First hookup of 2018 (Day's 3&4)
Day 3&4:
Please read day’s 1&2 first to get the whole story on my hook-up with my FWB.
I also forgot to mention that I don’t consider myself huge in the cock department,
but guess a bit bigger than average. I’m between 7- 71/2” long, about 2” in diameter.
Tuesday day 3:
She arrived between 7:30 -8am and got into bed with me: wearing only crotchless undies. I did the same as yesterday morning, sprayed her throat and made her suck my cock. Occasionally trying to force it down her throat, of course she gags and coughs, but hey, I’m a guy and gotta try. After she sucks my cock I dive into her pussy, it’s so smooth and tasty. I tongue fuck her for a bit then decide it’s time for a fucking.
Now being the nice guy that I am, I thought I would just fuck her pussy. When I first entered her she flinched, I thought to myself, she’s sore, nice going on my part. She said that she thinks there might be a little tear or cut inside her pussy and ask for some lube. I pour some lube over her pussy and then proceed to fuck her. I pounded away pretty hard in several positions, making her moan and groan. I just wanted to make her sore. She also begs for me to cum inside her pussy, which I finally did, unloading deep inside her.
We showered, went to the lobby and had some breakfast.
Now today I was launching at a different ramp as I wanted to go check out the main harbor. So we launched and off we went. Today was sunny again, light winds but was going to be hotter, upper 90’s, good thing I have a T-top on my boat.
As we were entering the main harbor I went right, thinking it was the way in. The main entrance splits in two directions, once I realized that I needed to go left I turned around. While heading back we ran into a large pod of dolphins, which was pretty neat to watch as they swam around. So going the wrong way actually worked out.
Once on track we just idled along and checked out the harbor. Won’t bore you with all the details but it was fun, pulled up to another marina and had lunch. But boy was it hot, once back at the boat my thermometer said 102. Anyways, we hauled and went back to the room.
Once back at the hotel I told her that I would secure the boat for the trip back home, she can go shower. After I was done with the boat I went and took a shower, it was way too hot to be working outside.
After showering I told her it was time for some more fucking, she wanted to nap, ya right!
This time I was planning on fucking her asshole again and videotaping it. So, after some cock sucking and pussy licking I move her to the end of the bed in front of the camera. Put her on her hands and knees and starting fucking her pussy again. I then prepped her asshole with some lube. I turned on the camera and began recording. Now my camera setup has remote control for both zoom and up and down.
I removed my cock from her pussy and placed it at the entrance of her ass and pushed. As before she tried to move forward, I entered her ass and grabbed her hips. I was nice, went slow for a few seconds, LOL, but then started to fuck her ass, the way it was meant to be fucked HARD.
Now I guess maybe I used to much numbing lube or maybe I wasn’t able to cum again so soon, but I wasn’t able to cum. Don’t get me wrong, it’s not from a lack of trying. I POUNDED away at her asshole for over 15 minutes. (See the video; it’s like 10 minutes long.) I stopped the video and rested for a few; I then placed her on her side and took her ass again, really trying to cum this time. Sadly; I couldn’t. She was very glad that I stopped trying, she said her asshole was on fire, guess I was doing good.
We rested, took a little nap then ate. Before she left for the night we had packed everything up, her things and mine. I wanted to be on the road by 8:30ish in the morning. I packed everything except for some coconut oil that I had in a small travel jar. She saw it still on the small table next to the bed, she asked, what about this? I told her it was for in the morning, that I was gonna fuck her again. She just cringed.
She left again just before 9pm to go home “from her work day”. She said that she would try and get in tomorrow even a little earlier. She brings her “work dress clothes” with her so when she gets home it looks just like a normal work day. Oh she worked all right, she got fucked well today.
I made myself a drink after she left and relaxed. I was bummed that I couldn’t cum in her ass earlier and now was getting horny. I told myself; tomorrow she will pay and then I slept.
I woke up hearing the door, I looked at the clock, 6:35, she kept her word and did make it earlier. She climbed into bed with me with her back towards me still wearing her shirt and shorts. Now I had woken up a few times during the night to piss, but also sporting a stiff cock. So when she climbed into bed I was ready. I started to undo her shorts and pull them off. She said; let’s sleep for a bit, I didn’t answer. I removed my shorts, hard cock of course and reached over her and grabbed a glob of the coconut oil from the table. I smeared it on her pussy and asshole, again she flinched. I then rubbed some on my cock, moved closer to her and stuck my cock inside her pussy. She just moaned and groaned.
