A Ride Home

I was in my early 40’s and had been working several years at a music artist management company a good friend Don had started. It was light years away from what I was had been doing, but I managed to bring several new artists and bands to his attention. He offered me a lot of money, so instead of going into my field right away, I decided I would enjoy the work with him. His offer was 3 times what I would ever make in my industry. I started a job of scouting new talent and finding new artists and/or bands. You would probably recognize at least a couple of artists/groups in his agency.

Anyway, it was after the 2nd year that we hired a new intern who was finishing her last semester in college. I’ll call her “Aubrey.” or “Bree”. Aubrey quickly became part of our company’s brightest stars and she had a sparkling personality (yeah I know, usually that comes with a description that isn’t complimentary). The combination of Bree’s energy, smile, sharp wit and playful nature just lit up our office and we decided there was no way we were letting this girl go anywhere. She had signed a contract before she even walked across the platform to receive her diploma. Almost all our office cheered as they announced her name and she walked across the stage. Later that night we celebrated at a very nice restaurant and I was happy to pick up the tab. We had a great office staff and we worked hard and played hard at times too. It’s not only important to pay well but to create an environment that respects and values good employees, but this was more like family.

Bree wasn’t a knockout beauty but she was what I would call very cute. She had short dishwater-blonde hair and an average body. You didn’t stop and stare at her looks or figure when she walked in the room, but she was easy on the eyes and you would definitely ask her if you could buy her a drink. She was short, 5’3 or 5’4″, definitely not thin but not fat, just average (not the internet’s definition of average, of course). She didn’t have a washboard stomach but there wasn’t really any pouch there either, although I didn’t find that out until much later. Bree had small breasts (34 or 36B, I would guess) and her bubble butt was just a bit big in those days (these days it couldn’t even be classified as a big butt). It was Bree’s energy and fun spirit that caused everyone to fall in love with her. She just lit up a room with her personality. She was also a hard worker and was great at details (and I always needed someone like her around).

Bree had been through a lot in her life. Her parents had divorced and mom died just after she turned 17, which forced her to move from her drunk dad to aged grandparents to a narcissistic aunt. Yet you would never have guessed it by being around her. She definitely made lemonade out of lemons in her life. After a while, she had shared with us that she married early after she and her boyfriend discovered that she was pregnant. Bree’s mom had raised her Catholic and with it came a sense of guilt over the pregnancy. Shortly after her marriage to her boyfriend, who, big surprise, was also a drunk, she had a miscarriage that left her unable to have children. She also had enough of her mom to feel she couldn’t divorce the bum.

Bree carried not only the debt of student loans but medical bills as well. We gave her a signing bonus to help pay off probably half of that. We didn’t normally do signing bonuses at her level but every employee in our division, and most outside, gave to a fund and my boss friend and I made up the difference. Anyway, if you knew her, you would have pitched in, too.

One day I came into the office and, in the midst of getting some papers ready for a new band we were signing, I overheard Bree crying to one of our other assistants. I had never heard Bree cry, other than the day we presented her with her contract and signing bonus, but this wasn’t tears of joy. I heard that her car was in the shop and it was going to cost her several thousand dollars to get it fixed. Her engine was history; probably because her husband changed the oil rather than taking it in and failed to put the oil plug on tightly enough. I’m sure he was drunk. She didn’t know how she was going to pay for it. Later on in the day, I called the other assistant in and asked her to find out where it was being fixed and arrange for the company to pay for it. I would square it with Don because I was going to pay the bill.

The next day, Bree entered the office saying how incredibly grateful she was that our company had covered her vehicle repair and that she wanted to make payments to pay it back. Don got a puzzled look on his face and I jumped right in and said that while we didn’t normally do this type of thing, we believed it was an investment into her work in our company. and she could pay us back by continuing to stay with our company and continuing to perform at such a high level. She thanked us both again and I asked her to shut the door on the way out of the office.

“What are . . .,” Don looked at me and I stopped him and explained about the car, her stupid husband and my paying for the repairs through the company.

“Okay, it’s your money,” he just laughed at me and said, “She’s a great girl, but at some point she has to accept responsibility for her life.”

