A Santa Speedo Run

I consider Jeff to be one of my good friends. We met in college and have known each other for over 20 years. However, I haven’t seen or heard from him since the New Year’s Eve. It was at that party when he told me he was bisexual. Not just that, Jeff also told me that we kissed, or actually that we made out in college, and that he grabbed my hard dick. Of course I don’t remember any of that. I was too drunk at the time, like I was a lot in college. I wish I had remembered. Maybe my life would have ended up differently. Maybe I would have accepted my sexuality earlier and admit that I’m bisexual. It took me so long to admit that I like sucking dick and getting fucked. That’s thanks to Mike. He pushed my boundaries and forced me to explore my feelings and act on them. I ended up liking it too. Not just like, I love sucking dick and getting fucked.

Anyway, it’s the end of June and my wife, and kids and I plan on attending a big Fourth of July BBQ party. Jeff and his family are also expected to be there. What do I say to him? He took a chance and opened up to me and told me about his sexuality. He trusted me enough to share a big part of his life with me and I didn’t say anything. Well maybe he didn’t give me a chance to respond. He took off right after that. On the other hand that was 6 months ago. I should have made an effort to call or stop by his place and let him know that nothing has changed between us. He is still my friend. I still care about him. I should also tell him about me. That after we talked at the party I started exploring my bi side as well and that I am also bisexual. I pray that everything will go okay and that I won’t wimp out and not say anything.

The fourth of July party is an annual event with my group of friends. About 20 families gather each year for a big celebration with all the fixings. The host family, the Henderson’s have a built in pool that the kids love and their property borders Turner’s Pond. That’s where the town stages their annual fireworks display. So not only do we have a get to enjoy a fun BBQ we also have a front row seat to a spectacular firework show. It’s something we all look forward to every year. Every year, except this one. I was dreading confronting Jeff.

The day finally arrived and me, my wife and kids made it to the BBQ. I noticed right away that Jeff and his family were already there. He spotted up right away and come over to greet us. He gave Beth a hug and kiss and gave me a half-hearted bro-hug without making eye contact. Awkward.

The afternoon went well. Lots of food and alcohol was consumed. The kids had a blast in the pool while the adults played volleyball and cornhole. Typical 4th of July activities. The sun was starting to set and we were about a half hour away from the firework display. Everyone was arranging their lawn chairs along the shore in anticipation of the show. I just got my wife and kids set up when I felt a tap on my back. Turning my head I came face to face with Jeff who put one hand on my shoulder while his other hand held two beers.

“Hey Buddy. Can we chat for a minute?”

“Sure thing”. Butterflies were starting to flutter in my stomach.

We went around to the front of the house while I nervously guzzled my beer. Across the street was a small wooded area, a perfect place to quietly talk.

“What’s up?” I hesitantly asked.

Jeff paused briefly before responding. “We haven’t spoken since New Year’s Eve. I opened up to you and confessed that I was bisexual. I also told you that I had a crush on you in college and that we made out; even if you don’t remember. We even had another kiss that night. I thought that by sharing that part of my life with you, you would do the same with me. What happened? Did I scare you off?”

“No, not at all.” I responded. “I’m grateful that you told me about your sexuality. It opened my eyes and allowed me to accept that part of myself as well.”

“Really, that’s great James. But why didn’t you reach out or call me. I was worried about you.”

“I’m sorry Jeff. I guess I just didn’t know what to say. You already knew about my gay tendencies. I think I was still sorting things out in my head. I also didn’t know what to do about Mike.”

“Mike? What does he have to do with you?”

“Has Mike said anything to you at work?”

“No, not a word. Have you been seeing Mike? What’s going on?”

I was relieved that Mike kept his word about not saying anything to Jeff but now I had to be honest and let my friend know everything that’s happened.

“To tell you the truth. On New Year's Day I contacted Mike and asked if he wanted to go for a run together. You know, just as friends. However once I was over to his house we had sex.”

“Wow, I had no idea.”

“Let me tell you, it was amazing. It was so passionate and erotic. It was like a door opening up for me. All those years of fear, confusion and denial was swept away. I found out what I was missing out on and I loved it.”

