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Last night I had a second go round with "T" the female and "G" the male. If you recall from my last entry, they're testing me to see if I would be a compatible long term partner for "T". That continued last night right after work. When I arrived at their house, they ushered me up to their bedroom and "T" and i got naked. "G" however removed his shirt and then to my surprsise simply got between "T"'s legs and started to eat her out. That kind of surprised me so I backed off and watched. I also resisted the urge to play with myself as I didn't want to weird them out in any way. But I was already hard as a rock from watching this action. Now "G" was clearly in tune with what "T" wanted as he was able to get her off twice in about 15 minutes. After the second one, he backed out and said "she's ready for you to fuck her."
At that point I rolled on a condom and sank my hard cock into her wet pussy. From there I slowly started to piston in and out of her. "G" however wasn't out of the picture as he rested "T"'s head in his lap and held her legs open for me. That was different as I've never seen that before. But it did leave my hand free to roam her body and play with her nipples, fondle her ample tits and play with her clit. I wasn't in a hurry so I kept the pace slow until "T" grabbed my hips and urged me to go deeper and faster by pulling me towards her at the pace that she wanted me to go at. Just like the last time we fucked, I was glad that I was wearing a condom as she was incredibly tight and likely would have made me cum far too quickly. Speaking of cumming, "T" started to tell me not to hold back and cum in her. Then she reached down between her legs and started to play with her clit. That made her pussy clench me and I starte to feel the effects of that as I felt myself starting to cum. I then said to "T" that I was close and her response was "let go", which about three minutes later I did into the condom. About a couple minutes after that I pulled out and there was a huge load of semen in the condom which "T" noticed and looked at "G" and said "wow, he does shoot quite a bit doesn't he?" And then they started to kiss each other deeply. I figured that this was a moment for them to intimate, so I backed off a bit. But after a few minutes I was beckonded forward by "T" who slid the condom off my semi hard cock and cleaned me off with her mouth. That I have to admit was hot. After that it was suggested that I make use of their shower, which I did.
After I took a shower and got dressed, I joined them downstairs for a coffee. I then asked if I was meeting their expectations. "T"'s response was "You are making the grade thus far. But there's one more test for you to pass before we talk about next steps. If you're available next week, we can see what happens." Now I did agree to that, but I have to admit that I feel like a bit of a lab rat because I am being tested in this way. We'll have to see how this goes and if I want to continue to be a lab rat.
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2020 was a train wreck of a year, and 2021 is only sort of better. But I hope the needle is moving in a better direction for all of us. During that time I haven’t played with anyone. Instead I focused on getting in better shape and I can say that I am great shape and I look great. But given how things were left before the pandemic in terms of my sex life, I was intrigued by a older couple who reached out to me to join them in bed. Or more accurately, join the female half in bed. They were both 65, but hubby wanted me to fuck his wife which he described on Kik as “insatiable” until she was exhausted. She also had a distinct preference for Black men and heavy cummers. After conversing with them over Kik and verifying that they were double vaxxed like I am, I made plans to go out to see them about 90 minutes east of Toronto during the daytime.
When I got there, there was a bit of chit chat. But I have to admit that I got an immediate hard on for “Angel” who is the female half of this couple. She was maybe 5 feet tall, but clearly had a big amazing set of tits that did not sag. Impressive. And fortunately the chit chat was light as we were ushered into the bedroom by hubby who had camera equipment to take pictures and record video, which I was fine with.
“Angel” said that she was nervous while getting hot and heavy with me as well as rapidly getting my clothes off. I in turn was getting her clothes off as well so that I could see those tits of hers. And I was not disappointed. There are 20 year olds who don’t have tits that big, firm and lovely. But I didn’t really have that much time to feel them up and to suck on them. That’s because she got right to work sucking my cock. And she was expertly sucking it as if her life depended on it as it was easily one of the best blowjobs I had ever received. I simply had to return the favor, so I managed to get her onto the bed and orally went to town on her pussy. My mission was to drive her so nuts she would have to tap out, and after twenty minutes she pushed me away and curled up into a ball after her fourth climax.
