Straight Male / 55
Have you ever had a moment that you REALLY wanted things to go right , and it didn't ?
Well , it happened to me . I've been doing on-line dating for years now . Maybe I like the mystery , not knowing what will happen on any date . This story is about my most embarrassing date .
Some dating websites will offer a free messaging to others and you don't need to be a paying member . I took advantage of it a few times . The only problem with it , that most free messaging are only at late nite hours ( like : 10pm - 3am ) and one nite only . So , I came up with ( I thought ) the perfect plan to get the word out to others that I'm available . Just send them a quick and simple message : My phone number is xxx-xxx-xxxx , and email address is xxxxxxxx@@@@@@@@@@@@@@@@xxxxx.** m , and move on to the next one . I was typing like " The FLASH " . All I had to do was wait and see who would respond , I kept checking my phone for any missed calls .
Then one took a chance and text me , BINGO . We chatted for a few days , then she wanted to take it to the next level . We planned to meet on one Friday evening , the date from sexual-hell .
I've always let the women pick and choose as to how they want to meet . She chose 8pm at the local Starbucks . I was there a bit early ( as I always do , I hate being late...for anything ) . But she didn't seem to care about being on-time for any dates . I sat in the truck and waited...and waited ...and waited . Nearly an hour later , she texts me that she'll be there soon . It was already passed 9pm when she finally drove up ( not a good start ) . I brought flowers and offered them to her , as she quickly jumped into my truck ( she was already acting like she was in a hurry to get this over with ) .
We did the usual " 50 Questions " game . But , I started to lose focus as I noticed her huge rack ( my bad ) . Trying to behave like a true gentleman and not stare at her big boobs , I suddenly said " damn , I really want to kiss you " . She didn't hesitate and lean towards me and joined in a full-mouth kiss . As soon as her juggs touched my chest , I lost it . I just had to cop a feel and she knew it . " you want to kiss them too " , she said sarcastically . " Sorry , I didn't mean to..." I tried to apologize for my staring . " It's ok , honey...all the guys want them too " as she lifted her shirt off and exposed the bra-less knockers . And they were HUGE ( guessing about 44ddd's ) , as I enjoyed massaging them . She seemed to enjoy my hands too , as she just let me had my way with them .
I remembered the guys from high school saying " anything bigger than a mouthful , is a waste " , about women's breasts . But , I never saw it that way , and that's why I got more dates than the rest . I've always enjoyed women with big boobs . As soon as she let me " kiss " one nipple , she planted her hands behind my head and drew my face into her cleavage ( almost smothering me ) . She had to be the most aggressive and horniest woman I ever met .
When she finally let me up for air , " you want to fuck now ? " she asked . I always try to approach all first dates with the thoughts of " ok , we're not getting any sex now , just meet and greet...keep the subjects away from anything sexual...and hope for another date " . She was already trying to get undress in the passenger seat , and we're still in the Starbucks parking lot . Thank god they was closed for the nite .
I was stunned a bit as to how this so-called " meet-n-greet " was going . I decided to take advantage of her need to get fucked right now , and started to undress myself . Moving the seat back as far as it will go , I saw that fucking in here was going to be cramped and very uncomfortable . She wasted no time , as soon as I got my pants off and my semi-erection was exposed . She dove down on it , with her mouth wide open ( like a shark that is ready to chomp down on some unsuspecting swimmer ) . Damn , that felt good , as she sucked it till I came in her mouth . Then , it got ugly .
She tried to get positioned in the seat so I could return the favor and go down on her . My truck didn't have the room , like my " 62 " Cadillac from high school ( the girls love that back seat in my " Cad "...plenty of room for any sexual action ). I just couldn't get in the right ( or any comfortable position ) position to return the favor for her . The best I could do was to finger-fuck her already moist pussy with one hand and massage one boob with my other free hand . She got off from that and squirted her juice all over the seat ( like a whale breaching and blasting water from it's blow-hole ) . " oh yeah , baby...fuck me now " she demanded . But , no matter how I tried ,
I just couldn't get into that position to accommodate her .
She finally said " we need to take this outside...maybe in the back " as she pointed to the truck-bed . I just went to the dump that afternoon and I haven't hosed off the dirt from that adventure , so , " oh hell no " I wasn't about to fuck any woman back there in that filth . Then she said " I know a place , where we can get plenty of room " . I thought we might go to her place as she started giving me driving instructions ( as I tried to put my pants back on , in a hurry ) . But she lead me to a nearby park / soccer-field . It was late at nite now , and the park was totally emptied . I parked the truck , and quickly slid out of the truck ( butt-naked ) and motioned her to bring herself and spread her legs on the driver seat . So I could fuck her while standing outside and her pussy close to the open door . That proved to be a bad idea , the truck sat-up too high and I didn't have any running boards to stand on . And to make it more uncomfortable , some high school kids came driving by .
So , back inside , we both knew that this wasn't going to happen tonite ( as she noticed the time on her cellphone ) . We decided that we want to make this happen with a better choice place ( her home , maybe a motel , get an air-mattress for outdoors in the woods ) as she rambled on a few options . By the time any of you will read this , we already made for another date...wish me good luck...PLEASE .
