Trip to Vancouver

I planned a trip to Vancouver from Edmonton to see my blonde Pegger from my videos.

While constructing a loose itinerary I realized that I should try to source out another Pegger. I found one who is a 47 year old Domme. I'll get to them later.

I arrived at my hotel and unpacked and wandered around the area looking for a bite to eat. After a couple of beers and food I was back in my room for an early night or what I thought what was going to be an early night.

I opened my iPad and logged into a gay hook-up site that I hadn't looked at for weeks. Playing with men is fairly new for me and I'm getting more comfortable adjusting to that option for having my prostate stimulated. This particular site uses GPS to locate other guys by closest proximity to my location. I had several guys less than 1km from my hotel. As I was perusing the profiles a chat notification appeared. I tapped on it and read the message. It was a friendly, "Hello and how are you doing?", I responded in kind and a few more mundane questions were asked and answered.

We realized that we were staying in the same hotel and on the same floor. I was asked if I was interested in coming over to his room. At this point I was getting nervous because his profile pics were of a 49 year old muscular good looking top man. He really likes beefy guys so he was very happy with my stats.

I walked over to his door and knocked on it. He answered and I stuck out my hand to shake his and I stepped in. He had a great smile and was at ease while I was visibly nervous. He asked if I'd like to take a shower with him so I did. He soaped me up and stroked my cock until it was erect and then he leaned in for a deep French kiss. I'm not into kissing but he was so I wanted to play along to make him happy and my submissive side was telling me to just go with it.

We shared some small talk and decided to go to my room because I had an upgraded room with a king sized bed and a double shower compared to his standard room.

After we showered in my room we pulled the blankets off of the bed and kissed some more and ran our hands all over each other.

He took my cock into his mouth and started sucking until I was very hard and he could tasted my precum. That's when we switched and I started to suck his thick cock. After a minute I could taste his precum too. I sucked his cock for about 5-7 minutes and then he said that he wanted to fuck my ass. He grabbed my anal lube and applied a generous amount to my ass and his cock. It slide in quite easily because I had cleaned myself out and I have been playing with my butt a lot lately. In no time I was very comfortable and he started to pound me hard and fast once I started talking dirty to him and asking for it harder as I was backing my ass into him.

He was getting close to cumming so he grabbed my black Man Handler dildo with a handle. It's 8 3/4" insertable and 1 3/4" thick. He was ramming my ass for a few minutes when he decided to add his cock too and after a few attempts and a little bit of pain he was double penetrating me. This went on for a few minutes. When he pulled both his cock and the toy out of my now loosening ass he grabbed my hard Rammer toy with a handle. It 8 3/4" too but it's 2" thick and veiny. Once he lubed it up and put it in my ass as I was on all fours with my ass raised high he fucked me with it very roughly and quickly. This went on for about five minutes. He pulled it out and then had me stand up beside the bed and bend over. His cock was nice and hard and he was calling me his bitch and that he's going to make me his cumdump. My cock was hard and his thrusts felt so good. Again I was fucked like that for about five minutes when he asked me to step into the empty jacuzzi tub that I had in my room. It has mirrored walls and he had me facing a mirror as I was getting fucked from behind bent over with my hands on the edge of the tub. It was very hot to see his body thrusting into my backside.

He told me to get back onto the bed and onto my back at the edge of the bed. He grabbed my legs and pulled me to the edge of the bed so I was almost hanging my butt off of the foot of the bed.

He fucked my ass really hard and deep and had to stop and pull out because he was almost going to cum a couple of times.

He started to jerk me off while fucking me and I asked him to call me a faggot etc while we exchanged some dirty talk that I can't clearly remember. I gave signs that I was going to cum and he started to jerk me off very quickly and I had a huge orgasm and came a lot.

He pulled out of my ass and very quickly jerked off onto my cock and balls. It ran onto my thighs and created a huge wet spot at the foot of the bed.
We both ended up laying on the bed panting and the cum was cooling on our bodies before we handed each other a towel to clean up the mess.

I had a quick shower and shook his hand and then he leaned in for a very deep and passionate French kiss. We said good night and he went back to his room.

If it was earlier in the night we would've kept going but he had to work early in the morning and I had just driven many hours and was tired. However, that didn't prevent me from jerking off twice.

To recap. I arrived into Vancouver thinking that I'm having an early night to get ready for two Peggers over the next two days and I somehow ended up having hot gay sex with a very sexy and good looking top man who loves my body type and was staying in my hotel.

To be con't...

The next day I woke up basking in the glow of what I did the night before.


The 47 year old Domme was coming to my hotel room in a few hours and I needed to get ready. I had a shower and cleaned myself in anticipation of being thoroughly pegged and dominated.

