Pops Gets a Sugarbaby

I want to start by saying that all of my stories are purely fictional and in no way should be taken for more than erotic fantasy. Having said that I will say that some of the characters I write about are real people in my life that I use for inspiration only. Their names and personal details have been altered to protect their true identities.

If you like my stories, please feel free to leave comments. If you like certain aspects tell me and maybe I can utilize those thoughts in future writings. If you don't like what I write well just close it and don't continue to read. I don't mean to offend anyone I just like too sharing my thoughts.

This story is about a man and a young woman entering into older / younger sexual acts so if that bothers you please stop reading now and jump to your next story of interest. There are so many to choose from here that surely you can find something that turns you on.

.....................................................................

My name is Matt and I am a fifty-five year old divorced father from Texas. I raised my kids largely on my own, but they are adults now. I also have garnered a few grand kids along the way. Charlie is my eldest grand daughter. Charlie has a friend named Hailey. This is a story about Hailey.

Being a single father when my kids were growing up, I took in a few "fosters" as I chose to call them. Nothing ever legally official, just kids who were friends of my kids or now my grand-kid who found themselves needing help and guidance. Hailey was one of these such kids. I had taken her in when she was sixteen, she was a close friend of my grand daughter Charlie.

Currently though I find myself living alone. No grand kids, no fosters and certainly no significant other. It was just me now, for about seven or eight months. I was home alone one night and feeling a little lonely. I had a habit of surfing the net reading anything and everything, my interests varied. It was inevitable as always when I was alone I eventually wound up looking at porn. So yes, I was also horny.

As I clicked from video to video stroking and edging myself until I was ready to nut and go to sleep, a DM on Insta popped up. I saw it was Hailey so I stopped stroking and clicked over to read the DM. I am Elder1 on Insta.

Hailey: Hey Pops I know it is after 11PM but if you're going to be up for a while I would like to come over and talk to you for a bit. I have something I need to discuss with you.

Elder1: Sure babe come on over, we can have a drink and talk. What time were you thinking of coming?

Hailey: I am only about 10 minutes away, can I come now?

Elder1: Sure Hun come on over. Just use your key. I was laying down I will get up and get dressed.

Hailey: OK, Pops cyaz in a few.

Elder1: Ok cyiaf.

Well hell I thought I would be getting myself off and getting some good rest but now I needed to get dressed. Getting off would have to wait. I never denied the kids when they needed me so I wasn't going to start now.

Hailey was one of my fosters. She had come to a few family get togethers with Charlie so after learning she was having issues at home I gave her my number and said if she was ever in trouble to call me and I would try to help if I could.

About three or four months went by before one night at 3AM my phone buzzed, it was Hailey. I answered with concern due to the time. Hailey was very upset. It seemed her Dad had kicked her out of his house earlier that night. I asked where she was, she said sleeping in her car at a gas station.

I was out of town but I knew it was NOT safe for a young woman to be sleeping in her car, especially at a gas station. I told her to go to my house and DO NOT sleep in her car it was far to dangerous. I told her my grand daughter Charlie was there and I would call her to unlock the door. Sleep in my guest room and I would be home tomorrow.

The next day when I got home I sat Hailey down to talk. Hailey is gay and had decided since she was almost seventeen it was time to come out to her very religious father. He responded by screaming at her and immediately kicking her out of his house. She was crying her eyes out while telling me the story. I had heard enough. I asked her to to get in my truck and we headed over to her Dad's house.

Once there, Hailey was too terrified to get out of the truck. I let her wait for me. I had met her dad a few times through gatherings with the grand daughter so while I didn't know him well I did know him and he knew me. I knocked and he answered the door. Seeing Hailey in the truck he just glared at her. I could see her shrink down lower in the seat.

I asked if it was true that he had kicked her out with nowhere to go? He confirmed he had and that no abomination to God would live under his roof. I wanted to punch him in the face. No kid is an abomination to God no matter what choices they are making.

