Cuckold Beginnings Pt. 01

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My first girlfriend finds comfort in another man's arms.
4k words
4.33
13.6k
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Part 1 of the 3 part series

Updated 01/28/2024
Created 12/16/2023
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As a teenager I was normal. I was average height and average weight (a little on the skinny side). I grew up in a small town and had a great group of friends that I always hung around since we were kids.

When I was a Junior in high school I was held back because I missed a lot of school due to my parents divorce. So when summer came and I turned 18, it was heartbreaking to know that my friend group would become Seniors but I had to repeat the Junior year.

My name is Steve and unbeknownst to me at the time, that next school year would impact my entire life and send me on the path to becoming a cuckold.

When summer arrived my friend group of about 20 people starting hanging out each weekend. We all had typical summer jobs but made time for bonfires and get togethers every Saturday night. That's when I really started to notice Pam for the first time.

I mean I've known her my whole life practically, but something about her blonde hair and beautiful eyes really hit me across the fire pit. Pam was only 5'6" tall and she ran track and field. She had firm but small B cup breasts. But what she didn't have in the front she made up for with her amazing rear end that you could bounce a quarter off of.

I stood up and went over to talk to her and we really hit it off as more than just friends, We spent the next couple of hours talking and she was even laughing at my stupid jokes. By the end of the night I finally got up the courage to ask her out for the following Friday and she said yes.

The whole week was a blur as I looked forward to Friday night. When it finally came I did everything I could to make it special. I washed my car, picked out a nice outfit, and I even met her parents. We ended up going to dinner and a movie and by the time the night was over we were holding hands in the car on the way home. I was in love and I thought she was to.

That night I walked her to her door and leaned in to kiss her. She moved to the side and kissed me on the cheek. She said that she had a great time and really liked me but really wanted to take it slow. I told her I understood and respected her wishes. She told me goodbye and that she would see me at the bonfire on Saturday.

The next month was a blur. we would go out each Friday and then spend most of Saturday just sitting by the fire talking, laughing and enjoying each other's company. Each Friday night's date ended with a kiss on the cheek that eventually became a quick kiss on the lips. To me it was a match made in heaven, that was until the following week.

I called Pam on Wednesday to see where she would like to go on Friday and there was a hesitation and silence for a minute on her end. She finally replied and said "Steve, I'm so sorry but I have a date with Paul Friday night. He asked me on Monday and since we haven't ever said anything about being exclusive I just assumed you were dating other people as well and said yes. I hope you aren't mad at me and I'm sure we will catch up on Saturday night."

I stumbled out some sort of response that told her I understood and it was okay. But inside I was wrecked. It was like I was hit by a bus. Paul was my friend and someone who had been in our group for a very long time. I thought we were friends and it shocked me to find out he asked out my girl behind my back.

Okay so maybe we hadn't put a label on it and yes we had really only progressed to holding hands and some kissing, but I was just respecting her wishes and taking it slow.

After letting it sink in, I called Paul.

"Man, what are you doing asking Pam out, you know I really like her."

"Look dude, I've always thought she was pretty and I figured it wouldn't hurt to ask her. If you and her were serious then she would tell me no. But she didn't so all's fair in love and war." Then he hung up on me. I was shocked and didn't know what to do. I was livid, but there wasn't much I could do.

Even though Paul was in our friend group, he didn't quite fit in with the rest of us. Most of us were average and really liked things like Sci-fi and video games. Paul was 6' tall and very athletic. He was on our football team and didn't have a problem pushing back when he wanted something. He was a typical bully, but since we all had been friends middle school we put up with him.

Another thing about Paul that was definitely different than most of us was that he was really blessed in the cock department. While I was average and around 5 1/2", Paul was easily 8". While I was a "grower and not a shower" and normally had a 1 1/2" nub sticking out, Paul's cock hung down limp like a third leg. In the showers after gym class the rest of us would try to hurry and shower and wear a towel while we tried to pull our underwear on beneath it, Paul would strut around like he was the king. This also tended to allow Paul to get his way by intimidating the rest of us.