I found a housekeeper and asked her if my room could be cleaned next and she was kind enough to oblige. Now all I had to do was wait.

The Domme Pegger and I were texting and I waited patiently drinking tea and thinking about what was about to happen.

She arrived on time and we exchanged pleasantries and she told me to get naked and to stand in front of her and to have my hands at my side at all times for inspection.

She grabbed my face with one hand and turned my head back and forth to see my profile (I thought she was going to look at my teeth too) and squeezed my arms and slapped my chest. She was happy with my height and masculinity. My balls were grabbed and stretched with her left hand as her right hand held my swelling cock and she asked if my balls hurt as she squeezed them? I said no. She pulled them etc to find my tolerance and I felt proud that they didn't hurt.

She then moved to my nipples and squeezed and twisted them and told me to tell her when they hurt. I did and then she twisted and squeezed them a little more. I let out a small yelp which brought her pleasure.

Now she was playing with my cock. She assumed I would have a small cock because she said that guys like me usually do. She was stroking it and looking into my eyes telling me that it's not going to be used today but that she was tempted to use it. It wasn't used.

After some small talk while she was stroking my cock I was told to lay on the bed on my back and pull my legs to my chest. She removed her pants but left the rest of her clothes on. She grabbed my latex gloves and lube. My hole was lubed up and she started fingering my butt and quickly had four fingers in me as she stroked my cock. She commented on how tight I was and that by the end of our session my ass will be much looser. I was loving this and told he that I wanted to do anything she asked of me. I was told that I'm being a good subbie and it was time for her to use my toys on me. She grabbed my strapon and and a few moments of working it in and reading my body language she knew that I was wanting to get pegged harder. She used the toy and my butt for 5-7 minutes and said that I needed a bigger toy in my ass. It was time for the Man Handler and she quickly lubed it up and had it in my willing hole. I was watching her face as she used my ass with my toy. The strokes were deep and fast then deep and slow and it felt so good once my body heat warmed it up. It was being used for about 10 minutes and then it was time for the Hard Rammer toy. Again, it slipped in with very little resistance because my hole was ready to be stretched even more. She said it was time for me to get on my hands and knees. I did and I got as submissive as I could and she started to fuck my ass very hard and deep. It felt so good physically and mentally I was loving it because I could see what she was doing from the mirrors on the wall.

She very much enjoyed the visual of my large masculine body being ass fucked by the big toy going in and out as I moaned and asked for it harder. She knew about what I did the night before and told me that next time there will be a cock in my mouth the entire time my ass will be pegged. I loved hearing that and I was backing my ass into her thrusts. During this time she had a few orgasms and told me that it was time for me to cum. I usually take a while to cum and she was stroking my cock and fucking my ass at the same time but she was getting tired so I took over stroking my cock. The dirty talk started to come out of my mouth as I told her how I wanted to eat a creampie from her pussy as my ass is fucked and she told me how I was going to be turned into a sissy cumslut. I had an intense orgasm as she called me a sissy cumslut.

After it was all over we talked about what had just happened and that she really liked playing with me and that I was a very good subbie. She asked me to get on all fours so she could take a closer look at my hole and then commented on how she wants to stretch it much more with bigger toys. She asked me if I would really eat cum for her and I said yes I would because it would please her.

She had to go back to work so she tidied herself up and gave me a hug before she left.

On the way out she said that whenever I'm in town that I need to let her know so that she can have her slave join us. She really enjoys watching two men fool around as she directs the action.

Of course I said I would and now I'm trying to find an excuse to head back sooner.

To be cont...

On my third day in Vancouver was the reason why I had planned the trip in the first place and that was to see my hot blonde Pegger from my videos.

I met her at Little sisters adult store on Davie street so I could buy a new dildo for her strapon harness. It's a large thick pink vibrating one that has a wired remote control that she's in charge of. I paid for the toy and we walked out to get a cab.

I'm compelled to add that when we hit the sidewalk she grabbed my hand. I was not expecting that but I was immensely pleased at the gesture. We walked a couple of blocks holding hands and I must've looked like a grinning fool as we talked and smiled at each other. Our previous meetings were in my hotel room and she was a Domme in there but on the street we were equals. I hailed a cab and we took a short trip to a very nice four star hotel with a harbour view. We chatted for about ten minutes and I proudly showed her my toys with handles and especially the Hard Rammer. She was looking forward to it ever since I told her how much I wanted her to use it on me.

She knew about my encounters I just had in Vancouver so she asked if I ready ready to start without the usual warm up. I sheepishly said, "Yes please." She laughed a little and told me to get naked and lay on the bed. As she and I were getting undressed I complemented her on how sexy she looked in her see through sweater and mini skirt and heels. She wore black panties and a bra with her new big strap on dildo complimented with black latex gloves.

