Real Estate and Helping Stuart Again
One night a little while after Chris came back from France, I was scrolling through real estate listings and found this really cool house in Barcelona. It was a little ways from the centre of the city, but it was this semi-modern place with multiple levels and had three bedrooms, some nice big rooms on the main floors, and a nice rooftop terrace that overlooked the city. I showed it to Chris and his eyes widened when he saw the price. “It's only that much? Wow. We can totally afford that.”
“I know, right? Maybe it's not the place we stay in forever, but maybe it's a good place to start.”
I emailed the owner and asked for details and said we would figure out if we could come to Spain and see it soon. The next day, Chris had clearly got to work, because he looked up training facilities in Barcelona and found a little school that would allow him to use courts whenever he wanted. For a price, of course.
It was getting exciting. Brad said he would be thrilled to spend time in Spain as Chris' coach, and Seamus, a little more philosophical about it, said, “Yeah, but it will be complicated for us to be going back and forth.”
But in the end he was game. Chris and I flew to Barcelona and saw the place. It was really the view that sold it. Up on the hill, it looked east over the city to the Mediterranean. The house itself was just fine, and had room for us and room for lots of guests. So we decided to buy it. Who knew that I would end up living in Spain? Who knew that I would find myself in a relationship with a guy, much less a fucking sexy guy on his way up the tennis ranks?
Goran met us at the hotel we were staying at and we had dinner. He came into town just to see us, which felt really good. It was so nice to be with him and we told him all about our new house. He seemed really interested and he said, “You know boys, I wonder if I should move here. I would love to get away from my family and have better weather...and you two, of course. What do you think?”
Chris was beaming. “I was fantasizing you would do something like that. That would make us so happy!”
Goran reached under the table and I felt his hand slide into my pants. He looked at me and said, “How happy would it make you, Mike?”
I felt my cock getting hard in his hand. “Really happy, Goran. Can't you tell?”
We went back to our hotel, and Goran seemed to be intent on fucking me. We shed our clothes and I sucked him off, then Chris and I both sucked him, our tongues battling at the head of his cock. Goran was a bit of an animal, however. He grabbed me and threw me on my back and Chris handed him some lube and he slid almost his whole hand in me, for fuck's sake, lubing me up. I twisted my hips to help hi get deeper. I wanted him in me.
Then he flipped me over onto my stomach and pulled my hips up and started to nail me. He just jammed his cock deep and I gave a yelp, but not from pain. No way. He started to fuck me hard with that thick Czech cock for a few minutes. But then he stopped and I turned and saw that Chris was behind him, biting his shoulder and clearly sliding his dick into Goran's ass. Goran was in the middle. He swore in Czech – I assume he swore because it sounded like it – and went back to fucking me which meant being fucked by Chris.
It was all really intense. I grabbed my cock and stroked it in time with Goran, feeling my body being jarred, my ass being smacked by his groin and thighs. I felt outside of myself.
After a few minutes, when the three of us were sweaty, Chris pulled out of Goran's ass and moved around and pushed me up and managed to get himself underneath me and said, “Fuck, me, Mike...see if you can fuck me while you take his cock.”
I had to push Goran backward until my cock was at the right angle. I could feel Goran's dick stretch me as me moved, massaging my insides. When I got to Chris' ass, I pushed into him, well lubricated by all my juices. I started to thrust and fast, and now that I was in the middle, the feeling of Chris's hole and Goran's cock was pushing me over the edge.
But Goran got there before I did and he said something no doubt dirty into my ear in Czech and started to ram me so much I had to stop moving. I could feel cum leaking out of my asshole around his cock. That got me going and I fucked Chris as fast as I could and blew, my body feeling electrocuted, my cock blasting cum into him. It seemed to go on for ages and I had to shut my eyes and let go. I almost fell over.
When I came down, Chris was grinning at me. “That was awesome to watch...” and at the same moment, he jerked a huge load out of himself that splattered all over his chest. I leaned down and licked up a bunch and we kissed like we always did. It was our little ritual.