I remained calm on the outside even though I was seething on the inside. I told him she would be staying with me until this mess was ironed out and asked if he would sign a paper giving me authority for school and medical treatment if needed. He agreed and said do whatever I wanted with that spawn of Satan. Again I had to fight down the urge to punch him in his stupid face.

How could one say such things about their own child? I asked if she could get some of her clothes while he and I signed the paper basically giving me guardianship? He said she had no clothes there, he had thrown them all out as soon and that devil child left his home. This man was not Godly, I don't care what he claimed. I decided to leave his punishment up to God since he was blaming God for his actions.

We both signed the hastily penned paper, his wife signed as a witness. I took the paper and walked away without looking back. He yelled at my back, "You are welcome to have that demon, I never want to see her again." I stopped mid-step, paused then kept walking. He wasn't worth going to jail over. I got into the truck to see Hailey weeping uncontrollably. She was devastated at the vile putrid hate her own father was spewing at her.

I took her in my arms and hugged her. I told her things would be ok as I started the truck and backed out of the driveway. Hailey looked at me as I was driving and asked what we were going to do about clothes and things? I told her not to worry that we were heading to fix that right then.

I drove us about twenty minutes to the mall. Once I was parked I took some wet wipes from the glove compartment and told Hailey to wipe her face and eyes and get ready for a day of shopping. Her eyes lit up like Christmas and in less than a minute she was ready to go.

We spent several hours at the mall then later another hour or so at Walmart. At the mall we got clothes, school clothes, lounging around the house clothes, some dress up clothes, sleep clothes. under garments - panties, bras, socks and etc. We got shoes, sneakers, casual and dress. My credit card saw about $1800 before we were done but it was worth it to see the change in Hailey. Her smile was infectious.

At Walmart we got hygiene care things and feminine care things. We left there and hit T-Mobile for a new I-phone as her dad had canceled hers sometime after she had called me last night. On the way home we grabbed a pizza.

I was exhausted but we had accomplished a lot in a short period of time. We set Hailey up in one of my unused bedrooms and made it hers. I told her she could decorate it any way she chose, within reason and that we would go get new bed sheets and a comforter set that she liked once we got settled.

Before bed that night Hailey hugged me so tight I thought she would crack some ribs. She thanked me for taking her in even tho she was gay and promised to work very hard to not let me down. I assured her that being gay made no difference to me that she needed me, so I would be there for her, that was that. Again with that smile. I absolutely adored seeing that smile.

It was awkward at first we had to grow to know each other much closer than we had before. Living in the same house takes some adjusting. Over the next few months we became incredibly close, and two years later when she went away to college we both cried our eyes out just knowing how much we were going to miss each other. She told me how much she loved me and thanked me again for that night when she had no one else to call and I answered the call she had made in desperation.

Now it is six years later, she was twenty-three years old. Hailey had graduated from college and came back to work here in my little town so she could be close to me - her family she said. She was living with her current girlfriend Marlayna, and working as an RN at the local hospital.

Now at 11PM she needed to talk. As I always had, I made myself available. I was just finishing dressing when Hailey used her key and walked into the house. She walked over and just parked herself on the sofa right beside me.I had just turned on the big screen TV on the wall. It was more for background noise than actually watching. I had made myself a rum and coke and Hailey a vodka and cranberry.

Let me take a moment to describe my Hailey. Over the years I have many times felt like a lech for looking at her and seeing her the way others see her instead of how her guardian should see her. I always did my best to make sure she never saw me looking at her but damn.

Hailey is about 5'2' at maybe 110 lbs. She is the epitome of the beautiful girl next door. Her hair is blonde, long, and straight. It cascades almost down to the small of her back. Her skin is perfect with just a hint of natural tan. Her deep sea green eyes sparkle when the light hits them. Her pouty lips were made for kissing and, well other things. Her tits are a perfect 34B, maybe a small C. Her ass isn't large like so many seem to die for today but it is round and amazing. In my opinion - perfect. Her long toned legs go from the ground all the way up to heaven. Yes she is sexy personified. Sex dripped off her. It was her aura.