That’s where the real fun started as she eventually got me into the bed and climbed on top for a ride. Bareback. She used a really interesting position which was to slide onto my dick and close her legs and ride. This was my first hint that she was seriously trying to milk me. And this did go on for a few minutes before she decided that she wanted a different position. So she had me mount her in doggie. That’s when I discovered that she only wanted one speed of fucking, which was hard and fast. So I simply pounded the shit out of her from behind which sent her from climax to climax rapidly. That went on for about 15 minutes before she had me get off the bed and she simply bent over the bed so that I could fuck her even harder. I even grabbed her hair to do so which got her off even more. One way that I knew that is that she was seriously wet. It was running down her legs as well as completely covering my shaft. We then moved into missionary where she spread herself wide open and I continued to fuck the shit out of her. And judging from the way she was clawing my back, that’s exactly what she wanted.
She then had me lie back and she started sucking and stroking my cock. And that felt amazing. I have rarely had a blow job this amazing. I don’t know where “Angel” learned to do this, but she was clearly at the top of her class. All the while she was making sure that she could be seen by her husband and his cameras. I had kind of forgotten about them, but I hope we were both putting on a great show for him. I mentioned to her that she was clearly trying to milk me. “Angel” replied that she was and that she was amazed that after an hour of sucking and fucking that I had not cum yet. I told her that I could anytime she wanted it and I asked her where she wanted it. Her initial response was “anywhere”. To which I replied “I aim to please”. A sly grin crept over her face and she said “inside me and don’t hold back.” So we then went to missionary again and after getting her legs over her head, I simply pounded her as hard and as deep as I could. That made her climax quickly and start begging me to cum inside her. Which I did with one of the biggest loads I have shot in some time. After I got my marbles back I climbed off of her and hubby came in to see the mess that I left. He not only photographed it, but he finger fucked her and played with the cum that I shot in her.
After a quick shower and some chit chat, I hopped into the car and headed back to Toronto. This was a very, very hot experience and as things open up, I hope I have the chance to take a trip to heaven with “Angel” again.
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This summer has been busy for me. Lots of things going at work. And I am spending a lot of time north of Toronto in an area called East Gwillimbury where I am riding my bike on the roads in the area in order to train for a couple of cycling events that I am riding this summer. But one thing I am spending a lot of time doing is having lots of hot sex. One week after my last encounter with Sam I was back in her condo in downtown Toronto for another round of sweaty hot sex.
Now we started out by getting each other naked and then hopping into bed to make out passionately. That led to me fingering her and when I put my fingers in her pussy, I discovered that she was already super wet. That made her start to stroke my super hard cock and before long that led to me ending up between her legs rubbing my bare cock against her wet pussy. Before things got out of hand, I got a condom and rolled it on. Then I started to spoon fuck her as that was something that really wanted to do. I made sure that every thrust was deep and before long she was fingering her clit. Clearly this was a turn on. And it made her thrash about on the bed. It also had me slipping out of her wet pussy. That made get back between her legs and fuck her in a variety of speeds and depths while she continued to jill herself off. Before long she was thrashing about the bed as she was climaxing. But she wasn't done climaxing. At her urging I started to simply pound the hell out of her and in response she was grabbing onto the bedsheets and literally ripping them off the bed as she climaxed for a second time.
That's when things got really hot.
Now that she had climaxed twice, Sam wanted me to to climax. So she started to talk about having me give her a Black baby. I warned her a couple of times that if she kept telling me that, I would lose my self control and take the condom off. But she kept saying it. And eventually I told her "that's it, the condom is coming off" I then pulled out and ripped the condom off. Then I started to rub my super hard cock against her pussy lips and clit. This was driving her wild and Sam started to press herself against my cock.
"You're thinking about having me fuck you bare and finally give you what you're asking for. Aren't you?"
She was too lost in her lust to answer me. So I started to stroke my cock while I continued to rub my cock against her wet pussy. That seemed to snap Sam out of the daze that she was in and she told me cum all over her. At that moment, she started to jill herself off again. So I obliged by stroking myself faster and before long I began to shoot a huge load of cum all over her pussy while she jilled herself. But what made things super hot was the fact that Sam first started to finger fuck herself using my cum as lube. Then she scooped up some of my cum and shoved it deep inside her.
I'm calling it now. We'll be fucking bareback before long.
