Best Friends Forever

Teddy's love life takes a turn after he gets a little help from an unexpected source. He has his first "real" date after the roommates tease him a little bit. The first meeting between Teddy's date and his roommates goes well.

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  • 4467 Words
  • 19 Min Read

Teddy

I could tell that CJ was a little suspicious at my explanation as to why I didn’t come home last night. I know he is my best friend, but I didn’t feel the need to tell him everything, he didn’t tell me every time he and Wendy had sex. I guess I was starting to understand Dom a little better, I knew Tony and Lance weren’t looking for a partner. I still wasn’t sure what their situation was, and Jack just experienced his first time, and he told me that he wasn’t looking for a partner. I was a little relieved; to be honest, he wasn’t the type of guy I usually went for. Don’t get me wrong, he was a nice guy and was good-looking in his own way. I just tended to fall for the jock type. Jack and I did hook up again before he went back home for the summer. I suppose just having fun was ok, I could find the “one” after I sowed my wild oats in college. I was being careful, and the guys I got together with weren’t looking for anything long term either.

We wrapped up finals and ended our second year of school. We were all taking summer classes again. Brad went back home again, but CJ, Wendy, Meg and I stayed in our house, just like last year. I did go home for a few days before classes started. It was nice to catch up with mom and dad and see my nephew again, he was getting to the age that he was fun to play with. Becky and Mike announced that they too were expecting their first child. Mom was, of course, ecstatic, dad was happy too, he just kept it to himself. Of course, I stopped by for my visit with grandpa and grandma on my way out of town. They were starting to slow down a bit but were doing well.

We made it through summer classes and the new semester started. Jack, Tony, Lance and I teamed up again for the fall bowling league. We had even more fun than last spring. After our last night, Tony asked if we wanted to play poker again, so Jack and I again spent the night at their place.

A couple of weeks after our fall bowling league ended, I was taking my advanced algebra class and met Brian. I guess I had noticed him earlier, but had never really talked to him, other to exchange a quick hello. He was kind of cute and certainly did stand out in class full of math nerds. His long blonde hair hung down below his shoulders, he sometimes wore it in a ponytail. His blue eyes sparkled when he smiled, his square jaw had the cutest cleft in the center of his chin. He always wore an oversized t-shirt and baggy jeans, or shorts when the weather allowed. The first thing that came to my mind when I saw him was that he was a surfer or skateboarder. As the semester progressed, I noticed that he was moving closer to me as he was selecting his seat each day. Soon he was sitting next to me every day, I found myself selecting a seat the always had an empty seat next to mine. We started talking a bit more, mostly about our homework or how we did on the last exam. I noticed his legs when he wore shorts, they weren’t overly muscular, but they weren’t skinny either. They had just the right amount of hair, the same blonde color that covered his head.

A couple of weeks before Thanksgiving break, we compared our grades from our last quiz.

I grinned, “A+”

Brian rolled his eyes, “A”

I laughed, “I win this time.”

He sighed, “yeah, yeah, but I still think I’m ahead for the semester.”

I had learned that you shouldn’t judge a book by its cover, Brian was actually very smart and a good student.

As the professor dismissed us for the day, he hit my shoulder, “hey, do you want to grab a coffee, I got the lower grade, I’ll buy.”

I smiled, “sure, that was my last class for the day.”

We joked as we walked to the student union, I had a big smile on my face. I reminded myself that this was just two friends getting a coffee, trying not read too much into this. We got our coffee and found a table near the back.

Brian flashed the killer smile and said, “so, did you grow up around here?”

I nodded as I said, “yep, well a couple of hours from here. How about you?”

He took a sip of his coffee, “I grew up in San Diego.”

I asked, “how did you end up here for college?”

He laughed, “I guess my high school math teacher had more influence on me than I thought.”

I furrowed my brow, “he told you to come here?”

Brian shook his head, “well, not really. I always liked math as a kid, and I was pretty good at it. When I got to high school, Jake noticed and sort of became my mentor.”

