Howard Pt. 01

Howard is at least 25 years older than me. Old enough to be my father, but he isn't. He's a co-worker of mine.

I'm Andy, 23 years old, a grad student, working to pay my way through school. I also spend a lot of time at the gym, working out. Not a bodybuilder by any stretch of the imagination, but a muscular guy with a fit body.

Howard on the other hand is a regular middle age guy. Moderately attractive, medium height, somewhat out of shape, the definite beginning of a beer belly, and light brown hair, at least what's left of it.

I like Howard, we get along really well, though he is a grade 'A' bullshitter. Always telling stories about the women he's dating, and way too many details about the sex he's having. I'm not sure I believe half of what he says, or any of it for that matter, but it's entertaining conversation.

Howard is always trying to get me to share stories about my sexual adventures, but I don't offer up many details. All of my sex has been with men. Something I don't think Howard would be particularly interested in. So I avoid the topic.

The one other detail about Howard that I should mention is that he has the most amazing plump round ass. His dress pants are always stretched tight across his butt. So tight you can easily see the outline of his underwear. It's that obvious. He wears small bikinis or briefs that strain to cover his full meaty cheeks. I'm not sure why it turns me on, but I find the idea of those skimpy briefs on a rather ordinary guy like Howard to be extremely erotic.

I know it seems wrong. A young fit guy like me turned on by an older heavy set straight guy. I can't really explain it. That's just how it is. Howard's appearance seems so ordinary on the outside, but beneath the surface there's something there. Maybe it's his swagger or his open attitude toward sex, the combination of his cocky confidence and those skimpy briefs. I don't know. Whatever it is, I can't resist, I'm drawn to it. I often find myself envious of the women in his stories, imagining myself in their place. Wondering if he wears his sexy underwear while he fucks. Does it ride up his ass, lewdly exposing his fleshy cheeks? Does it rub up against his clenched hole? Does it get wet with cum when he shoots his creamy load?

It got to be a game, or probably more accurately a hobby, or in reality an obsession. As soon as I got to the office in the morning, then regularly throughout the day, I'd find myself constantly checking out Howard's ass, imagining what I'd find underneath as I unzipped and lowered his pants.

One day I must have been too obvious. Howard caught me staring and said, "Dude, are you looking at my ass?"

I stammered "Uh, no. Sorry, I was just day dreaming. Are you kidding? No, I'm not looking at your ass."

"Well, girls love it. They can't keep their hands off it. Just so you know."

"Yeah thanks for the info. Now I feel all dirty, like I need to take a shower."

"I knew this girl once. She loved to soap up my ass in the shower. Once it was all cleaned up, she'd get down on her knees, spread my cheeks and stick her tongue right up my hole. I kid you not. Tickle my hole while milking my cock with her soapy hands. Damn crazy shit. I'd cum so much I was afraid I'd clog the drain."

"On second thought, I think I'll skip the shower." I said both uncomfortable and highly aroused.

"I'm sure I could find her number. I could hook you up. You'd love it."

"How about I put it on my bucket list."

"And here I thought you were going to die a virgin. Maybe sex is in your future after all."

"Very funny."

As the days went on, I could swear Howard was showing me more of his ass, parading it in front of me, bending over and looking for stuff in his bottom desk drawer. I'm not complaining. The view was terrific. I could clearly see the outline of his sexy underwear cupping his ass cheeks. It was all I could do to conceal my stiffening cock while I stole glances at his perfect butt. If I got too worked up, I'd go to the office bathroom and jack off in a stall thinking about him.

"Hey, you want to go out tonight with me and Penny? Get something to eat, then double team her?" Howard casually asked one afternoon.

"Umm, no. Why would I want to do that?"

"She loves having sex with multiple guys at once, you know, spit roast, double penetration, we could even tag team her. I'd let you go first so you didn't have to fuck her with my jizz leaking from her pussy. I'm a big cummer. Not sure how you feel about another guy's cum all over your cock. I don't mind, but you seem like a sensitive guy."

"Thanks for the offer," I replied uneasily, vivid images of his cock and loads of cum swirling through my brain "Very thoughtful, but uh, still no. How do you find these women anyhow?"

