Servicing My Straight Friend And His Buddy

[travelingbi]

Some ten years ago I met Jon through a m4m sex website.  At that time he was in his mid 40's, rather short (at about 5'5"), perhaps 160 pounds, handsome, masculine, lean, muscular and, over much of his body, quite hairy.  Even though he is now in his mid 50's, he is still an avid runner, swimmer, hiker and mountain bicyclist.  Naturally his level of physical activity keeps him in terrific physical condition, so he still has a rock hard body.  He's been totally straight his entire life, but his sexless marriage was taking a toll on him. His wife had never really enjoyed sex, and had finally cut him off, which, of course, drove him insane as he had always had a very high sex drive, and needed sex if not every day, at least three or four times a week.

 

What he loved best was to be sucked off. Shortly before I met Jon, he had discovered how easy it was to find gay guys online to suck him off. It was quick and easy, with no strings attached. He was finding out that to find women to blow him on a regular basis was very difficult. Though he still considered himself to be totally straight, he, like many straight men, had turned to other men to get off.

So the long and short of it was that Jon became a 'regular suck buddy' of mine. He's an emergency room nurse at a hospital not far from my home, and for several years has routinely called me at least once a week, sometimes more, asking if he could come over for a bj on his way home from work.  Naturally, if I was available, I was  more than happy to oblige, especially since I've always taken a perverse pleasure in servicing straight men, even more so when the men are has hot as Jon.

Our routine has always been pretty consistent. Jon comes over when he gets off his shift. He takes off his clothing, climbs onto my bed, I climb between his legs and suck until he fills my mouth with his load. I always have some straight porn on the TV for him to watch. He normally had his face glued to the TV, only occasionally looking down to watch me sucking him. He'd never touch me back. And as soon as he'd cum, he'd be up and dressed and out my door in under a minute.  But, over the 10 years I've been servicing him, I've seen him loosen up and explore more man on man activities. It's been a long, slow process. But Jon's uncut cock is so beautiful, he always feeds me a huge, sweet load and he's so much fun to make cum, that I've enjoyed being patient and letting him loosen up at his own slow speed.

I've asked Jon on many occasions if he'd fuck me, but, he usually declined, saying he just wanted a quick and easy blow job, so he could head home to the wife. But, on rare occasions he has fucked me, and seemed to have enjoyed tapping my ass, but, all-in-all he seems to really prefer just to get blown. Sadly, on the few occasions he has fucked me, he has insisted on using a condom.

About the second year that I was sucking off Jon on a regular basis, he informed me that his youngest child had just gotten married, and that he had decided to leave his wife. As I said, his marriage had been sexless for many years. And he wanted the freedom to find a woman who shared his high sex drive.  Although over the next couple of years he had several girl friends, apparently none of them measured-up to his sex drive, because he still kept coming to me to drain his balls.  In addition he routinely complained how demanding and emotionally draining the women could be - which was music to my ears since it meant I would still get to blow him, his girlfriends notwithstanding.  Eventually he commented he decided he just didn't want to complicate his life with anymore bitches as they were almost always more trouble than they were worth for what little fucking they were giving him.

As I said, as the years have gone by, Jon has loosened up a great deal. He was fucking me more often. But, most of the time he still just wanted a blow job. And unfortunately, always using a condom, when he did fuck me.

One night I got a text from Jon in which he explained he was working late, and asking if he could come over to my place at 11:00 PM for a blow job.  He also mentioned he had a straight buddy, who like Jon, was also in a sexless marriage, and when Jon described the blow jobs I provided, his buddy said he was curious to try it out.  With this introduction Jon asked if it would be okay if his buddy accompanied Jon?  I replied by text saying I was cool with the suggestion, asking only that Jon call me when he gets off shift.

Sure enough, at 11:00 PM Jon telephoned, saying he and his buddy were on the way over.  I put some straight porn in the DVD, dimmed the lights in the bedroom, and placed my poppers on the night stand. I also put some lube and condoms on the night stand - just in case. But, like I said, most of the time, Jon just wanted oral.

Soon Jon and his buddy Bill were at my door, and when they stepped inside and the door was closed, I had the chance to give Bill a 'once-over'.  He was close to 50 years old, nice looking, but with a little belly on him.  We shook hands, and as I sensed Bill was quite uncomfortable, I tried to break the ice saying "I'm glad you're joining us."

 

He replied "I'm probably just going to watch. I'm not sure I'll be able to even get hard," adding "I'm not gay or bi. Just curious, I guess."

 

"No problem", I responded, "Just do whatever you're comfortable with. I don't want to push you."

 

I offered both a drink, hoping that would help Bill to relax a bit. Jon likes scotch on the rocks, so I poured one for him, and as Bill said he'd have the same, I made a double for each of us, suggesting "Let's step into the bedroom."

Jon led the way into my bedroom. I have a large master suite that has a small sitting area where there is a small sofa and a matching, if oversized ottoman.  The straight porn was already playing, so I gestured to the sofa and I took a seat on the ottoman - so I was directly in front of them.  While we sipped our drinks we chatted casually, mostly about football, since I knew that football was one of Jon's obsessions.  During the conversation I could see Bill was fixated on the porn on the TV, which struck me as a step in the right direction.  Finally, when Jon had finished his drink placed the glass down, stood up and unzipped his pants. I leaned forward, and helped him to pull his cock from inside his boxers. He was partially hard, and I immediately took his cock into my mouth, although I did my best to observe Bill, who sure enough, was watching acutely as I sucked Jon's cock.