I asked, “Jake?”

He said, "Mr. Edwards, we got close enough that he let me call him Jake. He actually graduated from here and moved to San Diego when he graduated. It was his first teaching job, and he noticed how all my friends were ribbing me about getting good grades. He pulled me aside and told me not to let them bother me. He encouraged me and even put lower grades on some of my papers, just so my friends wouldn’t tease me. I guess I looked up to him so much that I decided to attend the same college as he did. Besides, it got me away from my friends, so I could be the math nerd that I really am.”

I laughed, “I’m sure you were second guessing yourself about the time the first winter rolled around.”

Brian chuckled, “yeah, that was the one thing Jake didn’t warn me about. It’s ok, I do like the school, and I have gotten used to the cold.”

I asked, “did your family think it was a good idea for you to come out here?”

He shrugged, “I don’t know where my dad is, he and mom split up when I was 6. Mom is always working; she’s an executive for some big publishing company and is out of town a lot. She’s paying for my college and sends me a check every month, so I guess I should thank her for that. I doubt she even realized I was gone until I came home for that first Christmas break.”

“Do you have any brothers or sisters?” I asked.

He replied, “I have a little sister, she graduates from high school this year. I do talk to her at least once a week. She is probably the only reason I go home on breaks.”

He filled me in on his high school days, as I suspected, he and his friends were skateboarders and spent most of their time in a skate park. He also told me about his best friend, Matt. They seemed to have the same type of relationship as CJ and me.

Brian said, “so, that’s my life story, tell me yours?”

I shrugged, “it’s pretty boring.”

I told him about my dad owning an auto parts store and about my close relationship with my grandpa. I filled him in on my brother and sister and said that I was about to become an uncle for the second time. I also told him about CJ and how close we were, then about Wendy, Meg and Brad.

He chuckled, “so you live with your best friend, his girlfriend and another girl that’s dating some other guy?”

I laughed, “yeah, I guess it sounds kind of funny when you put it like that.”

He smiled, “you have a great laugh.”

I blushed, “it’s hereditary, CJ always kids me about it too.”

Brian placed his hand on top of mine as he said, “I didn’t mean to tease you about it. I truly like it, family gatherings at your house must a lot of fun.”

We hadn’t talked about girls or dating. I had no idea if he was gay. I felt a jolt of electricity run up my arm and through my entire body at his touch. Our eyes were locked on each other as he quickly pulled his hand away. We resumed our conversation, neither of mentioning the touch, and soon we had been talking for almost two hours.

I said, “well, I need to be at work in an hour, I guess I should get going.”

He smiled, “ok, I had a really nice time, it was great to get to know you better, Teddy.”

I nodded, “yeah, I enjoyed it too.”

We stood and walked out of the coffee shop in a nervous silence. Once we were outside, I was just about to turn to head to my car.

Brian shifted from foot to foot and shoved his hands in his pockets, and said, “hey Teddy, do you have any plans for Saturday night?”

All too quickly, I squeaked out, “no.”

He smiled and asked, “would you like to go out and maybe get something to eat with me?”

Before I could put my brain into gear, my mouth blurted out, “you mean like a date?” I felt the heat rush to my face.

He laughed, “yes, like a date, and you are so cute when you’re embarrassed.”

My face got even hotter as I nodded and said, “yes, I would love to go out with you on Saturday.”

He smiled, “pick me up at my dorm at 7.”

I tried to control my excitement as I couldn’t find any words, I just nodded and turned to go to my car. I kept looking back in the direction that Brian had turned, he was looking back at me. My mind raced; this was actually the first time I had ever been asked out on a real date. God Saturday couldn’t get here fast enough.

It was the longest week of my life, but Saturday finally arrived. I spent entirely too much time trying to decide what to wear and fussing over my hair. I finally settled on my best pair of Levi 501s, a white polo shirt that seemed to compliment my dark complexion, and my white Reeboks. I dabbed just a bit of Stetson on my neck and walked out of my room. Wendy and Meg both said, “ooh la la.”

