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[SUCCESS] [T4M] #NYC looking to give my first blow job (with verified photo)
Author Summary
learningtodress is a trans person looking for a male in SUCCESS
Post Body

I made this post! a month ago looking for my first blow job. I went through all the responses and few stuck out. For the few that stuck out, we started chatting on Kik about the details of the encounter and from there I selected this one fellow. Because of our schedules, the encounter couldn't happen until early November. We kept in touch through Kik and kind of teased each other, telling each other our fantasies.

There's nothing sexier for me than to wear a dress and a pair of nice heels. I have almost no problems passing in public since I'm pretty slender and asian. However, I don't sound like a girl. I wanted change that by hoping that he can stick something into my mouth and have me make slurping and moaning sounds. He was more than onboard with helping me out.

I booked a hotel room for Nov 11th. Coincidentally, another asian female redditor, was looking for for a RAOBJ encounter on the 11th as well. I sent her a message to see if she wanted to meet-up and talk girl stuff before our respective encounters' that night. But her schedule wasn't conducive and we ended up sending a lot of message back and forth the week leading up to the night of the encounter. She gave me some excellent tips on giving a blow job and I'm grateful to have her message as words of encouragement. We made a deal that we would write a success story from our encounter. Her's is [posted]! https://www.reddit.com/r/RandomActsOfBlowJob/comments/7cntx6/success_33_f4m_nyc_give_me_your_extra_thick_load/

And I'm writing mine right now.

The night of the 11th came and I set a meeting time late at night with my guy. I planned my outfit and wore a form fitting black lacy dress, black thigh stockings(it was a cold night), and a pair of pointy toed ankle strap high heels. I took my time doing my make up and hair. The end product of my efforts made me feel the sexiest I've ever been especially with what I was about to do for the first time.

My guy was about to arrive to the hotel and I quickly gathered my key card, an overlay sweater(again it was a cold night) before heading down to the lobby where I waited on a bench near the elevators. I was pretty calm while waiting, but once he sent me a message that he just entered my heart was thumping. I quickly got up and turned the corner to the elevator where he made first glance at me in person other than the picture I sent him on Kik.

He followed me into the elevator and I inserted my key card for the elevator. Two other hotel guests entered the same elevator car as we did. Little did they know what was about to happen. My heart was racing even faster. When the elevator stopped at my floor I exited first and my guy followed. We entered the room and his first words were "you look great, better than I expected." "Thank you" was my response and his words turned me on.

My guy brought a bottle of wine and began to pour two glasses while I took a seat at the desk chair and I suggest he take the seat in the sofa chair(wink wink). We made a little small talk before telling me more compliments. He asked me if I wanted to come sit on my lap, which I obliged. He was stunned by how good I looked. Our lips moved closer like couples do and he asked if he could kiss me. I replied "yes." We made out for a little bit before I was extremely turned on. I felt really really sexy and just wanted to get down to business. I got down and asked him to take off his pants. I helped him with his underwear and his cock sprung out. There, staring at me, was my first cock face-fo-face. He sat back down and I started to lick him slowly for a little bit while making eye contact(thanks for the tip DueCavetto).

I then wrapped my mouth around his hard cock and started bobbing my head as I was doing this, he started moaning, which made me turned on. I started adding more salvia and was finally making those girly noises that every guy likes to hear. I told my guy I was eager to try different positions and suggested we move to the bed. He agreed and laid down while I got between his legs and started bobbing my head enthusiatically. I felt really sexy and girly like I could never imagine before. I can't remember how long we stayed on the bed.

The next position I wanted to try was with my laying on back and with my head hanging over the edge of the bed while he "thrusts" his cock into my mouth. I told him to take it easy as it was my first time. He was more than happy to try this position. This was the first time I gagged a bit.

Afterwards, we moved back to the sofa chair where I was slurping away and gagging a bit. At that point I realized the bathroom had this full length mirror and thought it would be hot to watch myself as I gave a blow job. I suggested this to my guy and grabbed his dick and lead him to the bathroom where I sat on the toilet and watched myself giving a man a blow job. The sight of my head bobbing with the sight of his head gasping and tilting back in absolute pleasure made me feel really slutty.

We ended up going back to the sofa chair area, this time he would stand and I would be on my knees. The sight of him thrusting his hips was scary and sexy at the same time. Scary because I was afraid of gagging, but sexy because he was getting off by doing my mouth.

After a bit of this and stroking himself, he told me he was going to cum. OMG!! here it s, this is the moment that every girls loves or hates is what went through my head. I felt his cock trob a bit and his let out a gasp. He was cumming in my mouth, which made me feel all girly. His cum wasn't ropey or thick like most girls make it out to be. I guess every guys is different? Girls chime in here!!

I ended up swallowing every drop. He sat back down on the soft couch telling how good that was. I felt soo girly and good.

Part of this blow job fantasy on mine was to receive a pair of high heels for giving my first blow job. During the Kik chat exchanges, I suggested if he would be okay gifting me a pair of pointy toe nude heels from an online consignment shop for giving my first blow job. His words were consider it done. I thought it was fair considering I didn't make him split the cost of the hotel.

After he came for the first time, I took off my black thigh highs and put on the nude pumps he gifted to me. I walked over to the full length bathroom mirror to check myself out in the new-to-me heels. I felt sexy and slutty, considering what I just did.

He was touching himself and stroking to get hard while I was checking myself out walking in the new heels. He took a few sips of wine as did I. I put on some porn for him to see if he could get going. He was a bit limp. He moved closer to the laptop for a better view of the porn while stroking himself. I had him lean back and took his limp cock in my mouth and started bobbing my head. His cock started to get harder and the feeling of it growing in my mouth felt fantastic. I was bobbing enthusiastically trying to get him off, but he told me it would be hard for him to get off a second time from a blow job.

I suggested if he can take a [verified] photo https://imgur.com/p5jXpS2

He told me when I wanted him to cum and he would jerk himself to that point. I sheepishly said "yes" because I wanted it again. His second load wasn't as big as the first(it never is). I swallowed it all the second time around.

Shortly after, he got up and started dressing before heading out.

I usually have no problems going out to clubs and mingling with girls and being of one of the girls. That's the furthest I've been to acting like a girl. That night as I laid on my bed, touching myself at the thought of what just happened. I felt really sexy and accomplished as a girl.

I had a great time, I want to thank DueCavetto for her messages and word of encouragement.

Would I do this again, yes and no. I have other fantasies in mind...

Author
Account Strength
80%
Account Age
7 years
Verified Email
Yes
Verified Flair
No
Total Karma
133
Link Karma
116
Comment Karma
2
Profile updated: 3 days ago
Posts updated: 3 months ago
NYC

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Post Details

Location
They Are
a trans person
Looking For
a male
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Posted
7 years ago