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****This is Chapter 4 of an ongoing series about a middle aged guy having a fling with the 21 year old trans daughter of a college buddy. I think it can be read as a standalone but I don't go out of the way to add call backs or context, assuming that most people will read the first two prior to this one****
Things felt way more awkward the Monday we got back from NYC than I would have liked. I pulled myself out of bed at 7, got showered and dressed, and then made my coffee, but June never emerged from my spare room. I texted her at around 10 and got no response, and I was starting to worry that I had really hurt her feelings the previous night when I asked if she preferred to share my bed, or sleep in the spare room.
I was open with her about not being interested in a relationship, and she had said roughly a million times that she didn't want me to think she was "catching feelings" so I believed that she wasn't interested in a commitment either. But, as I sat through a torturous meeting between 10 and noon, I had visions of her gathering up her things and quitting my place.
So I ran home at lunch and found the spare room door closed with a lightly snoring June still inside. Guess I forgot how much 21 year olds like to sleep in. I was glad I hadn't double texted, lest June know just how keenly I was interested in her whereabouts. Or, lest I fully admit how I was feeling.
As I walked back to the office I went through it again in my head: I can't subject someone else to wasting years of their life with me. When June asked me why I'm still single at 51 I thought I had been pretty up front with her, but maybe she didn't want to hear my admissions as the warnings they were. When I said "I'm kind of a handful" she probably imagined that I was mildly annoying and dorky like a lot of guys her dad's age.
What I was trying to tell her though, is that I compulsively overanalyze everything, which is a great trait for a VP at a giant Telcom company, but gets old in boyfriend. For the longest time I had wished I could change that trait, but after years of therapy I've come to the conclusion that this is a strength in me, not a weakness.
I understand now that I am just a very intentional person. I don't do things by half, and I don't do them without first considering their impact. I once had to speak with a subordinate of mine to remind him that he shouldn't be using curse words in meetings. His reply was that he hadn't realized that he had done it, and didn't think it was too big a deal anyway. He told me he would make an effort to stop, then asked me: "Who thinks so closely about the things they say? I just talk when I talk."
I was baffled. I always thinkbefore I speak, and take great care to ensure that the things I say will be interpreted as I mean them. I'm not robot, mind you, but I always endeavor to be as close to perfection as my flawed brain will allow.
Lets just say that I've never once had to worry about sexually harassing a coworker, because I do not ever comment on any of their appearances. I would also never make advances, even in instances when I had picked up some pretty unmistakable signs that they would be welcomed.
I'd love to think that I am just as intentional when writing as I am with the spoken word, but the number of typos and malapropisms that end up in my writing suggest more of a deficiency there. Anytime I notice a mistake in my writing - be it texts, emails, or prose - it always annoys the hell out of me. Because one thing which years of therapy have not yet helped with, is that I am unceasingly hard on myself.
My mother and father are both PhD's so you may think that I grew up in some kind of super critical environment, but I can't blame my quirks on them. They were always trying to get me to placeless expectations on myself, even from a very young age. My mother has rightly diagnosed my eternal bachelor status as a consequence of my unending self-criticism.
But one thing Dr. & Dr. Sullivan did actively foster in my sisters and I was healthy respect for other people. So, for example: I call PhD's Doctor until they ask me to refer to them in another way, and lest you think that is just because of my folks, I also still refer to a number of my parents friends as Mr. or Mrs. so-and-so because in 50+ years they have never asked me to stop. Same thing with a few of my aunts and uncles.
So I never had any problem with pronouns, because I afford more respect to how someone sees themself than to an honorific or degree they got. So if you tell me you use they/them I will take all due care to refer to you that way.
I was impressed that at her age June once caught a notable instance where Idid break my own rules by calling her "Junie" without asking her first. Just as I will observe other people's pronouns, and honorifics I also don't usually meet someone named John and just start calling them Johnny.
This is just one example of what I meant when I told June that I'm a lot to deal with. I no longer see it as something I want to change in myself, and I fully admit that it can wear on people, so I have gotten comfortable with the idea that I may not have a serious relationship going forward.
My hang up is that I've also always been the type of person who can get interested in a woman really quickly, which has lead to me feeling love for a lot of them in my life. So I find myself trying to thread a needle of wanting more than anonymous or casual sex, but less than a full blown relationship. Which I am fully aware is kind of a dick move.
I was chewing on all of these thoughts for the umpteenth time as I also chewed on my lunch when June finally texted me back.
Geeze, sorry I slept so long! I guess the travel really took it out of me. I'm gonna grab lunch with Lizzie
Cool. Have a good time! I'll see you later.
The rest of the work day seemed to go by much easier now that this source of potential tension was temporarily set aside. I got back to the apartment at around 6 to find that their lunch date had turned into a dinner for the three of us. I said hi to Lizzie before going to get changed, and when I came back out of my room June was putting dishes on the table.