Goran slid out of me and went around and kissed me really deeply, then he leaned down and licked up some of the cum on Chris' chest and did the same to Chris. I lay back and Goran lay with his head on my stomach. We didn't say much for a while but it felt really comfortable. Goran wasn't so much a lover, as he was a really good friend who liked to fuck us. Perfect.
Goran stayed with us that night, sandwiched between us on the big hotel bed. I woke up in the morning and he saw sucking my cock, so I gave him an early breakfast. Goran seemed to be all about me, which felt really good. I wondered if on some level he was making up for what happened in France. But I didn't care because it felt amazing and, to be honest, I felt I earned it after all that angst.
Goran took us to the airport and we arranged to stay in the same hotel in London for the lead-up to Wimbledon, but in separate rooms. As much as it would be fun for the three of us to share a bed, their were matches to win and the two rivals needed their space.
We came back to Boston, and were excited to be the owners of a house in Barcelona. We were to get possession some time after Wimbledon. I could hardly believe it.
Chris and Brad went back to training and I went back to teaching teenagers how to serve and spending time with my dad, watching him decline. It was sad. Despite my anger and resentment toward him, it's still hard to watch someone slip away. He was more or less unresponsive now. John seemed to think he didn't have long to live. It seemed the stroke affected his organs somehow.
He took me out for a drink and asked if wanted to come home with him. I said, “John...you know my priority is Chris, right?”
“Obviously. I just wondered if you wanted some company...no pressure. We don't even have to take our clothes off. It's early, come for a drink.”
So I did and it was nice. If he didn't live so close to the hospital, I would have said no. And to be honest, now that the whole thing with Chris being away and Goran and real estate, I wasn't that into John any more. Sexually, I mean. Sex is a strange thing, isn't it? One day all you can think about is when you get to fuck someone, and a short time later it just doesn't seem that interesting. I think John got it and he seemed unfazed by it. We had some scotch and talked about my dad, and our various plans. One thing was true, I really liked talking with him. I would miss him when we finally left for Europe.
--
About a week later, Stuart found me in the coffee room and sat down. He looked uncomfortable. I said, “What's going on?”
“Uh...” And he looked around to see if any of the other teachers were there.
I said, “Let's go out for coffee, ok?”
He gave me a weak smile and we got up and left. We walked down the street to this little coffee shop that just opened. We sat outside in the spring sunshine which had finally shown up.
Stuart said, “So...you guys are moving to Barcelona?”
“Yeah. Probably in early August before the Open here. Just for part of the year, anyway.”
“That's so amazing, Mike. I'm really happy for you...”
I looked at him. He was clearly avoiding something. “What's going on, Stuart?”
He sipped his coffee and was trying to look nonchalant, but it didn't work. “Um...it's Jack. No, that's not it. It's sex with Jack...”
“It's not so good?”
“Oh...no...it's amazing.” He put his coffee down. “But...I can only say this to you because you've had sex with him...”
I suddenly go it. Of course. “He wants to fuck you, but that's a lot of cock, right?”
He winced at how I put it, but he nodded and said, “I've rarely been fucked, Mike, I've almost always been a top with the few guys I've been with. But I want so much for Jack to fuck me.”
I thought for a second, then said, “You and I are going shopping.”
I got up and looked at him expectantly. He seemed confused so I said, “There's a little store in Coolidge Corner we're going to visit. We have time. I'm surprised you haven't seen it.”
I hailed us a cab and told the driver the address after checking my phone. We got out of the cab and Stuart got it. It was a little sex shop that I knew about – mostly to buy nice lube – but it had lots of other things relevant to Stuart's problem.
We went in and I took us over to a rack full of dildos. I said, “Let's find one that's about Jack's size...”
I looked over all the different ones and I found one that looked to be right. I pulled it off the rack and handed it to him. “How's this?”
He grinned at me and said, “Yes. I think that's about right.”
