I masturbate and meet Jo (or John)
My work required me a week away from home; it entailed a long 6 hour drive with a few nights in a motel; during the day multiple meetings. I knew it was to be tiring, but all the same I was looking forward to the trip away. I set off early in the morning and made good timing along the route; the road was good, a relatively quiet highway. In the distant past I masturbated when driving, but now that I am older I refrain from this, as it is a little dangerous. But I am not too far away from pleasuring myself; I always unbutton the top buttons of my shirt and with one hand I stroke my chest and softly flick my finger over my small but hard and protruding nipple; I do this for a few minutes and then I squeeze my hard nipple between my fingers and nails; it give a delightful tingling pain in my nipple and I think of my upcoming evening masturbation … I change hands and give the same finger flicking and a quick squeeze treatment to the other nipple (it really imitates a little a flicking tongue and teasing bite….) …. And so the kilometres and hours pass – I keep the driving safe and at the same time have a very satisfying sexual arousal.
I arrived early in the evening at the motel and had a quick dinner, looking forward to the privacy of my room. Back in my room I undressed and had a quick shower, washing away the hours of the long road trip. I exercised a little in the room, always great being naked in privacy; I swung my cock and balls rapidly back and forwards; while doing this forcefully, my balls slapped against my ass, such a great feeling… I did this for ten minutes or so; it made my scrotum hang low and my cock a little swollen with anticipation, but nice and soft enough to slap against my underbelly, balls and ass.
I had prepared a towel on the seat behind my room desk and laid out my cock rings and ball stretchers; I would need these a little later….my computer connected to my favourite porn site. I checked out the “Recommended video”, first for gays, then hot trannies and straight fuck and tit videos….there were some nice new videos, guys and ttrannies blowing their hot cocks… I went back to my “favourites” and my Venus 2000 cock milker video – there are quite a few, but this one made me really aroused:… there’s a well exercised young man sitting on a chair, naked, and has his hands behind his back, I think they are tied… He has a gorgeous cock, well proportioned. His mate is operating the milker, quite a machine it is, strong sucking and pulsating sound. I watched the guys’ mate placing the milker along side the hard cock, a loud sucking and slurping sound was produced; then he placed the milker against one ball, and immediately was completely sucked deep into the milker… the guy moaned softly; the milker was then placed against the other ball and sucked up, more moaning and grunting. The mate oiled the milker some more and placed it on top of the red cock head, again, immediately the whole length of the cock was taken in with loud slurping and air farting sounds…. Really hot…. Now the mate left the milker do the pumping job by itself; up and down the milker went, swinging back and for the; more grunting and moaning —this was really hot… The guy was now grunting really hard and his mate was working his balls whilst the milker pumped ever faster… more grunting, moaning and ball stretching…With extreme intense grunting the muscled guy shots huge loads in the milker, it didn’t seem to stop….the milker kept pumping his cock… It made me aroused and wanting more edge videos, I didn’t want to shoot my load yet…I checked my “favourites” again; this time I loaded the “Bigbra” video: an Indian Milf with huge tits; with extremely large areolae and fat nipples. The tits hang down, nipples pointing downward…. Bigbra was really hot, she sucked her tits without having to bend her head down; sucking her tits and milk squirted…. She swayed her tits and turned around and showed her big muscly ass; like a true trooper she worked her ass cheek muscles, flexing her cheeks up and down…. More milk sucking and heaving from hanging flop tits and she started to wank her fat pussy, nicely clean shaven….Bigbra came at least three times whilst she was sucking her tits, wanking her pussy and slapping her big ass. What I liked about Bigbra is that she truly enjoyed herself, showing off for guys like me, pulling and jerking our balls and cocks over her….chronic wankers we are… She leaned back and bounced her whole body, with flopping, shuddering, swinging tits and bouncing ass….. I felt my cum working its way up, I wasn’t sure if I should edge more or blast my load… My road trip had been too long and 2 hours edging was long for the day and decided I drop my load. I massaged my balls some more, pulled them hard and wanked my cock a little harder…. I felt my cum working its way through my hot ball stretcher and cock ring restrictions…. I stopped my stroking and let my load work its way, I wanted to release my cum hands free, or part of it… I stroked some more to help it along, some more hands free….now I felt powerful cum shots jetting through my cock and I was rewarded with a most rewarding series of blast over my lower belly and some reaching my chest and nipples, my small rock hard sensitive nipples, I squeezed them hard and pulled them both and spread my cum over them…my cock rings and tight ball stretchers making it all last a little longer…. Aaaaah, so good…. After my long wank, I went to sleep, the following day would be a long day again with long meetings….