She asked me if I wanted a whiskey and I had to fight the urge to respond with a "yes thank you dear." As we sat eating dinner and talking through the latest developments in June's saga with her family, I was shocked how much it felt like we were a couple hosting a shared friend for dinner.
The gravity of June's family situation, and my place within it allowed me to ignore my own worries about her expectations for our relationship for a second. Apparently June's little sister, Marley, had told her parents that June had gone to New York with a guy, but at least she didn't know I was the guy. June had to turn her phone off because both her father and mother had been calling and texting her nonstop.
We knew they were able to track her car's location, so we had been careful to not leave it too close to my apartment or the Vandy campus to try and throw them off the scent of thinking she was either with me or Lizzie. She had been happy to find out that they couldn't track her phone, but now it looked like she needed a new number, because they wouldn't stop hounding her.
After dinner Lizzie headed back to campus and June and I cleaned up and watched TV together. We didn't have any serious conversations, and when I said that I was getting tired at 10 she didn't object to me going to my room alone. And that's how things went for the next week or so.
June got a new phone plan and blocked her sister on Instagram to keep her family off her back, and we settled into a kind of "roommates who fuck" routine, which was pretty great. For me at least. I was still worried June was getting more serious than she was letting on.
A good example was that I had previously complained that I hated it when my most recent girlfriend - Rene - had absentmindedly replied to things I was saying when I could see that her thumbs and eyes were all over her phone. After we got back from New York June took special care to put her phone down when we talked. It made me happy to have her undivided attention, but I worried that it was in imposition to her which she would resent later.
There's a reason I feel like I'm better off single.
For the time being however, my over-thinking and pedantic nature didn't seem to be bothering her too much, and we spent a whole lot of time together in the evenings, both in and out of bed. I was enjoying it a great deal but it began to occur to me that we were already pretty much in a de facto relationship. So I carefully broached the topic of her long term living situation.
In the end my timing was absolutely awful. Even though she tried really hard to cover up that she was hurt by me asking, I could tell it bothered her a lot. But after almost a month of living with me I thought it was important to set fair expectations. A few frosty and sexless days after this talk I got a call from her dad, Jack, asking if he could come see me.
Both June and I were stressed out about what he wanted, but we both agreed it would look way worse to refuse. So we gathered up all her things from around the apartment and stashed them down in my storage locker, and she went to spend the evening with Lizzie over on campus.
In the end both Jack and Lili came downtown, and it turned out we needn't have moved all her stuff, as they just met me out in front of my building and we went to dinner together. Over dinner they asked me if I had seen or head from June, and I was struck by the fact that while Lili still called her by her chosen name, Jack had reverted to using he/him pronouns and calling her Junior.
I didn't feel bad about lying to them under these circumstances, since it was clear to me that at least Jack was using her "running away" (as if a 21 year old could run away) as a reason to fully renege on his previous support of her self identification. I told them that I had gotten together with her for lunch before the election but that I hadn't seen her since.
Lili seemed genuinely worried if June was ok or not, and I was so torn that I couldn't just come out and tell at least her that everything was ok. But, I had seen how often Lili and Marley had funneled info back to Jack and I didn't want to put June in that position again.
I almost felt a lot worse when Lili pulled me aside as Jack got the car and said "if you hear from her, just let her know that I only want to be sure she's safe." When June and I were carrying all her stuff back up to my place I told her I was feeling guilty about how her mom was taking it. Then she showed me dozens of texts where she had told Lili that she was safe, fed, and comfortable, only for Lili to come back with something likeyou're not with some pervert sugar daddy are you?
The amount of judgment inherent was more surprising to me than the fact that June had tried to tell her mother over and over that she was safe, but that Lili couldn't believe it unless it complied with her definition of safety.
As we found out later that week, they had alao taken the opportunity to retrieve June's car (which was in their name after all) while they were in the city, so I ended up feeling even better about lying to them.
After we finished bringing her stuff back up, I poured myself a coke and plopped down on the couch. June slithered into my lap, took a few gulps of my coke and put it on the table before snaking her arm behind my neck. I hugged her tightly and it was almost as if she could sense how comfortable I had become with her.
"Mmmh. This is nice. I feel safe when you hold me Craig. I don't want you to think I'm...." she paused before completing her now well worn "catching feelings" bit, and I could see 10 steps ahead of her. "Craig?" She asked in a soft way that made it even more clear where she was going.
I tightened my grip on her, partly to convey how much I cared about her, but mostly to keep her from running away when I said: "June... us ending up together isn't your happily ever after. I can't deny that I have great affection for you, even after such a short time... but I know myself, and I'm not trying to be mysterious and cool by saying that I'm difficult in a relationship. I am. And if I were a recalcitrant asshat I'd jump right in despite it, believe me. But I also hate hurting people, especially people I care about."
