This is a sequel to a story that was only going to be one part. I’ve decided to make it three.
The Barista and The Business Man(Mf, Extreme Age Gap, anal, fisting) from eroticliterature
It was towards the end of my first semester of my freshman year when I received a message from James telling me he would be back in town for business. James was the sixty year old guy I fucked for a week when he was in town for a work convention. I was working at the coffee shop in the hotel he was staying at. The weekend before I found my boyfriend making out with another girl so I decided to make myself feel better by fucking an older man who came through for their morning coffee.
We stayed in touch after he went home. The two of us would send each other dirty pictures and videos. It had been almost two months since we last saw each other. He’d be in town the week before I would be going home for winter break.
“Sandy, I want to take you out to a really nice dinner,” he said on the phone a few days before his arrival, “My work obligations will be concluded by the evening and then I’m all yours.”
“I can’t wait,” I was already getting turned on thinking about what I would wear for him. Since I last saw him, I’d made a couple fuck buddies but I was more than happy to fit him in my schedule.
James would only be in the one night but he had his secretary schedule his flight home for the afternoon. He said he wanted to order room service for breakfast so we could have as much time together as possible.
Getting ready the night I was to meet him, butterflies flew in my stomach. James was taking me to a very fancy restaurant downtown. I’d never been taken out somewhere so classy before. The tight black dress I wore hugged my curves perfectly.
Of course I didn’t bother wearing anything underneath. The hem of my dress came up right above my knees and the v neck cut showed off my full C cup breasts nicely. My legs looked toned in the high stilettos I wore. It wasn’t an overly slutty look but I thought I looked sexy as hell.
James paid for my uber to the restaurant. He offered to meet me at my campus but I didn’t want people asking me questions about who I left with. After my break up with Tom, I was getting a reputation as a good girl.
If they only knew.
I was more interested with older men so I didn’t fuck with guys my age. People assumed I must be frigid. Everyone assuming I was shy, was a bit of a turn on for me. Most people wouldn’t expect me to be as sex obsessed as I was.
The only person who I told about my sex life to was my good friend Ashley.
“Girl, I know you are going to get it tonight,” Ashley told me. “For an old guy he’s pretty hot. How do you find all the hot daddies?”
Ashley had come over to my dorm while I was getting ready. When I told her about my week with him, I showed her a picture of him. Accidentally she saw his dick when I was going through my pictures and swiped past it. After she saw that, she was impressed and stopped making fun of me for fucking a grandfather.
“Well when you put yourself out there, it’s like they come out of the woodwork,” the both of us giggled.
“Have a good night and I want all the details,” Ashley walked me out when my uber came and gave me a hug before I got in.
“Will do,” I said.
James was waiting for me outside the restaurant when I arrived. His eyes looked like they were going to fall out of his head.
“Hey, beautiful,” James wrapped his strong arms around me and I squeezed him tight. The scent of his spicy cologne filled my senses.
He looked fantastic himself. The dark blue suit he wore looked like a million bucks. His blue eyes were still as dreamy as ever. His beard was trimmed neatly.
As the hostess walked us to our table I could feel a few of the men eyeing me up. However I was proud to be with the handsome older gentleman by my side.
James ordered a very expensive bottle of wine. I was surprised the waiter didn’t card me. My dress and makeup must have made me look older than my eighteen years. Or they assumed such an older gentleman wouldn’t have an under twenty one year old date. Whatever the reason, the wine was fantastic and got me a little tipsy.
“Sandy, I’ve missed you,” James said, reaching to hold my hand, “I didn’t think we’d see each other again. Or you’d want to see me again. I know you have a full dance card.”
“James, don’t be silly. If you weren’t long distance, I’d see you all the time,” I reassuringly smiled at him.
We spent dinner catching up about what had been going on in our lives. Eventually, he asked me about the guys I was seeing.
“I’m just having fun,” a mischievous smile crept up my face. I was feeling tipsy from the two glasses of wine I had. Also I was feeling horny. Looking around to see if anyone was watching, I then went to pull down my dress exposing my right nipple for a few moments.
“Such a naughty girl,” James’ eyes were full of lust.
When the waiter came over to ask if we were ready for dessert, I declined.
“Your cum is my dessert,” I said in a low voice as the waiter walked away.
The uber came and right after we got in the driver asked if I had a nice dinner with my father. The guy was about twenty one and was cute.
“Thank you so much for dinner, Daddy,” I said in an over the top young girl porn voice before leaning over for a passionate kiss.
The driver must have been shocked but I was too involved with James to notice. Our hands were everywhere on each other. He pulled down my dress exposing my tits to both him and the driver. His biting, licking and sucking on my nipples caused me to moan.
My hand grabbed onto his hair demanding he keep up what he was doing to me. One of his hands went under my dress.
“Always so wet for me,” he growled out when he momentarily stopped feasting on my tits and plunged a finger in me.
During our groping, we had reached our destination but the driver didn’t interrupt us. He had fixed his rear view mirror so that he could see what James was doing to me.
“We’re here,” I panted.
James looked up to kiss me before he put the two fingers inside me out then into my mouth. I was more than happy to clean myself off of him. He looked to the driver, “thanks for the ride.”
“No, man, thank you,” the driver had a big grin on his face.
My pussy was soaking wet and I would have jumped on his dick in the lobby if I could have. Getting into the elevator, I jumped up to wrap my arms around his neck and kissed him deeply. By the time we got to his room, I did not want to mess around with foreplay.
