My First Time Secret...
I (45M) played college baseball when I was a much younger man. I had a great social life in my years there, but during my sophomore year I made a special friend.
One night at a large house party I was drinking and having a lot of fun with my teammates and a few ladies around. We were playing card games etc. One cute little redhead made herself comfortable on my lap as we made our way thru several hands of a game called asshole. You've likely heard of it.
After what seemed like an eternity of her sitting on my lap she got up and said needed the washroom. We carried on at the table playing another hand, but soon the urge to relieve myself hit me suddenly. I got up and went down the hallway to the washroom. I figured she'd been long done and ventured off elsewhere but when I walked in....
She was peeing standing up. At first I thought I was just drunk and it was some parlour trick she was playing. But she told me sternly to shut the door. I stepped into the bathroom when and shut the door behind me. As I looked again, sure enough she was holding a cock and taking a piss.
I didn't say a word to her. Maybe I watched longer than I should have, maybe I was drunk and it only seemed that way. Either way she finished up and started washing her hands in the sink. She looked at me as she dried them and started talking.
"Please promise me you won't say anything. Yes, I am trans but I will be ostracized if people find out. It's the reason I have my own room in our house. Please... please...
I stopped her mid sentence and told her that I won't say a word. It's your business and besides I hate gossip. Your secret is safe with me. By the way, my name is Jake" I reached out and shook her hand as she smilled nervously before leaving.
She must've believed me because minutes after I got back to my seat at the table, she was on my lap again playing cards. We carried on laughing and having a good time.
Over the next several months we actually became friends. We hung out, and went into town together to hit up Walmart for supplies together etc. She was a great girl. I should add her name is Michelle.
One day, a game day for us, she called my room in the afternoon and asked if my suit mates were around. They were down at the field getting ready for the game that was coming up in 3 hours. She asked why I wasn't there, and I told her I am pitching tonight so I don't report until an hour or so before the game. It's too hot out to be hanging out doing nothing and being in the clubhouse is not great for resting.
She then asked me if she could come over and use our shower. The water in their house was off due to work on the water main on their street. She had forgot about it before leaving for class and then the gym.
Of course I told her could come over and shower. By all means. She showed up at the door 10 minutes later. We made normal small talk before she laid some clean clothes on my bed and took her stuff into the bathroom.
When she came out I was laying on the couch watching TV. I didn't pay much attention to her coming in the room at first until she spoke. "I'm a dummy and left my clothes in her. Don't look". So of course I looked. What a great ass she had, especially for a petit frame. I didn't say anything.
Then it happened. She turned around and put the towel down on the bed. There she was. Small frame, nice firm tits with big nipples and, of yes, there it is again, her cock. This time in full view it looked much bigger than I recalled months ago in that bathroom run in.
She caught me looking and covered herself with her hands. I apologized and turned my head. In a tiny voice I heard her say "So now you've seen me, what do you think?" My head turned back to her as she did a little spin. Her cock Bourassa she did. I laughed at first but told her the truth. She had an amazing body. Very sexy.
She smiled and "do you think so? I do all this hard work to look fit and no one ever sees me naked". I sympathized woth her and how that must be difficult. But as she tood there 5 feet away, looking good and smelling fantastic, I was pitching a tent in my jogging pants.
"Are you hard for me?' She asked with a huge smile. "I can't believe it. You have no idea how this makes me feel" as she did another little spin and spanked her ass lightly as she giggled. I noticed she was also getting a little hard the longer she stood there as we chatted.
I don't think my cock could get any harder than it was as I watched her cock slowly lengthen and start standing erect. It was an impressive 7" or so and fairly thick.
I was not in my right mind, or was I? I dunno. But I looked at her cock, her tits and her smile framed by her wet bright red hair and just blurted out "Can I suck your dick?"
Michelle's expression changed immediately. "What? Do you really want to? Seriously?"
"Yes. I don't know why but I really want to right now" I replied as I held my hand out to her. She grabbed my hand and I pulled towards me on the couch until she was standing between my legs. She was now fully hard and sighed loudly when I wrapped my hand around her cock.
