u/Separate-Tone6190

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.

reddit.com
u/Separate-Tone6190 — 1 day ago

My Friend Was My First!

At the time I (50M) was 32 and had been married to my wife for 4 years, together for 8. I had no inclination to experiment with with men at all.

This changed when my friend, Trevor, was staying at our house for the weekend. I knew he was bisexual but never really cared at all. It was his life.

He was in the shower downstairs and my wife was in the shower upstairs. I made my way downstairs because I knew he had been in there for a while and my wife just jumped in, so it was best chance to get a quick shower. I walked in in just in my towel and said hey to let him know I was there. I was looking in the medicine cabinet with my back turned to him when he turned the shower off and got out.

When I closed the cabinet I noticed he was drying himself off but he was also very hard while doing so. I asked my in a joking manner "Why are you hard, man?" He laughed and grabbed his cock and told me he was jerking off when I came in and didn't get to finish. I apologized and laughed some more.

He took this opportunity to walk up behind me with his cock touching my back. I figured he was just being his normal self, the jokester he was and all. He leaned into my ear and as he did he pulled my towel away from me. He said "maybe you can help me finish since you interrupted my session". I was too stunned to move. What the heck was he doing?

Next thing I know his cock was between my ass crack and pressing against my hole. I was about to cut this shit off quickly but I was also very hard mysslf now. He noticed also while reaching around grabbing me and said "my goodness you have a great cock. So hard and fat"

I couldn't move but I was very turned on in the moment. He reached over me and grabbed some baby oil from the cabinet, pouring some in his hand and started to stroke my cock. God it felt good. He then added some to his cock and stroked himself. "Feels nice doesn't it?" he added. All I could muster was a "uh huh"

A moment later his lubed up finger slid into my asshole. I could say much more than "oh fuck" as he reached around and stroked me while fingering my ass. This went on for a minute or so. It was amazing.

When his finger left my ass I suddenly felt empty and was wondering what he was doing next. Seconds after that thought he cock head pushed into me. "Are you fucking me? I can't...." he went in balls deep "holy fuck. Oh my god" is all I could get out of mouth.

Both of his hands went to my hips as I balanced myself with my hands on the counter top. He didn't take it easy on me at all. He held my hips firm and the sounds of his pelvis slamming against my ass was all I could hear in the bathroom. All I could feel was his rock hard cock going into my guts. It took about 2 minutes before I was fully into it and it started to feel absolutely amazing.

My knees were getting weak and I was seeing stats. My cock felt so hard and this odd feeling of full. I hadn't felt this before and look down at my cock with some curiosity. Seconds into looking and wondering, and his onslaught on my prostate, I was shooting cum into the sink. Every time he slammed into me, a little more would shoot out. It was small streams of precum I noticed. What an odd feeling I thought but it felt amazing.

Just as I was getting used to that feeling I felt his cock get harder, if that was possible. He told me he was going to cum soon. The exchange from what I can remember went something like this...

Fuck man, I am going to cum.

I know. I've been cumming for a bit now

You slut.

Fuck

Do you want my cum? Can I fill this sexy virgin hole?

I.... fuck yes. Cum in me.

Oh yeah... fuck so close.

Then I was lost completely. It felt like I blacked out. Roped of cum were hitting flying all over the sink. I was having one of the best orgasms of my life.

"I'm cumming" is all I heard before I felt his cock pulsate and he buried himself in me. His moan and the feeling of him pulsating cock sent shivers through me.

When he was done he pulled out and I felt and heard his cum leak from my ass to the floor. It was something that I felt I should've been grossed out by but it was so erotic in the moment.

"One more" is all I heard before his cock slammed back in me. It felt amazing but I told him to stop because my wife would be out of the shower soon. This didn't stop him. He said "your ass is so good. I'll be quick" and the slap slap slap sounds filled the bathroom again.

Despite my initial protest I really got into it. I couldn't contain the moans leaving my throat. He really fucked me hard. My thighs were smashing against the counter but I didn't care.

My cock was getting hard again so I grabbed it and Trevor said "yeah stroke that cock. Cum with me". As I was fisting my cock quickly, he came again. As his orgasm was about to start I started cumming again. "that's it squeeze my cock... fuck yes. Fuck cumming" is all I heard before I felt him pulsating in me again. It was fantastic.

We cleaned up and I showered quickly so we could get ready to head out with my wife.

The rest of the day went as normal as always. We all went to lunch, did some sight seeing as Trevor was from out of town. After dinner we watched a movie before heading to bed.

Once we were in bed my wife got naked and slid up close to me. She started kissing my neck and grabbed my cock. I thought we were going to have some fun. She is always ready to go anyway, so hell yeah.

Turns out my worry over her possibly hearing us in the bathroom in the morning was fully founded. She kissed my neck and then whispered in my ear. "It sounded like you really enjoyed getting fucked in the ass this morning" she added some emphasis by squeezing my cock. The convo went better than I expected

"You heard. I am so sorry. It just...."

"Yeah I heard. It was so fucking loud and so fucking sexy to listen to"

"You thought it was sexy?"

"OMG yes. Your moans. Both of you saying your cumming. You sounded like such a slut telling him to cum in you. At first I was angry and stood there at the bottom of the stairs listening. When he said one more and you told him no because of me, i swear I flooded so much it ran down my thighs. But the instant I heard more fucking I lingered myself to orgasm. I came when you both came. It was so hot"

She reached out and grabbed my hand and placed it on her soaked pussy.

