Although, I must admit that being a bartender was pretty cool. What made the job so great was talking and getting to know those who sat at the bar and drank. Some were regulars, others were just passing through. Either way, I learned a lot about the people who sat at my bar. Sharon, for example, was a forty-something year old cougar who was divorced and a single mom to a daughter who had just graduated high school and would be starting college in the fall. Sharon was a nurse practitioner who worked the night shift. On her nights off, she would come and sit at my bar, drink her Chivas Regal on the rocks and hangout for a few hours.
One night after I got off work, I was walking out to my car and Sharon stepped out of her car and waved at me “Hi there,” she said as she walked towards me.
“Oh, Hi,” was all I could say. I was taken a bit by surprise.
“I was wondering if you would like to go get a drink. Considering we have wonderful conversation when I sit at your bar, I figured maybe we could continue some place where you could have a drink and not be working,” she explained.
Wow! She was asking me out! This hot, classy older woman was asking me out. Given the shit I was having to put up with in the situation with my ex-girlfriend, someone asking me out felt really good and I wouldn’t have to go back home right away. “Sure,” I said with excitement, “Do you want me to follow you?”
“No, just hop in my car. I’ll drive.” She smiled.
I got in and she drove to a close-by tavern. We went in and sat at the bar. She ordered her Chivas Regal and I ordered a beer. She started talking about her daughter. “I’m out and about tonight because my daughter is having a party. And you know how that goes. Teenage girls don’t want their parents around. She’s having a sleepover with her girlfriends. It’s a graduation/birthday party. She just turned eighteen.” She explained.
Then she continued, “I bought them some alcohol as she promised me that everyone was sleeping over and no one would leave.”
“That was cool of you,” I stated.
“Yeah but I’m not sure it was the smartest decision, ” she stated, “But I know she will be faced with the alcohol issue when she goes off to college, so I just want her to be prepared.”
“She should be fine,” I tried to make her feel better.
I could tell that she was stressed about her daughter going off to college. She took another drink of her Chivas. “She used to be a bookworm. Then she just blossomed. She was a late bloomer, I guess. All she used to do was study. She never had much of a social life. She never really dated. Then midway through her senior year, she just came into her own. She traded her glasses for contacts, let her hair grow out and her body really filled out. Now she’s got a nice little figure and I see the way guys look at her when we are in public.”
She took another drink and sighed, “She went from a dork to a hottie in six months.” She bluntly stated.
At this point I really didn’t know what to say, so I didn’t say nothing. I just let Sharon continue. “I told her that she needed to get a job this summer. I’ll pay for the tuition, she pays for her apartment. She didn’t want to live on campus in a dorm, so if she wants an apartment she’s going to have to pay for it.”
She finished her drink and ordered another one then looked at me and smiled, “I’m so sorry. I’m just going off and ranting. Enough about my daughter. Lets talk about you. Are you dating anyone?” She asked rather directly.
I was caught off guard, but I told her about the situation I was in. She empathized with me but used it as an opportunity to flirt, “A young stud like you doesn’t stay single for very long. I would think of it as an opportunity.”
“For what?” I asked.
“To be free and do whatever you want to do with no strings attached,” She smiled and said.
I was picking up on the insinuation, but I was still a bit unsure what to do. Then she looked at me, “So you want to get out of here and go some place that’s a bit more quiet?” She asked.
I asked her what she had in mind, then she put it all on the table, “I gave a hotel room down the road. We can go back there and continue our conversation.”
I was strangely excited by the invitation from this hot MILF. So I accepted. We drove to the hotel and as soon as we walked into the room, Sharon turned around, leaned in and kissed me. I reciprocated and next thing I knew, we were making out pretty hardcore. It was hot! This was not only the first woman I’ve been with other than my Ex in three years, but the first time with a woman so much older than me.
I am blessed with a nice ten inch cock and at that moment, it was hard as a rock and trying to break free. Sharon was all over me. We were still standing in the entrance of the room. She was whimpering slightly as we continued kissing and petting each other, “Every night I leave your bar, I go home and play with my vibrator, pretending that you are fucking me!” She confessed.
“Well, you don’t have to pretend anymore,” I whispered.
Just then she dropped to her knees, unbuttoned my jeans and pulled down the front letting my hard cock pop out. Her eyes widened, “Wow!” She exclaimed, “That’s the most beautiful cock I have ever seen!”