He bought it and we went outside again. I said, “Come to my house after work. We'll try it out.”
Stuart's eyes widened and he said, “Uh...try it out?”
“Come on, Stuart. Think of it as an educational fuck.” I realized I was totally turned on by the idea of teaching Stuart how to take Jack's cock.
Finally he shrugged and we got in a cab.
--
After work, we got to my apartment and I texted Chris. I told him I was hanging with Stuart and would come over to his place later. I put the word hanging in quotation marks so he would know what I meant and also said I would explain when I got there. I knew Chris would be down with it and totally down with hearing about it.
At my place, I gave Stuart a glass of wine and took him to the bathroom. I said, “Why don't you get yourself all fresh and clean.”
He took a sip of his wine and nodded and then I said, “In fact, why don't I join you.”
We had a nice shower, really affectionate. He let me soap his freckled body up and we cleaned all the bits of him and me that needed it, and I got to finger his hole a whole bunch to get everything ready for our lesson. I was struck again by his red pubic hair against his pale skin. He was standing, the water running down his body, and his blue eyes amidst the freckles on his face made him seem much
younger. I sucked his cock for a minute, just to get him going.
In the bedroom, his dick was still plumped up so I knew he was ready. I got the dildo and put it beside him and we necked for a while and I took his cock in my hand, stroking it until he was really hard.
I lubed up my cock and said, “So...I'm going to fuck you, Stuart. That will be fun. Then we'll see what we can do with this dildo.”
He laughed a little uncomfortably, but he took his cock in his hand and said, “Ok, go for it.”
I did. I pushed my way into his ass and he was tight. Really tight. I could see why he couldn't take Jack. I very slowly, with a lot of kissing and gyrating my hips, slid into him. It felt great and I knew it felt great because it was so snug in there, which presented problems for him. When I got myself all the way in, I hiked up his legs and settled my knees on the bed. I said, “You ready?”
He nodded, still stroking his cock. I very slowly pulled myself out, then even slower pushed in. He moaned, which was a good sign. Then I did it again. And again. I leaned down and kissed him, then managed to suck on one of his nipples, but it made my neck hurt. I said, “Why don't you give your nipples some attention, it might help.”
He looked surprised, but reached with his other hand and started to tweak one of his tits. He moaned a little louder. Also a good sign. I fucked with a little more energy and I could feel him loosening up, I could feel his body start to take my cock rather than just endure it. I said, “You're ass feels amazing, Stuart. Fucking amazing. You're starting to get into this, aren'y you?”
He grinned at me. “Yeah. I am. Your cock feels great.”
“You are so hot, Stuart. You're all tight and warm and totally fuckable. I imagine Jack can't wait to get in there.”
He chuckled and said, “He's desperate to get in there....fuck, but right now, this feels so good.”
I fucked him deep and fast, but I didn't want to cum yet. We had work to do. When I had the sense that he had completely loosened up for me, I pulled myself out. I lubed up the dildo and pushed his legs apart and started to rub the head of it on his asshole that was still gaping a bit from my cock. I rubbed and pushed and very slowly, the head of the dildo slid past his ring. He gasped and I stopped.
“You all right? Make sure you keep working on your cock.”
He nodded and shut his eyes. I pushed a little harder and a little bit more slid in. I could see his ass stretching. He was breathing really heavily. I leaned down and licked the base of his cock while he jacked himself, tasting lube. I sucked on his balls and pushed another bit of the dildo in. His lips were pressed together and he said, “Fuck, that's big...but I think I can take it.”
I said, “I think you can, too. Just keep breathing.” I pushed a little more, then a little more. He was clearly relaxing because the dildo started to go more easily and then it was all in. I could feel the little red hair around his ass tickling my fingers.