I felt a drop on my neck and heard a little sniff. I felt like a total dick.
"So... are we over? Like... do I have to move out."
"No! God no." I said pushing her back so I could look in her eyes. "June, I'm serious here: if you wanna fool around for the next 20 years till I can't get it up anymore: I'm game. If you wanna stop fooling around and just be very close friends: I'm down. If you wanna find a happy place in between: I'm ecstatic. But I don't want to mislead you. I DON'T want to be in a relationship. With anyone. So if you want to see other people...
"Don't I get a say?" She asked, springing up out of my lap.
"You get all of the say... in your half of the equation. But I get all the say in mine. I know it sounds like a dick thing to say, but that's just where I am in my life. I will always be open and honest with you, but I will always be careful to not make it seam like I'm playing hard to get or something. I'm too old and I've spent too many years in therapy for games."
"But this feels so good, so natural Sully..." she began, before I cut her off as softly as I could.
"Yeah Junie, It does. I like spending time with you and I certainly like exploring sexually with you, but I've been very clear that that's my limit. I mean... I have been clear, right? Like, you don't feel like I've been giving you signs that I want more, do you?"
"Well no... not exactly. Its just that I feel.... I feel... well, I guess its just that Ifeel full stop, ya know?"
"Yes. I totally know. I remember how I felt the first time Ifelt for someone, if that makes sense. Its intense, to be sure. But this isn't a romance novel, its real life, and I'm your training wheels... wait... I'm mixing metaphorical imagery... anyway, I'm trying not to be condescending here, but you have a whole lot of life left to live and other people to mess around with or fall in love with or anything in between."
She just stood there, looming above me and it was almost as if I could see the various emotions playing out via her facial expressions and posture changes. From arms crossed with her faced screwed up in a scowl, then a deep sigh and hands on hips, before eventually slipping back into my lap and lowering her head onto my shoulder.
---
Over the next few days she was still a bit pouty, so I tried my best to reinforce the positives that our newly redefined "situationship" could offer. She came around pretty quickly, but not quickly enough for me to worry that she was just telling me what I wanted to hear. By early December we had settled into a new routine where we either had dinner together or hung out watching TV just about every night, but only had sex a few times a week. Once or twice during those weeks, she slept in my bed afterwards but usually, when we were done she would retreat to "her room" and we slept apart.
June ended up going on a date with a guy she had met while volunteering for a group called TAN, or Trans Aid Nashville. He was in his late 20's and seemed pretty keen on her, but after they made out and groped each other in backseat of his jeep, she came home and asked me to fuck her. So, it was baby steps.
After Lizzie finished with her finals she asked if she could crash with June and I for a few days because she didn't want to head to her Mom's house until closer to Christmas. I was worried about potentially pissing off another one of my college buddies, and I even thought about texting Lizzie's dad, Linc, to let him know, but the girls talked me out of it.
As it turned out they had a plan of their own. I found out after it all went down that Lizzie had been pressing June for details about our sex life since after the Halloween party when we first fooled around. It became apparent to June that not only was Lizzie into me, she was also into June. When Lizzie found out that June had hooked up with a girl from a Broadway Bachelorette party she said that she was hurt that if June was into cis girls she never made a move on her.
That led to them making out in Lizzie's dorm room, which in turn led to them hatching this plan to have her crash at my place, but I found all of this out later. That first night, as we all watched a very confusing (to me at least) episode of Euphoria, June said something about my "evolved" approach to casual sex. Lizzie followed that up by saying how refreshing it was.
Guys their age were fine with hook ups, they informed me, but they got either strangely possessive afterwards, or tended to ghost or treat the girl like shit after they got what they wanted. Few, if any, appeared to be able to actually pull off the Friends with Benefits paradigm.
Lizzie mentioned a guy she had casually fucked during her sophomore year who was a lot of fun to be around in private but totally ignored her on campus. June said that she liked that I was somewhere in between, and I could treat her well while also having casual sex.
It baffled me that the bar was so low that being genuinely interested in a woman as a person while also being enthusiastically horny for her qualified me as some sort of great guy in their eyes.
It honestly felt like they scripted it out before hand, and in retrospect it was even more obvious what they were doing, but as I sat there that night I was blissfully unaware. So as they kept coming back to my "mature approach to casual sex" I first thought that maybe Lizzie wanted to fuck me, and that June was facilitating, but as they speculated about Rue, Jules, and Eliot from the show having a three way I started to see what they were really doing.
It wasn't like I had a problem with it, but I was just waiting for them to get to the destination, because not only was the thought of it very hot, but it also seemed like healthy behavior for a girl who "wasn't catching feelings."
While they carried on this set up - talking about how three ways seemed like they were best done casually, rather than in a throuple - I got up and got some weed, taking a few big hits before offering it to each of them. They got considerably more giggly as they continued their plan after smoking, and with no apparent end in sight I just decided to cut to the chase.
