A Bloom in June Ch. 02

I won't lie and say most days as an Operations strategist for a global Telcom giant aren't already pretty dull, because they sure are. But on the first day November 2024 I was finding work particularly torturous.

There were many reasons, like: it was a Friday. It was after Halloween and I had been out at a bar the night before entirely too late for a guy over 50. Oh, and I had also fooled around with June, the 21-year old trans daughter of one of my old friends.

All day Friday I fought the urge to ask her to come see me again that night, but I kept reminding myself not to push her. She had told me that she wasn't looking for a relationship, and, quite frankly, neither was I. I had never been married, and could count on one hand the number of serious relationships I had been in. Two fingers if you took out college.

We texted a few times throughout the day, and shortly after lunch she posted some pictures on her private Instagram account with the captionaBouT LaSt nIGht. There were shots of the drinks, of the crowded dance floor, and of June and Lizzie in their costumes, but what surprised me is that she had managed to take another candid of me.

I must have been talking to Lizzie, because I was faced away from the camera and obviously in mid-sentence. Once again I was struck by how June had captured me. I'm not an overly vainglorious person, when my hair and beard started going gray, I never even considered dying it. I run to stay in shape but I'm not a gym hardo by any means. But, in the two pictures of me that June had now posted, I felt like she showed me as more alive than I sometimes felt these days.

I liked seeing myself through her eyes, and I texted her to say so.

I saw your post. I swear you take the best pictures of me

ur not mad?

No, of course not

Ok good. Marls is the only one from the fam who follows me on there and its with her own alt acct so its all good. I just didn't want you to be pissed she replied, referring to 17 year old sister Marley.

I'm sure your folks wouldn't be too happy knowing I was out with you, but I certainly don't mind you posting it.

Ok good. I dnt want to give the impression that im catching feelings lolz

I didn't know how to respond to that, or if I really understood it, so I just repliedits all good and left it at that.

When work finally ended I practically sprinted the two blocks from the Batman building to my apartment, and went straight to my bedside table to pull out some weed. I got pretty high and then ordered food from Jeff Ruby's. I didn't always end the week with a $150 solo take-out order, but this week seemed to call for it.

By the time I made it back to my place and opened my Cowboy steak, I was pretty high. I somehow resisted the primal urge to just pick up this gorgeous dry aged ribeye and eat it with my hands. However, I did give into the stoned urge to lick the inside Bearnaise container when I was done.

With my stomach fed, I turned to taking care of my other base desires by opening the bottom drawer of my night stand. It had been a few years since my last serious relationship ended, but when I was with Rene we had messed around quite a bit with pegging, so I had a set of three butt plugs for prep, which I kept occasionally using in the years since we broke up.

I knew that June had expressed frustration with cis guys always wanting to be topped by trans girls, so I had no intention of pushing her to do it. But, on the other hand, I wanted to be ready in case it ever came up. I took another big hit of pot before laying on my bed with my bottle of lube close to hand.

I pulled up a favorite scene where Jade Venus tops a cis guy, and when I was fully hard I started to poke at my asshole with a lubed finger as I watched. My head floated as the latest hit of weed really started to take effect, and I found that I took my own finger much easier than I expected.

So I reached for the middle sized toy and slathered it with lube before sinking it inside myself. As my hole twitched and spasmed getting used to this intruder I let my cock go, trying to avoid a trigger to coming early sometimes hit me in the past when I stroked at the same time I was first being penetrated.

Once I felt fully calm again, I grasped my dick and just began to pulse it in my hand as I watched Jade push her girlcock into Colby Jansen's ass. The hornier I got, the more I thought about sending a picture of this to June. As the scene ended I grabbed my phone and took a few shots from down between my legs showing the black plug in my ass, as well as my hand around my dick.

I opted not to send them, though.

Rather, I turned my focus to a few scenes I had saved involving either trans or cis women penetrating guys, and after about an hour of edging and swapping the plug for the largest one, I came exceedingly hard on my own chest. I took a picture of the aftermath, and had composed a message to June, but once again chickened out and didn't send it.

