After the summer with Kathy, I wasn’t sure if Heather would ever talk to me again. During time I stayed at their house. Kathy and I had incredible sex. Kathy taught me how to control my orgasms. She taught me how to date, how treat a women, how to assertive.
She was amazing. Heather living there knew what was going on. I stayed with them until I left for college. I had a better send off from my lover and my best friends sister Heather than I did my family.
I started college at Columbia in Chicago. The rent was so out of hand, I was paying $850 per month for a studio close to the school. I was in the heart of the Chicago Loop. I had enough money saved for the first semester or so I thought. 2 months after being in Chicago I was broke. I was scrambling to find anything. Life revolves around money, unless you are a millionaire. I was far from a millionaire. Chicago is a damn expensive place to live.
I ended up with a job at an Hostel. One perk of the job was I could stay there for free. I moved all my stuff the three block within the week. My job entailed, working the check in counter, coordinating with house keeping. It was a great job. There was a lot of eye candy, many foreign visitors to the city stay at the hostel. The set up of the hostel. The rooms was like a bunk house, 8 bunk beds in room, some of the rooms were co-ed, some male or female. There we some smaller rooms that only had 4 (quad) beds for groups that wanted be left alone. We were very short handed almost everyday. People working for just above minimum wage weren’t very reliable. The staff that didn’t stay at the hostel made an additional $.50 per hour. I could almost work as much as I wanted to.
One day I was helping the housecleaning crew. We provided bedding and towels in the premium quad rooms. I was going room by room replacing towel of guest that were stay for more than one night. One of the rooms I knocked on the door a few times, after no answer I went in. There were three French girls fucking each, on the floor. All the bedding including the bunk mattresses were on the floor under them. One girl was laying flat, one girl was sitting on her face and the other girl was between her legs. It was so very hot. I watched for about 30 seconds without being noticed. I left the room immediately, I was so damn hard. I ran to a bathrooms and relived myself. I went back about an half hour later and found the door open. Only one of the girls was in the room. I told her I was there to replace there towels, she handed me four towels. The towels had the smell of pussy. I hadn’t been with anyone since my best friends mom Kathy, before moving to Chicago.
Time was going so fast, it was almost Thanksgiving, it was four months since I had started college. I was still very shy, I hadn’t made any friends. I had a few people I worked with I would talk to. I didn’t interact with any class mates. The dorm room I stayed in was coed 8 bed unit, it was a worker unit. There was never more than three workers in it at a time. I was a little home sick, on somedays. Being around my dead beat mom, was even appealing. I had written her a few times since being in the city to let her know I was alive. We didn’t have school the week of Thanksgiving. Monday came and was so bored, I didn’t have to work until 6 that night. My two roommates also college students at Roosevelt have went home for the week. I had already decided I wasn’t going home, not to mention I wasn’t invited.
I received an phone call from my mom the day after Thanksgiving , she told me that Heather was trying to get ahold of me. My first thought was Kathy. I was always thinking of Kathy. I thought Kathy was sick or something. My mom said she was well, and as soon as I got phone I went my room and grabbed a roll of quarters. We could take incoming calls, but couldn’t make any long distance phone calls. I feed the telephone a quarter and dialed the number to Kathy’s house. The automated voice told me to add $1.25 for the first 3 minutes. My phone rang and then went to the answering machine. I think my heart stopped beating for a minute. I left a message for Heather frantically giving her the number for the Hostel. I went to front counter and hung out waiting for the phone to ring. I took several calls, mostly for booking rooms for the shopping weekend. I worked my shift from 3PM-Midnight that day. I never heard back from Heather. I went to sleep that night wondering what might be the problem. I hardly slept that night. In the morning I walked down to the Osco Pharmacy and picked up a calling card. When I got back to the Hostel and call Kathy’s house again. I left another message, because once again it went to the recorder. I really didn’t know what to think.
