PART 2:

A couple of weeks ago, I was on an intensive week-long business trip where I was up early and crashing early. My only evening meal was room service and a short call with my wife. I was too exhausted to even think about masturbating, much less finding a playmate.

The business ended unexpectedly after lunch on Friday but I had a reservation to return home on Saturday morning so I had a free afternoon and evening. I went back to my room and took a long nap. When I woke up, I decided to have dinner at a 4 star restaurant down the block from my hotel. Of course, Cammy was encouraging me to play and let off some steam but I wasn’t sure I was up to it.

After I got ready, it was still early so I thought I’d walk around downtown, maybe get a cup of coffee and then go to dinner early. I walk into Starbucks and after placing my order, my barista says “Mr. Smith!! OMG, do you recognize me?” Right before my eyes is Lisa, the soon to be college senior who grew up in our neighborhood and is a younger version of her mother, Linda. Yes, that Linda.

Instead of talking with others in line, she tells me she gets off in half an hour and asks if I can wait which I did. As we are talking, I learn her evening plans are to go clubbing with her roommates and I tell her of my plans to eat at this nearby fancy restaurant. Either by something she says or body language, I end up inviting her to join me for dinner before she goes out with her friends, an invitation which lights her up. She asks if she can go home and get dressed up for the evening and I agree since I have all night.

When we leave the Starbucks, we go to her mother’s hand-me-down Honda Accord, which brings back good memories for me. Because she lives in student housing with three roommates, she is worried about what her apartment looks like so I stay in the lobby while she goes upstairs. I think most of the coeds coming and going assume I’m a dad waiting for his child, barely acknowledging I’m there.

When Lisa comes down, she is stunning. Imagine a 5’2” 21 year-old tight body, cute as a button, shoulder length blonde hair wearing an emerald green slip mini dress, no bra, and stilettos come off the elevator. Acting innocent, she says, “I hope this isn’t too much for dinner but it is what I want to wear to the club.” All I could say is she looks great and I have arranged Uber to take us to dinner.

When we leave the dorm/apartment building, she grabs my arm and holds me close but nothing different than how my mother does so . . . I tell myself to not get any dirty thoughts. But, when I placed my hand on her lower back as we entered the restaurant, I noticed her thong strap was barely more than a string. I just had to keep telling myself she is just a girl from the neighborhood younger than some of my children.

Dinner is pretty normal as it consisted mostly of her talking about her studies, future plans, and the neighborhood (no mention of Linda by either of us) except:

• During dinner she asked, “I know this happened with Cammy’s permission so please be honest. Are you still having sex with my mother?” After I pick up my mouth from the table, I said I was not.
• While she moved onto normal conversation, much later she asked, “Do you tell Cammy about everyone you have sex with?” to which I said I don’t hide anything from her but she doesn’t ask for every detail.

When dinner ended, she asked me to come with her to the club and join her friends. I protested a man of my age (30 years older than her) would not only cramp her style but also that of her friends. But, Lisa persisted so I agreed. My intentions are purely honorable at this time.

When we are walking into the Club, I wonder if it is my imagination but it seems Lisa is holding my arm a little tighter against her braless breast. When we find her three friends, they are at a table of four so I offer to find a chair but Lisa says, “I’ll just sit on your lap.”

Again, I don’t let my imagination get the best of me because she sits on just one leg and properly keeps her cute tight butt far from my cock and demurely makes sure her short skirt doesn’t ride up her legs. But, after a while as we try to talk over the noise, she imperceptively moved to a more intimate position with her ass on my cock and has her hand around my back which she occasionally rubs up and down with her fingernails. However, I keep my hands to myself as hard as it might be and despite my growing lump in my pants. (I found out later one of her friends texted her saying, “Are you sure he is a player and not a boy scout?”

But, all doubt disappeared when I offered to order a second round of drinks for Lisa and her friends and Lisa declined. I encouraged her and she whispered in my ear, “You don’t have to get me drunk to have sex with me” I asked “what do I have to do?” and she said “Kiss me now and touch me like a girlfriend is sitting on your lap and not a sister.”

Ever the gentleman in front of her friends, I start to give her a demure kiss but she pulls my face tight to hers and opens her mouth drawing me to give her a full on kiss. At the same time, when I put my hand on her thigh she opens her legs “begging” me to proceed up which I do all the way to her pussy. When I get to her pussy, she moans into my mouth then reaches down to rub my cock. When the kiss ends, Lisa moves her head back and says “I hope I am not too forward but this is a dream come true for me.”