Brad said, “yeah, looking good Teddy.”

I rolled my eyes as CJ said, “yeah, you look nice Teddy, do you have protection in your wallet?”

I shook my head, “no, it’s just a date.”

Meg asked, “who’s the lucky guy?”

I sighed, “his name is Brian, and we have some classes together.”

CJ smiled, “have good time.”

I said, “thanks.”

Brian was waiting in front of his dorm when I pulled up. He gave me a big smile as he got into my car. He was wearing a nice button-down shirt and for the first time, I saw him in a pair of jeans that weren’t baggy, his ass was even better than I imagined.

I smiled, “hey, so where did you want to go to eat?”

He said, “how about that new place on Woodson Street. I heard they have everything from pasta to steaks, I’m not sure what you like to eat.”

I nodded, “that sounds great, I’m sure they will have something we both like.”

It was a nice casual place and there were a lot of other college kids there. We were led to booth and resumed our conversation from the day in the coffee shop. It was getting easier to talk to each other and we shared more details from our personal lives. Before we knew it, almost three hours had passed. Thankfully the restaurant wasn’t packed, so we weren’t hogging a table. We walked back out to my car and Brian asked, “did you want to go do something else?”

I smiled, “sure, what did you have in mind.”

He shrugged, “I didn’t really have anything in mind. Maybe we could just go for a drive.”

I nodded, “yeah, that sounds good.”

Again, the conversation flowed, and Brian said, “hey, take a left up here.”

I turned on my blinker and followed his directions. I asked, “where are we going?”

He said, “one more block on this street, there is a nice park up here. It’s a nice night, maybe we can take a walk around the park.”

I parked the car; it was a nice park and there were plenty of lights lining the path that snaked around the park. We got out of the car and walked to the path. I was both surprised and delighted when Brian grabbed my hand. That jolt of electricity again ran through my body as we interlocked our fingers and set off down the path.

I said, “this is a nice place, how did you find it?”

He pointed to the other side of the park and said, “there is a skate park over there, whenever I get a little homesick, I come here to ride my board. This park is a lot like the one I skate at back home.”

We walked around the park two or three times, then sat on a bench to rest a bit. We had not released each other’s hand the entire time.

I said, “I’m having a very good time.”

Brian smiled, “so am I.”

He leaned toward me and our lips met, that jolt of electricity made another appearance as we kissed. I’m not sure how long we kissed, but we were interrupted by headlights pulling up next to my car. We broke our kiss and released our hands as we saw the beam of a flashlight walking toward us.

The police officer shined his light on us and said, “sorry guys, but the park closes at 10, what are you doing out here?”

I said, “sorry officer, we just went for a walk around the park, I guess we lost track of time.”

He looked us over again and said, “ok, but you’re going to have leave.”

We stood to walk to my car, Brian said, “sorry officer, we didn’t know the park closed.”

He smiled, “no problem, just head out and remember for next time.”

We said, “yes, sir.”

We were both giggling as we pulled out of the parking lot, I asked, “do you think he saw us kissing?”

Brian nodded, “yeah, we were right in his headlights when he pulled in.”

I shrugged, “at least he was cool about it.”

I looked at the clock on my dash and saw it was almost midnight. I headed toward campus and turned down the street that goes by my house. I decided to take a chance and be brave, Brian had asked me on our date, so I thought it was my turn.

As we approached the house, I saw there were no lights on, I said, “this is where I live, would you want to come in for a little bit?”

I could see the big smile on Brian’s face as the glow from the dashboard lights highlighted his perfect features.

He asked, “are your roommates’ home?”

I saw everyone’s car parked in their spots, plus I saw Brad’s car, he must be staying over too.

I said, “yeah, but it looks like they are in bed, if you want, I can take you back to your dorm.”

Brian shook his head, “no, I know my roommate is home, I would love to come it.”

