Her Revenge
Her Revenge
There I was basking in the after glow of the most thrilling, unexpected and maybe most embarrassing sexual encounter of my life my mind was oatmeal after this encounter nothing made sense at all yet it felt fantastic and thrilling.
2 weeks ago I was Jason all state quarterback extremely fit and good looking the most sought aftet guy of any girl in high school. However i just so happened to be going steady with Tiffany a beautiful girl not a cheerleader but actually extremely smart and i really wanted to have a future with her k**s white fence big house everything shes perfect. After a huge win that brought us a game away from the state championship the team had a huge party there was drinking and Tiffany caught me in a threeway in one of the guest rooms. As soon as I realized what I had done I knew I didnt want to lose Tiffany I called her nonstop tried to talk to her over and over, finally i gave except Tiffany didnt.
Tiffany sent me a letter I was absolutely sertain it was a break up letter it was not instead she did not call me a name no swear words just one simple question:
dear jason,
if you want me back do EXACTLY as I say what you did was inexcusable and has made me a laughingstock at school they are saying you only told me you loved me to get in my pants if thats true i will know if you dont do what i say you must be as embarassed as i am in order to show me how far you will go to be forgiven and back in my arms.
ps go to your bedroom theres a gift in there for you along with my request if you do what i request you will be in my bed tonight as if nothing has happened and all being forgiven.
Jason was puzzled but excited for the chance to be back with tiffany he would do anything to be with her again when he got to his room there was a box inside it there was a checklist. Jason shivered in fear when he saw the request first off Tiffany made herself clear this is a punishment for your infidelity this is entirely on my terms.
In the box was a very beautiful but skimpy dress with nylon stockings and a garter belt jason read on Jason you have a date tonight not with me but with Mr Briant our 63 year old math teacher his wife passed away 5 years ago he has not gone on a date ever since or done anything ever since you will not only be his date but you will be his "wife" for the night ive become friends with mr briant hes a very sad man he is aware of the arrangement so if you try to cheat in any way the deal is off completely.
Jason started laughing and he called Tiffany knowing this is a joke Tiffanys stern voice assured him otherwise Jason you had sex with 2 sluts at that party do you have any idea how embarrassing this has been for me now you will do this because you love me right ?
Tiffany had Jason where she wanted him ill be over in 10 minutes to get you ready for your date with mr briant hes taking you to a fancy dinner and you better be courteous and respectful. Jason simply replied i will i promise his heart was beating a million times faster than usual im straight how am i going to do this he asked jason was terrified of what was going to happen that night.
There you go Tiffany said with a smile you look so beautiful jason looked at himself in shock im very pretty he said his face was clean made up legs skinny and shaven tiffany even waxed jasons ass to make him look good in the garter belt. Now for the lipstick bright red tiffany was pleased she did a great job.
The doorbell rang and there was the slightly overweight kind looking old man ready to pick up his date Mr Briant was a very horny man he hadnt had sex in 8 years his wife was sick for 3 years he just couldnt build up the courage to date again he never met jason Mr Briant started watching porn a lot but nothing excited him until he found shemale and crossdresser porn. Mr Briant started getting extremely horny thinking about the date then jason came out to see him hello im Janet jason said in a femme voice that tiffany helped him produce hi janet call me Al you look so beautiful janet thank you jason said nervously.
So there Jason was dressed like a gorgeous girl with an old man as his date he couldnt believe it especially when Al kept introducing him as his date. Jason started to get used to acting femme and treating Al like a date Al even grabbed Janets ass going out of the restaurant Al stopped before he could put the key in the ignition Janet ? yes jason said youre so beautiful and young i would be honored if you would let me take you home jason did not expect this ok i had a lovely time youre a wonderful date jason said as they went to the door holding hands jason thinking nothing of it my dear i wish you a splendid night Al said with deep passionate eyes before jason realized it Al and him had locked lips.
Als lips covered Jasons very well unlike any girl he ever kissed he truely was being kissdd by a man and he was kissing Al like a woman on a hot date. Al hadnt kissed anybody since his wife passed away and Janets lips tasted so sweet he had a much larger tongue than any girl jason ever kissed it dominated him they were kissing passionately before jason knew it they were on his bed completely naked like teenagers in heat Al had 8 years of sexual frustration Jason may not of known it yet but he was in for a night of new experiences.