About two minutes after I had gotten out of the shower and started changing my sheets, I got a text from her asking what I was up to the following day. I was excited to hear from her, and I told her that I didn't have anything going on, so we made plans to get together. She wanted to go dancing at one of Broadway's many Honky Tonks and when I found out that she had never been to Tootsie's I knew that's where we had to go.

---

I was actually pretty nervous when I buzzed her into the building early Saturday evening. When I opened my front door I found her in a tight white tank top and cutoff jean shorts complemented by a black hat and boots. I told her I was just about ready, and started to put my shoes on, when she frowned and asked me why I wasn't going to wear boots.

After trying my very best to resist her, I ended up digging in my closet for the one pair of shit kickers I owned, and she practically beamed as I put them on. I drew the line at a hat though. I was proud to still have all my hair at my age, and I hated covering it up.

After grabbing a lite meal back at Socks & Mittens we headed for the club, arriving pretty early for the usual crowds. I danced poorly but enthusiastically and June seemed to be enjoying it, but as it got more and more crowded I got tired and headed for a seat, leaving June to dance on her own with a few hundred new friends.

She ended up coalescing into a bachelorette party who were all decked out in matching bedazzled pink tank tops, denim skirts, and boots. I really enjoyed watching as she had a blast dancing with this gaggle of girls, especially since it gave me an excuse to just keep my seat and save my booted feet from more pain.

June hit the bar and returned to where I was sitting and offered me a beer (bought on my tab) before plopping down on my lap. I ran my hand along her back and found that she was sweaty from her dancefloor exertions.

"I could be wrong, but I think the blonde with the big tits is flirting with me." She said just a bit too loud in my ear, drawing a sideways glance from the guy sitting to my left.

"Are you in to girls? I never asked?"

"Sometimes... rarely, but occasionally." She said with her eyes locked on the young lady in question.

"Well ask her if you can buy her a drink then! That way you can take her to the bar and get her away from the group. So, maybe you can see what's up."

"Yes! Thanks Sully! That's a great idea."

With that she was off, leaving me with a fresh beer plus a martini minus one sip but with her lipstick on the rim. She practically floated back to the girl, tapping her on the shoulder and brushing her hair back to make the offer into her ear. They walked to the bar together and two more drinks were added to my tab.

I'd love to say that my only thought was to be excited that June was having a good time and exploring right there in front of me, but I'm a simple man at base. So as June passed a Cosmo to the blonde, I had a flash of what it would be like for June and I to DP her.

---

I found out later that she was named Missy and in from Glasgow Kentucky for her bestie's bachelorette party. The more I watched them together the more my mind raced with possibilities. I had just ordered some fried pickles before the kitchen was due to close at 1 AM, when I finally saw them making out in a corner away from the larger group.

There was so much going on in the room that not too many people seemed to take notice, but I was shamelessly eyeing up their frantic kissing and groping. Missy seemed to be focusing on grabbing at June's ass, while June pawed at Missy's ample chest. I laughed to myself when they knocked each other's cowgirl hats off when they got even more hot and heavy.

Shortly after that, one of the other girls in pink came and pried Missy away from June, and they all headed for the door. June came back over and apologized for abandoning me, which I dismissed quickly as no big deal.

She plopped down on my knee again and leaned in to tell me that the group had to go "meet the boys" at Whiskey River, and Missy had invited June to come along, but she declined out of fear that one of the drunken members of the bachelor party might clock her.

"Besides... I gotta get this old man home!" she said standing and pulling my arm to drag me up too.

I settled the check and we walked arm-in-arm back to my place. I didn't have any expectations after June had spent half the night swapping spit with a Kentucky woo girl, but as soon as we were in my place she wrapped her arms around my neck and kissed me.

"Did you like watching me kissing her Sully?"

"I think you know that I did. You looked so hot with her!"

