Dear diary,
I know I’m too old for this but my therapist told me to do it. I personally think it’s a little weird but like here we go I guess. I’m 23 for fucks sake!
So I’m seeing a therapist because I have really bad anxiety lately. Anyway, he’s supposed to help with that. The problem is I’m actually becoming attracted to him and it’s causing even more anxiety. Like it takes me two hours to get ready for my appointments because I have to look perfect. I’ve even started wearing my retainer again. It hurts like hell so I have to take two Advils. My therapist is this older guy. I think he’s in his 50s. I mean he’s hot for an old guy. He has a beard and he’s tall and from what I can tell he’s in good shape, but I don’t know why I’m so attracted to him. I mean, he’s about the same age as my dad. Ew.
The whole situation is so weird. After my appointments I end up horny with like no outlet, so I doodle porny images of him. I like to draw with my little charcoals. I’m pretty good at it thanks to the art classes my mom made me take when I was a kid. Anyway, he gave me this “homework”. I’m supposed to write in this journal. I don’t have to show it to him, which is a good thing because I’m writing about him.
-Marilyn
Wednesday, March 11
Dear diary,
I told my friend about Dr. S. I really think he’s hot. She thinks it’s weird bc he’s more than 30 years older than me. We did some internet stalking. It was easy to figure out how old he is. I’m a little embarrassed that I looked him up like that. I’m also a little excited because he’s single!!! It looks like he never got married. Wait, does that mean there’s something wrong with him or that he’s gay? I hope not. I don’t have a solid plan to get him to do me, but I’ve been wearing short dresses and skirts at every session. I think I’m going to go no panties at the next one. I wonder how that would work. I’ve never been any good at seduction. Should I just like pounce on him? Like would he object? My friend June says that all men are perverts and that he’ll probably go for it. I’m just scared. What if he gets mad at me? What if he doesn’t want to keep seeing me? I’m nervous. Maybe I’ll just try touching him. June said you’re supposed to casually touch a man like on the arm a lot to make him horny. I don’t know if that will work. I need to do something though. My panties are always dripping wet at the end of my sessions. I have twice a week sessions which is kind of nice because I like being with him, but it also makes me feel a little crazy.
Oh well, we’ll see what happens.
-Marilyn
Thursday. March 12
Dear diary,
I touched him! He didn’t recoil or say anything. I touched his forearm real briefly. I asked him about like if I was being a good patient. He said I’m a client not a patient and told me to please keep my hands to myself. Okay like I would but he was wearing one of those cardigans with the little patches on the elbow. His beard makes him look so wise. He’s bald too so you know he has extra testosterone that probably makes him like really good at fucking.
Oh yeah, and he wants to make plans for myself for the weekend. That’s the homework, make plans, write them down and do them. It’s so freaking stressful. Like it’s so much effort. I can’t even think to do it.
I wish I could spend the weekend bent over his desk with his cock in my pussy. Instead, I’m going to a paint and sip with June. Like I don’t want to go to a paint and sip. I just want to get fucked. By Dr. S.
-Marilyn
Saturday, March 15
Dear diary,
I saw him! I saw him! I went to the paint and sip with June and as we were leaving I saw him drive by. Get this, he was in a convertible classic car. He had the top down. He looked so cool. I wanted to suck his cock in that car. Maybe we could go up into the hills and I could do it there. I could wear a skirt with no panties and I could straddle his lap. There are so many things I’d love to do with him. I’m going to see look him up online and masturbate to pictures of him. I think I’m becoming a little obsessed.
Oh well!
-Marilyn
Monday, March 17
Dear diary,
I had my session with Dr. S. I told him about how I saw him in his classic car and he wanted to have a whole conversation about like how he can’t greet me if we run into each other in public, but if I greet him first he will be happy to greet me back. I didn’t like this. It means he’s ethical and probably wouldn’t fuck a patient. I was wearing an extremely short skirt today and I think I saw him looking at my legs. I don’t know. I really want to do something but I don’t know how to approach him. In the meantime, I just asked him if he’d be downtown again tonight. He said he didn’t have plans for it.
I was kind of thinking this could be my move so I asked him if he wanted to have dinner and he said it wouldn’t be appropriate and then elaborated, but it was a little bit hot in his office and he had taken off his cardigan and he was wearing a short sleeve button up like a nerd, but he’s so ripped. I could see his biceps so I was staring at his arms and I bit my lip, so I have no idea what he was saying about therapist ethics or whatever. I just really want to kiss him now.