I laid on the bed on my stomach as she adjusted the vibration level and opened her bottle of lube and spread it all over the dildo and my ass. She fingered my ass and realized that four fingers slipped in very easily and said, "You weren't exaggerating when you said that people have been using your ass a lot lately!". I felt so happy and content that she knew I was being used.

She decided that it was time for me to take the biggest dildo to go into my ass. The pressed the lubed dildo against my hole and it slid in with very little resistance. After a few moments of me getting used to the girth she started to pump my ass slowly and deeply to find out where my comfort zone is. What you should know about her is that she is very considerate by ensuring that it's pleasurable for me at the beginning so when she goes into a full Sensual Domme mode that I can really take it.

We're about five minutes into the biggest dildo I've had in my ass when she decided that it's now time for me to get fucked however she wants to. Her hips are pounding into me as she's holding onto my waist. I'm taking it very hard and fast. My ass is raised as I'm on all fours and I'm moaning uncontrollably with each deep thrust from her. She is taking her pleasure from me and going by my sounds so she knows that everything she's doing is okay. Apart from the pleasure from all of my nerve endings in my rectum I take a great deal of pleasure knowing that she's liking what she's doing to me. We're about 15 minutes into the pegging when more lube needs to be applied. I welcome the mini break of about 20 seconds because she has me nearly asking her to stop because I'm getting fucked as hard as I've ever been and the new big strapon dildo is stretching my ass so much. The bottom submissive in me won't let my anxiety win out as my ass is being owned and destroyed. I'm asked if everything is okay and I say yes. She tells me again that I can really take it and she starts off where she left off and I'm getting pounded by such a sexy hot blonde.

The pounding continues for a solid 40 minutes of me moaning while grabbing the sheets and I'm loving being lost in the intense pleasure I get with each dominant stroke from her sexy body. I could feel the precum oozing out of me in long ropes and puddling on the towel beneath me. At about 60 minutes in she has an orgasm while stroking my ass with the dildo as she presses her crotch into me with the dildo vibrations stimulating her clit. She's a squirter and soaks a towel underneath her. I feel a few kisses on my back and then she pulls out of me. I couldn't have been more in need of a break that when she orgasmed. I was feeling absolutely fucked and used for her pleasure. I love that feeling so much and it's a big part of why I need to see her. She is so skilled at what she does and combined with her sexiness I experience such a level of sexual pleasure that I can't duplicate it with anyone else that has fucked my ass.

We decide to take a small break and we have some water and I brought out some cola bottle candies. Unknowingly to me she really likes them. We continue to chat about my recent exploits and she enjoys hearing how submissive I am.

When we start up again she decides that it's time for the Man Handler. She applies some lube to it and I assume my favourite position, doggy with my ass raised high and my face buried into the mattress, and my slutty hole is still well lubed so it goes in very easily because it has a slightly smaller girth than the new strapon dildo she just used. It's a little cool because I have the air conditioning on but after a few minutes it's getting very warm from my body heat. It feels fantastic and now she has a very fast rhythm going and my nerve endings in my ass are going off and I feel like I could cum at any moment. This isn't a short lived feeling but a constant building of intense pleasure. If she asked me to do something at this time I'd agree regardless of what it was. I'm at my most submissive at this time and all I want to do is make her happy because of how much pleasure I'm experiencing. I don't pretend to fully understand how a woman feels when she's experiencing a fantastic pounding but I think I have an inkling. I feel so connected to my Pegger and my emotions are being expressed by my moans and body language.

This goes on for about 30 minutes. When she's tired the strokes become longer and she likes to watch the full length being pulled out and pushed back in all the way as my ass is being gaped. The dildo is the same temperature as my insides now and it feels even better when it's that hot. Before she decides to move onto another toy she gives it everything she's got and it is blowing my mind as it's going into me so fast and the perfect length. The thrusts are like a piston on an engine and I'm moaning and grunting so much as I say things like, "Fuck!, Fuck my ass!, Give it to me!, I'm your bitch! and Oh My God!".

Now it's time for more water and a short break. We share some vanilla small talk and regain out strength for about ten minutes when she asks if I'm ready. I say yes even though my ass is thoroughly fucked and gaped.

I'm told to assume the position and it's finally time for the Hard Rammer. She's wearing a wicked grin and is eager to fuck my ass again. It easily slides in and in no time I'm taking it like a champ. Her words. At this time I should mention that when I bought it I emailed her the picture of it with the dimension, see my gallery, and asked her that when she uses it on me I want her to use it as roughly as she wants to when I visit her. Well...she did.