I had to work all day Saturday, we had a breakfast buffet that started at 8 AM. I am on the coffee bar this day. Making coffee, stocking cups and cleaning up after the guest make time go quick. We had about 200 people stay at the Hostel last night. It was about 10 o’clock, I was wiping off the counter, I heard a voice say “Excuse me, do you have sweet n low?” I turned around and there standing in front of me was Heather. I was so surprised and so nervous. She reached out and pulled me into hugging me. I so happy to see her, she kissed me right on the lips and I kissed back. After our embarrass, I hesitated to ask her about her mother. She said she was fine. Then I asked Heather what she was doing there? She told me that she had come to go shopping. She told me she was staying at the hostel, so she could see me. She wanted to me to show her the city. I told her I had to work until 4 and then we could talk more.
Time almost stood still, I finished up my breakfast duties. I went onto working the front desk. I looked and didn’t see Heather’s name on the guest list. I found it a little strange, the day moved along so slow. When 4 o’clock finally came I went back to my room. I hadn’t seen Heather since the morning, I was anticipating seeing her so badly. To my surprise Heather was in my room. I asked her about how she got in and she should me her key. I was very confused, her name wasn’t on the guest list. She told me that she had take a job at the hostel and she doesn’t start until Monday. I was in awe, I told her I needed to shower. The bathroom and shower is a shared unit I between two of the 8 bed units. The showers all have partition walls,in between them. It gives some privacy for a co-ed bathroom.
After my shower, I came back and found Heather naked on my bunk. I couldn’t believe what I was seeing. She told me come over to her, I did as a I was asked. I dropped my towel before climbing into bed. I laid down next to her on my twin bunk. Our bodies were touching and we started kissing, her big tits felt so good pressed against me. I was hard a rock in seconds. I had dreamed about her for such a long time. She then told me that she had wanted me before her mother took advantage of me. Her mother did no such thing, but I wasn’t going to argue. We made out for a few minutes she pushed me onto my back. She climbed on top of me, she lowered her self down onto my hard cock. She rocked my world, the bunk bed sweat and squawked. He enormous tits were right in my face, I bit and suck on her nipples, she was really into that. She orgasmed three times, I was holding back I wasn’t wearing a condom. She must have known, she leaned down bit my ear, she told me to cum in her. She really ground on cock, and I exploded into her. She kept grinding until my cock was soft and falling out out of her. She softly kissed me and told me we were just getting started.
After getting dressed we walked down the streets, window shopping. Some of the stores had there Christmas lights and decorations up. We talked about the last few months, what I had done which was literally nothing, and she told me about dating, partying, and news from her brother. We walked, held hands, and made out every time we had a chance. She when on to tell me, that she had come to Chicago to intern at a law office. We got back to hostel and we put two mattresses on the floor, before getting naked. We got down on the make shift bed. I took control, I started kissing her at her feet working my way of her body, I was devouring her, her tits were so damn big, I worked my way up to her neck. I nibbled on her ear. I told her to roll over on her stomach. I started kissing the small of her back and I slid my hand down the crack of her ass, reaching her pussy. She moaned, louder and louder. She was bucking on my fingers, I couldn’t wait anymore, I then touched the side of her waist, and pulled her up into the doggie position. I climbed behind her, and shoved my hard cock into her willing pussy. She was amazing, she was howling! I flipped her over, lifting her legs above her head. I was so into to her, I penetrated her again. I started a rhythm of slow long strokes, her pussy started quivering around me. I felt the urge to cum and I let loose into her. Spasm after spasm of cum flowed into her. I climbed off of her and laid down next to her. I kissed her softly. She looked me straight in the eye and whispered “I LOVE YOU”. I told her I love you too.
We maid love every time we got a chance, we had 6 people living in our room after Thanksgiving break. Alone time was very minimal, but we took advantage of everyone. Heather returned home after Christmas. It was the best month of my life! I still think about her often.
Source: reddit.com/r/Erotica/comments/ex0vlt/my_time_with_heather_my_best_friends_mom