Wasting little time I sat up and took her cock into my mouth. It tasted like her soap and she smelled fantastic. As I bobbed up and down on her cock for maybe a minute she moaned lightly and with a low voice "oh gosh, I am going to cum already" I didn't care and kept going until she filled my mouth with her cum. The sounds she made and the pulsating between my lips was so fucking sexy.
I swallowed her as I kept sucking. I couldn't stop myself. She whimpered and moaned as I kept going. Her cock remained very hard and as long as it was I kept sucking faster and harder. My hands started to roam her body. Squeezing her ass with him hand while the other found her breast.
She was panting and loving every second of all the attention her body was receiving. After several more minutes, I pinched her nipple hard. She responded my holding my head and blasting the back of my throat wirh anorher load. I was so happy I made her cum again.
When she pulled back from my mouth she looked down and noticed the large wet spot of precum that had soaked through my jogging pants. Without saying a word she got on her knees and pulled them down and took me into her mouth. I came in less than 2 minutes. It was fantastic.
Soon after she got dressed and left and I made my way to the park to get ready for the game. I pitched a great game that night, shutting out our conference rival in a 5-0 win. After showering and eating, I made my way out with the rest of the team to the parking lot. There she was.
We walked back to my dorm as we talked. She was proud of how I played and spoke of the game most of the way before she hugged me and said goodnight.
We didn't see each other the next 2 days but I ran into her at an off campus party. She was already tipsy when I got there which was noticeable when she came over for a hug. We chatted about the party and other useless things while we people watched. Everything seemed normal.
We made our way around the party separately, her with her friends, me with mine. After a couole hours I went in to use the washroom and just as I was finished she walked in as I opened the door. She was now officially drunk and quite funny. She said she was sad she was late because it was her turn to see me pee. We both laughed.
She turned and locked the door behind her looked at me and pulled her cock out from under her sundress. It was already quite hard. I didn't say anything, I knew what she wanted. I got on my knees and sucked her cock like a man possessed. She came in my mouth again and I swallowed. As we exited the bathroom she gave me some gum. "No cock smell on your breath" she giggled out.
As we walked thru the throngs of people she asked me "have you been drinking tonight?" I had one beer because I drove my truck there. "Good. Let's go for a drive"
We ended up at a quiet secluded place on campus and were chatting for a while. She stopped mid sentence at one point and asked me nervously "do you want to fuck me? I have never had real sex, just toys. But I want it"
I asked if she was sure because she had been drinking. Her reply was quickly removing her dress and panties. Not wasting her time she undid my belt and pulled my cock out, handing me a condom. She lubed me and her ass up with lube she had in her purse. She had a plan I guess.
She swiftly straddled me and was holding my cock as she slid down on it slowly. At this point in my life I had never fucked a regular woman in the ass, let alone a teans woman. She started slow but before long she was slamming her ass down on my lap and moaning like crazy. It felt incredible.
As I was holding her sides and sucking on her tits she started getting wild. All she could muster was "oh my god... oh my god...oh my...." before she looked down and as I followed her eyes her cock erupted. Several ropes cum shots across my shirt and a couple on my chin and she kept bouncing. I was done right there and came harder than I had in my life.
Over the next 2 years we dated each other and fucked and sucked constantly. Which also included her getting around to wanting to fuck me. Of course I let her and it was fantastic. The most incredible part was no one ever knew her secret besides me. She spent a lot of time in my dorm and my roommate never suspected a thing. Of course we were careful about it at all times.
The only risk we took was she came over half drunk one night after we returned from a road trip. She crawled into bed with me and cuddle up behind me. It took about 10 minutes before she was balls deep in me. She fucked me slowly and quietly while we and my roommate and his girlfriend watched a movie. An hour later she buried her head in my back and came in my ass. I had already cum into the sheets 20 minutes prior. No hands just a steady stream of precum ans cum that almost felt like I was peeing.
Unfortunately, she graduated a year before me and I went on after school to play independent baseball for a few seasons. We eventually lost touch with each other. Oddly enough she was my only experience with cock and I think I prefer it that way.