-Marylin
Tuesday, March 18
Dear diary,
I’m making my move tomorrow. So here’s the plan. I’m going to wear a really short skirt and a thong, I’m also going to do garters and stockings and high heels, the whole thing. Then when he opens his office door to let me in, I’m going to drop my purse and then I’ll bend down right in front of him to pick it up. My ass has always been pretty fat despite how skinny I am, so I’m going to use it. My tits are hopeless, but I’ve got a decent ass.
Wish me luck!
-Marilyn
Wednesday, March 19
Dear diary,
I almost chickened out, but I finally did it! I did the thing where I bent over in front of him. He was still being all ethical so I had to be a big pervert and just like ask him if he thought I was hot. He was all like, is there something on your mind? And I was like, yeah, you saw my ass, do you think I’m hot? He told me, you’re a very sexy woman. I’m sure you know that. I was like do I? I haven’t had sex in 7 months, so like how would I know if I’m sexy? Then he said, oh you’re sexy. And I was sure he was finally going to do me, so I kind of walked over to him and started kissing him and he kissed me back and completely grabbed my ass. So I let him, and I started rubbing on his cock with my hand, it was huge btw. I don’t remember any cock I’ve ever seen being that big.
But then he kind of freaked out and apologized and told me he was going to have to refer me out. And I was like what the fuck Dr. S?! I thought we were finally getting somewhere and now I have to start all over again with a new therapist and get this, he’s referring me to a woman therapist. Like I’m not gay. Not that there’s anything wrong with that, it’s just not my thing. I really wanted to bone Dr. S, and now I don’t know if I ever will. I’m so sad. I’m going to sad masturbate to pictures of him now.
-Marilyn
Friday, March 21
Dear Diary,
I don’t know why I’m still writing in this stupid thing. Dr. S isn’t seeing me at all anymore. But I have another plan. I’m going to run into him outside his office. I figure he probably gets done around 5, so I think if I just hang around maybe he’ll just walk out and I can talk to him.
Anyway, that’s all. I’m going to get my nails done now.
-Marilyn
Sunday, March 23
Dear diary,
I have a lot to tell you. Guess where I am?? I’m at his house!!! I did the thing where I sort of hung around outside his office. He didn’t come out the front door so I missed him there, but he was driving that big classic car again and I caught him out there. I pretended I broke a heel (I just took my shoe off) and he stopped and offered me a ride. Well, I got in his car and did you know these classic cars just have one big bench seat in the front? So I scooted really close to him on a turn and was giving him directions to my house. It wasn’t actually my house. I gave him directions to the top of that one hill just outside of town. I went hiking there once. It’s a really good spot to watch the sunset.
He wasn’t happy when he figured out that it wasn’t my house I’d led him to.
So at that point he looked a little mad and a little annoyed but I also noticed he was trying not to smile. I pretty much just jumped his bones at that point. I was wearing a short skirt and a thong with a baggy sweater. I kissed him hard, stroking his cock over his pants as I did that. He totally let me. He kissed me back. I didn’t really expect that. He kept saying I was going to cost him his career, but he didn’t stop. He pushed the seat all the way back, I straddled him and wedged myself between him and the steering wheel. He kissed me hard and then I lifted my sweater off and put my tits in his face. He always liked my tits. I know this because he used to steal little looks during our sessions when he thought I wasn’t looking. His beard was scratchy when he sucked my nipples. I almost came from that alone. Since I was straddling him I started grinding my wet pussy on his cock, but he had some kind of khakis on so he didn’t like nut in his pants the way a guy my age might. Instead he just got hard and he reached a hand between my legs. He has huge hands. I think it’s because he’s just a big guy in general. I think he’s like 6’4″. Anyway, he started fingering me and he totally knew what he was doing. He made me cum like super hard. I squirted all over his hand and his khakis and he just called me a good girl when I did and I was like a little lap dog like so happy he called me a good girl. He then pulled me off of him and set me on the other side of the bench seat so he undid his pants and pulled out a huge cock. I wanted to suck it but he didn’t let me. Instead he pushed me onto my back and pushed my skirt up. He started licking my pussy. He knew exactly what he was doing. He licked my slit from top to bottom while I tried to find somewhere to put my foot. He grabbed my legs and put them on his shoulders when he saw what I was doing. I almost came from that little action alone. He started licking my clit and then pushed a finger inside me and then two. He sucked my clit with just the right amount of pressure while his fingers worked my g-spot or whatever that was. I came hard in his mouth and like I couldn’t help but thrust into his face. It was kind of crazy to cum in his mouth like that, but he was smiling when I finished.