"So... would you two ever want to share a guy?" I asked trying to be more convincing then they had been up to that point.
"Oh, I don't know..." Lizzie said. "It'd have to be the right kind of guy, you know."
"Yeah, we've known each other our whole lives, and the wrong situation could ruin our friendship." June added.
"What about me?" I said as casually as I could muster, but the look on their faces as I just came out with it made me crack a smile.
So I took another hit of pot and just sat there waiting to see how they would respond.
"You don't think that'd make things strange between you and June?" Lizzie asked while literally leaning forward toward me, almost as if I had trapped her with my gravitational pull.
"I'd be more worried about hurting your friendship, or mine with your folks for that matter." I said, leaning back in reply to Lizzie's advance.
"I would never, ever tell my dad. I may tell my mom, but she loves you and hates Dad since the divorce, so you don't have to worry about her telling him... if you know what I mean."
"And you don't have to worry about our friendship Sully." June added, standing up and pulling Lizzie up by the hand. "We haven't fully smashed yet, but we've already messed around a bit together. We're both pretty horny girls, but we're both tired of trying to find a good guy who's safe and all."
Now, they were standing right in front of me and Lizzie draped her arms around June's neck, drawing her in for a kiss. I've seen girls kiss with the sole aim of trying to impress a guy before, but watching them go at one another I was very certain they were genuinely attracted. Seeing them paw at each other as they kissed turned me on enough to quiet any lingering worries I had about if it was ok to have a three way with the 22 and 21 year old daughters of my friends.
I knew I was ready and willing in the moment, but I had to be sure they weren't rushing headlong in to something they might regret later.
"I know this might ruin the mood, and I might be a bit more high than I realize... but are you two really sure about this? Before you say yes... and I don't want to sound like a scold or whatever... but you seem to have such a good friendship... and, uh... you know..."
"Craig. You're overthinking again. Lizzie wants this... I want this. We've been talking about it since you and I got back from New York."
I instantly felt ridiculous for being less adventurous than them. In order to rally and get back to an enthusiastic role in what we were doing, I jumped to my feet and ran my hand behind Lizzie's head. I lightly grasped her hair and used it to pull her head back so that she was gazing up at me with a little smirk blooming.
As I sunk my tongue into her mouth I was aware of June moving around behind me. She reached down and began to untie my sweatpants, pushing them and my boxers down to leave me stood there kissing her best friend with my hardening cock now pressing into her belly.
June backed away momentarily, and when she stepped in to join our kiss she had stripped down to just her bra and panties which I had never seen before. They were very sexy dark green with black accents.
As I turned my head to begin kissing June I could see Lizzie discarding her frumpy outer layer of a Vandy sweatshirt and ratty pajama pants to reveal her equally sexy undergarments. The extent of their plan was now even more evident to my lightly pot addled brain, and I found their planning extremely hot.
As I stepped out of my bottoms and yanked off my top they walked hand-in-hand toward my bedroom and I felt the blood pumping into my cock as I watched them go. June is slender with modestly sized breasts from her years on HRT. Her ass is taught and firm from years of soccer as a kid. Lizzie is barely 5 feet tall and very curvy, with large tits and jiggly butt, all perfectly accented with her pink and black matching bra and panties.
"Are you coming or are you just gonna stand there staring?" June asked, snapping me out of my trance.
I practically sprinted toward them and quickly followed them through the door. June broke off and headed for the closet, where she knows I keep a box with various mood enhancers. She lit a few candles and incense as I sat on the bed and pulled Lizzie down onto my lap. The feeling of my bare cock brushing against her glorious thick thighs sent a shiver up my spine.
With the candles lit June added to the mood lighting by draping two silk cloths over the globes of my bedside lamps, causing a soft red light to transform my utilitarian bedroom into a sexy space befitting the impending three way.
My hands roamed over Lizzies back and down to her ass, and when I took two big handfuls she moaned into my mouth. June had disappeared to the bathroom momentarily, and I assumed she was once again dipping into my ED medication stash. Even weeks away from my 52nd birthday I was pretty sure I wasn't going to need the "boner chews" as June called them, and I was guessing that she wouldn't either, but I understood why she would want to be doubly safe.
She joined us on the bed, pulling Lizzie away from my mouth lightly by the hair. As they began to furiously kiss, Lizzie bucked in my lap, grinding her soft panty covered crotch on the underside of my dick. June threw her leg over my head and soon was straddling my face as they continued sucking face. I pushed my head up so that I was forcing my mouth and nose into her crotch, feeling her tight little balls popping their way out of the side of the tiny panties.
Lizzie's hand brushed my chest as she reached down to grab June's girlcock. I could still hear their kissing getting ever more frantic as June ground her ass into my face.
I was extraordinarily turned on, but in that moment I was beginning to feel like a bit of an afterthought, so I rolled to my side to signal to them that I wanted to get up, causing them to both flop onto the bed on their sides like they had just flipped a canoe.
