The Education of Grandpa - 12. Try, Try Again

After striking out three times in his quest to find a man, Grandpa felt really low. He hoped his weekly golf outing would cheer him up.

As the foursome walked to the first tee, as frequently happened, Fred made sex-related comments. The previous week, he went on and on about his new supervisor. “The company transferred a guy from Albany to supervise our department. He seemed OK until he told us, ‘My husband and I are delighted to have moved to the charming Hartford area. We look forward to the many culture events available here.’ My new boss is a fairy. He is proud to be living with his husband. What the fuck, am I going to have to give the pansy a blow job to get a raise?”

Mack laughed as he said: “If you do that, at least one of you is sure to get a raise.”

This week, Fred again began with trash talk. “Tom, we missed you the past two weeks. How was your trip to Scotland? How did you and your lady friend make out (chuckled at the double entendre) with your Scottish Highland walking?” He did not give Tom an opportunity to reply. “Must be nice to be divorced and have a lady friend. No wifely hassles, and if you get tired of her, you can just move on. A handsome guy like you must have them all over you.”

Tom, the quiet one, just smiled: “We had a great adventure.” He was annoyed with the constant ribbing from Fred concerning his apparent erotic adventures. He believed the best reply was none. Anything he might say would only bring on more trash mouth comments from Fred.

Mack, who enjoyed badgering Fred, asked: “How is it going with your new supervisor. Did either of you get a raise or rise this week?”

“Actually, he is a great boss, listens to us, quick to make decisions and is willing to discuss problems. However, I am careful to not be alone with him. Don’t want to temp the fairy.”

The other three rolled their eyes. They all had the same thought. ‘Fred, with his middle age, overhanging gut, body slouch, 1970’s haircut, always wrinkled, baggy clothes and duck like shuffle, was not an attractive man. A gay guy would really have to be desperate to come on to him.’

This light-hearted banter did nothing to lift Geoff’s spirits. After having struck out three times in his ‘man quest,’ he really felt down. He didn’t know which was the vilest: being stood up, being taken as a gigolo, or having a guy suggest he participate in S & M?

Teeing off at the fourteenth hole, Geoff’s ball hit into the rough and then bounced into the woods. So far, his game had been terrible. He was over par on every hole played. While normally he or Tom had the best game scores, today, Geoff had the worse score of all four.

Tom walked with him as they approached the wooded area. “This sure is not your best game. You feeling OK? Been kind of quiet today.”

Geoff was surprised at Tom’s remark. Usually the ‘quiet guy’ would not comment on such matters. “Just haven’t been feeling myself lately. Hopefully, I will be out of this funk. Maybe just a late, very late, midlife crisis.” While saying this, Geoff thought to himself, ‘How can I tell this guy I have struck out three times in the past few weeks attempting to find Mr. Right? Especially, tell it to a guy that appears to be getting all the sex a man could handle with women all over him.’

As they began the hunt for the misplaced ball Tom chuckled: “In a way I am lucky your ball went into the woods. Had too much coffee this morning. Nature is calling and I really need to heed the call.” Without turning aside, Tom unzipped his fly and pulled out his dick. Geoff had seen this masterpiece years ago in their high school locker room and a few weeks earlier in the locker room when Tom had come out of the showers, wearing only a towel around his neck. He showed no modesty then and also now.

Needing a reason to stand near Tom without seeming like he was checking out his friend’s dick, Geoff pulled out his cock and joined him. He had never seen an uncut guy piss before. The golden stream flowed from the hole at the end of the overhanging foreskin. When finish, Tom with no hesitation or concern for modesty, pulled the foreskin back, exposing the pink dick head. He shook off the final drops and let the skin slide back down over the head. Geoff was mesmerized by the view. He suddenly felt his dick beginning to rise. The thought of being caught slowed the rise and Geoff was able to pack it away with some difficulty when he was about at half-mast.

He could not get the thought of Tom’s captivating piece out of his mind. With those happy thoughts, his feeling of despair lessened, and his game greatly improved on the remaining holes.

Back in the locker room at the finish of the game, an emotionally tired Geoff sat on the bench in front of his locker. As Tom walked up to him: “You seem very uptight. Let me see I if I can release some of your tensions.” Tom then stood behind Geoff and placed his hands on Geoff’s shoulders and began a gentle massage. “Catherine,” the lady Tom had traveled to Scotland with, “says my magic hands can cure worries and stresses.”

Geoff was in man heaven. “Oh, that feels amazing. Thank you, thank you, thank you.”

After a few minutes, Tom stopped. “See you next week. I hope you are back to your old self.”

Geoff remained on the bench. Although the room was empty, out of fear that someone might walk in, he could not stand. Not only was his dick rock hard and painfully trapped in his tight pants, he assumed he was leaking and possible had a joy juice stain for the world to see.

Finally. His hard dick calmed down and he was able to stand. Looking in the mirror, he was relieved there was no crotch stain.

Arriving home, he went upstairs to see if any new guys had contacted him. He had been avoiding looking at his Silverdaddies account and had not checked it for three days. While he desperately wanted a man encounter, he was afraid there would be more disappointment. However, the piss action with Tom in the woods had put him in a good mood with the massage putting him in a wonderful mood. He was able to face the Silverdaddies mailbox.

After logging in, he opened his mailbox. There was one message. It had arrived two days earlier.