I did prepare well for the meetings, there would be five guys and two women, I was told. The meeting went well, the guys were middle age and very friendly. The woman were early thirties; one was a little plump with big tits (quite sexy); the other was tallish, slender with great legs and smallish but pert ass; her tits were on the small side. The slender woman had beautiful hair and a lovely face, with full lips which easily formed in an infectious smile. All in all great people, I thought. Drinks and dinner was organised for the evening and we all had a great time, the slender woman, Jo was her name, made sure I was teased about my political leanings (admittedly on the strong side…), all in good nature. The evening came to an end and I walked both ladies to the lift; it turned out Jo was on my floor and we both took the 20 stories in the not so fast elevator. Jo turned to me and said: “I really had a good time today, thank you for such a lovely evening”…and she turned towards me, looked up and kissed me on the mouth. I was slightly taken aback, but Jo assured me with so much confidence: “No, don’t be alarmed, you are sweet guy and deserve a little kiss…” and turned towards the opening elevator door. I followed her out, having gathered my presence back and quickly overtook her. “Well Jo, that was very sweet, thank you, I find you very much fun too, how about some more fun in my room and we watch my favourite CNN political channel” I joked. Jo looked at me and smiled her gorgeous smile: “Well a drink would make me join you, but we leave the CNN…” “Sounds like a plan” I blurted, not believing my luck. I opened the door and we entered the room; once inside I quickly prepared some drinks, still a little unsure how to proceed. I brought her drink; ”That’s great, thank you, the drink is nice, but I think you are a good kisser…allow me to do it again?” And Jo moved again up to me and this time her kiss lingered and such a nice experience it was; this time I kissed her back and our tongues met and swirled….it made me aroused, I touched Jo’s tight round but pert ass and felt her response….hmmmm, so hot…. Jo released her tongues from my mouth and looked up to me: “Tell me, the guys did mention anything?” “What do you mean”, not understanding what she was referring to. “Jo kissed me again…”Well, what do you mean” I asked after another long sweet kiss. She looked me deep in the eyes: “I should have mentioned, but I am also John….” I didn’t understand: “Oh, Jo is short for John, is it?” Again her sweet smile: “Well no, John is John and I am John and Jo”…. Suddenly I understood and was caught completely surprised, but not for long: “Ah….I see” and quickly followed with a grin: “Well some John or Jo you are….you are beautiful, whatever….”…and I moved towards her and kissed her again…..now she responded by softly moaning in response… Through my chronic and perpetual masturbation, I have wanked so much watching exploding trannie cocks, sweet bouncy cocks, twitching when pussy asses being fucked….I never actually wanked or fucked sweet trannie and now the most delightful Jo was here with me, she was so gorgeous… We kissed more and felt each others bodies: I undid her blouse and took off her bra…. Beautiful tits, I sucked her small but beautiful nipples, so hot and arousing…. Jo undid my trousers and my hard cock sprang free….” Ooooh…. Such a nice cock you have” and she took my cock in her mouth and sucked as if there was no tomorrow….but I couldn’t wait for Jo’s cock… I wanted it… wanted to see…. wanted to feel….. I didn’t want to come now, not now, I wanted all the hours and play with Jo…. I hurried and unclipped Jos’s tight short skirt; there was nothing under it and revealed a beautiful long cock….Aaaah, I would slurp and suck that beauty, for hours and we would fuck each other…..
And we did, Jo and I, we wanked, I had my ball stretchers, cock rings and I slowly fucked Jo, from behind, Jo’s tight and pert round ass…., Jo’s hard cock underneath, swinging with each thrust…..my balls and silicone stretchers slapping hard against Jo’s floppy balls……. We played more, and I felt my load building, again working through all my rings and stretcher restrictions….. and it came and came….. deep inside Jo’s ass pussy…. I wanked Jo’s cock from behind and soon I felt her cock twitch and jet her load….. it went on and on…. So hot….my cock still inside her…..
It was the most surprising and wonderful day and night…. My trannie Jo….. we keep masturbating over each other even as we are far away from each other, we are so lucky now with all the whatsapp, skype and what not……. Aaaah, so good, perpetual masturbation for all….