After our kiss, she cuddles in a bit closer as I remove my fingers from under her skirt and we continue to interact with her friends. When their drinks get empty, I order another round but we both pass, ask for the check and order Uber.

As we leave the club, I realize it was not my imagination. She held my arm just as she did since we left her apartment. While we waited for Uber, neither of us talked. Lisa then opens her small purse she has been carrying to show me all it has in it is her lipstick, phone, and several condoms. I smile and say “Just so you know, I’ve had a vasectomy” but she says nothing.

After getting in our Uber, she straddles me, looks me in the eye and says “I want this to be special. I’ll do anything you want. If I don’t know how to do it, just tell me. I am yours.” For the rest of the drive, we make-out and I touch for the first time her pert boobs and discover by her moans she likes her nipples softly twisted. You can not imagine how erotic it is to have in your hands a tiny little pixie like this knowing she wants to fuck you. This old man is on cloud nine and very aroused.

Walking into the hotel lobby, I’m a bit self-conscious. Anyone who looks at us has to think she is an escort and not a girl I’ve known since she was 9 or 10 and the daughter of a woman I used to fuck. As soon as the elevator door shuts, she jumps into my arms and wraps her legs around me and says “Mr. Smith, do you have a lollipop for me?” which causes both of us to laugh out loud.

When we got into my room, Lisa turns to me with the biggest smile and staring into my face, starts to unbutton my shirt. Once my shirt is off, she unbuckles my belt, opens my pants, and pushes them down. Here I am the older, experienced man and I’m letting this young coed take control. She gets down on her knees with my cock by her head, unties my shoes and takes off my pants. After she gets me naked, she stands up and pulls my face to her, turns her back to bed and falling onto the bed pulls me on top of her.

After we make out a bit, I stop, pull her very, very tiny thong panty down and then stand up to lift her dress off. I then move her back two steps, sit on the bed and ask “Can I just spend a few minutes and engrave this picture into my brain?” She stands there with her hands on her hips, smiles and gives me a few sexy poses.

Lisa then comes to me, gets on her knees, looks up into my eyes, and takes my hard cock into her mouth. After sucking my cock, she looks up and says “I’ve never had a man cum inside of me and only had sex with condoms. Will you cum in me tonight?” When I say yes, she crawls up on the bed, lays down spreading her legs and, looking into my eyes, says “Please fuck me and cum in my pussy.”

When I felt my cock go in my pussy, it slid in like silk. She was so wet but I still wanted to go slow because she was tight. After I got half way in, Lisa pushed up hard and said “Fuck me Tim. Fuck me like I’m a slut. Your cock is too good. OMG. Fuck me!”

So I just started to pound her as best this old man could. Her moans were so loud if we had people next door they could hear her. I knew I wouldn’t last as long as I wanted because she is so wet, so tight, and so enthusiastic! When all of sudden a guttural sound comes from her mouth, she stops moving, and I feel her pussy clamp on my cock like nothing I’ve ever felt before. I look upon her face and realize she is coming making me to squirt into her pussy. She then opens her eyes and says “OMG, I can feel your sperm squirting into me” and she then seems to go into anther orgasm so I start fucking her even harder and her legs drop down as her pussy spasms on my cock. When I start to notice my cock soften, I stop moving and kiss her.

I then roll off her but pull her close. She says, “OMG, that was the best” as she reaches down to my cock obviously trying to make me hard again. I then say, “I’m not like your young friends. I will need a little time. Is it too early to ask you to spend the night?” Lisa smiles and says “I’d love to stay but I have to check in with my roommates telling them I’m safe and I’m not coming home.”

Lisa then crawls down to my cock and, using her mouth, cleans my soft cock. When she is done, she says “I’m ready to check in with my friends but I need to explain how we do it to make sure we are safe. I need to take a picture of us. You have to smile. I then send the picture to them online and text your phone number. This is my protection in case we don’t come home.”

I agree. Lisa gets out of bed to get her phone. I admire her tight tiny body walking away and back to me. She smiles because I am sure she knows what I’m doing, crawls back in bed with me putting her head on my chest, and takes a head shot selfie. Lisa then looks at me and says, “Since you are married, older and maybe not comfortable, are you ok if I send this to my friends?”