"I'm like a magnet, they find me. You just have to put yourself out there and be willing to go along with whatever it is they want. A hot guy like you, she'd kill for. She'd have both our cocks stuffed in her mouth in a matter of seconds. Trying to take them both at once. She loves that shit. What do you say? Sounds fun doesn't it?"

Truth is, it did sound fun rubbing my cock against Howard's even if it was in a girl's mouth. Seeing him undress in those little bikinis would be worth it. Watching that ass as he fucked and his cock spurting cum. All things I desperately craved. And did Howard actually do that sort of thing with other guys? I couldn't really tell. He's such a bullshitter. My own cock was hard as a rock just thinking about it. I was glad I was sitting at my desk with my crotch out of sight. I definitely needed to make a trip to the bathroom to take care of my problem.

"As tempting as all that sounds, I'm still a no, but I'm looking forward to a blow by blow recap tomorrow." I replied with a smile.

"Aww man, you're killing me. It won't be the same without you."

"Thanks for that vote of confidence. You know, if I were to do it with anyone it would be you," I said with a wink. Two could play this game, even if my answer was an honest one.

One day the following week I couldn't help but notice that I didn't see any signs of underwear outlined on Howard's perfect ass. It didn't even look like he was wearing boxer briefs or boxers. Was he free balling? Disappointed, I put it out of my mind. Later in the day, against my better judgement, I asked Howard "So you got any plans tonight?"

"Yes, I do in fact" he said proudly. "I'm meeting up with Barbie."

"I bet she's a real doll." I couldn't help replying.

"Oh that's good," he said sarcastically. "You should use that in your stand up act."

"Good advice, thanks, I do need some new material." I played along.

"Actually she does have blonde hair and big tits. She's into dressing up, lingerie, sexy slutty panties, that sort of thing. A real good looker with a hot body if I do say so."

"Interesting, but that doesn't explain why she's interested in someone like you." I needled him.

"The laughs keep coming don't they." He quipped. "You see, I like to play along, give her what she wants. I'm telling ya you could have a lot more sex if you focus on your audience, get to know what they want, and give it to them. It's simple really, and fun."

"Okay, I'll admit, that's probably the most sensible advice you've ever given. However, the thought of you in lingerie, now that's frightening."

"Dude, I'm talking about her, not me. But I go along. See right now I'm wearing a thong, a leopard print one." He said with a sly smile. I must have had a startled look on my face because Howard stopped for a moment, then continued, "It's going to drive her insane. She's going to let me do whatever I want while I'm wearing this thing. Guaranteed."

Well, that explains why I didn't see any underwear lines under his pants today. Though with Howard you never know what to believe. I have to say though, the thought of him in a leopard print thong was damn erotic and making me instantly hard. I had never considered him in a thong before. I knew I would be jacking off to that image later, and then again, and again.

"Sometimes you come up with such crap, Howard. I call bullshit. You're just making it all up." I bravely answered back, challenging him.

"You think so?" He replied, "Here, I'll give you a little peek." Howard looked around to see if any coworkers were in the immediate vicinity. Then he reached his hand in between his shirt and pants at his hip, pulling out a thin strip of leopard print fabric that was undoubtedly part of a thong. "Satisfied?" He asked with a smirk.

My eyes were bulging, soaking in the view, my cock was pulsing in approval. It was all I could do to keep my hands from reaching out and caressing that piece of fabric, while stroking my own stiff cock.

"Jeez dude." I swallowed hard.

"Got you huh? Like that's bullshit." He said triumphantly. "Barbie is going to get all wet just looking at me in this thing. Rubbing her hands all over it. Kissing it. Trying her best to tame that animal." He smiled and grabbed his crotch. "Grrrr." He let out a playful roar.

I quit breathing, I was speechless, that and horny as hell. I desperately wanted to be Barbie, at least for one night.

Fortunately some coworkers walked by, forcing the conversation with Howard to stop. I pretended to work for a moment. Sorting through some papers on my desk, rearranging pens and pencils, then made a break for the bathroom, trying not to be obvious.

Once inside I headed straight to an open stall. Grateful no one else was in the bathroom. I locked the stall door, unbuckled my belt and unzipped my pants. As they slid down my legs, I rubbed my hand across my inflated cock through the stretchy fabric of my boxer briefs. My cock responded to the attention. A wet spot formed at the tip. What just happened out there? Howard in a leopard print thong? I visualized the fabric snuggled up against his basket. Trapping his bulging flesh with the distinct outline of a prominent head and balls. The string, disappearing into his ass crack. Rubbing against his puckered hole. His meaty butt cheeks fully exposed. I knew it would only take a few firm strokes while thinking about him to blast my juicy load. Something unexplainable about Howard just sets me off. A deep sexual craving I could never escape.