He sat up and pulled me on top of his cock. My pussy was dripping wet, but it still hurt when I impaled myself on it. I think he ruined my pussy for normal cock forever now. I bounced on his balls for a while with my skirt pushed up and my tits in his face. I counted about three cars that drove by while we were doing all of this in the convertible with the top down. Fortunately, I think it was dark enough that they didn’t see much. He took a while to cum. It was like my friend Gena said, those old guys are a tough nut to bust. But he did cum. He cummed hard, looking right into my eyes when he did. I kissed him and he said, “what am I going to do with you.?” Then just as I was pulling my sweater on, a cop pulled up behind us.
He talked to Dr. S and asked what we were doing. Dr. S said to him, “I was just showing my wife the sunset, we’ll be on our way now.” Like literally my jaw dropped. I was not expecting him to say that.
Then he looked at me again and said, “what am I going to do with you?”
So then he took me to his house where we had sex on his couch because we couldn’t make it to the bedroom after he took a vitamin in the kitchen. He just bent me over the arm of the couch and shoved his cock in. I really liked it though because he was the one doing it so I felt a little less like a cartoon villain. He came a little faster this time. Then he remembered I wasn’t on any kind of birth control. He asked me about it. He said, “you’re still not on birth control, are you?”
I smiled and was like nope.
“Good. I’ve been fantasizing about getting you pregnant. We’re making babies. Do you want to take a trip tomorrow?”
“Sure.”
That’s how I ended up on a little plane to Vegas. Actually that part was a little scary at first. It turns out Dr. S is a pilot. He owns a little Cessna that he keeps at this small airport that I never even knew was there just outside of town. It was the flimsiest little plane. I’m not going to lie I was nervous about that thing. He was not though and he had a little checklist. He went around the plane marking things down. Then he gave me a heavy jacket to wear over my clothes.
Anyway, he flew us straight to Las Vegas and then we took a car service to this little chapel and I was like really not expecting this, but now I’m Mrs. S!!! It was a little crazy because he didn’t even propose. Like I thought about saying no just to keep him on his toes, but like who am I kidding! I’m so excited. He said we can have a big wedding later, but since we’re making babies he wanted to give our babies the right start by being married first. Dr. S doesn’t actually like Las Vegas but he still took me to dinner there because I really wanted to check it out. I told him I wanted to see a cirque du soleil show and I saw him getting tickets on his phone and I was like no, not right now. I wanted to get back to fucking. He was so sweet. He ordered cake for us, because we’d just gotten married. But I asked the waiter to pack it up to go. Dr. S had gotten us the honeymoon suite at the Wynn which must’ve cost a fortune. We got up there and barely closed the door before we were back to fucking. He sat on a chair and I straddled him while he sucked my tits and I ground myself on his lap. I really wanted to suck his cock but he didn’t let me. He just wanted to keep it in me the whole time. I was really enjoying being the new Mrs. S. After we finished fucking, he fed me cake in my mouth. I fed some to him too, sitting on his lap and I told him that I loved him. He told he that he loved me too. He said he thought he was going to end up losing his license the whole time he was my therapist because he couldn’t take his eyes off my tits and ass. Apparently I have a bouncy ass. I was not even aware of that. He said, yeah, your ass is perfect. But he also said that my body isn’t the best thing about me. He said my anxiety itself was sweet. That’s actually why I was in treatment. I had anxiety because there were so many homeless people in town and I wanted to help them but I just had my little apartment and I didn’t have the space to house them all so I would give them a dollar here and there and I hate writing about this because it gives me anxiety all over again. Anyway, Dr. S told me that was his favorite part of me, he said it was even better than my bouncy ass.
Then he laid down on the massive bed and had me straddle him facing away from him so he could watch my ass bounce while he fucked me. I didn’t think I would like this position but I humored him. This was actually the best possible way to fuck. I ground my sticky clit on his balls while he grabbed my hips tight like I was going to get away or something. I came twice before he unleashed his cum into my womb. I was so excited to be pregnant. He was for sure going to knock me up soon. I told him that. He was like I hope so.