I give her permission. We then start talking. This is some of the subjects we talked about:

• Lisa was concerned I will tell Cammy and her mom will find out. I assured her if Cammy asks who I slept with, she will not tell her mom.
• I asked how she knew I was sleeping with her mom. She told me one night she was staying at a girlfriends she forgot her toiletries so she came home to get them. She heard her mom having sex and yelling my name. But to be sure, she did peak in when we were talking and she could tell it was me. She admitted she listened and was so turned on she started having sex within months. She also admitted two other times she listened and masturbated to her mom and I having sex.
• I asked how she knew I was doing this with Cammy’s knowledge. She said the next morning she was making her famous key lime pie. Lisa asked the occassion and Linda said, “Cammy did me a big favor last night and I want to express my gratitude.” It turns out Lisa caught us our first time. She also said she heard her mom asking Cammy about me in a way that only made sense knowing we were having sex.
• And, finally, I asked her why she said in the bar this was a dream come true. She got so embarrassed her neck and upper chest even turned red. Lisa then told me in a way she lost her virginity to me. Of course, I was really confused. Lisa then went on to tell me when she tried to have sex the first time it hurt so much she realized her hymen was the problem so she got a dildo and masturbated to stretch her hymen. She named that dildo “Tim” after me, a dildo she still has even though she mostly now uses a vibrator.

Near the end of our pillow talk, the texts from her friends started coming in. I was really surprised at how graphic they were. They asked about the size of my cock, my endurance, and one asked if I came on her face (note to self, she must like that). They also told her to thank me for the drinks.

We then set the phone down and start kissing. After a bit, I start working down her body. First her neck, then her very pert, firm boobs (I had forgotten what young boobs felt like) and nipples. When I started to proceed down her stomach, she grabs my head and says “Do you want me to clean up first?” I didn’t say anything but kept going until I got to her pussy. After taking a big lick as deep as I could, I started to suck on her lips which were long and fleshy. I could tell she liked it by how she pushed up on me with her feet on my shoulder. I then moved to suck on her clit and, after a bit, she exploded. Not a squirt but her pussy visibly pushed out my cum so I quickly slid in my finger and felt her pulsating pussy squeeze my finger and all I could think is how did her pussy not pop my cock. ☺

Lisa then begged me to let her “love your cock while you eat my pussy” so I shifted into a 69 and she rolled me over so she could be on top. It isn’t long before Lisa takes my cock from her mouth and just moans until she said “OMG, I’m cuming again. Tim, I can’t stop coming” and her pussy gushes the rest of my juices onto my face.

I then turn my head to the side of her thigh and give her hickey as she comes down. I then roll her over and tell her I’m going to fuck her again and she says “Please, please, please.”

This time when I get between her legs, I sit on my haunches so I can look down on her and watch my cock go in her pussy. I hold my cock to begin to insert it and she pushes my hand away saying “Tim, please let me do this” and pulls my cock into her as my eyes go up and down her perfect young body. When I look into her eyes, she says “I expect nothing from you but I promise I will fuck you whenever you want. I promise. Every girl has a fantasy prince and you have been mine since I was 15. I have made this speech alone in my bed a 100 times.”

She then held out her arms inviting me to bend down. She then rammed her pelvis up and said “Fuck me like I’m your slut. I will be your slut for the rest of my life.” I started to pound her. When she came the third time on my cock, I could hold back no more and I started to squirt again in her pussy. Lisa said, “Oh Tim, I love feeling you cum in my pussy. OMG.” and I kissed her as I stopped moving leaving my cock motionless in her pulsing pussy until it fell out.

As I rolled off her I said, “Lisa, I need to tell you I’m probably done. I never dreamed I should have brought a little blue pill.” Lisa smiled and said she’ll be here in the morning and make sure I fuck her one more time.

Just before we fell asleep in each other’s arms, we heard her phone buzz three times so she looked and it was texts from her friends. They asked “We are in the bar downstairs. Do you want to go home. Or will you buy us a drink. What is your room number?”

When Lisa looks at me, she can tell I’m maybe not happy they are in the hotel and she might leave. She explains it is part of their girl code to make sure she is safe. All she has to do is take another picture and they’ll leave the hotel. Or, she says, “We can go down there and show them what a well-fucked girl looks like.” I looked at her and said, “you want to go down don’t you?” to which she said for just one drink and she’ll come back with me. I agree.

