His First Time

I had been going to my friend Jay's house to train for a few months. I was horribly out of shape and he agreed to train me to get me back on track. I wasn't an 800lbs mess or anything, I am 5'10" and just had a bit of a beer gut from letting myself go.

We were doing striking on the punch bag after some light cardio, I stepped back to do the kick from his 'punch, punch, kick' combo and slipped a little. I stupidly followed through and spun around to complete the kick but ended up just glancing the edge of the bag and sent me tumbling in a heap, twisting my back in the process of crashing to the mat. I yelled out in pain but couldn't get up.

"Easy, easy, don't move," Jay said to me as he rushed to my side.

"What happened, is he okay?" said Jay's wife, Kendra. She'd heard me cry out from the kitchen.

"Yea, he just twisted his back a little when he missed a kick."

"I'll bring some hot towels."

Jay's wife was a massage therapist, I got on great with her too and was thankful for her being there. She came back with some heated towels and had Jay help her take my shirt off.

"I.... I'm glad I showered after work, ohhhh fuck, that hurts," I was finally able to say, I was sweating pretty hard.

"You're fine, I think it's just a pulled muscle, this will help," said Kendra.

She grabbed a small bottle of her oil and kneaded some into my back then had me lay on my stomach with my arms out. She layered some heat pads between a few towels and placed them on my lower back.

"So, best way to get this working is weight on the pads. I'm not heavy enough, would you mind Jay laying on your back for a few minutes?" asked Kendra.

"Sure, I'll take anything that'll help," I replied.

She had Jay lay on top of me. The heat pads and the pressure felt amazing but something felt pretty painful in my lower back. I told Kendra, she reached between me and her husband.

"Oh, honey, you should get off him. Marcus, this may hurt a little," said Kendra.

I felt her press her fist into my back and then I passed out.

"Ooh, there he is!" she said as I woke up.

I was laying in their corner bath in hot water, I had only been wearing my gym shorts when I passed out but I was naked. Jay was holding me up in the water but he was sitting outside the tub.

"Wh.. What happened," I asked.

"You actually popped a disk. You'll need to take it easy for a bit but you'll be okay," said Jay.

"All the fun with those hot strippers taking its toll," I said with a laugh.

"More like trying to blow yourself, I know the truth," replied Jay.

"Well, divorced life is not all it's cracked up to be, I don't recommend it."

"My friend Lisa is still single, I can call her for you," said Kendra.

"She's single because she's batshit, honey, he just got rid of one of those," laughed Jay.

"I think my dating life can wait. I'm naked in a tub being held up by my best friend while his wife is getting more towels," I laughed.

"Well, he didn't put you in there himself. Just be glad I'm not a prude, mister," said Kendra with a grin.

I had been friends with them both for over 20 years. We'd been on vacations together and had shared nude saunas and more together on quite a few occasions. Nudity between us was nothing we ever stressed about, it was never sexual and we just had it as normal in our friendship. Jay was a little taller than me at 6'4" and unlike me, he was well built and all muscle. Kendra was tall and slim with perfectly proportioned breasts and pale nipples to match her blonde hair. They both shaved everywhere below the waist, I trimmed but had a little hair left.

"Here, take this, you're staying here tonight," said Kendra. She'd handed me a couple of pills and a bottle of water.

"Fuck, are these the strong ones?" I replied.

"Yes, I'm just glad it's the weekend."

She'd given me one of her really strong muscle relaxer and pain killer combos. I'd had them before when I'd slipped on ice so I knew I'd be too messed up to drive. Jay and Kendra looked after me until I was able to get around, I drove home that Sunday and was able to get into my doctor's office on the Monday. They told me to take it easy for a few days but didn't find anything serious. A few weeks later I was back at Jay and Kendra's only this time I was doing yoga with Kendra as Jay lifted weights.

"Good, now hold that, you'll feel it pull at the back of your calf but don't bounce," she said to me as we worked through moves.

"Between this and the cardio, I'm down another 5lbs this week," I replied.

"That's great but concentrate on your breathing."