My heart raced as I quietly unlocked the front door, and we snuck down the hall to my room. This was the first time I had anyone over. I decided I paid my share of the rent and CJ and Wendy have sex in their room, and Meg had Brad stay over lots of times, so why can’t I have a guest stay over.

I pulled my bedroom door shut and turned on the small bedside lamp on. Brian was standing there smiling at me. He said, “nice room. So, what do you want to do now?”

We met in the middle of the room and locked our lips together. Brian cupped my face with his hands as I began to unbutton his shirt. I ran my hands up and down his chest and stomach, he had a light dusting of hair between his erect nipples. I moved down to his stomach, again felt it was covered with a fine coat of hair, and I ran my fingers across what felt like washboard abs. Brian moved his arms and let his shirt fall to the floor and broke our kiss. He pulled my shirt over my head and tossed it next to his. We both stepped back to get a better look at each other. His chest wasn’t as muscular as Dom’s, but he was a lot more defined than Jack’s. I once again let my hands explore him and he did the same to me. He said, “wow Teddy, this fur is so sexy.” We kissed again as we started to unbutton each other’s jeans. Our jeans fell to the floor around our ankles and our hard cocks were making tents in our briefs. We broke our kiss long enough to kick off our shoes and socks and step out of our jeans. We kissed again and soon found each other’s cocks to stroke.

After a couple of strokes, Brian broke our kiss and said, “I have to see that monster.” He pushed my briefs off my hips and stepped back, he panted, “damn, that is hot as hell.” He went back to stroking my dick as I pushed his underwear down. Brian wasn’t as thick as I was, but he was almost just as long. His dick was sticking straight out in front of him and I grabbed a hold and tugged as we continued to kiss. We broke our kiss and in unison said, “I need to taste you.” We chuckled and did the only logical thing; we fell on the bed to start a long 69 session. His precum was the nectar of the gods, sweet as honey. Our moans were getting a bit loud, so I released his stick to say, “shh” and we went right back to our sucking after a little giggle. Brian took my nuts into his mouth, first one then the other and finally both at the same time. I did the same to him, savoring the combination of soap and musky ball sweat. I moved a finger further down and found his sweet pucker, eliciting and “oh God” from Brian. He let my cock fall from his mouth and rolled onto his back and pulled his legs into the air. His hole totally exposed for me to admire, I couldn’t resist any longer, I went between his legs and gave that pucker a long lick. His ass tasted as good as the rest of him, I was soon trying to stick my tongue in as deep inside him as a I could. From the sounds Brian was making, I think he liked it. He grabbed his ankles, pulling his legs further apart, I licked up from his hole and along his balls. I pulled his dick down and gave it another good sucking, Brian squirming all over the bed.

Brian panted, “oh shit, I want to taste your ass now.” He quickly crawled out from under me, and before I knew what was happening, I was on my hands and knees with my ass getting rimmed. It. Felt. Amazing. I leaned down, putting my head on the bed, I spread my cheeks as Brian worked over my hole. Just when I thought I couldn’t take it anymore, Brian lay across my back, pulling me in for another kiss. He whispered, “can I fuck you?” I reached over to my nightstand and pulled out a condom and some lube. I felt his love stick at my entrance and let out a deep breath as he slowly pushed in. I felt his nuts hit my taint and the end of his cock hit my love button. He leaned forward and kissed the back of my neck, and he started to pump in and out. God, he knew how to use his dick. I could feel my cum start to boil to the surface. I panted, “I want to see your face when you cum.” Brian grinned and slowly pulled out, so I could turn onto my back. I pulled my legs up and he quickly reentered me as we once again, kissed. I felt my cum working its way back to the surface, I reached down and gave my cock a couple of quick tugs and was soon covering our heaving stomachs and chests in my baby batter. Brian picked up speed as I grabbed his ass to pull him in as deep as he could go. He let out a final grunt and fell on top of me until his spasms subsided. We kissed until his deflating cock slipped from my hole. Brian gave me a final kiss and rolled beside me as we caught our breath.

Brian said, “thanks for asking me in.”

