Rough Date

The movie finally got started as we both sat back drinking our soda's my mother wanted to set heir's down so I put them both up in the back window. She leaned up against me so we both could be more comfortable. It was not long before we were making out passionately, I wasted no time and already had her bikini top undone and both of her beautiful breasts on display for me to play with.

My mother was right it was hot, I kissed her neck and I could taste the salt of her sweat. Her breasts felt so warm and hot in my hands as tenderly kneaded them both gently. I reached up and took some ice out of my cup, then I put the ice on her breasts, then I put my hands on top of the ice moving the ice all around her breasts, concentrating on her puffy nipples.

Mom shuddered at the coolness and then relaxed enjoying how good it felt on her hot skin. I then took more ice and reached down her bikini bottom with it rubbing it all over her pussy, even pushing some inside. My mother groaned aloud on how hot I was making her, I whispered in her ear to get off me and get up on all her knees.

She got up on her knees with her back to me and slid her bottoms down, her beautiful round ass staring me in the face. I spread her legs apart just enough to where I could get good access to her pussy and buried my face in it. My mouth locked onto its target and I got right to work licking and sucking her sensitive clit.

"Oh yes, oh shit baby that feels so good, lick it, oh yes suck my clitty." She moaned.

I continued to work my tongue doing its job at pleasuring my mother; she was now pushing her pussy hard against my face. While doing this I pulled my hard cock out of my jeans and worked my way out of them.

"Oh baby, oh mommy is cumming oh shit I'm cumming on my baby's tongue." She moaned as I eagerly lapped up all of her delicious juice.

She did not know what to expect next, before she had a chance to change position I got behind her and slid my cock into her hot pussy. I held her waist tightly as I worked it in all the way into her tight pussy.

"Oh no Robert, no honey, let me suck your cock again." She said and I did not listen.

"Oh my I loved the way you sucked my cock, but I really love the way your pussy feels, please mom." I said slowly thrusting in and out of her.

"Oh honey that feels real good, okay I think you should have your last lesson." She said changing her mind.

I worked up a nice steady rhythm fucking my beautiful mother doggie style in the back of my car. The smell of sweat and sex was permeating the car and the windows were completely fogged up now.

"Mom uh god you are so tight and wet." I grunted.

"Don't stop, whatever you do don't stop, oh fuck mom is cumming again." She moaned.

After her orgasm subsided she told me to pull out and sit back, then she climbed on top of my cock. I was able to suck her big full tits while she rode up and down on me, after this orgasm her pussy was very wet and looser now.

Mom rode me until she had another orgasm, I was now well rested and I kept my cock in her laid her back down on the seat. I pulled her legs up on my shoulders and drove my cock into her as deep as it could go into her. My mother was screaming and panting loud, the whole car was shaking as I pounded my cock into her.

"Oh baby, let's cum together, oh god make me cum again, that's it oh god I'm cumming." She moaned digging her nails into my back.

"UGH MOM!" I shouted filling her womb with shot after shot of cum.

We held each other for a long time and near the end of the second movie my mother was giving me a long sloppy blow job. After I came in her mouth we got dressed and she told me on the way home she was going to call her friend tomorrow and this would be our last date.

I had to promise never to ask her again, never to mention any of this again and never try to have sex with her again. I told her it would be hard, but if I had Carolyn it would be alright because I would have a steady girlfriend again.

2

The following day I left work early to see how my mom and Carolyn's mom made out; I was hoping everything went well. I had to park on the street when I got home due to the fact that Mrs. Gretchen Harper was blocking our driveway. Carolyn's mother was out in the backyard sunning herself at the pool with my mother.

I went inside and ran up to my bedroom which gave me a great view of the backyard and my window was open so I could hear everything going on. Gretchen looked awesome in her bikini, her breast were smaller than my mother's more like grapefruit shaped. Her hair short and blonde, her skin was already nicely tanned and they were working on another layer.