So when Friday came and I knew that Paul was picking up Pam in his Blue Camaro, I was a ball of nerves. I couldn't stop thinking about him taking my girl to dinner. Pam riding in his car and making small talk. Would they share a drink and popcorn at the movies? Would he try to kiss her? I couldn't keep my mind from thinking about it. No matter what I did. I tried to go for a drive to preoccupy my mind but I ended up driving by the movies and saw his shiny Camaro sitting in the parking lot. It was like a punch in the stomach. Finally I just went home and tried to go to sleep.

I tossed and turned all night and couldn't wait until the bonfire to talk to Pam. I thought I would surprise her and pick her up to take her. But when I pulled into her subdivision I caught a glimpse of her getting into Paul's Camaro as he held the door open. I drove by not knowing what to think. That's when he saw me. He just held his hand up and waved with an arrogant grin on his face.

The bonfire was terrible as I sat by myself away from the fire watching them laugh and cut up. After a few minutes I couldn't take it anymore and left.

It wasn't until the following Thursday when I heard from Pam. She finally called to catch up with me. I didn't have much to say on the phone and there was alot of silence between us. That's when she finally said

"Look Steve, I know you are probably mad at me about going out with Paul and I'm sorry. But when he asked me we didn't have anything planned and I wasn't going to sit at home when i could go out on a date. I really like you and I hope you understand."

The way she put it I really couldn't fault her. We hadn't made any commitments to each other and yes, she was right, a beautiful girl like her shouldn't have to wait around and spend Friday night alone. Eventually I got out of my funk and we ended up going out on Friday.

I was so happy and it was just like it was before. We held hands, we laughed and she even let me french kiss her when I took her home. I was in heaven at least for that night.

However my feelings changed a little the next night. It rained so we had to take our weekly gathering inside at a friends house. As we were all hanging out, the house was a little cramped so we were split between the kitchen, living room and dining room. Pam and I had been hanging out in the dining room when she went to the Kitchen to refill our drinks. I was engrossed in a conversation and hadn't realized that about twenty minutes had went by. I got up to see what happened to Pam and as I entered the Kitchen she was coming in the back door followed by Paul. It appeared that she was adjusting her top and it appeared that she had flush cheeks and her hair was a little messed up. She saw me and said that she had stepped outside because it was hot and she needed to cool off. I just shook my head, refilled our drinks and started to follow her back into the Dining room. I happened to look back at Paul and he just grinned and tipped his glass to me. Boy was he arrogant.

I asked her what they were doing out there and she said that he just followed her outside to stand around and they were just talking. She then put her hand on my chest and rubbed it a little. She said "let's go home, I'm tired".

When I drove her home and walked her to the door, I said goodnight and tried to kiss her, she just put her hand to my chest gently pushing me back and said "I don't feel well, I would hate for you to get sick."

"It's okay, I don't mind" I said as I leaned in. When out lips met and I gently pushed my tongue into her mouth she started to kiss me back. There was a different taste to her tongue than normal. It was more salty than normal. She then leaned back and said "Good night" and went inside.

As the summer ended we still spent lots of time together and went on several dates. The last week before school started I had to go out of town to visit my grandmother. I really missed Pam and on Sunday I called her to check in.

"Hey Pam, I'm sorry I haven't been there, I've missed you. I hope that you weren't bored without me" I said with a slight laugh.

"It's okay, I was a little bored Friday night but last night Paul picked me up and took me out to get some dinner. It was fun." She seemed radiant and very happy.

I faked a laugh and said "Well I guess that's good. I just didn't know why you would go out with him instead of doing something with the group."

"It wasn't a date, we just went out for a bite. I was hungry and really didn't want to be out in that smoke"

So I just let it go, told her I had to go and then got off the phone as quick as I could.

As school started back up it was a little strange to not be in all the same classes with my friends but I coped. I hated not being there to keep Pam company but she said that it was okay, Paul was in most of her classes and sat with her to keep her company.

This also came with them studying together a few nights a week. I would sometimes drive by her house and if I saw the Camaro in her driveway I would fill like I was punched in the gut.