I was on a roll and once I started talking I told Jeff everything. “Mike was like a drug to me. I was hooked, I couldn't get enough. All I wanted to do was be with him and please him. I thought about him all the time. I tried to resist and stay away but after a few weeks to couldn’t take it any longer and I would be right back at this house doing whatever he wanted.”

“I know James. Mike is very sexy and can be very persuasive. I know where you’re coming from.”

“Really Jeff? Tell me, have you been with Mike too?”

“Yeah, I have.” Jeff confessed. To be honest, I guess I wasn’t really surprised.

“You know, when Mike and I started working together he just kept coming on to me. He would flirt and flatter me and kept saying things like how sexy I am and how hot I am. He kept saying that he wanted to make love to me and how he loved daddies. Basically he just wore me down. I eventually gave in and slept with him.”

“I can believe it.” I added.

“I mean, I was already out to myself as bisexual. I was even out to Sally. But Mike was something else. He was so forceful and aggressive. I wasn’t prepared for that. He was sex all the time. It was like, wham-bam-thank-you-Sam. Once we were done, that was it. No cuddling, no real affection. It really wasn’t my style. After about 6 months we kind of cooled off. Just as well, it’s not a good idea to be sleeping with someone you work with. It can cause a lot of problems. Fortunately, we were able to maintain a good working relationship and still remain friendly. We go out for drink with co-workers and I’m happy to admit there is no awkwardness at all.”

“Oh, another thing, Mike is very much a top. Now I don’t mind bottoming now and then but all he wanted to do was fuck me. Sometimes I want to fuck a nice ass too”

“I know what you mean. It was the same with me. We’ve been having sex for about six or seven months now but something is missing. It’s all passion and very hot while we are having sex but once we’re done, it’s like he’s ready to move on. I’m not looking for a relationship. I have a wife and family after all. But it would be nice to have somebody, a guy who I had something in common with. Someone to talk to about work, the kids or the Bruin’s game. It would be great to go for a run or play hockey with and also enjoy each other in an intimate way. The way only two guys can do. I realize Mike will never be that guy for me.”

“It’s kind of funny. After 20 years of friendship we are both in the same situation. I’m glad that you have finally come to terms with who are.” Jeff put this beer down on the ground and took a step closer to me. He then put his hands on my shoulders. “It’s kind of hilarious that Mike was the person who got you to this place. I’ve been waiting a long time for you to get here.”

Staring into Jeff’s eyes I am feeling all sorts of emotions. I’m feeling passion and a certain calmness overtakes me. I glance down and see Jeff’s shorts tenting out a bit. He is getting turned on. I also put my beer on the ground and standing up I put my hands on the side of Jeff’s torso. All I want to do now is kiss him. Staring into his eyes again our heads slowly move closer. It’s like a magical pull that we can’t resist. Our lips finally meet.

This kiss was like a bolt of electricity running through my body. Jeff’s lips were soft yet firm as they pressed against mine. He moved his hands from my shoulders and brought them up to my face touching each cheek. Just then I heard a big boom. The fireworks were exploding in the sky above us but we barely noticed them. Fireworks were also going off between us. I was getting turned on. Pulling Jeff even closer to me as we kissed I could feel his hard cock pressed against my leg.

After several minutes of kissing and grinding against each other the noise from the fireworks brought us back to reality.

“Oh, James”, Jeff began. “I’ve been wanted to do that for the longest time.”

“Me too.” I was so turned on with Jeff’s hard, throbbing cock pressed against me. All I wanted to do was see it, feel it and definitely suck it.

I grabbed and groped his cock through his shorts and started pulling his zipper down. Then Jeff grabbed my hands and pulled them away. “Not here James. All I want is to make love to you but we are too out in the open here. We’ll have to plan this for another time. I’ve waited 20 years, I can wait a little longer.”

“You’re right.” I said kissing Jeff one last time. “We should get back before we’re missed.”

We got back to the party just as the firework show was ending. Neither my wife nor Jeff’s realized we were gone.

The party finally broke up and as we were leaving and saying our goodbyes Jeff gave me a big hug. This was not a bro-hug, but a full body, arms wrapped around me hug. He whispered in my ear “I’ll text you tomorrow and we’ll figure out a plan.”

