After hearing about all the fun and frolicking that goes on at Bear events, I told Leo that we should attend one. He had attended a few and sounded like he experienced much enjoyment while I had never been. He warned me of the dangers of a couple going -- that there would be a lot of hot men and we'd both be tempted to stray outside our close relationship. Leo and I had been faithful to each other for a few years and the sex remained fantastic. But we decided that going might spice up our relationship but needed to set parameters for what we could do and not do sexually with other guys. Admittedly I was already feeling a bit jealous at the thought of Leo sticking his dick in anyone else. The day before we left for San Francisco we discussed our expectations.
"I'm not sure how I'll handle the sight of you fucking someone else Leo," I said, my feet on his lap as we both lounged on our oversized couch.
"Ditto. I think we need to draw the line at anal. I don't want anyone else up in there, babe."
"I definitely agree. Blow jobs permissible."
Leo thought about it for awhile. "Giving and receiving?"
"Why not?"
"Cool. Play alone or together?"
"I'm not sure. What do you think?" I asked. This was a defining moment in our relationship -- the true test of our trust towards each other.
"I'm perfectly secure with you being alone with someone else, as long as I hear all the details -- and I do mean everything," said Leo, squeezing my feet extra hard.
"Same here. So no anal, blow jobs ok. Anything else?"
"I just draw the line at anal, anything else goes, safe and sane."
"So if someone wants to eat my ass that's cool?" I asked, pushing the tolerance level.
"Yeah, that's cool. Look James, we're going there to have fun. You do whatever you need to do, as long as it's safe. I love you, I know I have your heart, and
I also you know you like dick, so go for it."
"You sure?"
"Yes. Can you handle me doing up some boys?" Leo asked with seriousness.
"I got to admit I'm hesitant about it. That's just me, a bit jealous."
"Well before we get on this plane we got to make sure. I love you and want you to have a good time. If me being with someone else freaks you out, I got to know now."
"It's cool, let's do this." I said, confident that we had worked things out.
After a long, miserable flight, and subsequent cab ride, we finally arrived at the
hotel in San Francisco. Before we even got on the elevator someone recognized Leo.
"Leo!" someone shouted. A middle aged white guy came over to us and greeted Leo, who was very happy to see him.
"Steve! Man, it's been awhile. How have you been doing?" They hugged and kissed each other.
"Doing okay man. Wow, haven't seen you in a few years," Steve said, feeling Leo's chest.
"Steve, this is my man James." Leo put an arm around me as Steve and I exchanged handshakes.
"Nice to meet you James."
"Likewise."
Before I was able to get a word in Steve turned to Leo and started conversing with him. "So stud, what have you been up to?"
"The usual, working, taking care of mama. James has been a huge help with her for which I am extremely grateful." Leo turned and kissed me.
"Well that's good. So you got a regular man? I would never have thought," said Steve, winking at me.
"Can't stay a whore forever." Leo said laughing.
"Oh yes one can. Why the fuck you think I'm here?" said Steve.
"You haven't changed one bit Steve," said Leo, putting his arm around me, sensing my insecurity.
"I know, so many men, so little time. Speaking of which, will I get some time with you?"
"We'll see about that. I've got something to take care of first." With that Leo grabbed my ass and kissed me.
You lucky boy." said Steve to me. "Can I watch?"
"Bitch, I'll talk to you later," said Leo as we got on the elevator.
"Sounded like you and Steve had some fun at the last bear event," I said, hopefully now sounding sarcastic.
"Yeh, he's a hot guy, we used to hang out a lot."
"Well he obviously wants to get with you." I awaited a response, trying to see how close he was with Steve.
"Yeh, well right now I got other things on my mind." Leo placed my hand on his dick which was getting hard thinking about Leo having sex with Steve
.
"Damn baby, is that for me?" Leo reached inside my pants and felt my cock, then moved it to my ass.
We walked to the hotel room, Leo's hand still inside my pants. Two guys walked past us, admiring what they saw. "Woof! Can we watch?"
"Maybe later guys, but you can listen." said Leo.
"Oh, that's no fun." One of the guys responded as they walked away. "Have fun, see ya.!"
We walked in the room and immediately Leo took a hold of me and we started kissing. "Go shower and get ready," said Leo, breathing heavily. He was really
horned up. I took off my clothes and walked to the bathroom where I got myself ready for the plowing I was about to get. I knew after this Leo would be the target of other horny guys so I wanted to make the best of our time. I walked out of the shower, naked, fully hard in anticipation and laid on the bed, belly down. We were in a suite so Leo came in not expecting me to be in position.
"God damn baby, that's beautiful." Leo came over to me and caressed my bare ass. Being already naked himself Leo got behind me and slapped my ass with his hard dick. It felt like a warm club spanking me.
"You want Daddy's dick baby?"
"Yeah I do."
"Well you're gonna get it, long and hard." Leo lifted my ass up into position and began licking my anus with his expert tongue for a good while before he began to cover it with the lube. I felt the head of his dick penetrate the rim of my ass, then slowly past the first ring. It hurt like hell and he slowed down but did not stop. I continued to moan loudly as Leo slid the entire length into my ass, feeling his pubes press against me. His balls nestled between my legs, warm and soft.
"Oh baby, you feel so good," he whispered in my ear. I was still breathing heavily from the penetration and the massive body that lay on top of me. For the next 10 -15 minutes Leo screwed my ass until he shot his load deep inside of me. We lay in our usual positions for a few minutes until Leo pulled his dick out, allowing his cum to ooze out of my ass down my leg. He slapped my ass, moist from the shower, his sweat and cum, which made a very loud smacking sound.
"Damn that was good baby."
Leo stood before me hands on his hips, his half hard dick shining in the little light that entered our window from the almost closed curtains.
"Hell yes. You shot a huge load."
"Been a few days." Leo headed to the bathroom where I joined him. His now soft dick let out a steady stream of piss that escaped his long foreskin. Even soft his dick was quite impressive, fat and hanging nicely.
On the way out he gave me another kiss, grabbing my ass and sticking a finger in my sore hole. "So when we going to have that baby?" Leo laughed and I laughed with him. If I were a woman I'd definitely have a lot of Leo's babies by now.
We both fell asleep in the comfort of our bed until late that night, around 10 when we showered and headed out to a bath house where there was a large gathering of men. In the lobby I saw a lot of Black and Hispanic men that were built like fireplugs and was wondering if I was going have the opportunity to see them in action, or even get with them. I had the feeling that Leo was going to be busy as he was getting a lot of stares and guys "woofing" at him.
As we waited in line, Leo and I the chance to get to know people. There was a good variety of men there, young, middle aged, elderly, white, Black, Hispanic, couples and singles. Leo's outgoing personality got him immediately connected to quite a few guys while I pretty much remained in the background. With this being my first leather event, I thought I would be mostly observing.
When we got in, we disrobed, got our towels positioned, and were ready to head
out.
"Well have fun my love," Leo said as he got up and bent over to kiss me.
"I'll try. I know you will with all these guys after you."
"Now I want to be sure you're okay with this," said Leo seriously.
"Yeh, I'm a bit nervous but I'll be okay."
"What are you nervous about?"
"This is new to me, a lot of horny guys in one place. I'm not sure what is going to happen."