asked me to invite my roommate for a threesome. I always told him that my roommate wasn't my type. It was a lie. I simply didn't know how to start the conversation with Alex.

So... he asked me that night if he could bring a friend (apparently a colleague from an old job) and sent me a picture. My friend was 33 y/o. His friend was a daddy in his mid 40s. Both incredibly hot. Beefy muscular, bearded, very masculine. (Oh, yes, please. Come and make me your bitch).

The threesome was so fucking hot. We couldn't hold back. I knew Alex was in his room and I tried to control the noises out of respect and prudence. At times I felt a little guilty because I didn't want to bother Alex. But man... these two were so fucking hot!

After my threesome buddies left, like at 11 pm (I had to work the next day), my roomate sent me a text.

(Paraphrasing)

ALEX: "Hey, are you alright? 😂"

ME: "Yes, why? 😅"

ALEX: "At times I thought I had to call 911".

ME: "lol I'm good. 😅".

ALEX: "I'm glad 😉"

ME: "Sorry for the noise. I didn't want to bother you".

ALEX: "Dont be silly. There is no need to apologize. Have I ever made you feel Im an uptight person?".

ME: "No... I just. I dunno. I just assumed it might annoy you".

ALEX: "Nah"

[Silence for a couple of minutes]

ALEX: "Was it a threesome, right? I saw two silhouettes pass by my window".

ME: "Yes! They were both fucking amazing. 🤤"

[I sent him pictures of the guys]

ALEX: "WOW... And you don't invite? What a friend.... Just joking 🤣."

ME: "haha Well, you never invite me when you do stuff".

[Silence for a couple of minutes]

ALEX: "You know... I have been doing threesomes with a married couple for quite some time. They are good friends of mine and they have come here a lot. You've never seen them because most of the times we do it on weekends, when you are visiting your parents or I just go to their place. The few times they have come on weekdays, you were in your room and we go right away to my room. They always ask me about you. Like, why you don't join us. I just tell them you're not really into that".

[Sends me several pictures of them. They are the beefy bearded muscular type, like my friend is!]

ME: "Wow... 😳 They are very sexy."

ALEX: "Yes. And they're so good in bed. I wish we did it more often because i love doing it with them."

[Silence for a while]

ME: "Well... if you invite me next time, I'd join.....".

ALEX: "Really??"

ME: "Why not?..."

ALEX: "Well.... I'd have to think about it".

At this point it was clear none of us were sure on crossing THAT line. You know. He is in the other room, a few feet away. I was tired after the threesome and a day of work, but I would have still sucked his dick, if he asked.

We ended the conversation and went to sleep. Next day, I woke up early and went to work. At the end of the lunch break I get a text from him.

ALEX: "Hey... about last night...  were you being serious?"

ME: "um... Yeah.....".

ALEX: "My friends want to meet with me tonight. I told them to come to our apartment but I havent told them about you..... Just wanted to know if you really meant what you said, before I say anything about it to them....."

ME: "Yes. At what time?"

ALEX: "around 9 pm."

ME: "Count me in".

ALEX: "ok...."

[Silence for a couple of minutes]

HIM: "BTW... you don't have to do anything with me if you feel uncomfortable or something. You can pick the one you like the most and I will pick the other."

ME: "Ok."

I left it at that, but I really wanted to reply with something like: "Dude, I want you to make me your bitch. That is what I'm mostly looking forward to."

That is what I wanted to write back, but we were not there. I was not there..... yet 😂

I was so nervious and excited about this whole thing. It was difficult to concentrate at work. I couldn't stop thinking about what was going to happen that night. I'm planning a foursome with my old-time friend and crush, over night, just because he heard me having sex last night and had the courage to start the conversation. Just like that. Holy shit! Is this really going to happen?

I got there like at 6 pm. I didn't have dinner, because, you know. Bottoms. He told me he would get to the apartment at 9 pm, with them. I showered and cleaned myself like a maniac, just to be sure my ass would be perfect. He told me they were having a few drinks and that they wanted to smoke weed at the apartment. I was already having some alcohol, as well.

When they got to the apartment, we were all tipsy at the right point, where you loose certain inhibitions but you are not wasted. We started smoking weed and had small talk for maybe half an hour (?) or maybe a little bit more.

Let's call the couple Joe and Mark.

I learned that Joe is an ex-boyfriend of my roommate Alex. They had been together before I met Alex in college. They stopped interacting altogether not because of any animosity after the break up, but simply because their lives took completely different paths... and also distance. Until many years later that Mark and Joe moved to our city to find jobs.

The world is so small that Mark ended up working at the same company where Alex, my roommate, worked and that is how Alex reconnected with his ex, Joe. It didn't take them too long to start doing threesomes. Joe and Mark had been wanting a friend for this and they figured that Alex was the guy. After all, the problems in the past between Alex and Joe were never about sex. The sex had always been amazing, they told me. Now that they were older, more mature and openminded they could just look past the issues they had (and that are now irrelevant and frankly, a bit childish) and simply enjoy sex with a good friend.

I think they were preparing me and Alex with this talk; motivating us to break the sexual tension and forget about the taboos on friendship and sex. As adults, how far can we take sex pleasure and still be friends? None of us (Alex or me) didn't want to have boyfriends, but we wanted to fuck each other and were afraid we might lose our friendship over that. I think that was the fear.

What if one of us don't like it? Will it damage the friendship? What if one of us develops stronger feelings and the other can't reciprocate those feelings? Will the friendship survive to that?