"I'm done honey, I'm going to shower," said Jay after finishing his set.

"We're almost finished too, few more moves then cool down."

We finished our set then sat drinking our water.

"I'm glad you have taken to this. It'll help strengthen your back up again. Jay was a little sad to lose his training partner to me but I'll make it up to him," she said with a smile.

"I'm just thankful I have both of you in my life. After Lisa left me, I was a fucking mess. I know I'd be 350lbs, eating pizza every night feeling sorry for myself but working out, yoga and just being here, I feel great. I know I've said it a thousand times but I can't thank you enough for how you both looked after me when I slipped that disk," I replied.

"You're our friend, it was nothing."

"Still, it means a lot to me."

"Do you remember being awake after we gave you the strong muscle relaxer and painkillers?"

"Very vaguely. I remember being in the water too long."

"You uh, got a little excited when we both dried you off. You said a few things."

"Oh fuck, I didn't embarrass either of you, did I?"

"No but you've sparked something and I wanted to ask when you're sober," she said, a little quieter.

"Oh?"

"My shirt got wet when I was helping you out of the bath, it was no big deal, you've seen my tits before but my shirt got pretty see through. One look at them and both of you were like little teenagers and both of you got erections. Things got a little weird, you were hard staring at my tits and Jay was looking at your cock. When we put you in bed, Jay pretty much dragged me to bed and fucked the shit out of me. I teased him about it and got a confession from him I wasn't expecting, he was turned on looking at your cock."

"He knows I've been with guys, I experimented a little before I met Lisa."

"We've teased back and forth with it over the years. If I want nice hard anal, I'll tease a certain way but since then I've asked him once or twice and I want to watch him have sex with another man."

"Oh."

"Yes. I'd just want to watch though."

"Sounds fun. Wait, did you mean me?"

"Um, yes."

"Oh. Just what did I say on those pills?" I said with a laugh.

"You said, sorry my back hurts, you could both totally take advantage of me in this state."

"We'd have to talk about it. I mean, I love you both, I'd hate for it to affect our friendship."

"Well, he should be done in the shower, lets go talk."

I almost felt like a deer in headlights but I was excited. I'd always admired Jay's physique but never viewed my friends in a sexual way. I followed Kendra to their kitchen where Jay was drinking some orange juice.

"I've asked him," she said with a grin.

"What are you talking about?" said Jay.

"About my fantasy, he said yes."

"Oh."

"He wanted to talk about it."

Jay looked a little sheepish but I understood.

"I'm game for anything, I just want to make sure it doesn't impact our friendship. I care about you both too much to lose that," I said.

"It's what our biggest concern was too. We can be completely open with you, share our fears and if we decide it's not worth destroying our friendship, we can forget all about it," replied Jay.

"Sounds good. I don't need to be on that muscle relaxer, painkiller combo either. I want to remember," I laughed.

"Kendra wants to just watch. She wants to tape it for us but it will not go online. If things go further, we can discuss her involvement but this is something that she wants to watch. I'm not interested in kissing or anything like that, I know that much."

"It's how I am too."

"Well, how about you come round on Friday and have a beer, watch some porn and see where it goes?"

"Sure, I'll see you then."

My work week was painfully slow. I still went to their house for my midweek yoga session with Kendra and nothing had changed, we were still as relaxed and comfortable with each other. Kendra had added us to a 3-way group chat too. It let Jay and I chat about what we wanted to try and we went over our fears. By the time Friday rolled around, Jay and I were both pretty excited. They were usually having sex 4 to 5 times a week but she had cut him off on Wednesday. I hadn't jerked off for over a week, unusual for me but I wanted to be pretty horny to enjoy my fun more.

Kendra greeted me at the door with her usual hug and a kiss on my cheek. She smelled amazing, like she was just out of the shower but I knew it wasn't for me. Jay came out to greet me too and handed me a beer. He was just wearing a towel, Kendra was in a pretty silk robe.

"I left a towel in there for you my friend," he said to me.

I showered and dried off, put my clothes in a neat pile and went to join them in the lounge wearing just the towel as we'd talked about in out chat. Kendra smiled when I sat down.