I put the TV on a music channel so we could talk without distraction. Hailey downed her drink and got up to make another. I downed mine before I joined her in the kitchen. Armed with two new drinks we returned to the sofa. Again Hailey sat right next to me, our thighs touching even though there was an abundance of space on the sofa.

I could sense her nervousness so I took the lead. I held her hand in mine to calm her and told her to just take a breath and let it out. Whatever it was, we would face it together just as we had since fate brought us together. Hailey visibly relaxed, although not completely and started to speak. She asked me to hold my thoughts and questions until she finished or she might not be able to get it all out. I agreed.

So she began, Apparently while she was at A&M in College Station, TX she had had a short fling with a guy. It would seem she is not 100% gay but if it had to be labeled she would consider herself bisexual now. She still liked girls and she loved her current girlfriend and knew that while she was more compatible with girls emotionally, she also loved sex with guys.

She explained that having a real cock was 10x better than a strap-on. I blushed but let her continue. She explained that she loved her girlfriend and didn't really want to cheat on her but that she couldn't get over wanting sex with a man either. It had been two years since her fling in college and she just couldn't get past it. She really Didn't want a relationship with a man but she really really wanted the sex. Hailey was adamant that she didn't want to lose her girlfriend over "just sex" either. I could tell she was very conflicted.

What she said next floored me, to say I was flabbergasted would be the understatement of the century. She told me that ever since that fateful night when I had taken her in when she had nowhere else, literally to go, that she had a bit of a torch burning for me. It had confused her at the time because she believed she was completely and unequivocally gay. She confessed she had masturbated many many times back then and even now she did it sometimes while fantasizing about me taking her and fucking her senseless.

I tried to speak but she put a finger to my lips and continued to speak. She now came to what she felt like might be a workable compromise to not losing her girlfriend but still having man-sex. She wanted to become my Sugarbaby. I just stared at her blankly, this being the absolute last thing that was in my mind, she took my silence as an ok to continue so she did.

Hailey opined that she didn't want or need to be my Sugarbaby in the normal sense. She had a good job and I had taught her well on how to manage her money and her budget. No, what she wanted from me was the Sugardaddy/Sugarbaby relationship for the sex and the intimacy we could both enjoy by spending loving sexual time with each other.

She explained that since she spent so much time with me already and that since her girlfriend never tagged along (her girlfriend didn't like me - that's another story), we could see each other and she could keep her girlfriend. This way she could get sex with a man and it would be a man she felt something for as well as with a man that felt something for her. It would also be with a man she felt safe with.

She put her hand on my thigh and started to caress up and down. I could see the fear in her eyes at what she had just revealed to me and asked of me. Would I reject her like her father had those years ago? Would I accept her, or would I say no and think her a slut? She began to shake again. My silence was not a rejection, I just couldn't form words. I saw tears start to form in her eyes. I did the only thing I could. I pulled her in and hugged her.

I held her close and told her how much I loved her. I kissed her cheek and pushed her back just a bit. I continued to hold her to show her I wasn't going to reject her. I took a deep breath and slowly let it out. I again told Hailey how much I loved her and I assured her that no matter what, that would never change. Her eyes started to tear up as I think she thought I was about to reject her. Instead I told her I had a few questions.

First, had she truly thought this through? I said that yeah we could keep it secret but secrets do not want to be secrets and that the moment they begin they also begin to look for a way to be known. I explained that if the secret did get out our family would definitely have issues with us but also her girlfriend would break up with her. If we were to be found out, was she prepared to accept those consequences?

Hailey said she had thought and thought about that. She loved me probably more than anyone else on the planet and if it meant losing me or losing her girlfriend it was a no brainer. Bye bye girlfriend. Also she knew our family would act crazy for a bit, but our family was strong and while they would call us assholes and stupid, they also would not turn against us. I knew she was exactly correct in that assessment.