A sensual shower and some talking followed by some light making out and I was on my way. We're trying to arrange a meeting before her husband comes back from Europe as it will be harder to get together when he does return. You can bet I'm doing my best to make that happen.
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For starters, I've been working in Chicago for the last little while. But now I am back in Toronto. Something else that has changed is that my wife and I are sepearated. Thus I am free to play a lot more than I have in the past. Here's one update that happened about two months ago.
I met an Eastern European woman at a Starbucks and we clearly clicked and wanted to take it to the next level. We finally got around to hooking up at a local hotel. She showed up wearing a easy to remove dress and heels which were quickly removed once we got upstairs by yours truly as she wanted me to take the lead. She was a bit plump but pleasantly so. She also had a pair of big tits that I spent some time sucking on. We made out for a bit and after getting naked we moved to the bed where I ate her pussy.
Now here’s a message for all you guys out there. You have to learn how to eat pussy and you have to make her cum so much she pushes you away. That’s exactly what I did and she did hat to push me away after she came for the third or fourth time in a row.
After taking a few minutes to allow her to catch her breath, she asked me to roll on a rubber so that she could ride my cock. I got a rubber on quickly and laid down on the bed so that she could mount me. Now she had a very good riding technique. She constantly changed angles and used her kegel muscles to milk my cock. Clearly she was trying to make me cum, but I wasn’t having any of that. This went on for fifteen or twenty minutes until she stopped due to cumming a couple more times. Then she asked if I came. I replied no and she was shocked. That’s when she went back to riding me more and using more of her kegels. This went on for another ten minutes until she came again. She then asked me again if I had cum and I said no. That when she said this:
“What the fuck does it take to make you cum?”
I smiled and I said that I was only going to cum when she was completely satisfied. I then asked her to lie back and I’d give her a ride. She did that and held her legs up to allow me to go as deep as I could while I fucked her. I fucked her like this for 10 minutes and then she asked me this:
“Aren’t you every going to cum?”
I then said this:
“Do you want me to cum?”
She said:
“Yes”
I said:
“Where?”
Her response was:
“In me”
That’s when I picked up the pace and when I felt myself getting close I said:
“Beg for it”
She responded:
“Please cum in me”
It wasn’t more than a minute later than I shot my load in the rubber. Having not had sex in some time, it felt REALLY good.
I cleaned up while she just relaxed on the bed. I wanted to go a second round, but she was done. She also was in disbelief that I lasted longer than ten minutes as that’s what she was used to (we went at it for over an hour). I simply said that I hope that I pleased her. She then said that she wanted to sleep for a few hours. I took the hint and showered, got dressed and departed.
I had fun and I hope that I get a chance to fuck her again. She’s all business which is a bit different for me. But she’s also clearly never had a good fuck before, which means that I have the chance to show her what pleasure is really like and maybe we can expand our sexual horizons together.
My next update will talk about a couple that I met a few weeks after this happened. Stay tuned!
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I was pretty pissed as things between my wife and I are shall we say, hostile at the moment. So I decided to have some fun to release my frustrations. A revenge fuck if you will. But I wasn’t having much luck in that department until I tripped over an ad on Craigslist that looked like this:
Single BBW is looking for a man to have some discreet fun with. Open to NSA or ongoing if there is good chemistry. Very open minded and kinky in bed … you will not be disappointed.
I am professionally employed, educated, sane and smoke/drug free. Looking for the same.
Lets meet and have some fun.
Look forward to hearing from you!!!
I took a chance and sent a e-mail to her. Within 20 minutes she responded and after trading e-mails for an hour, I agreed to meet her at a downtown bar later that night. Upon arriving, I saw a white BBW who was cute, maybe in her mid 30′s and about 250 lbs, but was clearly hot to trot. We talked for a bit and she had a few drinks while I nursed a single beer. One thing that I’d like to point out is that I never get hammered when I play. Simply because I want to have all my faculties intact so that I can enjoy myself and not do anything stupid. It was clear that she wanted to hop into the sack with me and she invited me to her condo which was two blocks away from the bar.
