Paying it Forward Ch. 02

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Part 2 Paying it Forward by seducing my widowed neighbor.
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Part 2 of the 5 part series

Updated 08/30/2023
Created 03/11/2023
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Wow, less than 15 hours ago I had stopped by a recently widowed neighbor's house for a drink, and to continue a conversation we had started earlier in the day when I passed his house while walking my friend's dog. He was expecting to have a meet and greet over a few cocktails with a neighbor, and nothing more. I was expecting the same, but hoping for something more. And something more came true!

I had just walked the few blocks home after spending the night with Leo, my recently widowed neighbor, a man who I had just formally met the day before as I walked by his home. As I stood in front of the bathroom mirror and stripped down to the purple boyshorts that I wore on my "date" last night, I was quite proud of myself for seducing my neighbor and introducing him to the wonders and pleasures of m2m sex and passion.

In addition to being proud of myself, I was still on a high from Leo's kisses and cuddles, from sucking his perfect cock, and from tasting and swallowing his delicious cum. My seduction plan worked to perfection, I got exactly what I had hoped for, his kisses, cock, and cum.

But I also got what I needed, his lust and passion and an Alpha male for me to serve and satisfy as his loving and adoring beta male sub. And on top of that, I have another date with him tonight at 6.

Just before I walked out his door a short while ago, Leo told me to wear a pair of sexy panties to model for him tonight. As I stripped off my ex-gf's purple boyshorts that I kept from her, I was imagining what type of panties I should buy. Should I get another pair of boyshorts, briefs, hipsters, bikini panties, or a thong, or something else?

I got in the shower and lathered up, my cock was hard from thoughts of last night and this morning, and also from thinking about my modeling show for Leo later that night in whatever panties I end up wearing for him.

I was also horny because my cock was still fully loaded. Other than a minute or two of stroking my cock in the shower, I really didn't give Leo many opportunities to play with my cock as I was totally focused on pleasing him and pleasuring his cock. Being the sub pleaser that I am, that was perfectly fine by me.

Unlike when I eat pussy, my cock gets hard when I suck cock, even though I'm not even thinking about my pleasure. I don't even touch myself while I'm sucking cock, all my focus is on servicing my stud to the best of my ability. My Alpha male's pleasure is truly my goal and pleasure, turning him on turns me on even more. It's just extremely fortunate for me, and for Leo too, that my biggest turnons are having my stud's cock in my mouth and tasting and drinking his sperm!

This is going to be more than just my 2nd date with Leo, this is going to be a special night for both of us. Tonight Leo is going to make love to me, and I hope he ends up fucking me too.

Last night I seduced him by sucking his cock and kissing him and being his horny cockbitch. Tonight I plan to seduce him further with more kisses and cock sucking that leads to his manhood being deep inside my manpussy as I become his bottom bitch.

I want to bring out his Alpha Top side as he discovers the pleasure of having his cock inside his beta's bottom. To make sure everything goes smoothly for our first, of hopefully many, anal sex encounters, I decided a trip to a sex boutique was in order.

Once I got to the store I realized that I didn't need to make a special trip to buy sexy panties as they had quite the collection. First I picked out some lube and a butt plug to break me in before my date with Leo, I didn't want him to encounter any difficulties sliding his perfect cock inside me.

I then turned my attention to the wide variety of panties to choose from. Leo had mentioned that I looked good in my purple boyshorts so I purchased a black and red pair of boyshorts as well. I also picked out two pairs of hipster panties, black and purple.

Since tonight was going to be about Leo using my asspussy for the first time, I thought I should buy some panties that highlight my ass for his viewing pleasure before he uses my ass for his pleasure. I looked though the thong panties but came to the conclusion that the scant material up front wouldn't suffice.

I ventured over to the men's underwear selection and found some thongs that would show off my ass and adequately cover my front, even in an excited stage. I decided to buy a purple thong for myself and a black thong for Leo, just in case he wanted to join me in my underwear modeling show.

I couldn't help but think back to a year ago when my ex-gf wanted us to wear matching Polo shirts to a picnic, and I shot down the idea since I thought it was "too gay". Now a year later after a surprise kiss from an older gentleman that released and revealed my gay side, here I am buying matching thongs for my new male lover to entice him to fuck me. This wasn't "too gay", this was "just right." What a difference that first m2m kiss had on my mindset.

