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Flo lived in the same apartment building I lived in. I was 22 at the time and hadn’t met anyone in this new town. I had just gotten my first job after finishing college. It was the early 60’s, and I was lonely and horny. Flo was a single mother who had a 2 year old daughter named Dana. Her boyfriend had left her with the child and disappeared as soon as she told him she was pregnant. Flo was 38 years old and looked like Anna Maria Albergetti. She was always short of money and borrowing it from whoever would lend it to her. One day she came to my door and knocked on it asking for 5 dollars to buy some food. I gave it to her and felt I was doing a good deed.

Within a few weeks she seemed to be showing up every day to borrow some money. After this had happened several times I asked her when she was going to pay me back. She told me her next welfare check would come tomorrow and she would give me the money she owed me. The next day came and she gave me the money. I really felt sorry for her so I told her I would pay for a babysitter and take her to dinner, no strings attached, just because she deserved a break. That evening I dressed for in a suit I wore to work, and she dressed in a cute dress. That evening we went to a local restaurant that had dancing as well as dining. As the evening progressed, Flo mentioned that she liked to dance and hadn’t been dancing since she became pregnant. I took the hint and asked her to dance. The dances were slow. I kept my distance for a while until she came closer and rested her head on my shoulder. She whispered to me. “Let’s pretend we are on a date and I am your girlfriend. Dance with me as close as you would with her. Hold me close like you would her.” We danced like that until about 11, and then I took her home.

At her door I decided to see if it was still a date and kissed her. Her mouth opened to accept my tongue in what was a very passionate kiss. I reached for her breast to cup, and caress it. She pushed my hand away, and said she had enjoyed the evening, but that I was much too young for her. Again she began to borrow money from me and nothing more happened until she got her welfare check. She paid me, and I offered to take her to dinner again and pay for the babysitter. She responded only if dancing was included. I told her, I only danced with my dates. Flo then said she would be my date, but not to expect even a good night kiss this time. I agreed and that night I dressed for dinner and we went to another restaurant that had dancing and even served drinks. I did not know it but Flo liked to drink and it made her horny. In fact that is how she had gotten pregnant she had been horny and not taken the time to insert her diaphragm.

The evening began with Flo meeting me at her door wearing a low cut dress showing some cleavage. She was not big busted, but had a very nice shape he hair was done, and she actually looked like she was prepared for a date. We left for the restaurant and she stayed on her side of the car, not sitting next to me like a date would have in those days before bucket seats and seat belt laws. We arrived at the restaurant and I opened the door for her. I managed to catch a glimpse of powder blue panties as I helped her from the car. She put her arm on mine as we entered the restaurant.

After we were seated the waiter asked us if we would like a cocktail. She immediately asked for a vodka and tonic. I asked for a bourbon and water. The drinks were served, and then we ordered dinner. We ate and talked during dinner. Flo was smart and sexy; she didn’t look as old as she was. She looked like she was in her early 30’s not 38 as was her real age. I ordered us 2 more drinks and then asked her to dance to a slow romantic song. We danced as if we were on a date, arms around each other bodies pressed tightly together. Before long my erection was pressed against her belly. I bet down and kissed her neck and ear before the dance ended. We sat down for a while and she had another drink, I didn’t because she reminded me I had to drive home tonight. We danced again and this time I kissed her lips and slipped her a little tongue before the dance ended. It was almost time to go home so we left. As I entered the car she moved next to me, and put her head on my shoulder, and her hand around my stomach as we left the parking lot. As we drove I was feeling horny and decided to see what would happen. Flo had given me all the signals that a date who wouldn’t be objecting to a little necking, or maybe even more would. I drove to a lover’s lane, and just sat there waiting for her objection.

“I am too old for you.”

“I don’t think so. It’s just a date.”

She looked deeply into my eyes then said. “I am not going to do anything with you. The most I will do is kissing you.”

“I will settle for that, but only of you want to. You don’t have to do anything you don’t want to do.”

With that she turned and pulled my mouth onto hers kissing me deeply and showing me how talented her tongue was. As we kissed my cock became harder and harder. Before long my hand reached up to feel her breast and she moaned. I reached to open her dress and she stopped me there. “Take me home now please.”

“Richard I didn’t mean to tease you, I am not ready, but if you want, after the baby sitter leaves we can neck some more in my apartment. There is no way I am going to let you undress me in a car.”

We left the lover’s lane, and I drove back to the apartment building I lived in. She told me to giver her 10 minutes to pay the baby sitter and get a cab for her, then come to her apartment. I waited for about 15 minutes to make sure and then knocked on her door very softly. I did not want to wake Dana. Florence opened the door, and ushered me inside to her living room. I was hoping it would be her bedroom.

We sat down on the couch and she cuddled next to me. I tilted her face up and kissed her passionately. Flo moaned into my mouth and did not object when I slipped my hand into the opening at the top of her dress. I began to caress the parts of the breast I could reach without opening it. They were soft and firm, full and womanly. I kissed down her neck to the tops of them. My hand moved to the buttons at the front of the dress and I began to unbutton it. I pushed it from her shoulders and saw her powder blue bra. The bra and panties were a matching set. I reached behind her and opened the snaps on her bra. Flo’s hand unzipped my pants and slipped inside my pants and shorts gripping my hard penis and stroking it gently bringing me close to cumming. I slipped my hand under her skirt and slipped my finger under the gusset of her panties and into her sopping vagina she moaned and stroked me even harder until I came spurting into her hand and my shorts. Florence groaned and arched her back bring her pussy hard against my hand as she spasmed in orgasm. She then sent me home.
First of all I must clarify some things. I was saying that I was far from a virgin when I met Flo. Most of this actually happened. The names have been changed and I might change some of the facts to make it more interesting. I will leave it up to you the reader to decide how much of this is true.