The sender, HappyMan, had amazing profile photos. Although face and dick were not visible, the naked body of this man, who stated he was the same age as Geoff, was absolutely hot. The front view, with hands over the cock, showed hard abs, and a slightly furry, well-defined chest with hard nipples, muscular legs and arms. The half side-rear view revealed a tight rounded ass and slim waist. In another photo, one of his manscaped armpits was displayed. Although the man had not let his cock be visible, this was definitely one of the most erotic series of photos Geoff/Grandpa had ever seen of a man his age. HappyMan was from nearby Hartford.

He immediately had the fear that an Adonis like this guy would not find an inexperienced man like himself attractive. Also, with three strikes against him in finding ‘a man,’ he had no hopes this one would work out. Would he be another no-show, a totally different guy than appeared in the profile or a scary guy looking for discipline? Would there be some other reason for him to reject Geoff or for Geoff to reject him?

The message sent by HappyMan was sincere. ‘Your profile indicates an amazing man. Would happily meet you where we would discuss how our relationship could progress. Interesting that a man of your age, who has an interest in men, is a ‘man virgin. Please suggest a time and place to meet. I will be out of town a few days. Earliest I could meet would be next Wednesday.’

With mixed feelings that he would find another disappointment, or hopefully ‘THE GUY OF HIS DREAMS,’ Geoff wrote a reply: ‘If your personality is as outstanding as your body, it would be a pleasure to meet.’ He concluded the message suggesting a nearby coffee shop, day, time and stating that he would be wearing a blue Red Sox baseball cap.

Of all the four men Geoff had responded to, HappyMan was definitely the one that appeared to be the most interesting. Like a teenager with a lovesick crush, Geoff checked his computer frequently for a reply. At 8:00 PM there was no reply. An hour later, his inbox indicated a message from HappyMan. His hand shook as he opened the message. ‘Wednesday afternoon at 2:00 would be perfect. I look forward to meeting you. Great that you are also a Red Sox fan.’

Geoff’s weekly golf game with the guys was on Wednesday mornings. After the game he would have plenty of time to go home and shower. While he did not know what might happen after their meeting, he wanted to be totally prepared. After receiving the reply confirming their meeting time, Geoff opened HappyMan’s profile on the screen again. Although the photos did not show face or cock, Geoff found the nude man’s body erotic. Taking out his now swollen cock, he wrapped his hand around it. Not wanting the pleasure to end, he forced himself to stop before erupting. Fifteen minutes, still with hard dick in hand he heard the door open downstairs. “Hey Grandpa, was in the neighborhood and stopped by to say ‘Hi’.”

“I’m upstairs, on the computer. I have something interesting to show you.” With some difficulty, Grandpa stuffed his hard dick back into his pants. He left HappyMan’s profile on the screen as he wanted Alan’s opinion about the newest possible encounter.

“Glad you stopped by. I just confirmed a meeting with a guy I really like. Look at his profile and read his message.”

Alan carefully examined each photo. After reading the message, he commented. “Looks great. If this guy is who he appears to be, he could be the one. Interesting that he is, or claims to be, your age. Not many guys your age have the body of this guy or you. Look forward to a report on the outcomes. By outcomes, I mean, (spelling it out) both O U T C O M E and C U M. Ha ha!”

Grandpa replied: “I am shocked by such talk. Ha ha!”

Geoff/Grandpa was in a state of lust. It would be days until he would see if the face, cock and personality of HappyMan matched his appealing body. At least once a day he had a session at his computer screen, dick in hand followed by happily cleaning the floor chair mat. Each time he jerked to the fantasy of HappyMan, he admonished himself for getting his hopes up.

Tuesday evening, he received a phone call that put him in a sour mood. His golf buddy, Mack, called with bad news. He had to take his elderly mother to a medical appointment the following day. He had called the golf course and was able to get a tee time, two hours later. Caught off guard, Geoff did not know what to say. Playing later would mean he would not have time for a shower prior to his rendezvous with HappyMan. Or even worse, he would be late and possibly miss him. Geoff decided that he would call Tom or Fred in the morning and tell them he had tripped and possibly sprained his ankle.

He was not going to let this setback mess up his meeting with HappyMan. The thought of the man he would meet the following afternoon resulted in his going up to the computer room for some blissful time. After logging into his account, he noted there was a message in his inbox. The message was from HappyMan. Geoff felt a sickening feeling as he fearfully opened the message. Fearing that their meeting would be cancelled, he was relieved to read: ‘Something has come up at work. Could we meet two hours later? If I do not hear from you, I will cancel my work meeting and be there as originally planned,’ A relieved and happy Geoff replied: ‘No problem. See you at 4:00.’ Within an hour Geoff received a reply, ‘Thanks, Confirming 4:00’.

Geoff was ecstatic. This guy must really want to meet him if he was willing to rearrange his work schedule.

A smiling Geoff met his golf buddies the following day, two hours later than usual. As the game progressed Tom commented: “You are certainly a different person this week. Last Wednesday you looked like warmed over death. Today you are Mr. Cheerful!”

Geoff laughed: “Sometimes we have our ups and downs. Obviously, last week was a downer for me. This week, everything is coming (as he thought to himself cumming) up roses.”

At five minutes to 4:00, the new meeting time, Geoff pulled into a parking spot in front of the coffee house. As he stepped out of his car, he got an unhappy surprise. How could he avoid the guy getting out of the car in the next parking spot? He was here for a rendezvous. He certainly did not want any of his acquaintances know what he was up to.