She gripped my hard rod and put her mouth around the head and started sucking me as she stroked with her hand. She took more and more of my cock in her mouth with each stroke. Oh she was so good at sucking cock. As she sucked me, she stroked the shaft with one hand and massaged my balls with the other. She took my cock out of my mouth and started sucking my balls, taking turns with each one while her hand jerked my hard dick. Not wanting this to end too soon, I pulled her up from her knees. I then pulled her shirt off. She unclasped her bra springing free some nice, perky C-cup tits. She was taking off her pants and panties as I stepped out of my jeans that were around my ankles. Sharon laid on the bed and spread her legs, inviting me to her pussy. “I want to feel every inch of that cock inside of me!” she cooed as she rubbed her clit.
I crawled towards her on the bed and propped up on my knees. I teased her pussy with the head of my dick, parting her wet pussy lips. I rubbed my cock head against her clit a few times before sinking it into her already dripping wet hole. She gasped as I went in a few inches. “Ooh easy, Baby. Nice and slow,” she cooed.
I worked my hips, giving her few more inches at a time until I was all the way in. Pulling her knees back a little, she spread her legs a bit more. She rubbed her clit as I slowly fucked her hot moist pussy, “Oh that’s it. Give me all of that cock!” She moaned.
I stayed on my knees giving me full view of her hungry pussy devouring my cock. I would pull my dick out and tease her clit, then slide back in her hole balls deep. This drove her wild. “Oh you’re such a tease.” She whimpered, “You’re going to make me cum if you keep doing that!”
I fucked her for few more minutes, then she flipped me over onto my back. “It’s my turn to play,” she said as she mounted my hard cock that was already glistening with her pussy juices. She pressed her hands on my stomach and looked down at me while she rode my dick. “Oh your cock is so big, I love the way it stretches my pussy out,” she moaned as she kept slamming down on me.
She increased her pace as she started to cum, “Oh yes! Mmmm! Oh fuck! That’s it! I’m going to cum,” she squealed as she rode me.
I moved my hips in rhythm with hers until she exploded. She didn’t slow down and continued to ride me. She came so hard, creaming all over my cock. I knew it wouldn’t be long until I would cum, so I flipped her back over on her back, shoved my cock all the way in her pussy. I could feel my orgasm building. So could she, “Oh yeah, you’re going to cum aren’t you?” She taunted.
I didn’t respond, I only kept pounding my cock into her. “I want you to cum all over my tits,” She instructed.
Just before I exploded, I pulled my cock out if her box and she immediately grabbed it and jerked me off. My cock erupted in ropes and ropes of cum that squirted all over her tits and stomach. She stroked me until there was nothing left. Then she pulled me close and took my cock into her mouth and sucked & licked me clean. I fell to the side of her and laid motionless on the bed trying to catch my breath. Then, without realizing it, I drifted off to sleep. I awoke the next morning alone in the bed and the hotel room. Sharon had left. No note, no phone number or anything. So, I got out of bed, got dressed and called a cab to take me back to my car.
Two weeks had gone by and I had not seen nor heard from Sharon. Oh, well. It really didn’t bother me too much. Maybe she was just a cougar on the prowl and got what she wanted. I had no expectation of a dating relationship with her. Besides, I had my sight set on this hot chick that recently started waiting tables at the restaurant where I worked. Damn, she was hot. She was about five feet, five inches tall with long brown hair, a rocking body, perky tits and the perfect ass! Her name was Beth. Apparently, I wasn’t the only guy there who had similar thoughts about her. Just about all the guys had asked her out, except for me, and she turned all of them down. They started calling her the “Ice Queen.”
One night I was hanging out at the restaurant on my night off. I was sitting at the bar having a few beers when Beth came up to the bar and slammed her servers apron and notepad down. She was obviously pissed off about something. “Is everything OK?” I asked.
She shot me an irritated look and snapped, “No, everything is not OK! Since it’s a slow night, I just got sent home and I don’t think I have even twenty dollars in my pocket! How in the hell am I supposed to save up for school if I don’t even make twenty dollars in a shift?!”
“Yeah, it’s that time if year where everybody is saving for school, so you’re not alone,” I said, smiling at her.