I’m not really sure if she came or not while I was fucking her pussy because my main target was her asshole. So after a few minutes of fucking her pussy fairly hard I pulled out, placed my cock at her asshole and pushed in. It slid in fairly easily, must have been from all the earlier ass fuckings that she had gotten. She moaned and groaned some more, but hey, this was my time to cum.
I just fucked her ass, didn’t say I word, just fucked her. After about maybe 5 minutes of fucking her ass I was getting close. I grabbed her hips and shoved forward, burying my cock deep inside her asshole and just unloaded a load of cum. I held it inside and pumped my cock, I wanted to make sure that all of my cum went inside her ass. I was truly happy knowing that I had just unloaded inside her ass, not sure on when the next time we could meet. Also felt good knowing that she would be sitting at her work desk with a sore and leaking asshole for the rest of the day.
After a minute or two I pulled out, she just gasped. I got up, gave her ass a slap and said; time to shower. I showered first, then her. We ate, hugged and kissed and then left the hotel. She went home to bring all “the goodies” back and then off to work. I had a 12 hour drive back home.
All in all it was a good visit, great weather, nice boating, and some GREAT fucking. Now I wished that I could have fucked her more, but I guess at almost 60 I didn’t do too bad.
I asked her while talking to her on Wednesday, one week later how her asshole was doing; she said “still a little sore”. Guess I did pretty good job on fucking her ass.
Recap on fucks and cum shots:
Day 1, Sunday- quickie pussy fuck with partial cum in mouth
Day 2, Monday morning- ass fuck with cum in ass
Monday midday- pussy fuck while boating, no cum shot
Monday afternoon- pussy fuck with cum in pussy
Day 3, Tuesday morning- pussy fuck with cum in pussy
Tuesday late afternoon- ass fuck, no cum shot
Day 4, Wednesday morning, ass fuck with cum in ass
Please read day’s 1&2 first to get the whole story on my hook-up with my FWB.
I also forgot to mention that I don’t consider myself huge in the cock department,
but guess a bit bigger than average. I’m between 7- 71/2” long, about 2” in diameter.
Tuesday day 3:
She arrived between 7:30 -8am and got into bed with me: wearing only crotchless undies. I did the same as yesterday morning, sprayed her throat and made her suck my cock. Occasionally trying to force it down her throat, of course she gags and coughs, but hey, I’m a guy and gotta try. After she sucks my cock I dive into her pussy, it’s so smooth and tasty. I tongue fuck her for a bit then decide it’s time for a fucking.
Now being the nice guy that I am, I thought I would just fuck her pussy. When I first entered her she flinched, I thought to myself, she’s sore, nice going on my part. She said that she thinks there might be a little tear or cut inside her pussy and ask for some lube. I pour some lube over her pussy and then proceed to fuck her. I pounded away pretty hard in several positions, making her moan and groan. I just wanted to make her sore. She also begs for me to cum inside her pussy, which I finally did, unloading deep inside her.
We showered, went to the lobby and had some breakfast.
Now today I was launching at a different ramp as I wanted to go check out the main harbor. So we launched and off we went. Today was sunny again, light winds but was going to be hotter, upper 90’s, good thing I have a T-top on my boat.
As we were entering the main harbor I went right, thinking it was the way in. The main entrance splits in two directions, once I realized that I needed to go left I turned around. While heading back we ran into a large pod of dolphins, which was pretty neat to watch as they swam around. So going the wrong way actually worked out.
Once on track we just idled along and checked out the harbor. Won’t bore you with all the details but it was fun, pulled up to another marina and had lunch. But boy was it hot, once back at the boat my thermometer said 102. Anyways, we hauled and went back to the room.
Once back at the hotel I told her that I would secure the boat for the trip back home, she can go shower. After I was done with the boat I went and took a shower, it was way too hot to be working outside.
After showering I told her it was time for some more fucking, she wanted to nap, ya right!
