Giving My First Blowjob

This is my first attempt at a naughty story. It's mostly true and happened a long time ago.

My name is Dana. My name always bugged me because it sounds like a girl's name. When I was in high school I had this friend Gordon, who was in the grade above me. Because my birthday is in June I started school a year older than Gordon so we were both 18 when this story happened. Gordon lived alone with his mother. We used to hang out in the basement of his house to listen to music and watch music videos. Gordon was bigger than me and quite athletic. I was of slight build and nerdy so we got along fine as opposites often do. On Saturday mornings Gordon's mom would drive to the next town for shopping. She would be away most of the day so we could turn the music up loud.

One Saturday morning we were watching music videos with a lot of sexy dancing women. Gordon started talking about how he couldn't wait to experience a blowjob from a pretty girl. He said it was all he could think about when he jacked off. He had dated plenty of girls who let him feel their tits and pussies but they never sucked him off. I agreed, getting a blowjob would be pretty nice. Then Gordon shocked me by asking if I'd suck his cock. "You know, just give it a try for me. I'll close my eyes and imagine it's Angela doing it," he said.

"Jesus Gordon," I replied, "why on earth would I suck your cock? I'm not a faggot, you know. And besides it would probably smell disgusting and taste like piss. No way!"

"Ah come on," Gordon countered, "I know you're not a faggot. I just really want to know what it feels like to get a blowjob. I'll wash my cock and balls first so it smells nice for you. Come to the bathroom with me right now and I'll wash my cock."

I had to admit I was curious to see Gordon's cock, so I got up and followed him to the basement bathroom. He ran the water over a washcloth until it was warm and then rubbed some soap on it. Then he turned around to face me and unbuckled his jeans and pulled them down. There was a sizable bulge in his underwear. "You know," hesitated Gordon, "why don't you wash my cock and balls since you're the one who's going to suck it."

"I never said I would suck you Gordon, but ok I'll wash you up," I replied. I pulled his underwear down and Gordon's cock sprung out. It wasn't fully hard yet but already very big. I felt strangely excited to be standing in front of my friend with his big cock hanging in front of me. I reached out and grasped it with my hand. I cupped his balls with the other hand. Suddenly I realized I had an uncomfortable stiffy in my pants. I hoped Gordon wouldn't notice.

I took the warm, soapy washcloth and was about to start washing Gordon's cock when he said, "Dana, if you're going to wash my cock why don't you look the part. Wait here and I'll be right back." With that, he kicked off his jeans and left the bathroom. I adjusted my boner in my underwear so it wouldn't be so uncomfortable.

In a few minutes Gordon returned with some women's garments. He had gone to his mom's room and grabbed a bra and matching panties. "I'd like you to put these on before we go any further," he said. I couldn't believe what Gordon was asking me to do. The bra was black with a lacy fringe and the panties, also black, were sheer full-back ones with a lot of pretty lace on the front. I realized I really wanted to put the lingerie on but was ashamed to admit it to myself or to Gordon.

"Go on," Gordon said, "take off your clothes and put on the bra and panties. You'll look like a girl and give me a better blowjob experience. You want to do a good job don't you?" I was now coming around to the idea of sucking Gordon off and, yes, I did want to do a good job. But I was embarrassed. I didn't want Gordon to think I was a faggot. Yet, the idea of dressing in his mom's bra and panties in front of him really turned me on.

My hard-on was aching. "Okay," I agreed. "Just this once so you can have your 'blowjob experience' but I think the whole thing is disgusting," I feigned reluctance. I stripped in front of Gordon and put on his mom's panties first. My little boner stuck straight out making a tent in the panties. I struggled to put on the bra. I turned around and Gordon clasped the bra for me which felt very romantic. I turned to face Gordon. I looked down at his cock which was rock hard now, and big - much bigger than mine. Gordon's huge circumcised cockhead glistened with precum. I was incredibly turned on!

I picked up the wash cloth and again Gordon stopped me, "I just had an idea. Stay here." So I waited again while listening to Gordon rumagging in the next room. Finally he came back with two black balloons. "I remembered these from last year's Halloween party," he said, holding the balloons in front of me. "I think we can make nice fake titties with these," as he stretched the opening of one of the balloons over the faucet. Gordon filled the first balloon with warm water. He let it get really big, the size of a honeydew melon. After struggling to tie a knot in the neck of the balloon, he filled the other one to the same size. "Here," he said handing me the warm water-filled balloons, "put these in your bra and you'll look like a real girl, a girl with big tits!" I stretched the bra cups around the balloons one after the other and felt the weight of the fake tits hanging down - a very sexy feeling. The bra cups were small for the balloons which was perfect for holding them in snuggly.