June rolled onto her back and Lizzie went right for her crotch, getting on her knees and elbows. As she popped June's girlcock out of the side of her panties I lowered myself and buried my face in her big beautiful ass. She smelled divine, and for a moment I realized that although I had been thoroughly enjoying fucking June over the last few months I had very much missed pussy.
I could hear that Lizzie was now sucking June but I was lost, luxuriating in her scent. I yanked her panties down and lightly grazed my tongue over her lips, excited to find her already very wet. I used my lips and tongue to explore her, but I was careful to avoid her clit for the time being, wanting to tease her while she blew her bestie.
"Oh fuck LL! That feels so fucking good!" June moaned and I decided it was time to take a gander at Lizzie's oral skills.
I moved to the side and watched as Lizzie effortlessly took all of June's girlcock. June must've been watching me watching them, because when I moved to better see behind the hair that had slipped out from behind Lizzie's ear, June reached up and put it back in a sloppily constructed ponytail with one of the little elastic hair ties she always had on her wrists.
I appreciated her effort, but after seeing and hearing Lizzie positively inhaling June's erection I got a bit jealous. So, I nuzzled my way up June's leg and then maneuvered my face next to Lizzie's, like a puppy pushing forward at feeding time. When Lizzie felt my cheek come into contact with hers she pulled away and took a huge breath.
June was covered in Lizzie's spit, and as I took her now familiar length straight past my lips and into my throat I began slurping. The thought of all this wetness being Lizzie's gag drool made my lips and nose flash a snarl, just as I strained my eyes to see June staring at me.
"Fuck Sully... you can really suck dick." Lizzie said with more than a few notes of actual surprise, but an unmistakable tone of recognition that made me proud.
The more I sucked and slurped on June the more I realized that the weed had made me feel dried out, as it often did. But, I also recognized that something about sucking Lizzie's spit off June's cock was quenching on multiple levels.
And then the thought of Lizzie's pussy popped into my head and in that moment I wanted nothing more than to taste her again.
"Thanks Lizzie, but from what I could see before, I've got a long way to go to catch you." I gestured toward June's lightly twitching member to encourage Lizzie to resume, and she happily did, once again pointing her plump ass upward.
As I got within a few inches of Lizzies crotch I could see that there were slick spots on her inner thighs and a small but unmissable smudge of thicker, white liquid between her holes. I dove right in and ran my tongue from her clit in the direction of her asshole until I tasted this savory deposit.
As I was truly luxuriating in the way she tasted, an intrusive thought popped into my head and I actually laughed into Lizzie's pussy and ass.
"What's so funny Sully?" Lizzie asked panting, after taking her mouth away from June's rock hard girlcock.
"Uh... sorry. Not you... nothing. Just thought of a story about Erik.. uh, Uncle Erik... or Mr. Nerris. Sorry, I'm pretty high, I definitely wasn't laughing at you sweet girl, you... you are amazing."
With that I was back to licking her, trailing from her holes across her ass cheek and kissing my way along the little crease just where the bottom of her ass meets the tops of her thighs. Then I made my way inward and dragged my tongue over the wet spot I had made note of, and once again I was fully enthralled with the way she tasted and smelled.
As I licked her I became aware that I was making quite a bit of noise, and for just a second I worried that June would be hurt if it seemed like I was more enthusiastic with a cis girl that I had been with her. But, the ember of that igniting anxiety was snuffed out for the time being when June said "Goddamn Lizzie, I need to feel you..."
Lizzie quickly got up onto her hands and crawled up June's body until her pussy was resting on June's pelvis as they kissed. I reached up and grabbed June's girlcock and lightly pulsed it in my hand, which I had come to learn drove her wild.
"Wow Junie, you're so fucking hard!" I said, now feeling a bit anxious that maybe June wasn't as turned on by me as she was by Lizzie.
As I've mentioned, it can be a real drag in my head most of the time. I can even overthink and worry in the middle of a three way with two girls who are collectively 9 years younger than I am.
"Put her in me Sully" Lizzie begged, drawing me away from pot panic and back into being fully immersed in what we were doing.
I lightly shoved Lizzie's butt to get her to move, and then guided June's tip until it lined up with Lizzie's sloppy entrance. Seeing how extremely visibly turned on they both were allowed my mind to fully focus and all the noise disappeared. I could hear them both groan together as Lizzie took her bestie's girlcock for the first time in one continual motion until she was fully sunk.
I scampered up, mostly because I wanted to see their faces and I found that they were just staring into one another's eyes as they both thrusted together, punctuated by little grunts, moans and giggles.
June turned her face, and it was almost like she was shocked to see me there in that moment. As if this few minutes of passionately fucking her friend had erased my involvement from her head. Far from being hurt by that, it actually turned me on so much more to see her so engrossed.