The taste of Als skin was masculine his tongue was so large like a cock i sucked it like it was one i couldnt believe i was acting like a full blown gay man i caressed his body as our sweaty bodies entwined oh Janet please let me make love to you Jason still deep kissing Al yes baby i want you before Janet knew it Al was between his legs with his legs over Als shoulders having his pussy eaten out for this first time it was amazing he felt a huge tongue running over and over his hole. Al made his pussy so wet he then knelt infront of janet with expectations.
jason without even debate took Als cock in his mouth it was nothing like eating pussy it was huge and sweet he did what he loved done to him meanwhile for the first time in sexual activity jasons 8 in cock stood erect and idle not even being touched, Al gave his cock a few jerks but then got ontop of Janet he was so used to a pussy he was hoping it would be as simple as that with some angling Al managed to fit the head in janets pucker.
This was when realization came to janet i mean jason he was losing his cherrry he was about to have a 63 year old mans cock in his ass before jason could protest Al achieved
victory he got 3 inches into janet he felt the agony he assumed women felt Al felt completely intoxicated this was the tightest pussy since he took his wifes cherry he was about to take janets cherry he got deeper and deeper as Al felt great janet was agonizing every inch janets cock was now limp and defeated but when Al got his entire manhood in janet there was a defining moment of intimacy i did it sweetheart i made you mine we are one janet couldnt help but feel the connection as Al kissed janet deep he felt janet get a massive erection against his stomach this was Als cue.
Next thing Janet knew Al had her legs over his shoulders pumping deep into her pussy her dick was flopping with each thrust Al then started to tense up he slowed down and janet felt her womanhood fill with Als seed oh my Al said its been a long time sweetheart thank you so much janet Al kissed janet deep thank you janet then said something Al couldnt believe can we have another janet said without hesitation Al didnt even leave janets pussy he got hard again quick and came again in 3 minutes Al laid next to Janet spent.
Janet picked up the phone and dialed tiffany as he did Al grabbed janets cock and started to suck it like a vaccuum uhm tiffany yes jason she said uhm i did what you asked as Al gobbled his cock and drank every bit of seed from janets cock. Uhm i cant be your boyfriend anymore why is that jason, jason stammered and in a femme voice im dating mr briant and my name is now Janet Al grabbed the phone threw it as he was ready for another session with his new girlfriend janet.
Tiffany smiled and laid in bed it worked Dexter just like you said it would i knew it would after all i am jasons best friend and your new boyfriend they both smiled as they cuddled.
There I was basking in the after glow of the most thrilling, unexpected and maybe most embarrassing sexual encounter of my life my mind was oatmeal after this encounter nothing made sense at all yet it felt fantastic and thrilling.
2 weeks ago I was Jason all state quarterback extremely fit and good looking the most sought aftet guy of any girl in high school. However i just so happened to be going steady with Tiffany a beautiful girl not a cheerleader but actually extremely smart and i really wanted to have a future with her k**s white fence big house everything shes perfect. After a huge win that brought us a game away from the state championship the team had a huge party there was drinking and Tiffany caught me in a threeway in one of the guest rooms. As soon as I realized what I had done I knew I didnt want to lose Tiffany I called her nonstop tried to talk to her over and over, finally i gave except Tiffany didnt.
Tiffany sent me a letter I was absolutely sertain it was a break up letter it was not instead she did not call me a name no swear words just one simple question:
dear jason,
if you want me back do EXACTLY as I say what you did was inexcusable and has made me a laughingstock at school they are saying you only told me you loved me to get in my pants if thats true i will know if you dont do what i say you must be as embarassed as i am in order to show me how far you will go to be forgiven and back in my arms.
ps go to your bedroom theres a gift in there for you along with my request if you do what i request you will be in my bed tonight as if nothing has happened and all being forgiven.
Jason was puzzled but excited for the chance to be back with tiffany he would do anything to be with her again when he got to his room there was a box inside it there was a checklist. Jason shivered in fear when he saw the request first off Tiffany made herself clear this is a punishment for your infidelity this is entirely on my terms.
In the box was a very beautiful but skimpy dress with nylon stockings and a garter belt jason read on Jason you have a date tonight not with me but with Mr Briant our 63 year old math teacher his wife passed away 5 years ago he has not gone on a date ever since or done anything ever since you will not only be his date but you will be his "wife" for the night ive become friends with mr briant hes a very sad man he is aware of the arrangement so if you try to cheat in any way the deal is off completely.
