An unexpected Encounter on a Bumpy road
A Bumpy Road - An Unexpected Encounter - Part 9
I slept in a bit on Sunday morning. Wandering around the kitchen in my boxers and slippers, I made coffee and cooked a bit of breakfast. While I consumed my scrambled eggs and toast, I caught up with work emails and figured I’d need to devote a couple of hours to a system design to submit to a local restaurant that had great south roof space for solar. I knew the owners, a gay couple, whom I had gone fishing with. The old me was not too sure about gay people, having been raised as a “man’s man”, hunting and fishing and all. I had initially met George at a local gun club I belong to and shoot at, and nothing struck me as “gay” about him. We had a friendly, easy rapport discussing deer hunting and fly fishing, and he told me to check out the restaurant he and his “partner” had recently purchased. The place was a local staple with pool tables and live music on the weekends. I certainly had emptied many a pint there, god knows. So, I was happy to hear that after the long-time owners had retired to buy a nice place in Florida for retirement, there were new owners who were interested in keeping the tradition and vibe of the place going. So, I found out that George was gay when stopping by and having a couple of beers at the bar, he introduced me to his partner Jim, who, to my surprise, was not a lady! So that was my personal initiation into considering the OK may just be OK, and no big deal. Since then, I had gone both fishing and hunting with George and Jim, and they seemed like regular guys. My sister liked to tease me that she was surprised that even I could evolve. I pointed out that they could offset most, if not all, of their yearly electricity cost with solar installation, and there were rebates to further make it an attractive investment. So, I owe them a completed solar design by Monday. Considering I still had “work” assignments due for Gina, I figured I'd better get cracking and decided the intellectual work for the design ought to be sorted out first, and I could put off Gina's assignment for the evening, as it wouldn't take as much intellect to complete, and it would fit better into relaxation time.
Around 6:00 PM, with the design with drawings, and all wrapped up, emailed over to George, I had a bit of an appetite, and had a bowl of chili and a beer while looking at the packaging and the marketing info on them, two packages that remain for me to evaluate for Gina. Both were prostate toys; this was an area I'd never ventured into. Even the plug I came to circuitously, via an old girlfriend who surprised me with a finger in my butt during a great blow job. I must admit it was intense. Next, she wanted to put a plug in my butt, claiming it would enhance my erections. After she pushed me with some sexual bribery, I did “warm” to the feeling. But initially, I had a good deal of skepticism about this, as I was concerned that it would indicate I was gay if I enjoyed it. I'd found this was a common feeling and concern from a couple of friends' comments about their sex lives. I certainly enjoyed her bottom, and she was the one who introduced me to anal sex, and I certainly enjoy giving it to her. However, when she wanted to try a strap-on on me, it was further than I was willing to go; she was just kinkier than I was, and a bit later, the relationship ended when she got a job on the West Coast. The girlfriends I had been with since we were definitely more “vanilla” in the bedroom, a fact that sometimes triggered wistful fantasies about our exploits together. I'm sure she found some liberal guy on the West Coast who was more than willing to lick her toes and do anything she would command. Looking at these toys certainly raised some issues for me.
Well, my assignment for Gina is coming due tomorrow, so with some feelings of hesitation, I figured I’d better get on with it, and fetched a towel, put one of the bottles of lube and the two boxes with the prostate toys on the table next to the chair, and stripped down. I took one of the toys from the box, the more basic and less ominous of the two (https://www.adameve.com/adult-sex-toys/gay-sex-toys/gay-prostate-toys/sp-classix-prostate-stimulator-112298.aspx) , wondering how my poor O-ring was going to feel after the assault from research this evening. I searched for some stimulating porn as I’d need to get pretty aroused before feeling and inspiration regarding the toy. I found this couple having some fun. (https://www.xvideos.com/video.udkcimv05c3/i_gave_him_multiple_prostate_orgasms_and_finished_him_with_a_fleshlight_-_kate_marley)Playing along with Mr. happy, I got into the mood better and, midway through, lubed up the toy, and, inspired by her actions, sitting on his face and sucking his cock, began trying to work it into my ass. I had to retreat and apply more lube, but after the initial loosening and the added lube, I managed to get it all the way in. Either it or the video did make me quite hard and stimulated, but not the advertised hands-free shooting orgasm yet. After 5 minutes, I decided to remove the toy and brave the more sophisticated unit. This toy moved, vibrated, and thrust, so my butt was about to get a good workout! (https://www.boyzshop.com/products/thrusting-vibrator-with-cock-and-ball-ring-and-remote) Mercifully, it came already charged and with a remote for various settings. Good thing I was already “limbered up”, as with the cock and ball rings, it was more challenging to get it in place. Once I did, I rewound the video I had been enjoying and experimented with the settings. Sitting down on it was rather tough at first, but a couple of the settings had me really going, OMG the thrusting against my prostate was going to make me, … make me, uggh… Uggh, make me…. I shot a hot sequence of a stream of spurts…, wow, THAT was intense! I was forced to wonder if this was something similar to the pegging experience I so vehemently avoided from that old girlfriend? My bum did feel a little sore and different after this experience, and I cleaned up and showered. Then scribbled a brief summary, hoping it was sufficient to be considered by Gina as an adequate completion of my homework due to her in tomorrow’s session. Then it was off to bed and lights out, pondering what an odd “work “ day it had been!
It seems like this is a rehashed chapte…