As June kept at it, pumping up into Lizzie, I got comfortable on my side stroking myself fully enthralled seeing how into it they both were. But, June had other ideas.
"Lay down on your stomach babe." June said before drawing my eyes to the spot on the bed in front of them. "Craig..."
I followed her prompt and positioned myself in front of Lizzie. She took me in her hand and stroked a few times while June pushed back into her from behind. As Lizzie began to suck the tip of my cock, I couldn't decide where I wanted to look more. Seeing her work her way to taking all of me was thrilling, but I could feel that too. So my eyes rested on watching June hump into Lizzie from behind.
June's small tits were bouncing around and the look on her face was amazing. She was staring at Lizzie blowing me but when her thrusts quickened we both ended up with our eyes locked on Lizzie's delightfully fat ass as it shook with each contact.
"Fuck... I have to mellow or I'm gonna blow already." June said pulling out of Lizzie. "Take over Craig."
"Come here lil Lizzie." I said, feeling repugnant for using the same term from back when she called me Uncle Sully.
She didn't seem bothered as she retreated into my lap and, reaching back to guide me, lowered herself onto my whole length. Seeing her tits popped out out of her bra and hanging there in front of me turned by brain off again and I attacked them, first licking around each areola and then sucking each stiff nipple in turn while she rode me.
I had lost track of June but when Lizzie finally sat up, pulling her nipple right from my mouth with a pop, I saw that she was craning her next back to kiss June, who was behind her.
"So do you think you wanna try..." June began.
It was obvious that it was something they had talked about before, and judging from June's placement, I was hoping it was a double penetration, but both our hopes were dashed when Lizzie cut in and put a stop to it quickly.
"Not yet babe. But I do want to eventually... just need more practice. I wanna watch him suck you till you come all over his fuckin' face."
I thought we might change positions to facilitate better angles and vantage points but instead June just crawled up to kneel beside me. Lizzie sat up and stopped riding, switching instead to rolling her hips with me all the way inside her. I craned my neck and took June's girlcock in my mouth, but it wasn't much of a blow job. More like a hand job while I sucked the tip, but it seemed to do the trick for Lizzie.
"Shit JJ, that is so fucking hot. Yeah! Suck on that cock Sully!"
She broke off into muttering as her pussy began to clamp and release my cock. She reached down and grabbed her left tit and bent her head to meet it, biting on her nipple and letting go with her hand so it was suspended there above me from her mouth.
She began to grunt and her eyes closed for a second but when June said "I'm gonna come!" she opened them as well as her mouth, allowing her breast to fall back down. As Lizzie came she seemingly had to fight to keep her eyes open, but she was watching keenly as June finally popped.
The velocity on the first few shots of come surprised us both, with the first streaking across the bridge of my nose and up onto my forehead. The second ended up going up my nose and into my right eye, causing me to start coughing and for my eyes to reflexively close, but I felt a few more land in my beard.
With no thought for the half-blind and choking old man, Lizzie got up off me and I could hear them kissing and giggling.
"Dude, its sending me that we both came at the same time!" June said, practically into Lizzie's mouth, meanwhile I was wiping my face on my pillow case.
By the time I had managed to clear my eye I looked up to see them still standing at the side of the bed, but they were no longer kissing. They stood there wrapped in one another's arms but they were looking down at me. Lizzie was chewing on her bottom lip and June was staring at my still mostly hard cock.
"Your turn Craig." June said
I pushed up on my elbows and in an instant a million different options tore through my head. Would I just jerk off till I finished on them? Perhaps they would blow me at the same time, or I could titty fuck Lizzie. In the end the decision was taken out of my hands, not that I minded.
"I wanna see him fuck your ass." Lizzie chirped enthusiastically to June, as if I wasn't even there.
"Ok, get him all nice and hard again for me while I get the lube."
I laid back down on the bed expecting Lizzie to climb up and blow me, but she dropped to her knees and stayed there, so rolled off the bed to stand in front of her. As June walked back over with the bottle of lube in her hand, Lizzie took me in her mouth without using her hands and sucked me while dragging her tongue along the underside of my rapidly rehardening dick.
"You look SO HOT with a cock in your mouth babe." June said while twisting around to apply lube to her asshole.
Then she knelt on the very edge of the bed and stretched backward so that her ass was hanging far out over the bedroom floor. Lizzie withdrew from my once again fully stiff cock and sat back to watch the show.
Thanks to Lizzie's sloppy mouth I totally bypassed adding any lube and went right for June's waiting ass. I had intended to be careful and methodical to start, since she hadn't prepped with a plug before hand, but as I started to push into her I found her more than ready.
"Yeah.... fuck that's hot." Lizzie enthused from her close vantage point off to the side of us.