Lisa jumps out of bed and pulls her dress over her head. She doesn’t even put on her panties or heels but stands at the door barefoot with a hurry up look on her face.. I catch up and as we go down in the elevator, Lisa says, “OMG, your cum is running down my leg. What do I do?” I tell her to scoop it up and put it in her mouth which she does.

Her friends are shocked when we walk in the bar and they let out a hoop. When we got to the table, Lisa again sits on my lap and asks how was their night but they say, “We couldn’t get into the night thinking about you. How was your night?” Lisa then lifts her thigh, holding her dress and hand to cover her pussy, and shows them where I’d put a hickey and says “What do you think? Trust me, there is a difference between men and boys.”

About that time, the waiter comes over and we order a round of drinks and then another. After that, Lisa said “I think I can feel Tim wanting to take me to bed” turned to me and kissed me and said loud enough for them to hear “Lover, do with me as you will.” I later found out when we walked away she lifted her dress to show she had no panties on.

When we got on the elevator, I pulled her close and she looked up into my eyes and said “Will you be disappointed if we just go to sleep? I’m exhausted, sore, and I know you have to get up early to catch your plane.” I gratefully said I was also exhausted.

When we crawled into bed, I asked when she was coming home next and she burst into tears saying “Tim, I know my promise put pressure on you. I don’t want to put any pressure on you.” I hugged her close and said I feel no pressure. I want to see her when she comes home and want to make sure it gets arranged. She wiped her tears, smiled and said “Maybe I’ll come home before Thanksgiving if it works for you.” And we fell asleep.

When we awoke, it was less than an hour and half from when my plane left so we didn’t have time to properly say good bye. I asked her to send me a text so I could stay in touch, threw my clothes in my bag, and kissed her good bye.

When I got in the cab I got a text with the picture of us in bed and her saying “Thanks for making my fantasy come true. I’m still pinching myself.” I responded with a “Think up some more fantasies I can make come true.” I then got a picture of her laying in bed with her breasts exposed with the comment “I’ll put my dirty little mind on it right now. Smooch, Lisa.”

Epilogue: The above description of this night was the request of my lovely wife. She wanted to think about whether or not Lisa might think she is in love with me and what to do about it.

After we talked, this is how we handled it. I sent Lisa a text and asked if she was available to FaceTime. She said she was so I said Cammy and I were going to call but not to be concerned about Cammy because it was all good.

When we called we were in bed naked but covered by bedding. Cammy made small talk about how she was glad I had run into her and she heard a wonderful time was had by all. Lisa was openly expressive it was a good time for her and she hoped Cammy would let me see her again. At my expense, Cammy told Lisa I had no idea she was seducing me until she whispered in my ear. Lisa said she actually was getting concerned I didn’t find her attractive and how her friends thought me a Boy Scout.

After Cammy assured Lisa she would never tell her mother anything, Cammy told Lisa in two weeks we had a planned date with another couple at their Lake cabin about 300 miles from here and 200 miles from Lisa. Bob’s mother-in-law has health issues with her mother and Donna is likely not going to be able to make it so I needed a date and Cammy wanted to know if she wanted to come. Cammy said based on how hard my cock was getting as we talked and panned the picture under the sheets, it is clear I want her to come.

Lisa asked these questions.

• Will Lisa have to have sex with Bob? Only if they both want to. Cammy assured Lisa she could keep Bob happy. And, since Lisa was able to get pregnant, blowjobs with him might be the safest.
• Will Cammy want to have sex with me? Probably at least once. We are all naked inside so sex can be pretty spontaneous with who is where when.
• Is it going to be like an orgy? Cammy said not likely since neither Bob or I like too much man contact.
• Is it non-stop sex because Lisa isn’t used to a lot of sex and was sore after just twice? Cammy said if she and Lisa were lucky it will be a lot of sex but usually the gals exhaust the guys and not vice versa. And, Cammy had her coconut oil which had magical healing powers.

Lisa said she would look at her schedule, think about it because it sounded fun and let us know. After we hung up, we got a text from Lisa with a picture of a dildo at the entrance of her pussy and the comment “Mrs. Smith, I prefer your Tim to my Tim. I’d love to come.”

Besides enjoying the story, do you think Lisa is too young and unable to separate emotion and sex? Do you think this weekend would help or hurt both short and long-term?