Anyone overhearing him would not suspect the true meaning behind Jeff’s words. We were going to make a plan to fuck and I couldn’t wait. Thank God my loose fitting polo shirt hung down past my crotch hiding my raging 8 plus inch throbbing cock.

Jeff texted me early the next day and we tried to figure out a time and place where we could be alone. Since we were both married guys with kids our homes were not an option. I thought about going to a hotel but this needed more planning. I didn’t want to risk my wife seeing the credit card charge and what if I ran into someone who knew me. Then I thought of a solution.

“What about meeting at Mike’s? I’m sure he wouldn’t mind hosting us.”

“Sure, I guess that could work.” Jeff said. “It’s just that I haven’t been to Mike’s place or slept with him in over a year and a half.”

“I’m sure he’ll be cool with it. You don’t have to have sex with him. It’s just the best solution I can think of where the two of us can be together.”

“Ok James. Let’s do it.”

I contacted Mike and filled him in on the situation. He was happy to hear that I came out to Jeff and that the two of us were planning a play date. He said we could use his bedroom and he would give us as much privacy as we wanted. “Thanks Mike. I really appreciate this.”

“No problem sexy. I just miss that hot ass of yours. We have to schedule a time for the two of us to play. It’s been too long.”

We settled on a date. Jeff and I agreed to go to Mike’s the following Saturday morning. I told my wife that Jeff and I were going for a practice run. I said I was starting my training for the next Santa Speedo run. The day before our planned meeting Jeff showed up at my office during my lunch break.

“What are you doing here?” I was very happy to see Jeff.

“I can only stay for a minute but I have a surprise for you”, Jeff replied. He handed me a small gift bag. I was excited until I reached inside and pulled out what looked like a pair of underwear.

Seeing the quizzical look on my face Jeff said, “Yes, it’s underwear. But not just regular underwear. It’s a sexy pair of underwear. They are Peek-A-Boo briefs from a company called Skull & Bones. An ad popped up on my feed and after seeing it all I could think of was how hot you would look wearing them. Would you do me a favor and wear them tomorrow? It would mean a lot to me”.

“Of course I will.” I removed them from their packaging and saw that they were basically ass-less briefs. I held them up and even though I was apprehensive they did look sexy. The thought of wearing them in front of Jeff and showing off my ass to him was starting to turn me on. I could feel my dick start to rise.

“I can’t wait until tomorrow, James. We are going to have a great time.”

With that he was gone. I quickly stuffed my new sexy underwear into my briefcase before anyone in the office could see them. I had some trouble sleeping that night thinking about Jeff, Mike and my new Peek-A-Boo briefs. The morning couldn’t get here soon enough.

In the morning I had some coffee and a bagel. “Don’t let Jeff wear you out too much. I need you to do these errands for me when you get back” my wife said as she was making out her honey-do list for me. Getting ready to head over to Mike’s I took a shower and put on my new underwear. Admiring myself in the mirror I had to admit they did look sexy. They really framed my ass nicely and made my legs look strong.

I was starting to get nervous on the drive over to Mike’s. A lot has changed in the 7 months since I first slept with Mike. I don’t know what the future holds for me and Jeff but I’m glad we are pursuing this. I am getting more and more comfortable with my sexuality and I want to keep exploring.

When I got to Mike’s, Jeff was already there. Mike let me in his house with a big hug and kiss on the lips. “Here’s my other favorite daddy. As sexy as always.” Mike reached around and grabbed my ass. “I miss this. One of the sexiest asses around.”

After some small talk Mike finally broke the ice. “Well you guys know the way to my bedroom. Have fun.”

Jeff stood up, “Shall we?” He reached out taking my hand into his and guided me toward Mike’s bedroom. Walking up the stairs, holding Jeff’s hand, I felt like a High School girl on her Prom night about to lose her virginity to the Prom King.

We stood there facing each other for a while, Jeff’s hands on my shoulders and mine around his waist. Staring deeply into each other’s eyes Jeff had the sweetest grin on his face. He leaned forward and gently kissed me on the lips. I pulled him closer, pressing our bodies tight together. I could feel Jeff’s hard cock pressed against my leg and while I loved holding Jeff in my arms, I couldn’t wait to get my hands and mouth on that hard dick.