"Really Gretchen, Robert has learned a valuable lesson, talk Carolyn into giving him another chance." My mother said.

"Well I tell you what Jennifer, have him take me out on Thursday night, Bill plays poker at a friend's house that night and I will see what kind of gentlemen he is before I will let Carolyn go out with him."

"Okay Gretchen, but I hope you are doing this so you can corrupt my little boy." My mother laughed.

"He is a very nice looking boy; I tell you what if he got a little rough with me I would not mind it." Gretchen said surprising me. "My pussy is wet thinking of how hot it would be with a nice looking young man paying attention to me."

"Well we have sometime before either Robert or my husband gets home." My mother said undoing her bikini top.

"Oh I thought you would never take the hint." Gretchen giggled as she got her top off.

Gretchen had very large areolas, they were dark and around three inches round, both women were now massaging their breasts. My mom was rolling her nipples with her fingers and Gretchen was running her thumbs over hers. Then both of them slowly ran a hand down their bottoms rubbing their pussies. They were both frigging themselves pretty steadily until they both came at the same time.

"Hmmm I'm feeling really naughty today, how about you Gretch?" My mother asked.

"Yes Jen, oh let met get my bottoms off." She said pulling down her bottoms revealing her shaved pussy.

My mother crawled up the lounge between Gretchen's legs and spread her pussy lips apart. My conservative mother continued to surprise me as she expertly lapped her friend's pussy while gently fingering her. Gretchen was moaning aloud and humping her pussy against my mother's mouth.

"Oh dear Jen, oh you do that so good, oh don't stop oh shit I'm cumming, oh, oh shit, oh god Jen I'm cumming, oh, oh, oh yes." She moaned aloud as she had an orgasm thanks to my mother's tongue.

"Now it's my turn, god Gretch you are such a nasty little slut." My mother said as she stood up.

"Hmm let me at that tasty twat of yours." Gretchen said grabbing my mother by the ass and pulling her crotch to her face.

Gretchen angles her head so that her mouth could get access to my mother's pussy and she was now eagerly sucking my mom's pussy. One of Gretchen's hands was pawing my mom's ass and the other was fingering her asshole. My mom grabbed Gretchen's short blonde mop and spreading her legs wider to give her better access to her pussy and ass.

My mom was moaning very loudly now as Gretchen continued her rapid assault on Mom's pussy.

My mom was cumming and Gretchen continued to lap up her juices until her orgasm subsided. The two of them snuggled together for a few minutes kissing and caressing each other before finally getting dressed. Gretchen had to leave and she told my mother to pick her up by seven.

I slipped out of the house and pretended to be getting out of my car as Gretchen was pulling out of our driveway. She waved at me and drove her car down the street, my mother waved for me to come into the house. She explained to me what I already knew and I could not wait until Thursday.

The rest of the week could not come fast enough to Thursday as I drove over to Gretchen's house at the time I was told too. She assured me when I got there that her husband was playing poker until midnight and that Carolyn was at her aunt's house.

We went to a nice restaurant for dinner, I did everything a gentlemen was supposed to do on a date with a lady. I could tell Gretchen was obviously impressed; we talked about what I planned on doing in college and how good she thought Carolyn and I would be together.

After dinner we went out and got ice cream for dessert, I took her home after we finished our sundaes. I walked her to her door and we seemed to have a long uncomfortable silence before she spoke to me.

"Robert comes in and watch television with me for a little while, my husband does not get home after midnight." She told me as she led me into the house.

"Sure that sounds great." I said following her in.

We went in and sat on their couch, she turned on the television but refused to turn on any lights telling me she rather watch in the dark. Gretchen sat real close and we watched a scary movie which made her grab my leg or arm periodically.

"You know Robert; you are a very handsome young man." Gretchen said.

"Oh thank you and you are very attractive as well." I said.

"Well we still have a couple hours until my husband comes home, anything come to mind?" She asked running her hand up to my crotch where I'm sure she felt my hard cock.