Well , it happened to me . I've been doing on-line dating for years now . Maybe I like the mystery , not knowing what will happen on any date . This story is about my most embarrassing date .
Some dating websites will offer a free messaging to others and you don't need to be a paying member . I took advantage of it a few times . The only problem with it , that most free messaging are only at late nite hours ( like : 10pm - 3am ) and one nite only . So , I came up with ( I thought ) the perfect plan to get the word out to others that I'm available . Just send them a quick and simple message : My phone number is xxx-xxx-xxxx , and email address is xxxxxxxx@@@@@@@@@@@@@@@@xxxxx.** m , and move on to the next one . I was typing like " The FLASH " . All I had to do was wait and see who would respond , I kept checking my phone for any missed calls .
Then one took a chance and text me , BINGO . We chatted for a few days , then she wanted to take it to the next level . We planned to meet on one Friday evening , the date from sexual-hell .
I've always let the women pick and choose as to how they want to meet . She chose 8pm at the local Starbucks . I was there a bit early ( as I always do , I hate being late...for anything ) . But she didn't seem to care about being on-time for any dates . I sat in the truck and waited...and waited ...and waited . Nearly an hour later , she texts me that she'll be there soon . It was already passed 9pm when she finally drove up ( not a good start ) . I brought flowers and offered them to her , as she quickly jumped into my truck ( she was already acting like she was in a hurry to get this over with ) .
We did the usual " 50 Questions " game . But , I started to lose focus as I noticed her huge rack ( my bad ) . Trying to behave like a true gentleman and not stare at her big boobs , I suddenly said " damn , I really want to kiss you " . She didn't hesitate and lean towards me and joined in a full-mouth kiss . As soon as her juggs touched my chest , I lost it . I just had to cop a feel and she knew it . " you want to kiss them too " , she said sarcastically . " Sorry , I didn't mean to..." I tried to apologize for my staring . " It's ok , honey...all the guys want them too " as she lifted her shirt off and exposed the bra-less knockers . And they were HUGE ( guessing about 44ddd's ) , as I enjoyed massaging them . She seemed to enjoy my hands too , as she just let me had my way with them .
I remembered the guys from high school saying " anything bigger than a mouthful , is a waste " , about women's breasts . But , I never saw it that way , and that's why I got more dates than the rest . I've always enjoyed women with big boobs . As soon as she let me " kiss " one nipple , she planted her hands behind my head and drew my face into her cleavage ( almost smothering me ) . She had to be the most aggressive and horniest woman I ever met .
When she finally let me up for air , " you want to fuck now ? " she asked . I always try to approach all first dates with the thoughts of " ok , we're not getting any sex now , just meet and greet...keep the subjects away from anything sexual...and hope for another date " . She was already trying to get undress in the passenger seat , and we're still in the Starbucks parking lot . Thank god they was closed for the nite .
I was stunned a bit as to how this so-called " meet-n-greet " was going . I decided to take advantage of her need to get fucked right now , and started to undress myself . Moving the seat back as far as it will go , I saw that fucking in here was going to be cramped and very uncomfortable . She wasted no time , as soon as I got my pants off and my semi-erection was exposed . She dove down on it , with her mouth wide open ( like a shark that is ready to chomp down on some unsuspecting swimmer ) . Damn , that felt good , as she sucked it till I came in her mouth . Then , it got ugly .
She tried to get positioned in the seat so I could return the favor and go down on her . My truck didn't have the room , like my " 62 " Cadillac from high school ( the girls love that back seat in my " Cad "...plenty of room for any sexual action ). I just couldn't get in the right ( or any comfortable position ) position to return the favor for her . The best I could do was to finger-fuck her already moist pussy with one hand and massage one boob with my other free hand . She got off from that and squirted her juice all over the seat ( like a whale breaching and blasting water from it's blow-hole ) . " oh yeah , baby...fuck me now " she demanded . But , no matter how I tried ,
I just couldn't get into that position to accommodate her .
She finally said " we need to take this outside...maybe in the back " as she pointed to the truck-bed . I just went to the dump that afternoon and I haven't hosed off the dirt from that adventure , so , " oh hell no " I wasn't about to fuck any woman back there in that filth . Then she said " I know a place , where we can get plenty of room " . I thought we might go to her place as she started giving me driving instructions ( as I tried to put my pants back on , in a hurry ) . But she lead me to a nearby park / soccer-field . It was late at nite now , and the park was totally emptied . I parked the truck , and quickly slid out of the truck ( butt-naked ) and motioned her to bring herself and spread her legs on the driver seat . So I could fuck her while standing outside and her pussy close to the open door . That proved to be a bad idea , the truck sat-up too high and I didn't have any running boards to stand on . And to make it more uncomfortable , some high school kids came driving by .
So , back inside , we both knew that this wasn't going to happen tonite ( as she noticed the time on her cellphone ) . We decided that we want to make this happen with a better choice place ( her home , maybe a motel , get an air-mattress for outdoors in the woods ) as she rambled on a few options . By the time any of you will read this , we already made for another date...wish me good luck...PLEASE .