"I know you don't notice as much but you really do look great. I'm so glad you've been sticking with our training and your diet," she said.

"I am too, I feel the difference and had to buy smaller pants this week," I replied.

"That's awesome! So, do you want to just watch a regular movie first or put some porn on?"

Jay laughed.

"She's been like this all week, man. I think she's more excited than the both of us," he said to me as we sat down.

"I can't help it. This has been my fantasy for like, forever. Watching porn is one thing but to watch my sexy husband do it for me? That's a whole new level," she replied.

"Well, I'm going to pull from experience and get this going. Last time I played with a couple, nobody wanted to make the first move or move too fast and we ended up losing most of the night," I said.

While I spoke, I moved to sit next to Jay on the couch, opened his towel and took his cock into my mouth. They both gasped 'oh fuck' in unison. Jay opened his legs and laid back a little on the couch. I fondled his balls as I sucked him, he was already semi-hard when I took him into my mouth but he didn't take too long to get fully erect.

"Holy fuck, dude. I've only seen this soft so I knew you weren't small but this is nice," I said then continued sucking him.

"Feels so good," was all he could reply.

I swirled the tip of his cock with my tongue then stroked him as I sucked and took more of him in my mouth. He gasped that he was getting close after just a few minutes. I kept sucking and felt his cock swell before he groaned then sprayed a full load of cum down my throat. When he'd stopped spurting, I let him relax as he caught his breath. Kendra's eyes were wide open and I could see her nipples pointing through her robe.

"Holy fuck that was good," he said to me.

"I think you should return the compliment, baby," Kendra said to him.

Jay pulled my towel off me and had me lay back. He seemed a little hesitant but when Kendra moved to get a better view, he seemed to get more comfortable and gently stroked my cock. He looked over at Kendra then leaned over and took my cock into his mouth. He did his best to emulate what I'd done to him and it felt pretty good. We'd already decided, he didn't want me to cum in his mouth so when I got close, I warned him. He kept stroking me and I gasped as I climaxed, spraying cum over my stomach.

"That was good, you got me so close with your mouth," I said to him.

"Bedroom?" he said to me, I noticed he was already getting hard again.

"Sure."

We went to their bedroom and they had already set up pillows on the bed. Kendra dropped her robe to the floor and sat naked in the chair facing the bed and pressed a button on her little remote for the camera that was beside the bed. She had it hooked up to the tv but put her focus on Jay and I. He had me lay face down on the bed, a large pillow set up for me to lay on with my ass in the air. I heard a bottle of lube snap open and noticed their mirror was at an angle I could watch the camera footage too. I felt myself getting hard again at the sight of him stroking lube over his cock with one hand and slowly fingering my ass with the other. I groaned a little when he pushed a second then third finger into me but I forced myself relax, knowing his cock was bigger than his 3 fingers.

"Last chance, man. You sure about this?" he said to me, still stroking his big cock.

"Yea, I'm sure," I replied.

He got close behind me and pressed the tip of his cock at the entrance of my ass. With the lube, he slipped inside me pretty easily, I felt the tip slip inside my ring then another couple of inches before he paused. He began to thrust, pushing his cock deeper with each stroke and checked every couple of inches to make sure I was okay. When I'd got used to his size, he began to build up a steady pace, making sure Kendra could see every inch going inside me with each thrust. I felt his balls hit mine when he was deep enough and once the little pain subsided, it started to feel really fucking good. We were soon groaning together, Kendra was furiously rubbing her clit but couldn't take her eyes off us. I felt his pace get a little harder, I figured he was getting close and I'm not sure what he did but I felt his cock really rub against my prostrate and it felt amazing. When I started to cum, it felt like nothing I'd ever experienced before. Instead of the pleasure being focused on my cock when I was fucking a woman or jerking off, this one seemed to come from inside me and when I climaxed, I almost blacked out it felt so good. Jay groaned a 'Oh fucking YES' and I felt him push deep inside me as his cock exploded what seed I hadn't sucked from him. It still felt like he was pumping a gallon into me though but I later learned he was a heavy cummer, every single time. I felt his cum warming up my insides as he sprayed the last of it in me then he collapsed on top of me when he was spent.