The Hard Rammer not only looks menacing but it feels great in the hands of someone who knows how to use it. She had me thrashing my head around as my limits were tested. I was out of my mind and several times I zoned out and I caught myself making sounds that I've never made before. She was relentless and I could hear her making pleasing sounds as she enjoyed dominating me and seeing my ass being stretched. I was almost laying on the bed on my stomach and I kept correcting my posture so I was in the dodgy style I like so much. I asked if it was okay if I jerked off because I needed to blow my load so badly. I laid on my back and she used the toy on me and in a few minutes I blew a huge load all over my stomach as I looked at her smiling face fucking my ass. She handed me a towel and I cleaned myself and got right back onto all fours and presented my loosening ass for more pounding. About 25 minutes into this terrific pounding she asked for a break. Again, I was thankful for the reprieve.

This break lasted about fifteen minutes. We had more cola bottles and water. We talked about how I was feeling and if I had had enough and I said no. She chuckled and said that when we start again that she's going to try to get my big butt plug in. I've only been able to get 2/3 of it in with her but we both knew that today was the day. It's called Doc Johnson Platinum The Super Big Man Butt Plug http://devids.net/10/anal-sex-toys-platinum-big-guy-butt-plug.html and it is not for a novice.

Holy fucking shit is it big! There is no give to it when it's going in and it did go in. I absolutely loved seeing it in her hand while telling me to get ready to take it. She pushed it against my hole and it was going in and I was exhaling and listening to her telling me to relax. It almost went in the first time but at the widest point my body reacted and I moved away from her. It was painful but I knew the next attempt would get it in. I took a brief moment to gather my wits and said that I was ready. It was stretching my ass the most it had ever been stretched and then it slipped in with a lightning bolt of pain that disappeared the moment it went in. She said, "Good job" and I felt very happy with myself because I always wanted her to get it in me.

She told me to get on all fours and she started to spank my ass. I asked her to spank the toy and that felt great too. The full and stretched feeling that I always crave was achieved. I didn't ask her but In hindsight I wish I had asked her to have me suck her strapon. I was so submissive and I wanted to show it. When I'm like this I can't think straight. Next time I'm going to write my fantasies down so I don't forget them. I jerked off again with the huge butt plug in my ass and another load was spent.

We took another break and chatted some more. She said that she was getting tired and the butt plug needed to come out. I got on all fours again, I so love being like that in front of her, and she was trying to pull it out. She was going slowly and it was hurting when I pulled my body away from her and it felt like a basketball was popping out of my ass! The pain quickly subsided and I was in full submissive mode.

She asked me if I wanted more and when I said yes she laughed and said okay but after this next session she'll call it a night because her strength was fading.

She grabbed the hard Rammer and in not time I was being being fucked like I owed her money. It was so fucking hot because we had gone from a break to an absolute pounding. I love it when she's in Domme mode. I can't fully explain how hot this was and all I can say is that it was everything a Peggee like me is looking for in a Pegger and that's domination, skill level, equipment, looks, attitude, stamina and consideration.

I was lost in a world of submissive pleasure at being handled so expertly by a Pegger who understands how much I like to submit to her. I was grabbing the sheets with clenched fists as my head was turning sideways against the headboard as her thrusts were relentless and powerful. My moans were loud and guttural and I couldn't string a sentence together if my life depended on it. Pounding stroke after pounding stroke was impaling me with the full length and girth of the Hard Rammer. It was like this for about twenty minutes and I had sweat dripping from my nose and eyes. My body was quivering. At one point, very near the end, I was asked if it was too much and I said no I want more. She laughed at me and gave it to me with everything she had. This last bout was the most intense of the evening. The precum was flowing, I was thrashing my head around and I was completely dominated and lost again in a whirlwind of pleasure.

She stopped and said that she's exhausted. The toy was pulled out for the last time and I missed it immediately even though I was more thoroughly fucked as I ever thought possible.

She was panting and I was a puddle of emotions unmoving on my stomach. For the last time that night she said, "You can really take it and have you ever come a long way from our first session seven months ago!". I loved hearing that and I felt so content and happy. She's incredible and I'm so lucky to have a play partner like her.

We both cleaned up and got dressed and walked to the Cactus Club in Coal Harbour. We were lucky enough to get a table right away in the bar on a Friday night. We talked about what had happened 20 minutes before and how we both liked that. We got to know each other better over the two hours we were there.

I walked her back to my hotel and hailed her a cab. We said our good byes and I watched her leave. I felt genuinely sad at seeing her go and I missed her immediately. I miss my Pegger so much and not just for the anal play. She's a wonderful person and she brings me so much happiness.

I can't wait until next time! :-D

To be cont...