I thought more about Leo's request, actually his command, that I wear sexy panties for him tonight and wondered if he also had a prediliction for t-girls like I did. Being with t-girls was my gateway to being with a man, I thought that maybe Leo had skipped that step with my kisses and sucking his cock and maybe he wanted to take the middle ground and have me be his fem pantyboy.

With that thought in mind I picked out a pair of black thigh high hose, a purple camisole, and a leather collar with an o-ring. If Leo needed me to wear sexy panties and some lingerie to slide his cock inside me, I was going to be prepared. I would gladly be his pantyboy if that's what it took for him to Top me. As his adoring beta sub, I would do almost anything to please him and his cock.

Once I got home I tried on the red boyshorts, the purple hipster panties, and the purple thong. I loved the way they looked and felt and practiced my modeling show for later that night. I saved all the black underwear for Leo, he wore black briefs last night, maybe it was his color of choice.

I still had a few hours before my hot date with Leo and needed to prepare my asspussy for the festivities later that night. My older gentleman seducer had fucked me twice and he was the only man whose cock I had in my ass so far. I wanted tonight, the third time I get fucked by a man, to be the charm.

I reluctantly took off my new panties and lubed up my bottom and my butt plug and started breaking my asspussy in for my new Alpha stud. I was confident of my ability to be a good cocksucker for Leo, I wanted to make sure I could also please him and his cock as his bottom lover.

After a few minutes of easing the butt plug into my almost-virgin bottom, the bulb end popped inside me and sent pleasure waves through my beta body, and I loved it. But not as much as I imagined how it would feel to have my new Alpha male's manhood inside me. I put on my new pair of purple hipster panties and alternated between strutting around like a man who happened to be wearing panties and sashaying and parading around like a pantyboy who was enjoying his beta male sub side.

I wondered which persona would most appeal to Leo. Last night other than my purple boyshorts, which I tried to explain away with a lame excuse, I only showed him my masculine, yet sub, side. Although I do think a few of my moans when he kissed me and how I felt when he spooned me did arouse the fem pantyboy in me.

I decided to go with the masculine beta male in panties persona since it was successful last night. Besides, as I had come to realize from my previous m2m encounters, I was more turned on being with and submitting to a man as his beta male. I didn't need to dress up as someone else and roleplay to be his sub lover, I could play that role just being myself.

I spent the next hour enjoying my butt plug and trying on the panties and thong again to decide which pair to wear for our date. Since my goal for the night was to have Leo top me, I thought the men's purple thong best highlighted my ass which he was going to use for his pleasure, and mine too.

But then I remembered that Leo told me to wear a sexy pair of panties for him tonight, and although the thong was sexy, I wouldn't consider it be a pair of panties. I didn't want to disobey or disappoint my Alpha stud by not following through on his first request so I decided to start the night out in the purple hipster panties. I figured by the end of the night he would see me in my thong for his viewing pleasure before he took it off to enjoy my ass for his lovemaking and fucking pleasure.

I showered and cleaned myself inside and out, and shaved my face twice so it would be smooth for kissing and sucking cock. I threw a toothbrush and razor in with the panties, stockings, camisole and collar, optimistic that I would be spending the night again.

I put on my purple hipster panties and got dressed for my second date with Leo. I couldn't remember a date that I was ever more excited about, and the bulge in my panties showed it. We had shared only one incredible night of passion, but I was already getting carried away thinking that I had found the perfect man to further explore my newly found love for men and to service their cock as their beta male sub. In other words, I thought I had found the man with whom I can be the true version of myself, a loving and adoring beta sub who craves his Alpha's kisses, cuddles, cock, cum, and approval.

I packed the clothes along with the lube and butt plug into my backpack and started the few minutes walk to Leo's house. I wasn't going to be even a minute late tonight, I wanted as much time as possible with my studly neighbor. I didn't even have to knock on the door as he was already opening the door as I came up the walk. I thought he was either eager to see me, or he was discreetly ushering me in before any nosy neighbors would see his visitor.