I had fucked June dozens of times by this point, but this was the first time with an audience, and I found it unusually thrilling. Before I knew it I was grunting as I fucked her little hole hard enough to push her over so that she was laying flat on the bed. Lizzie jumped up on to the mattress and put her face right next to June's as I continued to pound her into the mattress.
"Goddamn babe, you're so fucking gorgeous getting railed like that." Lizzie cooed, an inch away from June's face.
As turned on as I was watching their very loving exchange, I was quickly finding my perch on the edge of the bed over June's prone body a bit unstable. So I pulled out of her and flipped her over before sinking back into her in missionary. When I resumed fucking her I set a much slower pace, fully enjoying looking down at her face as she turned and kissed Lizzie.
I stretched down to join their kissing as I continued to slowly fuck June's ass. At this point my head was no longer swimming from the weed, but I was experiencing a bit of sexual high from sharing these two amazing and sexy young women.
"Come on... come for us Craig..." June purred in my ear.
"Yeah. Paint our slutty little faces Sully." Lizzie added.
I pushed up and away from them in order to pick up the pace while Lizzie flopped on her back and put her face right next to June's. As I pumped into June's tight ass I absentmindedly reached down and took one of Lizzie's tits into my hand as June watched.
"Fuck girls... I'm close."
From there they did their best to shower me with a chorus of very porny requests for come. "Shoot that load all over us" "I wanna taste your come" "Give it to us daddy, pleeeeeeeeease" and many others.
I was only too happy to oblige, and I was beyond happy when I finally launched a few powerful shots onto each of their faces in turn while I loomed panting and grunting over them.
I collapsed behind Lizzie while they kissed and laughed, taking turns tasting me off one another.
"Next time you're taking both of us at the same time slut." June said with a laugh drawing an "ok babe." and a snorting laugh from Lizzie.
"Speaking of laughing... what was that all about Sully? Earlier, when you were eating me from the back?"
"Oh... like I said, I was pretty high and I remembered a story about Erik. I don't think I should share though..."
"Oh come on! That's not fair! Now you've peaked our interest." June said in a mock whine.
"Ok... I can't believe I'm telling you guys this..."
"You just fucked us both, I think you're ok to tell us an embarrassing story about the old gang."
"Ok, fine. During sophomore year Erik was into this absolutely gorgeous girl named Gabrielle. More than gorgeous, she was so cool, and funny and he was totally nuts for her, naturally. Well, she finally agrees to go on a date with him and after a few times of them going out and lightly fooling around, all of the sudden he just stopped talking about her."
"Ew, did he fuck her and ghost her?"
"No, that would have been so much better than what happened. When she finally went down on him she said she wanted him to return the favor and he enthusiastically agreed. Now, you have to remember... he didn't tell us what happened until months later, so we found this all out all at once, while he was drunk.
"Anyway... we were all there - both your moms and I'm pretty sure both your dads too, but it was baseball season so maybe not, doesn't matter. Erik had seen Gabrielle at the party when we got there, and he looked super uncomfortable. So, Trip finally pushes him and is like 'what the fuck happened with her dude?' and he finally tells us."
"Oh god, I can't wait..." Lizzie said with a huge smile on her face.
"He proceeds to drunkenly tell us that when he went down on her she was really wet and he was so into it that he was like... savoring her. Apparently he had been with 3 or 4 women before and he hadn't really enjoyed the way they tasted so he was super enthused, and when she said something like 'oh god your mouth feels so good' he wanted to respond in kind, but he didn't want to be too vulgar so he said... and I should point out that most of this story is fuzzy after 30 years but we all remember the quote verbatim... he said 'Oh god Gabby. You're so wet. Your... pussy sauce tastes so good.' because apparently he thought juice sounded bad and his horny brain grabbed sauce as an alternative."
"No!!!!" June yelped at the same time as Lizzie said "He said fucking what???"
They were dying rolling on my bed just looking at each other and then me and saying "Pussy sauce?" over and over. To be fair that had been the same reaction not only I had back then, but both of their mothers did too.
So I told them that throughout their lives they had probably missed it when, at barbeques, birthday parties, reunions, and the like we would have all teasingly asked Erik if he wanted extra sauce on his ribs... or special sauce for his fries etc.
They were roaring with laughter, even more so as they thought about their boring old parents having this type of dirty inside joke with their group of college friends.
Eventually, we each got up in turn to clean up and pee, and I'd love to say that in the wake of this extraordinarily cathartic sexual experience and the levity of a naughty story from when I was their age I was cured, and no longer overthought everything, but sadly that isn't my lot in life.
While the two girls laughed and repeated "pussy sauce?" in the shower together, I laid in my bed thinking about what would happen next. Would they both share my bed that night? Were they a couple now and was my involvement likely to come to an end?
I heard a smack and a laugh from the shower and I was instantly jealous of how much more fun they were having in the wake of our truly outstanding romp. There was no doubt that I was able to enjoy myself in the moment, but as always my brain ratcheted up the lines of inquiry afterwards.