I chuckled, “you are so welcome, that was great.”

I got out of bed and cracked my door, just to make sure no one else was awake. I streaked across the hall and grabbed a towel to clean up.

After I wiped the last of my cum from Brian’s stomach, I gave him another kiss and asked, “do you want to spend the night?”

He asked, “what about your roommates?”

I shrugged, “they are both sleeping with their partners right now, so why can’t I?”

He gave me a kiss and smiled, “sure, I would love to stay.”

We got into bed, and I pulled him into the small spoon, my cock wedged into his ass crack.

I thought for a minute, “can I tell you something?”

Brian turned to me, “of course.”

I said, “I am so glad you asked me out, I could never be brave enough to ask another guy, if I wasn’t sure he was gay.”

He chuckled, “I thought you were cute when I saw you that first day in class. I was glad that we kind of became friends in class and when I found out for sure that you were gay, I asked you out for coffee.”

I asked, “wait, how did you know for sure that I was gay?”

Brian said, “my roommate, Jack, told me.”

 

CJ

 

Teddy was acting like a kid on Christmas Eve the whole week before his big date. I wanted to tease him, but I realized that he had never had a proper date before. I know he and Dom had gone out to eat together, but they mostly just hung out in their dorm rooms. He had been with Meg and Brad, but that wasn’t a date, and when he finally told me about his bowling team, it was basically just a hook up. This just seemed different, he truly liked Brian. I hoped he wasn’t exaggerating when he told me that he thought Brian felt the same way about him. I had never met Brian, but from everything Teddy told me about him, he appeared to be a nice guy. I had to hold my tongue when I wanted to tell Teddy to take things slow and not have too high expectations. I needed to just be a good friend and be happy for him. I really was happy for him.

He really did look good when he came out of his room to leave for his date. Not that he was a slob, but it was clear that he spent a little extra time getting ready for his date. We did have to tease him a little before he left, but he took it all in stride and was smiling as he walked out the door.

Wendy and I went out to eat with Meg and Brad and got back home around 10 o’clock.

As we walked into the house, Meg said, “Teddy’s date must be going well, he’s not home yet.”

I said, “yeah, I hope he has a good time.”

Wendy smiled, “what if he brings his friend home with him?”

Brad asked, “what’s the big deal, hasn’t he ever brought anyone home before?”

I said, “no, not that I know of. Maybe we should all go to bed, so he doesn’t think we were waiting up for him.”

Wendy winked at me and said, “yeah, I could go to bed right now.”

Meg and Brad looked at each other and decided they liked the idea too. Wendy and I had just finished making love when we heard the front door open. We lay there quietly, trying to hear if Teddy was alone. We heard him walk straight to his room and then heard what we though were two people talking. It didn’t take long to figure out that Teddy was not alone, and his date must have gone well.

Meg and Wendy always make a big breakfast on Sunday mornings. The next morning, they were in the kitchen cooking, and Brad and I were making coffee and setting the table. Wendy said, “set an extra plate, we’ll ask Teddy’s friend to join us.” As if on cue, we heard them come out of Teddy’s room and walk into the kitchen.

Teddy took a deep breath, “this is CJ, Brad, Meg and Wendy.” As he pointed to each of us. “Everyone, this is Brian.”

We all exchanged greetings, and I thought it was kind of cute when I noticed Brian take Teddy’s hand, they both looked so nervous.

Wendy said, “we are just about to have breakfast, Brian, you are going to join us, aren’t you?”

He looked at Teddy, as Teddy slightly nodded, Brian said, “if you’re sure, I don’t want to impose.”

Meg smiled, “you’re not imposing at all, we made plenty of food, we’d love to have you.”

I couldn’t resist, I grinned, “yes, we want you to stay. We need to learn what your intensions with our little Teddy bear are.”

Brad laughed, “I think we heard what his intensions are last night.”

Meg hit Brad and said, “stop it.”

Teddy rolled his eyes, “just ignore them Brian, they think they’re being funny.”

 

To be Continued…

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