"Sure there is." I said to her and leaned into kiss her.

We were kissing passionately and my hands were exploring her body, as I undid the buttons of her blouse. Then I had her bra off so I could get to her breasts, I wished my mother paid more attention to them, well I was not going to let this go to waste. I licked and sucked on her tits, my tongue exploring her big areolas making her moan softly.

My hand was now undoing her slacks and was now inside her panties, I was happy her pussy was nicely shaven still. Her pussy was very wet and I began to rub her clit with my fingers in gentle circles.

"Oooh, that feels good baby." She moaned aloud.

"Glad you like it." I said to her.

"Let me get up and get my slacks off." She said. "You better get undressed too."

She pulled her slacks off and dropped down onto the floor, as I got my pants off and my boxers she was pleased when my cock popped out. It bobbed lewdly in front of her as she took it in both hands and put her mouth around the head. Her tongue swirled around the sensitive head of my cock sending electric sensations through my penis. Her mouth was highly skilled as she now worked it further down my shaft, deep throating me like a porn star.

"Oh wow Gretchen that oh that feels so good." I moaned as she made gentle little choking sounds.

"Do you want to fuck me now or would you rather I keep sucking this nice cock of you have here." She said to me.

"Oh god yes I want to fuck you." I said to her.

She got up off of her knees and laid down on the couch, I got between her legs and pushed my cock into her pussy. It was nice and tight, then I felt her legs lock around behind me pushing me the rest of the way in. I was now pushing my cock in and out of her pussy in long deep deliberate strokes. Gretchen was moaning softly under me as she enjoyed the fucking I was giving her.

We continued this way for several minutes as I made her cum, she wanted to change positions. She got me to get off of her and then she got up on all fours, I entered her from behind and fucked her doggie style.

"Robert I know you have been trying to be gentle and trying to be a gentlemen, but baby stop messing around and fuck me hard. Fuck me like a slut." She told me.

I put one hand onto her shoulder and the other wrapped around her waist; I pounded my cock in and out of her as fast and as hard as I could. I could feel her tits bounce hard off of my arm as I railed her hard.

"Oh fuck yeah, fuck me, fuck me good and hard baby." She told me.

"Oh fuck, oh fuck, oh I'm going fuck you hard bitch." I growled back.

She was moaning loudly and I could feel juice gush out of her pussy as she was cumming hard against my cock. I stopped fucking her and tried to catch my breath and then I told of a different position I saw on some porn that I wanted to try. Gretchen was all too eager to help me out with this as I sat down on the couch she got up and then she turned around and I helped her straddle me.

She began to ride up and down on my cock, I reached around and played with her tits with one hand and rubbed her clit with the other. She enjoyed what I was doing as she rode harder making my balls feel squashed with every thrust.

"Oh fuck this really feels good, oh fuck Robert, and fuck me." She said as I tried to plunge my cock into her to meet her thrusts.

After several long minutes, several more orgasms for her, I was finally shooting load after load of cum into her pussy. We lay together on the couch until eleven o' clock and then she gave me a blow job to thank me for such a great date. After a good twenty minutes of her sucking and deep throating my cock I was rewarding her mouth and belly with more of my thick cum.

"Well Robert, I would say you can take my daughter out again, I will have her give you a call Saturday morning." She said seeing me out the door.

Wow what a time I was having I found out my mother was not as conservative as I thought as she taught me how to pleasure a woman. Then I get to fuck the mother of the girl I really want to date, I could not wait to hear from Carolyn on Saturday morning.

3.

Carolyn called me around nine o clock Saturday morning informing me that her mother talked her into giving me another chance. I told her to make it up to her I would take her to a nice restaurant for dinner and then for desert we would go to a nice secluded spot make smores and be alone. She giggled at the thought of us sitting cozy by an open fire roasting smores, but she also liked the idea thinking it would be kind of romantic.