"D... Did you cum again too?" he said.

"Yea, I've never cum without touching my cock before, felt fucking amazing," I replied.

"Y...Yes, oh fuck, I'm cumming too!" squealed Kendra as she got herself off.

Jay rolled off me and helped me clean up a little. I felt his cum start to ooze from my ass.

"You're still pretty hard, did you take something?" I said to him.

"It was my idea, I was worried he'd not be able to get hard with his nerves," replied Kendra.

"Well, I think I could take it again, I'm still nice and relaxed."

Jay got more lube and got the pillow set up under my back that time. I opened my legs and he held them up as he eased his cock back inside me.

"So glad she had me doing yoga, this would have hurt my legs before," I groaned as he began to thrust.

Jay wasn't as gentle that time but I didn't mind. Feeling his cock pushing in and out of me made me feel powerless, just a thing to bring pleasure to his dick and I loved it. He stroked my cock when I got hard again and I weakly sprayed what cum I had left onto my stomach while he was still pounding me. He lasted longer that time but he groaned and shuddered as he pulsed the contents of his balls inside me. We were both breathless by the time he pulled out again and he finally started going soft.

Kendra turned the camera off then kissed Jay passionately on the lips. She gave me a peck on the cheek then led us both by the hand into their spacious shower. She washed us both then took us out to their hot tub.

"Are you okay?" she said to me.

"Yea, it was really good," I replied.

"Thank you. I've never watched anything so hot in my life," she replied.

"It's the first time I've ever cum that way too, I almost blacked out."

"It felt pretty intense for me too," said Jay, he seemed a little sheepish.

After a while of just soaking, I felt good enough to go home.

"Well, I'm pretty beat, I'll see you both on Wednesday for yoga?"

"Sure. Thanks again, man, it was really awesome," said Jay.

Before I'd even left, they were making out again and I'm pretty sure they were fucking before I'd left the driveway.

After our yoga session the following week, Jay was already showering while Kendra and I drank our water.

"So, would you be up for fun again? Not right away, just sometime?" she said quietly.

"Uh, sure," I replied.

"He has been so chill. After you left, we fucked like teenagers, it was amazing."

"Well, glad I could help."

"Speaking of help, I have this really cute friend. You've actually met her, the brunette that I was talking to when I ran into you at the store last week."

"Oh, the really pretty one that looked at me like I was trash?"

"Thaaat would be her. In fairness, you did look pretty rough."

"Well, I'd been awake for 2 full days from that head cold."

"I told her that and a few other nice things."

"Fine, I'll meet her."

Jay and I had talked for a while and I was soon going over once a week for him to fuck me. We'd agreed that it was just fun and if I was to get a partner, we'd stop. I didn't care. Inside their room, I was his to use and the feeling I got when I knelt before him to take his cock in my mouth or got on all fours for him to fuck me, left me more grounded than I had ever felt and I loved it.

It was during a pretty intense session when I met Jessica for the second time. Well, if you call her looking into the room, gasping then being pulled away a meeting, then yes, the second. Jay was fucking me pretty hard, he was taking ages to cum and I had already sprayed the sheets when I'd climaxed. He had his hands on my shoulders and I'm sure he was trying to push every inch of his cock into me with each thrust. We were both pretty vocal and enjoying it when I saw movement by the door. Jay stopped mid-thrust and she gasped before she was pulled away by Kendra. When Jay finally climaxed, we showered, dressed and found the women sitting drinking in the lounge.

"Hi, sorry we interrupted my love. Jessica didn't believe me when I told her about Marcus being bi," said Kendra.

"And now I do," said Jessica with a smile.

"And she already thinks you're cute," said Kendra, Jessica went red.

"Well, I need a nice hot bath to soak in after today's fun. Dinner tomorrow?" I replied.

"Pick me up at 6, Kendra will give you my address," she replied, still smiling.

Was it the beginning of something new and wonderful? Time will tell, but those are stories for another time...