I wiggled my body a bit to feel the fake titties jiggle. Gordon's eyes grew wide. "Fuck, your tits look great Dana! You really look like a sexy little slut!" he said. I had to admit that I loved the attention from Gordon. His big hard-on was because of me and soon I was going to do something about it. Again, I picked up the washcloth and was about to clean Gordon's cock when he said, "Why don't you get down on your knees while you wash my cock? And don't forget to wash my balls too." I warmed the washcloth under the tap and soaped it up again. I got on my knees in front of Gordon. His big cock was sticking straight up. I gently soaped his cock and balls with my hands. Gordon was moaning gently and was clearly enjoying what I was doing with my soapy hands. After a few minutes he handed a towel down to me. I dried him off and found myself staring at a big hard cock right in front of my face.

"Well, what are you waiting for?" asked Gordon. I hesitated, thinking that the moment I opened my mouth and took his cock inside, I would be giving a blowjob, something I never thought I would ever do. Was I actually going to become a cocksucker? At least I trusted Gordon to not tell anyone. On my knees wearing women's underwear and fake tits, there was no going back. I grasped Gordon's cock with one hand and cupped his balls with the other. I leaned forward and took the head of Gordon's cock into my mouth. I was startled by how enjoyable it was having a fresh, clean, stiff cock in my mouth. The cockhead filled my mouth. I loved it! Not sure what to do, I started sucking and moving the cockhead in and out of my mouth. Gordon's hips started to move, pushing his cock deeper at every thrust until I nearly gagged. "Use your tongue more," Gordon said. I was thrilled to be directed to give more pleasure. I realized I was eager to learn how to improve my cock-sucking skills. I began to swirl my tongue around Gordon's cockhead. It was obvious that he enjoyed it as his moans got louder and he held my head in his hands, gently moving his cock in and out of my mouth.

We had turned the music off so we could hear anyone coming to the door. The only sounds were those sucky sounds a mouth makes on a cock and Gordon's soft moans of pleasure. Gordon moved his hands down to my shoulders, feeling the bra straps and then further down to squeeze my fake titties. He was fantasizing that I was a woman and I was thrilled to feel so feminine while pleasuring my friend.

Before long, I could taste a lot of salty precum and his cock started twitching in my mouth. I knew he was about to cum but I didn't know what to do. I just kept sucking while Gordon held my head more tightly. I realized that he intended to shoot his load into my mouth. The idea disgusted me but there was nothing I could do about it now. I was about to get my first load of cum in my mouth. Then Gordon started grunting and bucking his hips as he held my head firmly and spurted his load into my mouth. When he was done cumming, I just stayed on my knees with his cock and a huge amount of cum in my mouth. The cum began to taste sweeter as it stayed in my mouth and the taste wasn't so bad. "You may as well swallow it," said Gordon, "you earned it."

"You did a great job Dana," exclaimed Gordon when he finally pulled his cock out of my mouth. "And you swallowed my load and cleaned up my cock like a proper little slut. I think you enjoyed doing it too, didn't you, you little sissy cocksucker." I was offended by the way Gordon spoke to me. I felt like I was tricked into giving him a blowjob with my virgin mouth and the thanks I got was being called a 'sissy cocksucker'. Still, he was right - I really enjoyed blowing him.

"Why don't you keep the fake tits and panties on," said Gordon. "I'll go get one of my mom's house coats for you. She won't be home for hours." I put on the silky house coat that Gordon found and we went back into the basement family room and sat on the couch. Gordon wanted to make out and feel my fake titties. He didn't want to kiss me but I really enjoyed feeling his hands all over my tits and body. He even stroked my cock for a while through my panties. I thought about asking him to jack me off but I knew that would be too gay for Gordon - he was clinging to the fiction that he was straight, experimenting with a willing friend of convenience. But I decided that I didn't mind if Gordon thought I was a faggot. After all, no one else would ever know and I was already thinking of other ways I could enjoy pleasuring Gordon while dressed up as a girl. I gave Gordon another blowjob on the couch before I left.

That night, lying in my bed at home, I jacked off thinking about the blowjobs I gave Gordon while dressed in his mom's bra and panties. Little did I know that those were the first of many blowjobs I would give over the years.