About 2 days later I met Flo outside of the building. She was sitting on the bench, as Dana slept in her carriage. Her girlfriend, Vicki was sitting with her, and she introduced us. We talked for a while and Flo mentioned she needed a picture hung in her apartment. She asked me if I would do it for her. I agreed to hang it, but, I told Flo that I could do it now, or it would have to wait till later in the week, since I was going to work and would not be home till late for the next couple of days. Vicki volunteered to watch Dana along with her baby while I did the work. With that we went into her apartment.

I went home and got my tools that I thought I might need. I began to hang the picture and Flo came into the bedroom where the picture was being hung. She watched me for a few minutes and began to undress. Again she was wearing a matching bra and panties as I watched she removed her underwear and smiled at me. I had just finished hanging the picture when she grabbed me and pushed me down on the bed. She squatted over me and pushed her pussy down onto my face as she began to rub her clit. Before long she moaned and orgasmed leaving my face wet and smelling of cunt. As I undid my pants and started to push her face down towards my cock, she said. “Don’t cum in my face.” Then she said. “I can’t stay here now Vicki is waiting.” I was pissed, she had used me for her pleasure with no thought of giving me mine.

The next day I went out for lunch at work. As I stepped into the restaurant I met Vicki. She invited me to sit at her table.

“Are you and Flo dating?”

“I am not sure, but if we are it isn’t exclusive?”

“She told me you ate her pussy and she loved it.”

“I’m on the pill and have been celibate for a few months.”

“Do you want me to come visit you?”

“If you would like here is my phone number.”

Vicki wrote her phone number down and asked me if I would come for supper Thursday night. She promised that if I was willing she would be sure I wouldn’t leave until after breakfast. I agreed to come for supper.

Vicki looked into my eyes and whispered.

“I promise you I won’t leave you horny like Flo did.”

“How do you know she left me horny? Maybe she didn’t”

“She told me.”

I left that day and wondered how much these women talked and what was my chance of a threesome. But, for now I was pissed at Flo and I was going to fuck Vicki. I couldn’t wait for Thursday night. As I entered the hallway and made my way to Vicki’s door I met Flo. She asked me if I would come to see her that evening. I told her.

“I am going to spend the night with Vicki, from now on if I come to your house I am going to cum in either your mouth pussy or asshole those are my conditions. Get a diaphragm or get on the pill I am not using rubbers. Or maybe you don’t have to you can just suck cock.”

With that Flo walked down the hall. I thought she would never speak to me again. For that matter I was sure she wouldn’t ask to borrow money from me again. I knocked on Vicki’s door and she opened it.

“Were you just talking to Florence?”

“Yes”

“Here you are cheating on me already. We haven’t even spent the evening together.”

“First of all I didn’t say we were going to be exclusive, and then I was just talking to her I didn’t ask her out or try and seduce her. I wasn’t even nice to her.”

With that she let me in the door and kissed me deeply pushing her large breasts against me. I kissed her as passionately as she kissed me. My hands wandered and caressed her bottom as she ground her crotch against my growing erection. My tongue went into her mouth as she moaned around it. I reached to the front of her and began caressing her breast. Vicki pressed her breast harder into my palm.

“They are bigger than Flo’s, aren’t you glad you are going to be with me rather than her?”

“Why do you keep comparing yourself to her maybe I want to have you both?”

“I won’t let you what do you think I am a slut?”

“I don’t know you couldn’t wait for me to get away from her before you made the offer. Maybe I’ll just get you both in my bed, perhaps even at the same time.”

“You can leave now.”

“If that’s what you want. But I won’t come back if I leave.”

I began to walk out the door.

“Richard please don’t leave. I am sorry.”

“If I stay you are mine to do with as I want. You will obey me in every way. Do you understand?”

“Yes.”

“Yes what?”

“Yes sir”

“Prove it to me. Get on your knees at my feet.”

“Vicki you know what to do. Do it.”

She looked as if she were about to cry, but she reached for my zipper.

“Use your teeth. Don’t use your hands.”

Vicki’s head came forward and I could feel her hot mouth and tongue as she tried to get the zipper tab with her teeth. Before long she had it down her mouth and teeth began to work on the belt. Then she undid the button this took a while. My pants fell and her teeth grabbed my shorts as she worked them down. My stiff cock hit her in the face as it came free of my shorts. He mouth opened, and her tongue began to lick me. When I was good and wet she opened her mouth and sucked me in as her head began to bob up and down. I grabbed her hair and pulled her down until she was choking on my cock. I was going to teach her to be a very good cocksucker. I pulled her hair to me and kept her impaled until she began to gag, then I let her up for a breath. I noticed one hand was between her legs outside of her slacks as the other squeezed her breast I continued to face fuck her until I filled her mouth with cum.

“Swallow it, and then show me.”

“I watched as she opened her mouth to show me the load I had left there then she closed her mouth and swallowed, opening it again to show me it was gone.”

After she did I wiped my cock off on her face and told her I would be back during the week.

“Don’t forget to tell Flo what we did, just as she told you about what she did with me.”

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