I continued to stroke while I imagined my lips up against his leopard print pouch and my hands running over his plump ass, searching for the hidden string buried in his ass crack. Quickly, blast after powerful white blast of jizz shot from my cock and across the stall. I tried my best to muffle my groans as the cum dripped heavily down the stall divider, collecting in puddles on the floor.

The rest of the day was torture. He made no further mention of his date with Barbie, but every time I saw Howard, all I could imagine was him in his thong. It was a long, distracted and unproductive afternoon.

The next day I dropped several hints, hoping for some lurid details, or really anything about his night with Barbie, but Howard didn't take the bait. Did it really happen? Didn't it? You could never be sure with Howard. Disappointment was clearly the theme of the day.

The following week, Howard was all business, though I could swear he kept looking me over in some strange way. Might have just been my imagination though, filling in for the lack of sex talk. At the end of the week while Howard and I were out getting lunch, he said, "Let's make a stop on our way back to the office. It's a bit out of the way, but I want to show you something."

"OK. Sure." I responded. I wasn't in a hurry to get back to the office anyway. I was in the middle of reviewing a 200 page document that was dull and boring starting on page 1.

We drove to an old two story motel that had seen better days. I had passed it hundreds of times, but never really paid any attention to it. We parked toward the front. Howard and I got out. He said, "This room here" and pointed toward the room next to the motel office on the ground floor, room number 101.

"What are we doing here? You're renting a room at this motel?" I asked, surprised.

"No, I know the guy that runs the place. Come on inside" he replied, unlocking the door with a key on his keychain.

We went into the room. It was run down, just as you would imagine. Howard took a quick glance around without really focusing on anything, you could tell he was familiar with the place. The room had several tripods, a couple with cameras on them and a couple holding spotlights, and there were various electrical cords and cables strewn about, an over-sized television, otherwise it looked like a normal motel room.

"What is this place? It seems, I don't know, sleazy comes to mind."

"Relax. This is what I wanted to show you." And with that, Howard unbuckled his belt, unbuttoned his pants, and let them drop to the floor. He slowly raised the tails of his dress shirt, exposing the softest baby blue bikini I had ever seen. It was beyond erotic, just a small patch of stretched cotton fabric holding a tantalizing bulge front and center, framed perfectly by his thick thighs. The distinct outline of his cock and balls clearly visible. I was speechless. I didn't know what to say. I didn't know what was happening. All I could do was stand there and stare.

"I know what you want." Howard said. "Here it is."

"Howard," I protested. "What...".

"You want it, I know you do. It's obvious. I see the way you look at me, the way my stories get to you, the trips to the bathroom to jack off, it's all OK. I'm good with it." His right hand went to his crotch, his thumb hooked over the waistband of his bikini, the rest of his hand nestled against the beautiful blue bulge.

"But..." I protested.

He knew me too well. He was right about everything. I wanted it. I wanted it badly. "Andy, I'm doing this because I like you. I'm giving you what you want, what will make you happy. Now, come over here," and he started to lower his bikini.

"No" I mumbled. "Leave them on.... please, that's part of it." I tried to explain.

He smiled and moved his hands to unbutton his shirt, leaving his bikini in place. "Now get over here. I may not ask again."

Mesmerized by his big belly and skimpy bikini, I stepped forward until I was in front of him, then sunk down to my knees, positioning my face inches from that soft blue fabric. It was mine, all mine. Every day working with him, being around him, I dreamt of this moment. But this was so much better than any dream.

I inhaled deeply, taking in his scent, like an aromatic drug, amplifying my lust. I touched my lips to the cotton pouch, exploring the texture, the heat, the taste. My forehead brushing against his stomach. As I moved my lips over the bulge, I reached around his hips with my hands, tracing the thin sides of his bikini, feeling the fabric cut across his plump ass. Half covered meaty cheeks filling my hands. My body shuddered with delight. I ran my hands back and forth across his ass. The worn fabric and smooth flesh offering contrasting sensations. As I explored, my lips were rewarded with a satisfying stiffening of his cock.