Once inside her condo, she did something the shocked me. She dropped to her knees, opened my pants, hauled out my half hard cock and started to suck on it. Nobody had ever been that aggressive with me. I’m guessing that this was her way of making sure that I didn’t back out. She was not only deep throating me to some degree, but she was also working me with her hand. The result was that I was harder and stiffer than any time that I had been in recent memory. It was by far, the best blow job I have ever received. The downside (if there was such a thing in this situation) I was also ready to blow. I told her that with the intention of wanting to go down on her. But she had other ideas. She wanted to get fucked and led me to the bedroom where we both got naked.
We started out in missionary position with yours truly giving her long deep and slow strokes. That was different because I usually hammer her, but this seemed to be a more erotic thing to do and she voiced her approval on several occasions. We kissed deeply and French kissed as well. That was really hot! We then moved to doggie style. Unlike the fun that we had in the missionary position, I hammered her from behind. That was also fun because her pussy was really milking my cock. I warned her that I was about to cum and I asked her where she wanted it. She said this:
“Cum inside me. I’m not on birth control, but it should be a safe day.”
It always amazes me the risks that women will take for good sex. Whatever. If she wanted to risk getting knocked up by a Black man, I was fine with that. In fact, the thought of her getting knocked up turned me on to such a degree that I shot a gallon of cum in her pussy. When I finally pulled out, it just gushed out and after getting her permission, I snapped a picture.
Now chances are that I’ll never see her again as she doesn’t have any means to contact me as she we used Craigslist’s email relay service to communicate. So if she gets knocked up, I’ll never know. But I have to admit that a one time fuck like this under the circumstances of my wife treating me badly was hot. And I would do it again. Count on it.
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So... From reading my stories, you’d think that I always have the hottest sex. But I’m about to give you an example that just happened which shows how things don’t always work out for the positive.
I’ve was contacted by a couple who were going to be in town for a night and wanted a Black man to fuck the wife. This isn’t a new request, but the thing with this couple is that they had contacted me twice before and had backed out at the last minute for some really lame reasons. That should have been my first hint that this wasn't going to go well. But against my better judgement, I decided to respond, and we arranged to meet in their hotel bar. Now when I arrived, I was actually surprised that they were there. Now the wife was hot. She was very slim but had a great shape to her which was highlighted by her surgically altered breasts which looked hot in the very short dress that she was wearing.
After a beer, we went up to the room and she changed into a dress that absolutely made her look stunning. It was a dress that from the front was a fishnet material that showed off her amazing tits. From the back it had a stringy material that showed off her ass. We went to the bedroom and I quickly got naked. Then I spread open her legs and started eating her pussy while her husband started nibbling on her tits. Now guys, you have to go down on a woman if you want her to do anything to you, and you have to bring your “A” game if you really want to impress. That’s what I did and I got her to cum so hard that she had to push my head away.
Mission accomplished.
I went to lick on her nipples and feel up her fake but stunningly good boobs (full credit to her plastic surgeon), but she wanted to suck my already hard cock. So I laid back while she did that for about five minutes while her husband ate her pussy. It was good, and I could have been there all day, but she wanted to know if I had any condoms. I always bring condoms so I quickly got them and rolled one on while she got onto her hands and knees. I then slid in from behind and started to fuck her hard. Meanwhile, her husband got a vibrator and rubbed it on her clit. That made her cum twice. That was a total of three climaxes and after the third one she called a halt to the proceedings. She then asked if I had cum yet. I hadn’t, but that didn't seem to matter to them as she started to put her clothes on. Basically, she basically implied that it sucks to be me that I didn’t get off.
Seriously? You invite a guy back to your room, and you don’t get him off? Now I know it’s not all about the guy. But really. Shouldn’t this be a two way street? Maybe they didn't like me. If that was the case, then just tell me. I’m a big boy, I can handle that. Maybe that’s just how they roll. If that’s the case, that’s lame. Either way, I said my goodbyes and went home.
Needless to say, I will not be playing with them again. Maybe I will have better luck this week as I have been invited to a four Black guy gangbang. That might be fun if things work out. I’ll let you know in my next post.
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So after my last experience with a couple that really didn't exactly play nice shall we say, I really had nowhere to go but up. So when I got invited to a gangbang in downtown Toronto where I would join three other Black guys to fuck a white woman, I figured why not. Now the woman was hot. She was 5′ 8″, enhanced tits that despite the fact that they defied gravity, they were stunning to look at, and a great figure. I was going to have fun fucking her.