He closed the door behind me and said "I'm glad you could make it" before he wrapped his arms around me and greeted me with a passionate wet kiss. I didn't have time to respond as we continued our makeout and groping session. His hands wandered down to my ass and I could tell he was trying to feel through my running shorts what panties I had on for him underneath.

When we had both adequately conveyed to each other, and to ourselves, that the special connection and passion that had developed between us over the past 24 hours had not faded one bit, I finally had the chance to say "I'm pretty sure you knew that I was going to be here right on time, I've been thinking about your kisses and your cock all day".

And with that I dropped to my knees, unbuttoned his shorts, and barely had time to notice that he had upgraded from black briefs to a black bikini before I engulfed his already hard cock with my hungry mouth. It had been a mere 9 hours since I last had the honor and pleasure of servicing my Alpha's perfect cock, but it was about all I had thought about in the meantime. My goal was to get a pre-cum appetizer and save the main course for later.

After just a few minutes of worshiping his perfect cock, I achieved my goal and stuffed his hard cock back inside his black bikini. I helped him step out of his shorts as I stood up and dropped my running shorts to the ground, revealing my purple hipster panties bulging with excitement.

Leo suggested that we get something to drink before the modeling show begins and I quickly agreed. Just like before, I followed him like a puppy dog follows his Master, eager for attention and affection. Leo said, "I feel like we should celebrate our new friendship, how about some Margaritas?"

I told him that was a great idea and I wiggled my panty clad ass onto a bar stool and watched with lust and admiration as Leo expertly mixed our drinks as he stood there in his black bikini underwear. I couldn't help but picture in my mind how sexy he would look in the black thong I had picked out for him.

I asked him how his golf game went and he said "I played better than I have in a very long time, maybe I was more relaxed after last night. Even one of my buddies said that I had more spring in my step than usual."

I responded, "I'm glad I could help, if we keep this up you'll be playing in the Master's in no time." Then I couldn't help but add "Of course, you can always be my Master."

He seemed to like that idea as he said "That and more baby." That was the first time he had called me "baby" and it made me quiver and blush like a schoolgirl, or maybe more like a schoolboy in panties. I wondered what he meant when he said "and more". Maybe I will end up wearing the leather collar I bought earlier today, further signaling my subservience to my Master.

Or maybe "and more" meant I'll be wearing the thigh hose and camisole and be his pantyboy? I was willing to go with the flow either way, as long as I got his kisses, cock, and cum, I would be more than satisfied. His pleasure was my pleasure.

Leo interrupted my mental wanderings and handed me my drink and toasted "From neighbors, to friends, to lovers, what a wild and wonderful 24 hours it has been." I moaned like a horny pantyboy when he referred to us as "lovers".

I gathered myself, clinked glasses, and toasted "May the next 24 hours and beyond be just as wild and wonderful. To my stud, Leo."

We took a few sips from our drinks and Leo told me it was time for my modeling show.

Being the attentive sub that I became in his presence, I took his drink and led him to his leather recliner in the corner. Once he settled in I took off my shirt so he could see all of my panties, and the body that was his for the taking.

He had some 70's music playing but I was in my "guy who happens to be wearing panties" mode so I wasn't dancing to the music, I was more or less walking around, striking some ridiculous poses I'm sure, and bending over for him from different angles. He motioned for me to come closer, I strutted over and spread his legs apart with my feet, a move I picked up from my trips to strip clubs. I stood there shamelessly in front of my man crush in my purple hipster panties, wanting his kisses, cock, and cum, but needing his approval and desire.

He sat forward in his throne and from the look on his face I knew I had earned his approval. When he reached around and fondled my pantyclad ass while tracing the outline of my erect cock through my panties with with his tongue and lips, I knew I had stirred his desire.

I turned around so my ass was right in front of him and he reached around and stroked my cock while he buried his face between my ass cheeks and blew warm breaths that brought out the pantyboy lap dancer in me. I lowered my ass onto his lap and holding myself up on the armrests, I gyrated my ass along his cock that was straining to escape his now too small bikini underwear. I had received lap dances before but I highly doubt any of the dancers were as turned on as I was giving my first ever lap dance.

Although I was a beta male sub in panties giving my Alpha male a lap dance, at that moment I felt as if Leo was under my spell and overcome with lust when he said, "Oh baby, you are so hot". He pushed me off his lap only to turn me around and have me sit on his lap facing him so we could kiss. I was falling in love with this horny and sweet man.