“I need you inside me,” I said as I took my dress off and kicked off my heels. When I was nude, I went over to help him get his clothes off as fast as possible. “Let me ride you.”
James got a room with two queen beds. He knew from last time that it would get messy.
James laid on one of the beds, his magnificent big cock was rock hard. Straddling him, I lined his cock to my tight entrance and moaned as I took all of him in one go. Like a woman possessed, I rocked up and down his cock.
James’ strong hands grabbed my hips and would occasionally reach back to grab or smack my ass.
“Oh fuck baby, your pussy is the tightest I ever had,” he yelled, “ride this cock. Shit your tits look fucking sexy jiggling up and down.”
My tits are huge so they were bouncing up and down wildly practically hitting me in the face. “I want your cum, baby”
“Oh fuck,” James growled as he he used a thumb to circle my clit. He started spilling into me. The pressure on my sensitive spot and feeling him fill me up made me cum hard. My body rocked as I squirted all over him.
Collapsing on top of him, he held me tight kissing my cheeks, forehead and then my lips. The feel of his chest hair against my body turned me on. I also loved the way his beard tickled me.
We took a quick but playful shower. For some time we laid in each other’s arms laughing and talking in what we called “the cuddling bed.” The other bed was the “fucking bed.”
His hand reached down to my pussy, “so smooth. I never was with a woman who shaved or waxed.”
“Really,” I said, in truth I wasn’t all that surprised, “I love the feel of a smooth pussy. I should probably get it laser removed.”
“I could send you some money for that,” James offered. After a moment’s pause, “May I look at your pussy?”
“Of course,” I moved to switch over to the fucking bed. My head laid on the pillows and I opened my legs for him.
“You’re so beautiful,” James said as he kissed my inner thigh. Then he examined me, tracing his finger along my pussy lips, pulling back my hood to reveal my clit. I was so turned on, it was almost torturous though I let him do his inspectection without interruption.
He blew on my clit making me whimper. His tongue began to taste me. I laid back and enjoyed what he was doing to my body.
He sucked on my clit till I came hard on his mouth. Still he wasn’t done with me. Taking three of his fingers, he thrusted them into me.
“Fuck, yes,” I cried.
His fingers were hitting my g spot pressing into it. “C’mon, baby, I know you have more cum for me,” James said as he put a fourth finger in me.
I writhed on the bed loving how he was filling me and hitting the write spot. In no time I felt an orgasm take me. He must have sensed it because as soon as I was squirting he removed his finger to get his face over my pussy. Like a wild man he lapped up all the fluids from my body.
“Your pussy is the sweetest thing I’ve ever tasted,” James said as he forced his four fingers in me again, “This pussy is going to stretch for me.”
“Oh, fuck, yes, daddy, stretch me, fuck, this teen pussy is yours,” I screamed not caring if our neighbors could hear us.
“That’s it, baby, take it for me,” James managed to get his knuckles in me.
The feeling of being stretched overwhelmed me, “yes, fuck, your hand so big for this little pussy.”
James worked his hand all the way in until he finally had his fist in me. “Oh fuck, you are so hot. Your pussy is squeezing my hand.” He twisted his hand in me then moved in and out.
My soul was having an outer body experience. I lost count of the orgasms I had with his hand filling me up. Finally his dick wanted a turn. James entered me roughly putting my legs over his shoulders.
“This pussy is my toy tonight,” James panted, “all your holes are mine tonight.” James took his dick out of my pussy and lined up with my back entrance. “Your ass might be even better than your pussy.”
“Y..yes, use my ass. It’s your ass. This eighteen year old ass is your toy,” I screamed.
James rammed his cock into my ass ferociously making me cry out. It was almost painful but the pleasure of his cock filling me won out. Despite him coming a lot earlier, he still had a lot of cum to fill my ass.
Sweat covered his body from the workout he got from destroying my ass. Once again we held each other, kissed and went back in the shower.
The next morning I woke before he did. I let him sleep for a little while. Letting myself enjoy looking at him, I traced my hand over his face. Eventually I figured he slept long enough and I decided I’d wake him up with a blow job.
Loving the taste of his cock, I greedily licked his shaft until finally it awoke.
James put his hand behind my head, “I wish you could wake me up like this every morning.”
Smiling to myself I continued to enjoy his cock. Moving down, my tongue played with his balls. Finally I went back up to take all of him. Gagging a little when he reached the back of my throat, I forced myself to take him all in. My reward for my efforts was his sweet cum pouring into my mouth.
As promised, James ordered room service. It felt romantic having mimosas and french toast in bed. When the room service came, I didn’t bother getting out of bed. The man bringing in our tray of food probably could smell all the sex in the air. He glanced my way at me underneath the covers, obviously naked. I gave him a wink but he quickly looked away.
James tipped the man and shook his head at me when he left the room, “you’re so naughty.”
After breakfast, James had me on all fours and fucked me from behind. We shared one last shower and cuddled afterwards.
As we were leaving, James gave me one more passionate kiss, “You make me feel alive again.”
Blushing and feeling touched, I kissed him one last time feeling the same melancholy I felt the last time he left.
We both went on with our lives but still checked in on each other. I was happy for him when he told me he met a woman local to him.
Luckily there was one other time we met up for an amazing lust filled weekend but I’ll save that for another time.
Source: reddit.com/r/eroticliterature/comments/ujcosl/seeing_my_older_lover_again_mf_extreme_age_gap