Now she had clearly done something like this before as she got all of us in a circle and had one of us eat her pussy, jerked off two of us, and sucked the fourth. She rotated through all of us several times until she decided that she wanted to have some hard cock in her. I must say that she sucked cock exceptionally well. She was able to deep throat me and she gave a really intense and sloppy blowjob. She also knew how much effort to put in without making the guy cum. Clearly she was an expert.
Now a word about her husband. He was off to the side taking pics. He was also naked except for wearing pink see through panties as he was her cuck and she wanted to make sure that he understood what real men looked like. Now he was erect, but he was maybe 3″ inches erect. Thus I can see why she wanted Black men.
Anyway, back to the gangbang, each of fucked her while wearing a condom. She only had one way that she wanted to be fucked. To use her words “pound the shit out me and make my pussy hurt.” So that’s what we each did. Meanwhile she would try to suck the rest of us off or jerk the rest of us off. Her focus on the guys who weren’t fucking her wasn’t the best, but I guarantee that nobody was complaining.
The ground rule for cumshots was that she wanted us to cum on her tits. I was the first to do so and I shot a rather big load that I had been saving for days. It amazed her. The other guys followed my lead and jerked off on her tits soon after. Then she ordered her husband... Or rather cuck to come over and lick the cum off her tits. Talk about humiliating the guy.
After my rather crappy experience earlier this week, it was great to have a positive experience. It really now seems that normal service has resumed in terms of my sex life.
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Over the last couple of weeks, I’ve had two couples who self identified as cuckold couples approach me for fun. One went silent shortly after they made contact. So clearly they weren’t for real. And I really hate it when people waste my time. The other however was very real. I met them at a local Starbucks and got a very good vibe for them, and they liked me as well. Thus we went back to their home for some fun.
Now let me describe the couple. The male was a bit overweight and as I would later discover, lacking in terms of the penis department being just over 4” long which would disappoint most women. The female half on the other hand was 5’ 4”, curvy with a nice ass and a great set of tits. And she was in charge. She’s the one who made the call to head bad to their place. She’s also the one who told hubby to sit and watch and not to wank off unless she gave him permission.
We both got naked and she spread her legs for me to eat her out. I asked to go down on her as I didn’t want to disappoint her. I spent something like 15 minutes eating her out until I left her quivering from my oral effort. When she regained her breath, she said this to hubby:
“See, that’s how a real man eats pussy.”
Then she reached for a condom for me to use. Apparently they only play safe and I was cool with that. Though I must admit that I was hoping for some bareback action. In any case, she spread her legs for me wide so that I could sink my cock into her wet pussy. Once I was in she simply said this:
“Hate fuck me.”
Okay then. I used my arms to keep her legs wide open and I started to simply pound the shit out of her. She clearly responded to that as she jilled herself and kept saying “yes, yes, yes” as I fucked her. There was only one problem with fucking her like this. I would cum way faster than I normally would, and I warned her of that. Her response was:
“It’s so fucking good I don’t care.”
With that, I changed my tactics. Instead of simply going in and out, I periodically changed angles so that I could drive her nuts. If I wasn’t going to last as long as I normally would, I would make sure that she enjoyed the experience immensely. She looked at her man and said this
“Are you watching? You can’t fuck me like this and your dick isn’t as big as his. Maybe I should kick you to the curb and fuck him as he knows what he’s doing in bed.”
Fuck that was hot. She was totally humiliating this guy while I was getting a great fuck. Win/Win. But that hotness was also heading me towards busting a nut. I gave her a heads up on that and asked her where she wanted my load. She responded:
“Anywhere but inside me. I’m not on birth control.”
That got my attention as I was very tempted to rip the condom off and blow a load in her. But I wouldn’t do that unless she wanted me to. So I did the next best thing. I pulled off the condom and blew my load on her bald pussy. Then I looked at hubby and said this:
“You better get over here and clean her up!”
She joined in with this:
“Do as he says. You wouldn’t want him getting me pregnant would you.”