"See... I've been horny as fuck all day"

Then the questions came.

"Was that the first time?"

"Yes it was"

"How much did you like it?"

"Way more than I expected"

"Would you do it again?"

"Maybe. I don't know"

"Would you do it so I can watch?"

"If I did it again, Yes you could watch"

She squeezed my hard cock in her hand. Kissed me deeply.

"Look how hard you are talking about it. My husband the cock slut. I fucking love it"

"I thought for sure you'd get so angry and possibly leave me if you heard that"

"I was a little at first but I loved hearing it so much" she jerking me faster now. "I so badly want to watch. Will you let him fuck you right now?"

"If you want me to I will"

"I want you to want it baby. I want you to tell me you want Trevor to come in here and fuck you so hard"

"I do I want him to"

She lept out of bed and called to Trevor. As he walked into the hallway, he saw her naked. Her inner thighs soaked with her fluids. I was dumbfounded.

"Come in her now. We need to talk"

Ohh okay he replied but he followed her in to see me naked on the bed and hard as fuck.

"From what I heard this morning you really enjoyed fucking my husband. Now I was going to be upset but it sounded so eroric and hot, that I couldn't help myself from getting aroused but it all" she reached over and pulled his cock out. "Did you enjoy it? Was his asshole that good you needed to fuck him twice?

Trevor stammered. "It.... it was so hot. Him being a virgin and all"

She's jerking him off now. "Would you fuck him again for me to watch?"

"Yes.. yes. that would be so hot"

She tells me to get on my hands and knees. Grabs lube from her night stand and put it on my asshole and his cock. Then she got comfortable with her toy in hand.

"There. Fuck him for me. But you better fuck him so good"

I didn't hear a reply from Trevor. But I did feel his cock push past my sphincter a second later. God it felt good.

She leaned in and got a good view. "You have a fat cock Trevor. Look at hiw much you spread him open"

Then the fucking started. His hands gripped my hips firmly and then the slapping sounds of my ass being pummeled started. I closed my eyes and gave into the pleasure. My moans got louder and louder.

I have no idea how much time passed because I was on another planet. I heard her cum at least twice. Then I heard her say "baby you're cumming so much. That's so hot" before my orgasm washed over me and my body went tingly and numb. Trevor blasted his laod into me shortly after and collapsed on the bed next to me.

His cock was still half hard still when ahe went and got a warm cloth and washed it for him. She took her time cleaning him before she started sucking him. Once she got him hard again, she said "one more?" and winked at us both. This was when Trevor truly realized she had heard almost everything this morning.

Watching her slurp all over his cock got me aroused again. When she noticed she got under me in a 69 position and lokked at Trevor and said "well stud?"

He got behind me but out his cock in her mouth first. She happily accepted as I statted licking her pussy.

She then took me into her mouth and Trevor slammed back into me quickly. I didn't take long to cum into her mouth. She swallowed me all down and stayed in place watching him fuck me hard.

When he got close she said "give me your cum" Trevor pulled out and jerked his cock until he came into her mouth and on her face. She came immediately after from me sucking on her clit.

"Fuck that was amazing. But now I need you to clean up and get ready for round 3" as she pointed to the bathroom.

When we came back into the room she grabbed Trevor and started sucking him again. Then she sucked me. Then both at the same time. "Now you're both going to fuck me"

She pulled Trevor onto the bed on his back and quickly straddled him and had him buried deep in her as she bounced on his cock. She got a good rhythm going as I watched and got incredibly turned on.

She stopped and sat there for a moment before telling me tk grab the lube and get my cock ready.

"Do you want a DP" I asked knowing she had never enjoyed anal.

"No. Pussy. Do it now"

I got up behind her as she leaned over Trevor and let him suck her nipples. I placed my cock on his and pushed trying to get it in. I had some trouble but found and angle and it slid it slowly. Immediately she was moaning so fucking loud.

"Fuck yes stretch me out"

We found a rhythm sliding in and out of her pussy. She came within a minute telling us she fucking loved fewling so full. Then she rebounded quicker than I expected as we sat with both cocks still stuffed in her. She slowly extracted herself from our cocks and laid down.

"Fuck that was amazing. Now suck each other's cocks"

We laid on our sides next to each other and started sucking each other.

"Fuck my fucking pussy is so gaped right now" as she slid 4 fingers into herself.

I couldn't handle it and came immediately being able to see what she was doing. Shortly after Trevor came in my mouth. It was the first time I had cum in my mouth but in the moment I didn't care and swallowed it all.

We all laid there for a bit not saying much. Until she piped up saying "So that was fucking incredible. Thank you baby for letting me watch and join. But I need to sleep now" and just like that her eyes closed and she was done for the night.

Trevor looked at me, smiled and left for his room.

That was my introduction into gay sex. Sinxe then we have had Trevor over a few times for the weekend again. We have broadened our roster over the years. In all, according to my beautiful wife, I have been fucked by 30 different men in front of her. Of which 16 have also fucked her as well. She seems to love it as much now as she did the first time.

In fact, I felt compelled to write this tonight because we had a new man over this past weekend. She found him on grindr and had been setting this up for weeks. His name is Darren and he's by far the biggest cock we've had together. I throughly enjoyed being his fuck hole for the night. I still cum handsfree as much as I did the first time, and love it every time. I am truly a cock slut, but only in front of my darling wife.

Cheers!!

reddit.com
u/Separate-Tone6190 — 3 days ago