She didn’t smile back, “Is that supposed to make me feel better?” She snapped again.
I just shrugged. She pulled out her cell phone and called somebody who didn’t answer and she hung up. “Great!” She said sarcastically to herself then noticed me still looking at her.
“What?” She snapped a third time.
I finished off my beer then stood up from the bar, “Come on. I’ll buy you dinner,” I said a I started for the door.
She was taken aback by that. “Are you seriously asking me out on a date?” she asked, still with the attitude.
“I’m offering to buy you dinner. You can call it whatever in the hell you want,” I returned.
“I’m not looking for a boyfriend,” she stated, wondering if that would change my mind.
“Who said I was looking for a girlfriend, especially one that will going off to college in a few months?” I retorted,”Look, I’m going across the street to that restaurant over there and getting me some dinner. You are more than welcome to join me if you want. If you don’t, no big deal.”
And I turned towards the door and walked away. I was almost to the door when I heard her say, “Alright, I’ll join you.”
We walked across the street, went in to the restaurant and sat at a nice booth. “Look, I’m sorry for being such a bitch, but since I’ve started waiting tables, I’m constantly being asked out by the guys. I just want to do my job and go home,” she explained.
“You should feel flattered,” I smiled.
She gave slight smile, “I am, I guess. But why get involved when I’m leaving for school in a few months?”
“You can have fun without getting involved,” I stated.
We ordered something to eat and we had a great conversation. She told me that she was going to Georgia Southern University and couldn’t wait. She picked my brain about college life after I told her hat I graduated a year ago. I also told her about my internship, then getting laid off, which led me to my current job of bar tending. The Ice Queen was warming up. We talked and laughed and talked some more. The restaurant was closing but we weren’t ready for the evening to be over. We were out in the parking lot and she looked at me, “I’d love to buy you a drink but I’m only eighteen so I can’t get in to any bars,” she said.
Before I could respond, she yelled, “Hey, I have an idea!” I could practically see the light bulb go off in her head,”Come over to my house. I have some beer and liquor, so we both can have a drink,” she suggested rather excitedly.
“Don’t you live with your parents?” I asked.
“No one’s home tonight,” she said.
I accepted the invitation and followed her to her house. It was dark inside then Beth turned on some lights. She grabbed two beers and tossed one to me. “So where is everybody?” I asked.
“My mom’s at work and my dad, well. . . He’s not in the picture,” she explained, taking a sip of her beer.
I was a little surprised to see that Beth liked beer. Most girls her age don’t. They would rather have a wine cooler or some fruity drink. I watched her as she drank the brew. She noticed me watching her and said, “My mom lets me drink as long as I do it in the house and I don’t drive. That’s cool, I guess.”
I nodded and she continued, “My mom is obsessed with making sure I’m prepared for the types of situations I will be exposed to in college, like alcohol for instance.”
“That’s smart, actually,” I said, not making the connection.
“Yes, but she can’t possibly prepare me for every single situation I might face,” she stated.
She had a point. We moved into the living room and I sat down on the couch. Beth plopped down beside me. We talked more about college life. We were on our third beer when the tone of the conversation turned flirtatious. She gave me a smile then stared at me for a few seconds as if something was on her mind. “What?” I asked.
Her smile got brighter and she asked, “So, what’s YOUR story? Do you have a girlfriend or dating anyone?”
I told her no and that I just got out of a three year relationship that didn’t end on the best terms. However, I did not tell her about still living with my Ex. “So, at this point you are not looking for a serious relationship, either,” she said.
“Exactly!” I said, “The last thing I need is another serious relationship. I’m just about having fun right now.”
Her voice got soft, “What kind of fun do you like having?” She said as she smiled and stared at me.
“The fun kind,” I said in a teasing voice.
She smiled and bit her bottom lip, “Like what?”
I leaned in and kissed her soft lips. She was receptive to it and kissed me back. Then we were tongue kissing and making out on the couch. Then she gets up, takes me by the hand and leads me to her bedroom. We fall on the bed and continued to make out. She was panting slightly and whimpering. I slid my hand up her shirt to rub her tits. Her nipples were hard as rocks. I cupped one hand inside her bra and pulled one of her tits out and teased her nipple with my fingers. After playing with her tits for awhile I pulled her shirt off, she unclasped her bra exposing her perfectly round tits. I grabbed one with my hand as I continued tongue kissing her. Then I slid my hand down between her legs. I rubbed her pussy on the outside of her pants applying a small amount of pressure as I rubbed. She broke away from my kiss and looked at me, “I don’t have much experience at this.” she said.