"This is why you're alone you fucking idiot." I said aloud to myself.
---
As it turned out they did both share my bed that night, and it was very nice, if a bit crowded. In the morning I made breakfast for us and we sat around joking and being very flirty. They asked if I had pussy sauce for the pancakes.
The next night June and I plugged Lizzie and we both took turns fucking her while she got used to feeling something in her ass. Lizzie asked for June and I to come in each other's mouths and then spit it into hers and we all really seemed to enjoy that.
On our last night together before Lizzie went to her mom's house for Christmas we finally graduated to fucking Lizzie's ass, although she wanted to wait till the next semester for a DP. While June slowly and methodically probed Lizzie's ass in missionary I alternated between licking and sucking each of their nipples.
After June came in Lizzie's ass I quickly took her place and slid into her, using June's come as lube. I added my own load shortly afterwards and Lizzie practically glowed as June petted her face and told her what a good little butt slut she was being for us.
---
I was sorry to see Lizzie go, and after making her swear that she wouldn't tell her mom and dad that I had shared the Erik story with her she hugged us and headed out for Christmas in the burbs.
June was surprised that I didn't go to my folks house or my sister's house, but rather chose to spend Christmas alone. She was very up front about the fact that she was feeling strange about being away from her family for the first time, so I didn't put up too much of a fight when she asked if we could get a tree.
On the way out to Long Hollow Nursery she asked me when was the last time I had put a tree up, and I realized that it had been 2020. It was my first month living in the downtown apartment after Rene and I broke up, and I had tried to make things as normal as possible.
Normal wasn't in the cards however. I don't remember seeing the offending RV parked on 2nd Avenue as I drunkenly made my way home from a Christmas Eve party, but I'll never forget being jolted awake at 6:30 am by the bomb going off 750 feet away from my bed.
Luckily, my apartment faces the park so I was spared broken windows, but it goes without saying that I was shaken. If you've never been awoken by an actual explosion down the block from your home, I'll just say that I can't recommend the experience too highly.
Other than some fallen pictures, the only damage in my place was that my Christmas tree had tumbled over. I left it like that for a few days, only taking time to mop up the spilled water, but I eventually got around to throwing away the tree as well as the broken ornaments. I explained to June that when Christmas of '21 rolled around I wasn't in the tree buying mood.
Back in 2024 however June and I had a great time picking out a tree. She kept pushing me to get a really big one, and when I said my stand wouldn't work with it, the guy from the lot informed us they sold stands there. When I finally acquiesced the guy said "Always best to keep your daughter happy." and the fact that he didn't misgender her did in fact make her quite happy, even if it made me feel super old.
We ended up having a really great Christmas together. We slept in sperate beds Christmas eve which gave me the chance to sneak out and put the things I had gotten for June under the tree. I smiled to myself when I saw three packages already there from her.
I had gotten her a bunch of practical things a soon to be 22 year old would need if and when she struck out on her own, but I also wanted to be a bit sentimental, so I wrapped up a copy of the key to my place. She already had already had it, and I had to take it off her key ring but I wanted to let her know that it was now hers for good, she was no longer borrowing it.
She was touched, but clarified that she didn't plan on living with me for good and I realized that my gesture wasn't clear.
"No Junie... I mean you can keep it even when you move out, whenever that is... no rush. You are always welcome here... in my bed, sure... but mostly in my life. Anytime you need somewhere to go I want you to know you can always come here."
She jumped up and came over to hug me, and after kissing my neck she just said thank you lightly in my ear.
I made us breakfast and modeled the vintage Son Volt tour shirt she had somehow found for me on the wilds of the internet. I had showed her a picture of our gang during Spring Break '93, and mentioned off-handed that I really loved that shirt, but it had fallen apart years ago. She remembered and took the time to find one for me.
She had also gotten me a Lego set of the Trevi Fountain, since she had come to find out that I enjoyed building Lego as a way to relax. But she was most excited when I opened my third gift to find a faux leather collar and leash along with a rubber ball gag and a flogger.
That gift didn't require any explanation, and although it had a very different sentiment I still very much appreciated it.
After dinner we FaceTimed with Lizzie and she and June each showed off their gifts to one another. Lizzie asked about my "special gift" and it became apparent that they had shopped for the sex toys together. Lizzie signed off by first saying that she couldn't wait to see us again, but she quickly skipped past the flirty intent of that comment to say that she had to stifle a laugh when her mom had said she was making a apple crisp desert with a caramel sauce.
Christmas night June came to bed with me but we didn't mess around. We laid there talking for a while in the dark and as usual it was very easy and comfortable. After we had gone a few minutes without talking and I was like 70% asleep, she nudged me and asked: "Will you buy me a pretty dress and take me to a New Years Eve party?' and I just squeezed her hand and said "of course."
More soon.
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