I leaned down again and took the head of his cock in my mouth and then pulled the dildo out almost all the way, then pushed it back in. Stuart made some sounds, but didn't stop me. So far so good. I knew it would be intense – it sure as fuck had been for me – but as long as it wasn't just painful, then we were good. I also knew that if I did this well, I would get a nice mouthful. I kept on sucking on the head of his cock while he jerked below. I slid the dildo a little more quickly, a little deeper and he started to moan and whine at the same time. Another good sign. I went faster and I could taste precum on my tongue and I was getting turned on.
I pulled off his cock and said, “You taste amazing, Stuart. Jack is a lucky guy.” I went back to tonguing the head of his cock. His dick was even harder and I knew that the dildo was driving his prostate into space and this wouldn't take long.
Sure enough, as I got a bit faster yet, he suddenly made a louder noise and he grabbed my head and his cock just started to pour cum onto my tongue. I fucked him faster with the dildo and the cum just continued. I felt it drooling over my teeth and sliding out the corners of my mouth. I had to swallow a few times to get it all.
Stuart was breathing heavily and I pulled my face up and grinned at him. My hand had stopped moving and I slowly pulled the dildo out. His asshole was open and shuddering. I stuck my fingers in and moved them around. I decided he was ready. “Ok, Stuart. That's more or less what it will be like. You should take this thing home and practice, which is lots of fun, by the way.”
“Yeah, I get it is. Thanks, Mike. You're a good fucking teacher!”
I burst out laughing and started to jerk my cock off, but then he said, “Cum inside me, Mike. You deserve it, right?”
I didn't need an invitation, so I slid into him and his hole was nice and soft and loose and it took me no time to go over the edge and I spewed into him with a whole bunch of shots. I pulled out and fell backwards on the bed, feeling amazing. I took Stuart's hand and leaned over and kissed him. “Thanks, Stuart. That was as fun for me as it clearly was for you.”
--
When I got home, I was tired, and so was Chris. He had come in only an hour before me after a marathon training session with Brad.
“Fuck that Brad. He's great, but he's a slave-driver. I must have served a thousand times tonight. But my backhand is awesome now. It was the one stroke that I always felt wasn't great. He knows what he's doing, doesn't he?”
I curled up on the sofa with my head in his lap and said, “He really does. And you're winning way more now, so it's pretty obvious it's working.”
Then Chris reached into my track pants and gripped my cock. He said, “So tell me about Stuart...”
“Oh, right. Well he asked me for help with taking Jack's cock. I'm sure you remember how big he is?”
“How could I forget? I can still feel it.” He stroked my cock a bit and, despite having cum not long before, I got hard again really fast.
“Well...we went shopping for a big dildo and...well I thought I would give him a personal tutorial on how to use it...”
“Come on, Mike, as if he didn't know how.”
“He claimed not to know and I believe him. He hasn't been with many guys and he's always been the top. Anyway, I took him to that sex shop where we buy lube? So I fucked him, but then I introduced him to the dildo and he rose to the occasion, so to speak. I sent him home to practice.”
As I talked, I noticed Chris' cock starting tent out his track pants. He pulled it out and starting to jerk off. I joined him and we had a lazy time, massaging our dicks. Occasionally, one of us would suck the other a while, but nothing strenuous. No athletic sex, just simple pleasure. He came in my mouth anyway, then I returned the favour.
After I had sent Stuart home with the dildo, every couples of days I would ask him how his latex boyfriend was and he would grin at me and say things were just fine. It was really hot to imagine him with that thing stuffed in his ass, jerking off. I almost asked to join him again, but I realized this wasn't my story. He was the one learning how to take Jack's cock, not me.
A while later, Jack texted me a short video of his big cock fucking a very pale ass that I knew to be Stuart's. Mission accomplished.
--
Up to the first week of June, we prepared to go to the UK for a grass court bonanza. Chris seemed stoked and I guess I was the one to be nervous. He trained all the time with Brad and we found a grass court on Long Island so he could acclimatize. It was all very exciting and scary. But the three of us got on a plane – Seamus decided to stay home – and left for London. Life was moving fast.