I called a florist and had a bouquet of flowers sent over to her and I killed the several hours for my date in my room playing video games. Then in the shower I jerked off, if I was to get some action I wanted to make sure I would last for her.

I picked her up for our date around six o clock, her mother winked at me as I took her to my car. Carolyn looked hot tonight wearing a tight pink sweater, a short white skirt and sandals. Her firm apple sized breasts pushed up and out by the bra she was wearing, I could feel my cock stir as we drove to the restaurant.

Once inside the maitre d led us to a nice table with candlelight and soft music in the back ground. I pulled her chair out for her and helped her into the table to sit down, and then I sat down. After we ordered we then made conversation, I was nervous at first, but when I saw how relaxed she was I began to relax.

"I'm sure glad I listened to my mother and decided to give you another chance Robert." She said to me.

"Me too, I really like you and I felt so bad to do anything to have hurt you or made you feel uncomfortable." I replied.

"Well hopefully tonight will be a night to remember." She said.

Our appetizers came out and we both nibble on the stuffed mushrooms and then our entrée came out. Then we had our salads followed by our meals, everything was delicious, when the waitress asked if we wanted dessert I told her I had it covered.

We drove to same spot I was with my mother not too long ago; I had been out here before our date to set up the fire pit and wood. Carolyn laid the sleeping bag out and the pillows I had brought along, I got the fire going.

Soon we were roasting marshmallows, talking and listening to power ballads on my car stereo. We sat real close as we smushed the marshmallows between the graham crackers and chocolate. Then after we ate a few and the moment seemed right I leaned in and planted a soft tender kiss on her lips.

"That's pretty nice." She whispered wrapping her arms around my neck.

"Thanks. Want more?" I asked as she pulled me down on top of her.

We were now passionately kissing, our tongues gently exploring each others mouths and my hand soon found its way under her sweater. Gently I fondled her breasts making her moan softly, and then I slowly pushed her sweater up to reveal them. I break our kiss to gently lick and suck on her nipples.

"Oh yes Robert, oh that feels nice." She moaned as I pleasured her.

I go back to kissing her and my hand now drifts slowly down her flat stomach and up her under her skirt. She has her legs parted enough for me to slide my hand over her moist crotch which I can feel through her cotton panties. She moans softly as my hand slides inside her panties over her bare pussy. Gently my fingers push her lips apart and I slowly tease her clit. I keep rubbing her like this making spread her legs more to give me better access.

"I'm ready Robert, make love to me." She tells me breaking off our kiss.

We both work on getting undressed while slides her panties down; I roll a condom down over my cock. She smiles at me and lays back down opening her legs for me to get between them to enter her. Her body tenses as I slowly slide my cock into her tight pussy inch by inch until I'm all the way into her. Then I slowly raise my hips and thrust back into her, we continued to make love nice and slow like this for almost twenty minutes with her cumming several times.

"Let me get on top of you." She says pushing me off.

She gets on top of my cock now and starts riding up and down on it at her own pace, her pink nipples stiff in the night air as I reach up to touch her. We both start working up the pace and soon we are both cumming at the same time. After several minutes my cock finally deflates and I pull out of her tossing the condom into the fire. As we lay together side by side she finally asks me a question I wanted to hear.

"Do you have more condoms?"

"Yes." I replied.

We made love two more times that night and now we see each other steadily, I got her home at three in the morning that night. It took a lot of explaining to her father that we did not do anything but take a long walk and talk. Luckily her mother told him I'm a perfect gentlemen and he finally let me go home.

When I got home my mother was laying on the couch watching an old movie in a short football jersey nightgown. She had waited up to hear all about my date, she did not want the boring details of dinner or roasting marshmallows. I told how we made love three times in several different positions and that were now going to be dating steady.

After my mother was satisfied with all of the torrid details I got up off of the couch and leaned down kissing her full on the lips for several long seconds.

"Thanks Mom." And with that I bounded up to my room.