She giggled and ran her hand down my stomach to my belt, yanking it open and pulling it out of its loops. She got down on her knees and slung the belt around the back of her neck, and asked me if I wanted her to take it out. When I nodded at her, she unbuttoned my jeans and pulled them and my boxers to the tops of my boots.

Seeing her kneeling in front of me, with my cock in front of her face and my belt around her neck made me grunt. She batted her eyes back at me, making it clear to me that she was waiting for instruction, or perhaps orders.

"I wanna see your tits." I commanded, and without missing a beat she pulled her tank top off, tossing it to the side.

"Now be a good girl and suck my cock"

She shot me a defiant look and sat back on her heels, grasping the belt and rubbing it over her nipples. I love dealing with a recalcitrant brat, and so rather than reaching down and grabbing the belt - as I'm assuming she wanted - I took my cock in my hand and started stroking it inches from her face instead.

Now she started pouting, and when I responded by just smiling down at her, she pushed the tab end of the belt into the buckle and tightened it around her throat. She held the long end in her hand swinging it back and forth, once again daring me to take control of her.

I let go of my now fully hard cock and turned my attention to removing my boots and jeans, while smugly glowering down at her. Her face screwed up into an angry expression and when she sharply exhaled in frustration I pounced.

I totally ignored the proffered means of control, letting the belt sway between us as I grabbed her by the hair at the crown of her head. She struggled back a bit, but when I yanked again she moved forward and opened her mouth. I bent to spit on her waiting lips and tongue, and then quickly straightened up again so I could finally feel her on my dick.

She sucked and slurped with gusto, but when she brought one of her hands up to work my shaft I chirped "did I tell you to use your hands?" and she put them back down in her lap. The more she sucked using only her mouth, the more she drooled down on to her own tits, so I decided she deserved some praise.

"Such a good girl for me June! I love the way your pretty little mouth feels wrapped around my dick."

She locked her lips tightly around me and hummed her response to my praise, so I rewarded her by letting her hair go. Free of restrictions she pushed her head as far down on me as she could until she gagged a bit, which only made her drool more. I slumped back against the door, and got lost in the combined sensations of how good she looked down there, and how amazing she felt.

When my leg started to shake she reached up and took hold of my dick with one hand while shimmying closer to me. She spit in her other hand and started to jerk me with it while her mouth went to my balls. After licking for a few seconds she stopped and inhaled deeply before popping one of my balls in her mouth and moaning as she sucked it.

"Where do you want me to come baby?" I asked running my fingers gently through the area of hair I had recently been yanking on.

"On my face please sir!" She practically sang, in a higher tone of voice than I was used to hearing from her.

I took over stroking, and finally grabbed the belt to hold her close to me, careful not to over tighten it and actually choke her. When I started to lightly pant June opened her mouth and stuck her tongue out with a big "ahhhhh" like she was at the doctors.

I loved her enthusiasm and I showed mine by pumping a few strands of come on her nose, mouth, and chin, before the rest dribbled out down onto her tits, which were already glistening with her spit. As had been the case after our first exchange of oral, she jumped up and kissed me, smearing my come all over my face and pushing some into my mouth.

When I broke our kiss I asked what I could do for her, but she said that was all she wanted, and that she just wanted to shower and go to bed. I told her I would be more than happy to share my bed with her again, but, knowing that we had both stated that we weren't looking for a relationship, I also offered her the option of taking my spare room.

She seemed surprised that I offered, but quickly took the option to sleep alone, saying she slept better that way. When I said it was fine, and understandable she added that she planed on sharing my bed again soon, when she was ready to do more with me.

I got up at 9:00 on Sunday, but June was in the spare room until almost 11. When she got up we went for brunch and then she headed home in order to be ready for an appointment she had Monday morning.

----

We texted quite a bit on Monday, and I was happy that she asked when we could meet up again early on in our exchange. I told her that I was leaving Wednesday morning for a work trip, and I wouldn't be back until Saturday morning, so we made a plan to spend the night together Saturday night. I woke up Tuesday morning to find a selfie posted to her main Instagram account of her in line to vote.