Eventually I figured out a plan to fix my problems. I took Pam on a nice date to the best restaurant I could afford. After dinner I asked her if she would be my girlfriend. She was excited and hugged me saying "Yes, I was wondering when you would ask."

I felt so good and I knew that things were changing for the best. At least that is what I thought.

The next week Pam and I spent a lot of time together. Toward the end of the week she sat me down and told me we needed to talk.

"You know that the Spring Formal is coming up right?" she said looking me straight in the eyes.

"I almost forgot about that. Besides only Seniors can go to that so I just assumed you wouldn't go."

"Well honey this is my Senior year and I really want to go. I know you can't go but it's not the end of the world."

"I just hate that you will be going alone. Won't it be boring?"

She wouldn't meet my eyes and looked down, "I won't be going alone. Paul said he would take me." She tried to make it sound normal but it came out a little pressed.

"On a date?"

"Not a date, just two friends going so that I won't be alone. That's okay right?"

I didn't know what to say, I really didn't want her to go but I also didn't want to lose her. "I guess that's okay. As long as it is as friends."

"Oh thank you!" She said as she grabbed me and pulled me into a hug. She was so excited, I just pushed my feelings down. I mean how bad could this be. They are just friends.

That night, after dating for almost 6 months, we made out a little in my car and I actually rubbed her breast over her shirt. I instantly got hard. This was finally going forward. I was actually making out with my girlfriend. I tried to slowly slide my hand under her shirt and she stopped me by grabbing my hand.

"Let's slow down. I want to take this slow."

I apologized, walked her to the door and then headed back home as fast as I could. I didn't even have the door fully shut before i started unzipping my pants and jacking off fast and furiously. I ended up coming all over the floor which led to me feeling ashamed and spending the following minutes cleaning up my mess from the carpet.

The night of the Spring formal came quickly and I dreaded it. I went over to Pam's house to see her before she left. She looked radiant. She had a black dressed that hugged her body. The front slid down low enough to show cleavage. I couldn't take my eyes off it. She was so sexy. When she turned around I noticed that the back came down low on her back. I could make out the dimples on her lower back and this dress absolutely left no doubt that she had no bra on.

Just then Paul showed up at the door. She rushed up and hugged him and complimented how nice he looked. I had to stand behind the kitchen counter to keep my hardening cock from showing in my jeans. Paul looked at me and said "Hey Steve, thanks for lending me Pam tonight, I'll bring her back excited and happy,"

I wasn't sure what he meant, but he reached his hand out to shake mine. I had to step from behind the kitchen island to shake his hand. He glanced down at my obvious tent in my pants and gave me a smirk and a wink.

I reached to give Pam a kiss goodbye and she stopped me and said that she didn't want to smear her lipstick.

I left while they posed for photos for her parents. I couldn't go home, I couldn't think of anything but her in that dress in his Camaro. I drove around and ended up at the local McDonalds. I ordered and sat down barely picking at my food. Just then our mutual friend Aaron came in. He was wearing a nice suit and was going directly to the counter. However, he saw me and came over immediately.

"Hey Steve, what are you doing here?"

"Just trying to eat something, how about you?"

"Well I wanted to grab something to eat before I went to the formal because I wasn't sure I would like the appetizers there."

"Gotcha, well no date?"

"Nah, I couldn't find someone to go with, besides I figured I would just hang out with Pam and some of the other singles at the formal. Did she drive herself?"

"No, she went with Paul." I immediately saw his eyes widen and quickly added "but just as friends."

"Wow, I can't believe you let her go with him with their obviously chemistry."

"What are you talking about?" Now turned and facing Aaron directly.

"Oh, come on, those two are all over each other. Plus I heard that they got busted with her going down on him at the house party this summer."

"What?!?!?" I suddenly felt the food I had ate churning in my stomach.

"I thought you knew, plus it was no big deal, I'm sure you two have went all the way by now."

I couldn't breathe, I couldn't answer, and my silence showed the answer on Aaron's face.

"You know, it was just a rumor. I'm sure nothing happened." Aaron stumbled on his words trying to back out of the hole he had dug.