Second, I again told her I loved her and that she meant the world to me just like all my other kids and I didn't want to do anything to lose her or make her think less of me. I told her that while I understand sex for just the sake of sex but that I didn't think I could do that with her. I could never treat her as an object. So IF; and that is a big IF, we did this she needed to understand it would NOT be just sex to me.

I did allay her concerns though by saying I would never try to hold her back if she chose to end it, and that I also would never let sex come between us. Was she ok with that? She confessed that with me and with her feelings for me it would not be just sex for her either. But she trusted me with all her heart and would do anything I asked to make this work. Even end it if I felt we needed to.

My cock was so hard thinking about seeing this goddess without her clothes on and feeling her luscious body against mine. I almost couldn't think straight. Her caressing my thigh sure as fuck wasn't helping either. I put my hand behind her back and pulled her to me. I guided her up and over so she was sitting straddle of my lap facing me. I put a hand on each side of her face and stared into her eyes. I was rapidly losing myself in those pools of heaven. I asked her once more if she was sure she truly wanted this? I made sure she understood that if we cross this line, we could never go back.

Her nostrils were flaring her breasts were rising and falling quicker and quicker. I could feel her need emanating from her body. I pulled her face in and our lips met. In all our years together I had never kissed her on the lips. They were every bit as kissable and they looked. Our kiss was soft and tentative at first. Slowly it became more. Her arms went around my neck, her tits pushed into my chest, she sunk down slightly trying to rub her pussy on my bulging cock.

Our kiss was passionate and years of love was transferring between us. Her lips parted and she pushed her tongue into my mouth. God she could kiss. I wasn't sure who was kissing whom and right then I didn't care, I just didn't want it to end. We searched each others mouths with our tongues. We ground into each other. Our hands started tearing each others clothes off. I hadn't felt lust like this in years, maybe never. To be honest I am not sure which of us was hotter for the other.

Hailey abruptly broke the kiss and stood up. I looked at her in confusion. My cock was raging and I was way far past the point of being worried about what others might think. Hailey held up a finger to her lips signaling me to stay quiet as she picked up her cell phone. She took a deep breath and exhaled slow and steady to calm herself.Then she called her girlfriend. She told her she was going to stay the night at my house, we had a few drinks and I wouldn't let her drive home. She would see her tomorrow, I love you and disconnected the call.

Hailey took my hand and pulled me up as she dropped her phone back onto the coffee table. We headed for my bedroom shedding the rest of our clothes along the way. By the time we got to my bedroom I was in my boxers and Hailey was down to panties and bra. She turned to face me. Her body took my breath away.

Her sheer bra and panties did nothing to hide the treasures beneath them. Her nipples were hard as stones and poking through the thin material. Her areolas were about the size of fifty-cent pieces and her nipples were the size of pencil erasers. They were firm and she definitely did NOT need a bra to hold her tits up. Her breasts were perfect.

Her boy short panties were so sheer I could see her completely shaved pussy and I could also see the wetness. The crotch was soaked. I could almost smell her arousal. I moved to her and unhooked her bra sliding it forward and off slowly. I revealed her breasts a little at a time until completely exposed. Fuck they are magnificent.

I held eye contact as I lowered myself to my knees to remove her panties. I purposely did not touch her breasts, but I held eye contact. She was so turned on she was shaking. I pulled her panties down never breaking eye contact as she stepped out of them.Then I leaned in and kissed the top of her pussy before sticking my tongue out and pulling it up through her slit from back to front and circling her very hard clit. She erupted in orgasm on the spot. Her knees gave out and she fell to the floor in my arms.

I held Hailey in my arms as she shivered through her first orgasm with me. It wasn't explosive, it was gentle but strong, I could tell she had been wanting it for a long long time. It was several minutes of me just holding Hailey as she drifted through the after-throes of her orgasm. Our lips met and I kissed her gently before helping her up to sit on the side of my king size bed.