Breaking our kiss, Jeff lifted my tee shirt up over my head. I kicked off my sandals while Jeff unbuttoned my shorts. Dropping to the floor, I stepped out of my shorts leaving me wearing only my sexy ass-less briefs.

“Let me get a full view.” Jeff said as he spun me around. “Wow, those look great on you. Even better than I imagined.” He ran his hands across my bare ass. Jeff quickly pulled off his tee shirt and dropped his shorts and boxer briefs. Suddenly he was standing in front of me fully naked. I only had a few moments to admire his body as he guided me toward Mike’s bed.

I’ve always appreciated the way Jeff took care of his body. Being an avid runner, his lean toned muscles looked great on his 6’ 1” frame. Not bad for a 40-year-old dad. My legs and ass were bigger than Jeff’s though, but that was probably due to all the hockey playing I do. This was the first time I got to see Jeff’s fully erect cock. My hands reached out to it as it grew to its full six inches. He wasn’t as big as my 8.5” cock but I am certainly no size queen. I was ecstatic just to be with Jeff.

Our hands explored each other’s body as we continue to kiss each other. It wasn’t long before my briefs come off and our naked bodies and hard cocks were rubbing against each other. It was very erotic but also romantic and passionate. Jeff was an excellent cock sucker. He managed to get most of my cock into his mouth. Something that most of the women I’d been with couldn’t do, including my wife. Even though his mouth felt amazing I had to pull my cock away. I didn’t want to risk coming too soon. I wanted this experience to last.

Jeff was tender and passionate during our love making and that’s what it was. We were making love and not just having sex. This was so different from what I had experienced with Mike and his friends. Mike was all about getting his rocks off and fulfilling his needs. Jeff made sure I was comfortable with what we were doing and I felt he really cared about pleasing me.

At one point I was laying on top of Jeff. We were kissing and his hands moved down to my ass. He squeezed my ass checks and started fingering my hole. Of course, I knew what he wanted.

“James” he whispered in my ear. “This is so incredible. I want to be inside of you. I want to feel what it’s like to be inside you and I want you to feel me inside of you. What do you think?”

“I would love that too. I dreamed of you fucking me last night.” Without another word spoken, we switch positions with me on my stomach and Jeff laying on top of me. I could feel his hard cock rubbing up and down my ass crack. I was more than ready to accept his stiff cock inside my willing ass.

Fortunately Mike left a tube of lube on his nightstand. Jeff grabbed it and started lathering up his cock then squeezed a bunch onto my hole. His fingers worked the lube in and opened me up. It wasn’t long before I was ready to accept his cock. I was ready to give Jeff the ultimate pleasure one man can give another and I was ready to accept the pleasure that his throbbing cock was going to give me.

Lining his dick up against my hole, Jeff began to enter me. He was slow and patient but steady. I concentrated on my breathing and ignored any discomfort I was currently feeling knowing that I would soon feel so much more pleasure. I trusted Jeff and I knew I was in good hands with him. Before long I could feel his hairy balls nestle between my ass cheeks and I knew he as all the way inside me.

Jeff laid still while my body became accustomed to his invading cock. He kissed my neck and nibbled on my earlobe. Somehow, instinctively he knew those were the things that drove me wild. Gently, Jeff rolled me to my side. His cock still inside me as he started moving his cock in and out of my hole. I was in heaven, laying on my side, with Jeff’s cock gently fucking me.

I closed my eyes as Jeff reached over and took my erect cock in his hand. As he slowly moved in and out of me his hand glided up and down my very stiff cock. From Jeff’s breathing, I knew he was close to coming; just as I was.

When he suddenly froze I could feel several body spasms coming from Jeff and I realized he was filling me up with his cum.  That was all it took before my own cock erupted with stream after stream of cum. Afterwards, we laid there in each other’s arms recovering from our most intimate expression of passion. I didn’t want to move for fear it would end and I would never experience this amazing feeling again.

Eventually, we did have to move and Jeff gave me a loving kiss on the lips. “James, that was incredible. Better than I had imagined.”

“It was great. You were amazing. You’re a wonderful lover. I hope we can do this again.”