Soon Jon was fully hard and removing his shirt, kicking off his shoes as I pulled his pants down to the floor. He stepped out of his pants as I continued to suck. Jon was now fully naked and I was on my knees sucking his cock. Out of the corner of my eye, I could see Bill occasionally rubbing his cock through his pants. His eyes kept going back and forth between the TV porn and watching me suck his buddy.

"Bill, you need to see how good Dave sucks dick. Give him your cock. He'll suck you."

 

"No," Bill replied, "I'm just enjoying watching."

 

While I was slightly disappointed Bill wasn't ready for me to suck him, I thought 'all in good time'.  After all, Bill was a good looking guy, and was definitely worth waiting for.  Besides, while I really was looking forward to going down on him, both Jon and I knew better than to pressure Bill.

I had been on my knees, sucking Jon's cock and licking his balls for about ten minutes when when I noticed Bill had unzipped his pants, had taken his hard cock into his hands, and was slowly stroking his cock as he watched me service Jon, who, upon noticing as much, asked, "Bill, seriously, are you sure you don't want to try Dave's mouth?"

 

"Okay," I heard him reply, even if somewhat hesitantly.

I raised up off of Jon's cock and turned towards Bill, scooted over the foot or so to Bill and leaned down to take his cock in my mouth. Bill had about seven inches of cut cock. He was rock hard and I could taste the drops of pre-cum that were already on the tip of his cock. I sucked him for just a minute, when he pushed me away and said, "Stop! I don't want to cum yet". He was obviously turned on and was close to cumming. I came up off his dick and thought I'd give him a break to calm down a bit.

I stood and removed my clothes and told Bill to take off his clothes. I grabbed my bottle of poppers from the night stand and took a deep hit. Then I went to the ottoman that had been pushed away from the sofa and knelt on it. The ottoman is extra large, so I could quite comfortably kneel lengthwise.  Once in position, Jon stepped to my face and I resumed sucking him again.  Bill remained on the sofa a scant couple of feet from us, gently stroking his dick.

 

"Come on, Bill. Try this mouth again," Jon suggested, withdrawing from my mouth.

 

Bill stood, took Jon's position, and presented himself.  Naturally I went all the way down on him.  

 

Then I felt Jon's fingers tentatively exploring my ass.  As I've already remarked, he has rarely wanted to fuck me, but if this was to be one such occasion I was certainly game.  Jon retrieved the lube I had placed on the nightstand, massaged some cold lube into my ass and pushed his finger into my hole. Then I felt another squirt of lube and his second finger slipped into me. I groaned in pleasure as I continued to suck Bill.

Finally I felt Jon press his hard cock head against my hole. I knew he hadn't put a condom on which was even better than I had ever hoped to enjoy as I really had been hoping to take him raw.  Sure enough, in one quick thrust, Jon had pushed his bare cock deep into my hole.  It hurt quite a bit, so I came off of Bill's cock long enough to sniff some more poppers, and my ass relaxed sufficiently to accept Jon's cock. And with that Jon began to fuck me. 

 

After a couple of minutes, I heard Bill softly say, almost under his breath, "Holy shit," just as not only did Bill let out a low groan, his cock swelling even harder, as he thrust harder and deeper, muttering "Oh, FUCK ...!" as his throbbing cock filled my gut with its ball juices.   Jack pot.  My ass milked Jon's cock for every drop I could get as my mouth did the same for Bill.  Each man's body shook in orgasm as he shot load after load into me.

 

Finally Jon pulled out of me and collapsed onto the sofa. I could see cum still dripping from his cockhead. I climbed off the ottoman and back on my knees, on the floor, in front of him. I both wanted to taste every last drop of his load, and also didn't want a cum stain on the fabric of my sofa.

When I finished cleaning off Jon's cock with my mouth. I got up and looked at Bill. Bill was already dressed and sitting on the edge of the bed watching us. "Are you okay, Bill?" I asked.

 

He gave a unsettled laugh and replied "Yeah. I'm good. That was weird. But also kind of hot."  

 

All three of us burst into gales of laughter.

"Well, you know where I live. Jon has my cell number. Let me know if you ever want to come over. With or without Jon."

"Thanks," Bill answered, adding "I'm not sure I'll do this again. But, thanks. It was definitely interesting."

 

Jon and I of course have continued to hook up.  I occasionally ask about Bill. and Jon has explained he has given Bill my cell number, but he didn't have any sense of whether or not Bill will ever call.

 

A few months went by when one evening I finally received a phone call from Bill who asked "Do you remember me?  I'm Jon's buddy from the hospital."

 

"Yes, of course I remember you. What's up?" I asked.

 

"Well, if you're available, I'd like to come over."

I sucked off Bill that evening. I even rimmed his ass. He said that was the first time he'd ever had his ass licked, and loved it. Bill has become at least a 'semi-regular' suck bud of mine. Bill's also on that slow road from totally straight to exploring more and more man to man sexual possibilities. I think I'm going to get him to fuck me soon. But, I'm being patient. He's loosening up nicely. He'll get there. I'll have him in my ass in no time.
 

[Guest Lempriere]

Nice story of slow awakening for those two guys.  I'd say "tell us more,"  but it will probably take a while.  Keep up the good work!