“I know but this is a big ticket item and she is paying all the bills in her house as her husband only works part-time as a bartender and drinks away any money he makes.” I replied. He nodded his head and our conversation turned to business items.

It was about 4 pm when Bree knocked on the door. “Allen, I need to stay late and my car is still in the shop, would it be possible for you to take me home?”

“Of course, but I might be staying until 7 pm tonight, is that okay?”

“Sure. Would you like me to order Italian?” Bree replied

“That sounds great. Just get my usual and a salad. Thank you.”

It was about 5:30 pm when Bree brought me in my food.

“Thank you for the ride home tonight. If you could just let me know 5 minutes before you are ready to go, I would appreciate it. Just gives me an opportunity to get to a stopping point.”

“Sure,” I said and went back to work as I ate.

At 7:15 I dialed her extension and when she picked up, asked her if 7:25 would work for her and she said that would be fine.

I walked out to her desk at 7:25 and she was ready to go. We talked about a new artist group she was completing paperwork on and she seemed really nervous for some reason. We got in my car, I put my key in the ignition and started to turn the key when she reached over and stayed my hand.

Her voice was very timid as she said, “I want to thank you for paying for the repairs on my car.”

“Bree, that was the . . .”

“Allen, I know it was you. I saw the look on your boss’s face and it was clear he didn’t know anything about it. And then I tricked Lisa into confirming it was you. Don’t blame her, I just acted like you had told me and her response confirmed it.”

“Bree, really, don’t think anything about it,” I said, stammering a bit. “You deserve a break and the money just isn’t a problem for me, and I know it is for you. I know you have been working so hard to get ahead and I just think you needed a little help.” Suddenly, Bree began to cry. “Bree, really, it’s not a problem. I wish you hadn’t found out it was me.”

Bree’s voice was shaky as she said, “It’s not the money, it’s the fact that you care so much. I have never had anyone care for me like you have. Not even my husband.” And with that came more tears.

I didn’t say anything, just handed her a package of tissues from the console and put a hand on her shoulder. She cried for a minute, although it seemed far longer at the time. And then she took my hand and held it against her face with her hands. Without any warning, she launched herself and shot across the console. Her lips met mine with so much force it pushed my head back against the headrest. The kiss was short and as quickly as she launched herself into my lips, she retreated back to her seat.

“I’d tell you I was sorry for that, but I’m not.”

I was stunned and started to stammer to find a response when she cut me off. Her head was down, looking at her hands, when she suddenly turned to me, her hazel eyes intense. “I want you to understand that I’m not trying to start a relationship and I’m not trying to come between you and your wife.”

I was suddenly confused, “What are you…?” but she cut me off again.

“I like you Allen, I believe I even love you but I am married and so are you. You know I was raised Catholic and though I never go to church, I still don’t feel like I can divorce my husband. I would never want to be the reason you divorced your wife. But I often wish I could have met you before I met my husband and before you met your wife.”

“Bree, you are just a little confused with all the emotions and with your situation. I’m old enough to be your father. We care for each other and you may feel like you owe me but you don’t. You don’t owe me or anyone anything.”

Bree sat there for what seemed to be an hour but was probably only 30 seconds. “I have come to the point that I do understand that I don’t owe anyone anything. Not my husband, not my father, not even you. And you are largely responsible for that. You and my new family at the agency. But I’m not confused at all. I have thought about this a lot and I’ve had time to sort through my feelings and they aren’t confused, they are real. You are really everything I ever wanted in a man but I also recognize that this relationship can never be what I would really like it to be because of both of our circumstances. I have accepted that.”

“Bree, let me take you home. It’s probably enough of a roller coaster of emotion for both of us tonight.”

I put my hand on the key to start the ignition and she put her hand on mine, pulled it away and wrapped her hands around mine and looked me once again in the eyes. But this time, there was something smoldering in her eyes. A look that I still remember as if it just happened. She leaned over the console and kissed me. It wasn’t the hard quick kiss like before, but soft and slow. After a moment’s hesitation, I did what I knew I shouldn’t and responded. Bree has a full set of lips that were so soft and kissable, I felt myself melting into her lips as our tongues met hungrily.