"Yeah, that's right." He whispered, encouraging me, causing me to intensify my efforts.

His hands found the back of my head, pressing me forward as he ground his bulge into my face. I moaned. I wanted it. Every bit of it.

My hands kept hold of his ass, feeling his muscles clench as he forced his crotch firmly against my face. By now his five inch cock was fully hard and searching for escape from his bikini. I could feel the heat from the shaft and head, as his cock poked against the fabric, tenuously concealed by the thin blue underwear. I kept my lips against the shaft, nibbling, savoring all the sensations as he ground against me, fucking my face.

I reluctantly pulled my hands away from his ass, to free up my own hard cock from my pants. It was stiff and throbbing and uncomfortably trapped. I managed to get it out as I continued to work his cock and balls through his blue bikini. This was everything I wanted and so much better all at the same time.

"You like that, don't you." His words exciting me.

"Uh huh" I muffled as I kept my mouth roaming over his trapped manhood. Sliding a finger under the fabric, I pulled it away slightly, allowing his hard pink cock head and some of the shaft to slide out. I immediately wrapped my lips around it. Tasting the precum. Taking all I could get. My chin bumping up against his fabric covered balls.

"Take that cock, work it." He commanded. "Work that ass too."

I greedily complied. Wanting to make him happy. Wanting to make me happy. Wanting to stay like this forever.

I toyed with the back of his bikini. Wedging it ever so slightly up his ass crack. Exploring those round cheeks with my hands while I continued to suck. Running my fingers close to his hole, imagining the string of his leopard print thong nestled in his crack.

"Fuck yeah," he moaned. "That feels so good."

Then it hit me. Here I was, a young muscular guy kneeling down on sticky carpet in a sleazy motel room, sucking the dick of an overweight coworker twice my age, and I couldn't get enough. It wasn't logical, but I didn't care. I wanted him and I wanted to please him. The rest didn't matter.

I continued to work his cock with my mouth. One hand fondling his ass and stretched blue bikini. My other hand stroking my own cock, being careful not to cum. Occasionally I switched hands, or put them both on his ass, mapping and comparing the shape of his little bikini to the countless images of his tight pants and underwear outlines I had stored in my brain. I have no idea how long I was down there. Time had stopped.

"I'm getting close." Howard said exhaling deeply as I could feel his balls tightening up behind the fabric. "I'm going to cum."

Howard took his cock in his hand for the final strokes as I stroked my own. He pointed the tip of his cock away from me, to avoid shooting his load on all over me. I quickly guided it back to my lips, opening my mouth, not wanting to miss a drop. "Oh fuck!" he groaned as the first hot blast shot onto my lips, dripping into my mouth, heavy and creamy. And another, and another. He was a big cummer, just as he said. I wrapped my lips around his head to catch the final shots. Swallowing his spent cock, forcing my nose up against the soft blue of his bikini. Cum running down my chin. Then it was my turn. I moaned loudly with his wet cummy cock still nestled in my mouth as my own cock exploded, sending streams of jizz across the floor. My body overcome with waves of pleasure from his cock, the taste of his cum, the skimpy underwear, and my own release. I was electrified and drained of energy, satisfied and glowing.

After untangling and a few long breaths to recover, Howard spoke first. "Let me get you a towel from the bathroom."

To my final delight, I got to watch that plump ass and stretched baby blue bikini, this time not covered by dress pants, make its way across the bedroom to the bathroom. It made me want to do it all over again.

We managed to clean ourselves up as best we could. We had to return to our office after all. Reality coming back into focus.

"That was really great. I mean it." Howard said. "I hope you enjoyed it."

"I don't know what to say." I replied, then added "it was amazing. You're amazing."

"Thanks, well yeah, I figured with all that cum you shot, you kind of liked it," he smiled.

I smiled back at him, satisfied. "Say, do we have to clean up the room or anything?"

"No. My friend Pete, he's the friend that I mentioned earlier that runs this place, he'll take care of it."

"Oh, OK, then. Do we owe him anything?" I asked. Not that I had much money, but it seemed the right thing to say.

Howard thought about it for a minute. "It's a little complicated" he replied. "How about I explain it over a beer after work tonight, if you're not busy."