“Are you a virgin?” I asked.
“No, but I’ve only done it once and it didn’t last very long.” She mentioned.
“That’s OK.” I said.
She continued to kiss me and I continued to rub her pussy. After she was getting into the rubbing, I reached down and unbuttoned her pants. As I started to slide them off, she lifted her hips to help me. Her panties went off with her pants and she was now naked. I pulled my shirt off and leaned down to take one of her nipples into my mouth. As I sucked her tit, I rubbed my hand down her stomach. As it got close to her pubes, she spread her legs giving my fingers access to her already wet pussy. I spread her lips with my fingers and teased her clit. I rubbed her clit as I sucked on and played with her nipples. She was grinding her hips with my hand’s rhythm. Then I slid my middle finger up into her hot hole. She gasped then moaned as I finger fucked her. “Oh that feels so good,” she whispered.
I took her tit out of my mouth and made a trail of kisses down her stomach, stopping to lick her belly button a few times, still working her pussy with my hand. Then as I made my way down, I positioned my head between her legs and flicked her clit with my tongue. Then I spread her pussy lips with two fingers then tarted lapping her pussy with my tongue. This drove her wild. I slid one finger back into her hole and fingered her more while I ate her delicious pussy. She started bucking her hips as I could feel her orgasm rising. As she was getting closer and closer to cumming, she was squealing and panting. I looked up at her and she had both hands on her tits rubbing them and squeezing her nipples. “Oh yes, oh yes!” she panted then exploded. She creamed all over my face and hand and I hungrily licked every last drop of her cum off her pussy lips. I came up from between her legs and planted a kiss on her mouth. She hungrily kissed and sucked my lips, “Do you like tasting your pussy on my mouth?” I asked in a taunting voice.
She flipped me onto my back, “I want to see it,” she said, unbuttoning my jeans.
She pulled my pants down, then my boxers, springing free my rock hard ten inches. “Whoa! Your dick is so big!” she exclaimed.
“So what do you want to do with it?” I asked, still taunting her.
She grabbed the shaft and stroked it a little bit, “I’ve never given a blow job before,” she said shyly.
Just then I heard another voice scream, “Beth!!!!”
Beth looked up, “Mom!” She screamed in horror!
I looked over to see Sharon standing in the doorway of Beth’s room. Sharon looked me in the eyes, “You?”
I was in a complete state of shock, “I didn’t know she was your daughter!” Was all I could say.
Beth scrambled to cover her naked body. Sharon was screaming at her, “Don’t try to cover up! You prance around here naked every morning while you get ready for school and all of a sudden you want to cover up now!?”
Turning to me, “And you! I can’t believe that you are having sex with my daughter!” She screamed!
“Sharon, I didn’t know she was your daughter!” I said again.
Then Beth had a look of confusion on her face. She looked at me, “You know my mother?”
“She comes to the bar on occasion to have a few drinks,” I explained.
Sharon was still yelling a Beth, “How the fuck did I know they were hiring and to suggest you apply for a job there?”
“Mom, why are you so mad? I’m eighteen years old. It’s just sex!”
This made Sharon almost explode, “What the fuck do you know about sex?” She screamed.
“Do you really think that I’m not going to have sex in college?” Beth asked, but with a softer voice.
Sharon stood there in silence. Beth had struck a nerve with her. I thought this was a good time to get dressed and leave. I started looking around for my pants and shirt. I spotted my pants towards the end of the bed on the floor. I got up and grabbed them. Sharon looked shot me a angry look, “Where do you think you’re going?” She asked.
“I think I better leave you two alone, so I’ll see myself out,” I calmly replied.
“Like hell you are!” Sharon exclaimed, “Get your dick back on that bed.”
Most guys would have told Sharon to go fuck herself and walked out the door, but I dropped the jeans that I was holding and got back on the bed. Sharon was silent. She closed her eyes and took a few deep breaths. She opened her eyes and looked at Beth. “You are right,” Sharon said calmly, “It would be foolish to think that you are not going to have sex in college. So, since I know that you most likely will, then I need to make sure you are prepared.”