This time I was planning on fucking her asshole again and videotaping it. So, after some cock sucking and pussy licking I move her to the end of the bed in front of the camera. Put her on her hands and knees and starting fucking her pussy again. I then prepped her asshole with some lube. I turned on the camera and began recording. Now my camera setup has remote control for both zoom and up and down.
I removed my cock from her pussy and placed it at the entrance of her ass and pushed. As before she tried to move forward, I entered her ass and grabbed her hips. I was nice, went slow for a few seconds, LOL, but then started to fuck her ass, the way it was meant to be fucked HARD.
Now I guess maybe I used to much numbing lube or maybe I wasn’t able to cum again so soon, but I wasn’t able to cum. Don’t get me wrong, it’s not from a lack of trying. I POUNDED away at her asshole for over 15 minutes. (See the video; it’s like 10 minutes long.) I stopped the video and rested for a few; I then placed her on her side and took her ass again, really trying to cum this time. Sadly; I couldn’t. She was very glad that I stopped trying, she said her asshole was on fire, guess I was doing good.
We rested, took a little nap then ate. Before she left for the night we had packed everything up, her things and mine. I wanted to be on the road by 8:30ish in the morning. I packed everything except for some coconut oil that I had in a small travel jar. She saw it still on the small table next to the bed, she asked, what about this? I told her it was for in the morning, that I was gonna fuck her again. She just cringed.
She left again just before 9pm to go home “from her work day”. She said that she would try and get in tomorrow even a little earlier. She brings her “work dress clothes” with her so when she gets home it looks just like a normal work day. Oh she worked all right, she got fucked well today.
I made myself a drink after she left and relaxed. I was bummed that I couldn’t cum in her ass earlier and now was getting horny. I told myself; tomorrow she will pay and then I slept.
I woke up hearing the door, I looked at the clock, 6:35, she kept her word and did make it earlier. She climbed into bed with me with her back towards me still wearing her shirt and shorts. Now I had woken up a few times during the night to piss, but also sporting a stiff cock. So when she climbed into bed I was ready. I started to undo her shorts and pull them off. She said; let’s sleep for a bit, I didn’t answer. I removed my shorts, hard cock of course and reached over her and grabbed a glob of the coconut oil from the table. I smeared it on her pussy and asshole, again she flinched. I then rubbed some on my cock, moved closer to her and stuck my cock inside her pussy. She just moaned and groaned.
I’m not really sure if she came or not while I was fucking her pussy because my main target was her asshole. So after a few minutes of fucking her pussy fairly hard I pulled out, placed my cock at her asshole and pushed in. It slid in fairly easily, must have been from all the earlier ass fuckings that she had gotten. She moaned and groaned some more, but hey, this was my time to cum.
I just fucked her ass, didn’t say I word, just fucked her. After about maybe 5 minutes of fucking her ass I was getting close. I grabbed her hips and shoved forward, burying my cock deep inside her asshole and just unloaded a load of cum. I held it inside and pumped my cock, I wanted to make sure that all of my cum went inside her ass. I was truly happy knowing that I had just unloaded inside her ass, not sure on when the next time we could meet. Also felt good knowing that she would be sitting at her work desk with a sore and leaking asshole for the rest of the day.
After a minute or two I pulled out, she just gasped. I got up, gave her ass a slap and said; time to shower. I showered first, then her. We ate, hugged and kissed and then left the hotel. She went home to bring all “the goodies” back and then off to work. I had a 12 hour drive back home.
All in all it was a good visit, great weather, nice boating, and some GREAT fucking. Now I wished that I could have fucked her more, but I guess at almost 60 I didn’t do too bad.
I asked her while talking to her on Wednesday, one week later how her asshole was doing; she said “still a little sore”. Guess I did pretty good job on fucking her ass.
Recap on fucks and cum shots:
Day 1, Sunday- quickie pussy fuck with partial cum in mouth
Day 2, Monday morning- ass fuck with cum in ass
Monday midday- pussy fuck while boating, no cum shot
Monday afternoon- pussy fuck with cum in pussy
Day 3, Tuesday morning- pussy fuck with cum in pussy
Tuesday late afternoon- ass fuck, no cum shot
Day 4, Wednesday morning, ass fuck with cum in ass
7年前