I asked him which he liked better, my boyshorts from last night or my hipster panties that were rubbing against his hard cock now. "They both look great on you but the boyshorts were a little sexier" was his response.

"Well it's a good thing I picked out a new pair of boyshorts to model for my stud then" I said as I gave him one more passionate kiss before I got up to grab my bag of goodies. I laid out the panties, our matching thongs, the high hose, camisole, and collar on the couch and told him it was his choice as to what I should model next for him.

I confessed to him that I was unsure if he wanted to see me in more than just sexy panties, so I bought the hose and camisole just in case. He looked them over and said "Maybe some other day you can wear them for me, but right now I want to see my Jamie in those red boyshorts." I don't know what excited me more, him referring to me as "my Jamie" or saying "some other day" which meant he saw a future as my Alpha lover.

Of course, I was also turned on by the thought of someday dressing up for him and being his femboy pantyboy lover. I was hoping that would be just one more of the many ways of pleasing him that we would explore together. But I was also glad we were saving that for another day, tonight I wanted to submit and offer my body to Leo as his beta male, two men bonding together as lovers, with him as my studly Top and me as his adoring bottom.

I gave him one last quick look at my hipster panties before I slid them off and tucked my throbbing cock into the red boyshorts. I was about to begin Act 2 of my panty modeling show when Leo said, "I bet that collar would look sexy on you" which I took as a command, not a request.

I had been secretly hoping that he would want me to wear the collar. I had already told him and showed him that I was his sub, I thought it would be fitting to wear the collar to dress in the role that came naturally to me. I thought it would be symbolic for Leo to put the collar on his sub, and I walked over and handed it to him and cooed, "Would you please put this collar on your Jamie?"

He took the collar and gently put it on me as I bowed my head, he stood back and looked me up and down and said, "Baby you look so sexy, that really completes the look."

The looks of approval and desire on his face and in his bulging underwear, along with the act of my Alpha male putting his beta male in a collar, made me feel like I was the luckiest sub in the world. My mind and heart were racing, my cock was throbbing, my body was hungry for his kisses and his cock, and I meekly offered, "Thank you Master, Jamie now belongs to you."

Leo looked at me, his handsome face broke out in a big smile, and he hooked his index finger through the o-ring of my collar and pulled me in for a wet passionate kiss. His hands roamed over and then under my new red boyshorts as my cock and desire for him grew in unison.

Then he said the words to me, that to this day still ring in my ears and make me happy and horny, "I'm glad to hear that you belong to me, I want you to be mine." What more could a beta sub male want than to belong to and be wanted by his dream Alpha male? I surely couldn't think of anything better than that at the moment, well maybe one thing.

I wanted to drop to my knees, suck his perfect cock, and have him take me right there on the couch. At least one of us showed some restraint as Leo brought me back to reality and said, "Now let's get on with the show" and he went and sat in his recliner.

Fresh off the high I felt from him declaring, "I want you to be mine", I resumed my panty modeling show for the stud who had just claimed me as his own. I was amazed at how relaxed and fulfilled I felt as I posed, gyrated, and sashayed in my bulging red boyshorts for my first ever Master. I finally felt like I was now the man I was meant to be, an Alpha male's adoring sub and cockbitch, and what a glorious feeling it was.

My modeling show was cut short when I noticed Leo had finished his drink, and like the attentive sub I am, I asked him if he wanted a new cocktail. Maybe referring to him as my Master brought out a new side to Leo as he said, "Yes, bring your sexy tail over here and suck my cock." He didn't have to tell me twice as I dutifully took my place between his legs and slid off his underwear. I wasn't just sucking my neighbor's cock, I was following orders and servicing my Master's perfect cock, and all was right in the world. At least in my world it was.

I was in cockbitch heaven as my mouth made love to his rock hard cock. My ultimate goal was to be transposed into bottom bitch heaven, so once I got a taste of his delicious precum, I knew I had to slow things down to achieve my goal. I took his cock out of my mouth and kissed it, licked it, and rubbed and slapped my face with it as I looked up to him as his adoring beta male, his very own sub in nothing but panties and a collar. He asked for a show and I determined to give him one.

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