She walked around to where I was leaning against the headboard. She looked down at my cock, which was no longer hard due to all the commotion. She looked over at Beth, “I overheard you say that you’ve never given a blow job before.”
Beth didn’t say anything. She just stared at her mother with a bewildered look on her face. “So, it’s about time you learned,” Sharon said.
She grabbed my cock with her hand and started stroking it. “Mom, what are you doing?” Beth asked in complete surprise.
“I’m going to show you how to suck cock,” she said, as she climbed on the bed with her head between my legs and took my cock into her mouth.
This was the most fucked up, yet erotic situation I had ever encountered in my life. I was so stunned and completely turned on, I couldn’t move. I just sat there and let Sharon suck me. Beth was also in a state of shock. Likewise, she just stared at what her mother was doing. Sharon stroked me with her hand as she would take in more and more of me with each stroke of her mouth. She was going slow to ensure Beth got a good look at what she was doing. She would pull out my cock and tease the head with her tongue. I looked over at Beth and noticed that her nipples were hard and sticking straight out. My cock was getting hard, as well. “Mmmm, I love feeling your dick grow hard in my mouth.” Sharon cooed.
She looked up at Beth, “Come here, Sweetheart. You have to try some of this cock.”
Beth was hesitant. “Mom, this is weird,” she said.
“Honey, you will love it. Just give it a try,” Sharon said, holding my now rock hard cock straight up and stroking me slowly.
Beth obeyed and went down to lay on her stomach next to Sharon with her face next to my cock. Apprehensively, Beth grabbed my cock and put her mouth around the head and started sucking on it.
“That’s it Sweetie,” Sharon encouraged, “Now take some if his length in.”
Beth started bobbing slowly taking in more and more of me with each stroke. She got me about halfway in before she gagged. But she knew that was her limit, so she kept sucking and bobbing up to that point. It felt so awesome, she was getting used to sucking cock while giving me nice, slow head. “Oh yeah, you’re getting used to it. Doesn’t his cock feel amazing in your mouth?” Sharon asked getting excited.
While Beth was doing fine on her own, Sharon started sucking my balls as Beth continued sucking my hard dick. Then they would switch, taking turns at sucking me. Oh I was in ecstasy! Finally, Sharon couldn’t hold out any more. She looked up at me, “I need you inside of me.”
So the blowjob lesson was over. Sharon wanted to fuck. Beth seemed a bit disappointed that her mother had interrupted her suck session. But Sharon laid herself on her side with her ass rubbing up against my dick.she looked at Beth, “Now watch your mother get fucked by this big cock,” she instructed Beth.
This was getting weirder by the minute, but I didn’t care. This mother/daughter action was so hot and erotic, my cock was practically begging for some pussy. Sharon hiked her leg up, giving me access to her pussy. I slid my dick into her wet hole balls deep. Sharon’s position gave Beth a full view of my cock sliding in and out of her pussy. Beth was mesmerized, staring at her mom getting pumped by my cock. “Mmmm, that cock feels good in my wet pussy. Oh fuck me! Harder!” she cooed.
I sped up my pace, fucking Sharon so hard my balls were slapping against her ass. Beth was getting turned on by what was happening before her. She leaned back, spread her legs and started rubbing her pussy as she watched her mother get slammed by my massive cock. Sharon was moaning and panting, “You like watching me get fucked, don’t you?” She asked Beth, noticing that she was playing with herself.
Sharon looked back at me, “Keep fucking me! Don’t stop! You going to make me cum!”
I grabbed the leg she had hiked up and pulled it back allowing more of my cock to slid in her hole. Sharon was squealing with pleasure. She looked at Beth, “Do you want to see your mother cum?” She asked Beth.
Beth didn’t answer. She kept watching me fuck Sharon and rubbing her pussy. I knew Beth’s pussy was feeling good because she was moaning, herself. Then Sharon squealed, “Oh, I’m cumming!”
And just then her pussy exploded onto my cock, I kept fucking her as hard as I could. “Fuck me! Fuck me! Oh fuck me!” Sharon was screaming as I continued pumping her full of cock.
“Oh I love the way you work that cock!” Sharon cooed a her orgasm subsided.