Hesitantly he made his way between her legs and started licking up my load. She kept taunting him:
“That’s it. Keep licking. Maybe I’ll let him breed me and let you raise his baby. Everyone will know what an impotent boy you are by raising a Black baby.”
Once he cleaned her up, she permitted him to jerk off and that’s when I got to see his tiny dick. The dude also only lasted maybe 60 seconds before cumming. And when he did, he only managed to dribble out a small load. No wonder she wanted to other men in her bed.
I have a return visit after I come back from an overseas business trip. So now I have to juggle her and the woman that I am trying to breed. This should be interesting.
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So my latest round with Sam was over the top.
We manged to arrange a last minute meet up at a local hotel a couple of weeks ago and got hot and heavy within seconds. That's when the fireworks started. We quickly got naked and I got on top of her and we started to make out heavily. That's when my already hard cock reached the entrance of her absolutely dripping pussy. I decided to play another game of just the tip and slipped just the tip into her and started to rub back and forth. Now things were really hot and in between deep kisses we talked about slowing things down and having me roll on a condom becaue she really wanted me to fuck her. I agreed, but she kept me in place every time I made a move to get a condom. This went on for a bit and then when I once again attempted to back away and get a condom, she grabbed my ass and pulled me forward into her. I was surprised at first but I got over that and started to fuck her slow and deep. I had every intention of lasting as long as I could. All the while we were kissing deeply. This wasn't some sort of "fuck the shit out of her" sort of thing. It was incredibly romantic and steamy. The one thing that I did do is go as deep as I could with every thrust so that every thrust gave her as much pleasure as possible. Eventually she started to Jill herself off and she came to an exremely intense climax very quickly.
Then she cramped up. I gave her some time to recover while I held her. Then I got back between her legs and stroked my hard cock while she Jilled herself. We were extremely turned on so it didn't take long for her to climax first, followed by me shooting a massive load all over her pussy. Then I watched as Sam scooped up my cum and shoved it into her pussy. Then she said somthing that blew me away. Sam said that she wished that she wasn't fixed because she really wanted my child. I knew she was serious and we cuddled for a bit before showering and going our seperate ways.
This was by far an incredibly hot experience and you can be sure that when we meet again, we won't be using condoms going forward.
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I recently took an afternoon off to visit Sam who I am totally enthralled with at her condo in downtown Toronto. Now she normally doesn't entertain lovers in her condo. But she is making an exception for me because she wanted me so badly after my last encounter. But she asked me to show up with a briefcase and look somewhat "professional" so that none of her neighbours suspects anything.
Once I was in Sam's condo, we did have a conversation, but we were soon in her bedroom. She got naked in a hurry for me to soak in her curvy body. I was down to my underwear and we were passionately kissing and running our hands all over each other. At one point she positioned my cock through my underwear to allow it to rub against her super wet pussy. After a few minutes I took it to the next level by taking off my underwear so that there was nothing in between us. This was extremely hot and I could tell that despite being a condom only woman, she was thinking about going bare. But in the end she asked me to put on a condom and fuck her.
After rolling on a condom, I entered her super wet and tight pussy missionaly and started to fuck her. I spent a lot of time varying how I fucked her. Sometimes it was fast hard and deep. Sometimes it was slow and deep. Sometimes I would tease her. The entre time, she was telling me how she liked what I was doing as well as telling me to cum in her and give her a Black baby. At one point I whispered in her ear that if she kept telling me that, I'd take off the condom and give her what she wanted. That made her climax right on the spot. The contractions of her pussy set me off and I was right behind her cumming hard and huge in the condom.
We then took a break and talked, ran our hands all over each other and kissed. We eventually started to make out again. I shoved two fingers in her pussy and started to finger fuck her fast and hard. This got her going and she eventually fingered her clit until she climaxed again. Once she calmed down she had me stand up and she started to suck my cock which never went soft after I fucked her. Sam's ability to suck cock was exceptional and to my surprise, a second climax was in the cards. I then had her back off and positioned myself between her legs while she jilled herself and I jacked off. Within a couple of minutes, I shot my second load of the day on her pussy. After that we had a VERY sensual shower before I left.
Next week, I am going to see her again and I cannot wait for that.
kenthestud
[a Man] Submitter Canada, Joined: Sep 05, 2010 |
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