Anyway, we stayed the night and came home this morning. Now I have to spend the week packing and moving into Dr. S’s house. He took the week off to help me. He said his clients are going to have to wait. I haven’t told anyone that we got married yet. Everyone is going to want to meet him and I think I want to spend one more week fucking him all day every day before I tell anyone. I don’t know what they will think. He’s actually more than double my age. He’s 54 and I’m 23. I don’t know how my parents are going to feel so id rather be absolutely pregnant before I tell them. It shouldn’t be too hard the way we’ve been fucking. He’s got me bent over or straddling him all day. My pussy is sore but it feels so good at the same time. And if I tell him it’s sore, he kisses it and makes it better. He’s in the shower right now, but when he comes out I really want to go down on him. That’s the only thing I haven’t done yet. I really want to suck his cock. Oh, also Dr. S is like casually a millionaire. He does his therapy private practice but also owns the building where his private practice is and apparently a couple more in town. He asked if I could quit my accounting job and manage his properties instead. He said that it would be a better work schedule for a mom.
I can’t wait to be pregnant!
-Marilyn
Saturday, March 29
Dear diary,
I think I’m pregnant. I can test tomorrow and then I’ll know for sure. I’m so excited. Dr. S says if my tits are sore, I’m probably pregnant. They are sore but like so’s my pussy. It could be because of the constant fucking and sucking though. Turns out Dr. S is on performance enhancers. His “vitamins” weren’t vitamins. I mean, I don’t mind but it’s good to know. What if when I’m pregnant I don’t want to fuck all day every day? He won’t mind though, he can just stop taking his “vitamins”. He’s just too nice of a guy. He’s completely spoiling me. He asked me where I want to go for our honeymoon. He said we could go to Europe or Hawaii or the Caribbean. He said only places where I spend my days in bikinis and my nights on his cock. I think I’m going to pick Hawaii. Flights to Europe take too long and I’m not used to being more than a couple of hours without his cock. I think if we do the mile high club more than a couple of times people will notice. His Cessna can’t make it all the way to Hawaii because the fuel tank is too small.
I told Dr. S that my tits were sore from the constant fucking and he thinks it’s a pregnancy symptom. He offered to kiss them and make them better but that took like 30 seconds to make my pussy wet and like another 15 seconds before I was impaled on his dick again. I don’t know how I’ve been doing my life without constant fucking. This is like the best thing that’s ever happened to me.
Dr. S makes the bed every morning and by 10am it’s a mess again. He loves filling me with cum. He says we’re making babies. He constantly tells me how much he loves me and how he loves my bouncy tits and ass. He loves watching me bounce on his balls so I spend a lot of time straddling him while he fills me with cum. I’m constantly wet. I had to order more panties because I have to o change them about six times a day.
Dr. S bought me prenatal vitamins to take already. He thinks I’m going to be pregnant on the test tomorrow.
-Mrs. S
Sunday, March 30
Dear diary,
I’m not pregnant. I’m so sad. I can’t stop crying. I don’t know why I thought I would be pregnant by now but I did.
I’m worried that Dr. S won’t see the point is being with me now that I’m not pregnant. He only married me because he thought I was going to be knocked up. What if I’m infertile and never get pregnant???
I’m completely freaked out and sad. Also my period started today so I can’t even fuck Dr. S. Maybe he’ll finally let me suck him off.
-Mrs. S (for now)
Friday, April 4
Dear diary,
Dr. S left!!! He said he had to go do something important. What is that like a business deal? He’s a psychologist, I don’t think they make business deals right? Now I’m completely freaked out. We haven’t had sex in days and he didn’t let me go down on him. He said he didn’t want me to go down on him if he couldn’t also make me cum. And like then he left and said he’ll be back in a couple of days like what the fuck? In the meantime I’m here like not even knowing where he is. On top of that I don’t have his phone number because we kind of skipped that part of things.
I’m freaking out so I’m cleaning everything. I haven’t found anything incriminating except for some old porn magazines in his closet along with some porn videos. Like does he even have a video machine or whatever you call it? He’s so old!!! I mean, it turns me on that he’s old, but he literally has a video collection like my dad so sometimes it’s like a reality check that he really is so dang old.