“Now it’s your turn.” She said to Beth.
I pulled out of Sharon, my cock glistening with her pussy juices, still hard as a rock. Sharon sat upright on the bed and leaned back against the headboard. She spread her legs and motioned for Beth to sit between them and lean back against her. “Here, come lean back against me and spread your legs. I’ll hold you while you get used to that cock.”
Beth didn’t say anything as she did as her mother instructed. She leaned back against her mother. Sharon reached around her chest and cupped Beth’s tits in her hands. “You’ve filled out with a nice set of tits.” she said as she massaged her tits and squeezed her nipples with her fingers. Beth seemed to be in a state of bliss. She was loving the way her mother was playing with her tits and nipples. I was on my knees facing Beth. I moved closer to her. Still leaning back against Sharon, Beth spread her her legs to invite me in. I rubbed Beth’s pussy with the head of my cock, teasing her clit. I rubbed my cock up and down her slit. I parted her lips and found her hole. I inserted the head of my cock and slid in about three inches. Beth gasped and let out a slight moan, “Easy now,” Sharon said to me, “Go in easy. She’s not used to a big cock like yours.”
Beth’s pussy was so tight around my cock. Oh it felt wonderful!
“Let’s see how wet you are.” Sharon said to her daughter.
She slid her hand down between Beth’s legs and rubbed her pussy, stopping to play with her clit as I slowly fucked Beth getting deeper and deeper with each stroke. “Ooh, you are liking this cock aren’t you, you naughty girl.” Sharon taunted Beth.
Beth had her eyes closed, leaning against her mom with her legs spread enjoying the service we were giving her pussy with me fucking her slowly and her mom rubbing her clit. “Mmmmm, oh yes! Oh yeah!” She whimpered as we worked her pussy.
I was a bit more than halfway in, fucking her gently. Then Beth opened her eyes, looked at me and said, ” I want to ride you.”
I was more than happy to accommodate her. I pulled my dick out of her and laid on my back. Sharon took the opportunity to grab my cock and suck it for a few seconds while Beth positioned herself to mount me. Beth stood over me facing away. Sharon held my cock straight up as Beth aligned her pussy above it. The she lowered herself on to my hard rod, sliding down until she had my cock halfway in. I put my hands under her ass to support her as she started riding my dick. “Oh yeah! Oooh, Mmmmm,” she cooed a she rode my cock.
I could see her reflection in the vanity in front of the bed. Beth’ beautiful tits bounced as she rode me up and down. Sharon was massaging my balls and was watching my her daughters pussy lips grip my cock as she rode me. Beth was getting excited. She was riding faster and moaning louder, “Ooh, Ohh, fuck! Oh yes, oh yeah!” she cried as her pussy was getting fucked by my hard dick.”
Then I sensed that she was getting ready to cum. Her screams were getting louder. She started screaming, “Oh! My pussy! My pussy! Oh yeah…”
Sharon was rubbing Beth’s clit to help get her off, “That’s it! Cum, Baby, Cum! Let your mother see you cum!”
Then Beth exploded! She creamed all over my cock! Her pussy was squeezing me as it convulsed around me. “Fuck me! Oh, I love this cock!” Beth was screaming, riding me harder and faster as she kept cumming.
All the excitement was about to send me over the edge. As Beth’s orgasm was winding down mine was ramping up. “You’re going to make me cum!” I moaned a a warning.
Beth dismounted me, turned around and laid on her stomach next to Sharon. Sharon took my cock into her mouth and sucked me. When she felt the head of my cock swell and my shaft startt to contact, she pulls me out and told Beth, “Jerk him off!”
Beth grabbed my cock and started stroking. It only took three or four strokes until my cock erupted. My dick was shooting cum in the air. Beth kept jerking me off and my cock kept squirting. My cum landing on my stomach. “Oh that’s so hot!” Beth exclaimed as she jerked my dick.
Finally, when my cock stopped spewing, Beth released her grip and the three of us fell back on the bed. Sharon was the first to get up. She calmly got dressed. She looked a Beth, “I hope that was a learning experience for you.” And she walked out of the room.
Beth laid her head on my shoulder. “That was wild.” was all she could say.
I learned from experience that the apple did not fall too far from the tree.
Via: https://www.lushstories.com/stories/incest-fantasy/college-prep