I ended the conversation quickly and left. I went home and tried not to think of them together. But it's all I could think of. I couldn't stop thinking about Paul touching Pam. He rubbing his hands all over her, her getting turned on. Maybe her going further with him than she had with me. Was what Aaron said true? Did she really go down on him? Was that why she was flustered and her hair was messed up?

While I was thinking about this, I couldn't help but notice that my cock was hard. Why was this happening? Why was this making me aroused? I couldn't help myself and I started to slowly rub myself. I started thinking about Pam's cleavage and then imagined her dress laying on the floor. Just then I had the most intense orgasm I have ever had. I came all over my chest and one eruption actually hit me in the chin. I don't know why it happened and suddenly my stomach ache and guilt came back.

I sat all night trying to fall asleep. I'm not sure when I fell asleep but woke around 8:00 am when I heard my dad announce that Pam came by to see me.

She came in a few moments later. She was walking slow and wasn't looking me straight in the eye. "Good morning" she said in a low voice.

"What's wrong?" I said, suddenly aware that I was in my underwear under the covers.

"Well, I have a confession to make." she still wouldn't look at me and I was starting to wonder if I already knew the answer to what she was going to admit to me.

"Go on, you can tell me anything." I reached out and held her hand.

"Well, I had a few drinks last night and I may have done some things that I regret." Just then she started pulling her hand back but I held on.

"I'm sure it's not that bad. Tell me."

"Well, Paul and I had a great time at the formal. We danced and what can I say, toward the end there was alot of slow dancing. The longer we danced the closer we got. I had my hands around his neck as he slowly rubbed my lower back. I just got so turned on that when he suggested we get a room there at the hotel near by I said yes." She couldn't even look at me at this point. I can't believe she was telling me this. I also couldn't believe that I started getting hard under the covers.

"Pam, please tell me what happened. I can't take it."

"Well, We went to the room and he slowly dropped my dress off of my breasts. He started rubbing my tits and then reached down and sucked my nipples. I couldn't stand it."

At this point I ended up with a full on hard on pulsing under the covers. If I even touched it I would explode all over myself.

"He then took my dress off and I ended up starting to suck on his cock."

I couldn't believe what i was hearing. I can't believe this. What happened to my girlfriend? Why would she do this to me?

"So you licked his cock, is that all?" I said with a broken voice.

"I did more." She still couldn't look at me but started to notice the ten in the blanket.

"Is this making you aroused?" Just then she jerked the covers back and saw my erection.

"I knew this would turn you on. I knew you were the right man for me." She hugged me. As she did I exploded in my pants. I came more than I ever had before.

"What? You cheated on me and now I am the right man for you?" I couldn't make sense of my feelings and what she was saying.

"Well, you seem to enjoy hearing about what I did. I'm sorry but it's not the first time and probably won't be the last. I just can't control myself around Paul. He is so masculine and so strong. His cock is so huge. Much bigger than you." She snickered as she rubbed a hand over my cock and the mess in my pants that was starting to spread.

"Please tell me you still love me Steve. Because I love you." She finally met my eyes.

"I do love you. So please tell me this is all over and behind us." I said as I was feeling more feelings of love as well as jealousy than I've ever felt.

"Honey, I do love you and want to be with you but I can't guarantee I won't do this again. He makes me feel things I've never felt and takes me to highs I've never felt. Especially with that cock."

I was speechless. I just sat there looking at the ceiling.

"So are we still together honey? I just can't imagine not having you. I love you so much." She looked so sweet and meant it so I couldn't help but fall for her.

"Of course we are together. I love you. I'm just glad you told me. I'm just glad you waited until you were in the room before you did this so no one saw you.

"Well, that's not exactly accurate. We actually made out quite a bit on the dance floor and at some point Paul had his hand in my breast while we made out. I think most everyone saw." She again looked down away from my eyes. But she looked right at my growing erection. I can't believe I was getting hard again.

"So everyone knows that you were cheating on me?"

"I guess." She noticed my throbbing cock that was threatening to explode without me even touching it. "Do you want me to tell you everything that happened." She slowly rubbed her finger through the thin fabric on the underside of my cock.

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