ALEX: "I don't know about you guys but I am more than ready to go inside".

JOE: "Me too!"

We were in the balcony and went inside, to Alex's room. That's where the four of us would fuck for the next few hours.

We started to make out very passionately with Joe and Mark. At the beginning I noticed Alex hesitated to make out with me, until I made the move. From that moment on we lost all of our inhibitions. Making out was the icebreaker. Nothing worried us for the rest of the night except giving each other as much pleasure as we could.

Joe's and Mark's dicks are like 7 and 7.5 inches, respectively and Alex's is like 8.5 or 9 inches and fat! OMG! I couldn't get enough of all of them. I sucked all of them, they sucked me and I saw them suck each other.

I am a bottom. Alex is top/vers. Joe is vers and Mark is a full top.  They all fucked me. I heard Mark said "Alex should be the last to fuck James (me), because he has the biggest dick". While his friends fucked me and I sucked his dick, Alex would say things to me like "that's how I wanted to see you"... "i love watching you take it like the bitch you are", with a devilish grin on his face that made me more horny.

Then he rose up and said: "I can't wait to fuck him. It's my turn, guys". It seemed to me they had previously agreed they would give me more attention. I didn't ask for that but I was more than grateful.

It was too overwhelming! So much horniness! We had secretly wanted to fuck each other's brains out for years and now it's finally happening. Fuck the inhibitions. I'm going all the way. I made it very clear to them that I wanted to swallow Alex's cum. I needed that.

The foursome ended in such a beautiful way. I was on four, getting fucked by Mark, and Joe was fucking Alex while I was sucking Alex off. I was made to cum a couple of minutes before without touching myself but the others were not done, so Mark kept fucking me and I kept sucking. Then, Joe (who was fucking Alex) said he was cumming and Alex said he was cumming, too. I was deepthroating Alex and his dick was entirely in my mouth and throat when I felt that magnificent explosion inside. His baritone voice letting out the sexiest moan and grunts that made me want more! Mark soon grabbed my hips harder, let a loud "Fuck!" and came, too. Joe's cum was dripping out of Alex's ass.

Jesus fucking Christ! This was simply beautiful! I was so exhilarated. I knew that moment would stay with me forever!

I already said it was a Tuesday or Wednesday. We all worked next day. So, Mark and Joe had to leave, because it was already midnight or a little past midnight. I was tired but I would have done another round with no problem, if they asked for it.

I assumed Alex was exhausted, too, and wanted to rest so I said "good night" and went to my room.

Even when I was tired, I was too overwhelmed by the whole experience and couldn't fall asleep. Alex soon texted me.

ALEX: "Hey.... u awake?"

ME: "yeah. Everything alright?"

ALEX: "Yes, i just cant sleep..."

ME: "me neither"

ALEX: "so........ did you like it?"

ME: "too much........."

ALEX: "me too...."

Now, at this moment I had decided that I was going to be bold and just talk without fear with my dear friend.

ME: "wanna know what was my favorite moment?"

ALEX: "what?"

ME: "when i felt you explode in my throat and i heard your moan, then I looked up and saw your face of pleasure."

ALEX: "it was my favorite moment, too. I never thought there would come a day when I'd see you suck me off like that and swallow...."

ME: "Alex... I wanna experience that as often as possible. With or without Mark and Joe. Can we do that? Im not sure if I want something more at this moment, but for the meantime I think it would be nice....."

ALEX: "That sounds perfect. Let's do that. Also, I dunno about you, but I think we should have another round right now cuz I want more of that ass. What do you say?"

ME: "Yes! On my way!"

So I'm going to have my first one-on-one with my friend... I felt the adrenaline again. The nervousness. Just the two of us. We fucked 'til the sun came up. It was crazy because we had to go to work. I was all sleepy and destroyed at the office.

None of us wanted a boyfriend-boyfriend relationship at the moment and it was a relief that we were both in the same page. There is no shame in that. After that night, we sit down like adults and came to an agreement that still stands to this day. We would be friends and we would please each other as much as we could.

Eventually we had to leave the apartment for reasons that are irrelevant here (a problematic family situation, loss of job, natural disasters, etc). But the time we lived there, which was 6 years, were probably the best and craziest years of my life.

We always respected and treated each other well. We were super relax about our finances. We had a lot of sex with Mark and Joe. We did threesomes with a few other guys. We also met another swinging couple a few years later and started to make sessions with Mark, Joe and the new friends. We kept sleeping in separate rooms but had a doors-always-open rule. I would often get home and find Alex fucking a guy in his room, with the door completely open. Sometimes that ended in a threesome, sometimes I would just leave them alone. The same happened with me. Alex would get home and sometimes I would be with another guy.

We always played it safe and tho there were some instances that we acknowledge were kind of reckless, fortunately everything has been fine and we never repeated that mistake.

I often travel to the city where Alex lives now, sometimes because of my work, and we always meet. We haven't lost the appetite. Mark and Joe left the state around the time we left the apartment as well, but they are even more far away than I am from Alex.

By the way, I may be a bottom but it was with Alex that I discovered how satisfying it is to practice anilingus to a guy like Alex with such a bubble butt. To have him on four, in front of you, spreading those legs and showing you that hole, man... I love it! I get lost in it. At first he felt a little embarrased. Then he just couldn't live without it. Poppers are magical, too. Ha!

But above all, I haven't found anything more satisfying and beautiful than getting that man shoot his load in my throat.

Don't take anything for granted, because nothing lasts forever.