“Me too. We need to figure that out.”

We got up, took showers and prepared to leave. We thanked Mike for making this possible. Even though he could be a little crude I had to appreciate what Mike did for us. My obsession for Mike was so overwhelming for so long. I was caught up in my experimenting with gay sex and it was all so wonderful and new. I let Mike run the show and do what he wanted. With Jeff it was so different. We were more compatible and our love making was more equitable. I think I had moved beyond Mike and was developing feelings for Jeff.

Of course, we had no regular place to meet. I didn’t want to continue using Mike’s place. Somehow it didn’t feel right. I also decided that I didn’t want to have sex with Mike anymore. I only wanted to be with Jeff. Jeff felt the same as I did. We would have to sneak to find intimate moments whenever we would. Sometimes it was a quick kiss at a party we were attending or maybe a Sunday morning blowjob in the car. It wasn’t the same as making love in a bed but it had to do for now.

One day, a few weeks later Jeff gave me a call. “Listen, I think I might have a solution to our problem. I have a cousin, Billy. He’s gay and knows that I’m bi. Anyway, without giving him too many details I told him about our situation. He was very sympathetic and said we could use his apartment whenever we wanted. What do you think?”

“Sounds promising. I just don’t want this to be another Mike situation. I don’t want to be having sex while someone is in the next room listening, or watching and I certainly don’t want another guy joining us. I’ve been through that with Mike and while it was fun I don’t want that with you.”

“Neither do I. Billy works full-time so he’s not around during the day. His apartment is close to where you work. Maybe we can meet during your lunch break. What do you say? We can have privacy and time to really enjoy each other.”

“I’d like that. I think that could work.”

And that’s what we did. About once a week Jeff and I would meet at his Cousin Billy’s apartment and make love. It’s been great. I love being with Jeff. Our bond has grown stronger over the past 5 months we’ve been having sex. I still feel guilty about my wife but in a strange way it’s made our marriage stronger. When I’m with Jeff I can let all our gay feelings and desires out and then I can focus on my wife and family the rest of the time.

It was December and another Santa Speedo Run was right around the corner. Of course Jeff was organizing another team run and I was looking forward to participating. Jeff and I have been doing a lot of training runs and I feel I’m in better shape than I was last year. It was during last year’s Speedo run when I first met Mike and this whole crazy journey of discovery began for me. Looking back I’m amazed how much I’ve changed in a year.

Jeff mentioned that Mike would be there too. I wasn’t sure how I would feel about seeing Mike again. I haven’t seen him since Jeff and I used his house for our first time. I hope it wouldn’t be too awkward.

Well, I had nothing to worry about. Mike was the same Mike he’s always been. When he saw me he came over and gave me a big hug. “Look who it is? One of my favorite daddies. Looking good. You are still rocking that speedo buddy.”

“Thanks Mike. You too.” Of course Mike did look amazingly sexy in his too tight speedo. All the feelings of lust and desire I experience last year came rushing back. I wasn’t sure what to say. “Listen, sorry I haven’t been around lately.”

“No worries bud. I know you’re married with a family and we were just having fun anyway, right? Besides, aren’t you and Jeff kind of hooking up these days?”

“We are. Things are going well.”

“That’s great. Happy for the two of you. Besides, I’m kind of off the market anyway.” Mike turned around and searched the crowd. Spotting someone, he called out “Hey Tony, over here.”

This young good looking man came up to us and put his arm around Mike. “James, this is Tony. We’ve been dating for a few months now.”

Shaking hands I said, “Great to meet you Tony.”

“Same here.” Turning back to Mike he continued. “I need to pee before we begin. I’ll meet you at the starting line.” Before leaving Tony gives Mike a kiss on the lips.

Watching him jog off I have to admire his openness and how comfortable he is with is sexuality. I wish I could be as open as Mike and Tony are. It was nice to see.

“Well” I said to Mike, “Are your daddy days over.”

“I think they might be. Tony makes me very happy. Maybe it was time for me to grow up.”

“I am very happy for the two of you.”

The Speedo Run began and while it was great looking at all the hot guys in their sexy speedos it was nice running with Jeff and knowing that he is the only man who will get his hands inside my speedo.

The End