If I were honest, I would tell you that my eyes followed Bree’s ass every time she passed my way. I would try to be covert but I know she had to have noticed. She has this incredible full bubble butt. Not the big butts of today’s Kardashian’s, but a perfectly formed bubble with each cheek which I have found it impossible to resist.

My hand reached down and slid across, down her back, slowly following her spine heading toward her irresistible cheeks. And then it happened. Her hand slipped down the inside of my right leg, heading for my cock which was already at half-mast. Her hands found my rising cock. She began sliding her soft hands up and down over my shaft. She left out a soft moan. I started to slide her skirt up and she suddenly broke our embrace.

“No!” she shouted. “I want this to be a proper ‘thank you’ and it to be all about you.”

She looked down to my crotch and began to undo my belt. I now had a raging hard on and the anticipation was absolutely unbearable. After she had loosened my belt, she unzipped my pants and stopped. She looked up at me.

“Silk bikini briefs? Wow, I would have never imagined these. Lift up, I want to see these.” I lifted my butt and she slid my slacks down to my feet. The silk briefs were no longer containing my shaft and the head was already peeking out of the waistband.

“Oh my god, you are huge,.” she breathed. I’m really not huge. I am a little over 7 1/2″ and 5″ in circumference.

“I’m not huge, Bree.”

“My husband barely breaks 4 inches and he is all I have ever known,”. Bree said as she looked up at me. “You are huge and it is beautiful.” With that she pulled my briefs down and said, “And he is uncircumcised. Your cock is beautiful.”

She wrapped her warm hands around my shaft and began to stroke. Long, firm strokes from the base to the head and then back down. She lifted her head to me again and her eyes seemed to have a glazed look in them. She looked hungry and wanting. I hadn’t seen that look in a long time and it seemed all the blood in my entire body suddenly shot to my raging cock.

Our lips met again and this time we were both hungry. Our tongues pressed against each other as if striving to penetrate each other’s mouths. I stopped and sucked her bottom lip into my mouth and she uttered another moan that had my pelvis lifting off the car seat. Her hand began to move with urgency as our tongues once again did their dance. I began to moan and it just seemed to light a greater fire within her. Her tongue began pressing harder against me as I could feel the pressure building in my balls.

My whole body, mind and spirit, was suddenly focused on the release boiling inside me. Suddenly I erupted with a moan and I began to cum. It splattered up onto her blouse. I have always had great orgasms, but never a great amount of cum. This time it was far more than usual, and it seemed to last far longer. Bree continued to stroke my cock and milk ever last ounce of cum within me. A huge smile spread across those gorgeous lips as I literally collapsed back into my seat.

“That was incredible, Bree.”

“Yes it was. Thank you, Allen.”

She was slowly stroking my shaft now, but began to slowly move back until she slid to her own seat. I was completely spent but opened my eyes to see the look on her face. She seemed to actually be glowing, and her eyes and smile displayed a happy and proud face just staring at me.

“Bree. I shouldn’t have allowed . . .”

“Allen, this was my choice and I’m not sorry and I hope you aren’t either. I have no expectations beyond what just happened. I have some hopes, but you will feel no pressure from me. I don’t feel guilty and I hope you don’t either. I’m happy this happened.”

I rearranged myself and zipped up my pants. I started the car while my mind was reeling. Bree began talking about the band we were signing and her thoughts on a marketing plan. I was lost in thoughts and could only tell you a small portion of what she said that night.

“Thank you for dropping me off,” she smiled and said at her house. “I hope you don’t feel bad about what happened. I have no regrets. See you tomorrow.” With a smile that lit up the world, she closed the door and walked to the house as I admired her incredible bubble butt, still trying to process everything that had just happened.

The next day I got to the office early, just so I wouldn’t have to walk by Bree, and shut my office door. It was around 10 am when a knock at the door caused me to freeze. I stammered for them to come in and Bree seemed to float into the office to stand beside me.

“Here is my marketing proposal for _____” (new bands name) and I need your signature on this letter.”

I took the paperwork and signed my name and handed the letter back to her.

“You were all I could think about as I masturbated last night,” she leaned down to my ear and whispered. “I can’t get your cock out of my mind. I think I’m going to need a ride home in a couple of days.” With that she breezed right out of the room leaving me with my mind reeling and a hardened cock.

I did give her a ride home about a week later but that is another story.