I hurried off to work and when I settled in at my desk I thumbed through Instagram again, but I noticed that her voting story was gone. I looked at her main wail, and the picture was gone from there too. I thought that maybe she had posted it to her main account by accident, so I went to look at her alt account, but it wasn't there either.

I didn't think much more about it at the time, but as the day went on, and the few texts that I sent to her went unanswered, I started to get an uneasy feeling. I got swept up in a long meeting just after lunch in preparation for the trip I was about to go on, but I felt my phone buzz a few times in my pocket. So I was hoping she had finally responded to me.

It was nearly 5:00 when we wrapped up our meeting, and then I got pulled into a quick conversation about another project I was working on, so I didn't get a chance to look at my phone until I was on the elevator to leave. I had texts from my mother, sister, and Linc, but none from June.

I felt stupid being so worried, and resisted the urge to text her again on my walk home. After changing and grabbing a very quick bite to eat, I headed out to vote, and as I stood in line I thought again about her disappearing post. By the time I got home some early returns were coming in, and they seemed to indicate bad things for people who think like June and I do.

My evening of disquiet merged into a sour feeling night, and I decided to bypass weed as a means of dealing with it in favor of whiskey. I was finishing my third when my phone sprung to life indicating a call from June. I scrambled to answer it and I could instantly tell that she was in the car driving.

"Hey, I've been worried about you all day. Are you ok?"

"No. I'm almost to your place. Can you come down and let me in?"

I got the feeling she wasn't in the mood to continue chatting so I just told her I was getting dressed and heading down. We hung up and I raced out the door to wait for her on the corner of 2nd and Union. I saw her little Honda Fit parallel parking in front of the Washington Square building, and I started walking over to meet her.

When she got out of the car I could tell she had been crying, so without saying anything to one another I just gave her the biggest hug I could manage. We stood there wordlessly embracing on the sidewalk for a few moments longer, before I finally asked her what happened.

"Everything... it all just sucks!" She spit back at me, before apologizing and asking if we could just go upstairs.

She opened the back door and grabbed her backpack, and I noticed that she had a lot more stuff in her car than usual. We were quiet on the walk to my building and the elevator ride up to my apartment, but as soon as we walked into my place she let loose.

She set the scene by saying that she had woken up feeling positive and happy that morning. She told me that our fooling around and text flirting had really been amazing for her self confidence, and she started feeling optimistic about the future. So much so that she decided to go to the polls dressed the way she feels, in a cute sweater and skirt with her hair and make up done.

For the primary, she had showed up in jeans and a sweatshirt with a cap on and no make up since her government identity was still hadn't been changed. This had been a wise precaution in Sumner County Tennessee, and she likely would have had a better start to this day if she had done it again, even thought she absolutely shouldn't have to.

Instead, she had been hassled by the poll watchers, and in the end had gotten so upset that she had left without voting. When she got home and complained about it to her mother, Lili had not been very supportive. As the day wore on that tension turned into a full blown fight with her mother, who had admitted that she had voted for Trump.

By the time Jack got home from work crowing about the momentum that seemed to indicate a Trump win, June was awash in a tumult of emotions, but all of them bad. During dinner when the incident at the polls that morning came up, Jack's support for his first born child started to waver.

June sat on my couch and told me how Jack had made the point that Trump's impending win was evidence that the country didn't feel the same way as she did. He told her that everyone has to make "some small sacrifices" in this world and she was no different.

Lili tried to soften it by saying that they would still refer to her as June and support her in her treatments. Any comfort her mother offered was washed away when Jack insisted that she live her life outside their walls as a man. She told me that early in her coming out process, Lili had regularly pushed back on Jack but now her resistance to her husband washed away.

As the evening wore on, June tried to retreat to her room, but first her brother and then her mother intruded in order to try and get her to make peace with her dad. She was getting steadily more and more angry with each of these attempts to broker peace, but the final straw was when her little sister came to see her.