Jason started laughing and he called Tiffany knowing this is a joke Tiffanys stern voice assured him otherwise Jason you had sex with 2 sluts at that party do you have any idea how embarrassing this has been for me now you will do this because you love me right ?
Tiffany had Jason where she wanted him ill be over in 10 minutes to get you ready for your date with mr briant hes taking you to a fancy dinner and you better be courteous and respectful. Jason simply replied i will i promise his heart was beating a million times faster than usual im straight how am i going to do this he asked jason was terrified of what was going to happen that night.
There you go Tiffany said with a smile you look so beautiful jason looked at himself in shock im very pretty he said his face was clean made up legs skinny and shaven tiffany even waxed jasons ass to make him look good in the garter belt. Now for the lipstick bright red tiffany was pleased she did a great job.
The doorbell rang and there was the slightly overweight kind looking old man ready to pick up his date Mr Briant was a very horny man he hadnt had sex in 8 years his wife was sick for 3 years he just couldnt build up the courage to date again he never met jason Mr Briant started watching porn a lot but nothing excited him until he found shemale and crossdresser porn. Mr Briant started getting extremely horny thinking about the date then jason came out to see him hello im Janet jason said in a femme voice that tiffany helped him produce hi janet call me Al you look so beautiful janet thank you jason said nervously.
So there Jason was dressed like a gorgeous girl with an old man as his date he couldnt believe it especially when Al kept introducing him as his date. Jason started to get used to acting femme and treating Al like a date Al even grabbed Janets ass going out of the restaurant Al stopped before he could put the key in the ignition Janet ? yes jason said youre so beautiful and young i would be honored if you would let me take you home jason did not expect this ok i had a lovely time youre a wonderful date jason said as they went to the door holding hands jason thinking nothing of it my dear i wish you a splendid night Al said with deep passionate eyes before jason realized it Al and him had locked lips.
Als lips covered Jasons very well unlike any girl he ever kissed he truely was being kissdd by a man and he was kissing Al like a woman on a hot date. Al hadnt kissed anybody since his wife passed away and Janets lips tasted so sweet he had a much larger tongue than any girl jason ever kissed it dominated him they were kissing passionately before jason knew it they were on his bed completely naked like teenagers in heat Al had 8 years of sexual frustration Jason may not of known it yet but he was in for a night of new experiences.
The taste of Als skin was masculine his tongue was so large like a cock i sucked it like it was one i couldnt believe i was acting like a full blown gay man i caressed his body as our sweaty bodies entwined oh Janet please let me make love to you Jason still deep kissing Al yes baby i want you before Janet knew it Al was between his legs with his legs over Als shoulders having his pussy eaten out for this first time it was amazing he felt a huge tongue running over and over his hole. Al made his pussy so wet he then knelt infront of janet with expectations.
jason without even debate took Als cock in his mouth it was nothing like eating pussy it was huge and sweet he did what he loved done to him meanwhile for the first time in sexual activity jasons 8 in cock stood erect and idle not even being touched, Al gave his cock a few jerks but then got ontop of Janet he was so used to a pussy he was hoping it would be as simple as that with some angling Al managed to fit the head in janets pucker.
This was when realization came to janet i mean jason he was losing his cherrry he was about to have a 63 year old mans cock in his ass before jason could protest Al achieved
victory he got 3 inches into janet he felt the agony he assumed women felt Al felt completely intoxicated this was the tightest pussy since he took his wifes cherry he was about to take janets cherry he got deeper and deeper as Al felt great janet was agonizing every inch janets cock was now limp and defeated but when Al got his entire manhood in janet there was a defining moment of intimacy i did it sweetheart i made you mine we are one janet couldnt help but feel the connection as Al kissed janet deep he felt janet get a massive erection against his stomach this was Als cue.
Next thing Janet knew Al had her legs over his shoulders pumping deep into her pussy her dick was flopping with each thrust Al then started to tense up he slowed down and janet felt her womanhood fill with Als seed oh my Al said its been a long time sweetheart thank you so much janet Al kissed janet deep thank you janet then said something Al couldnt believe can we have another janet said without hesitation Al didnt even leave janets pussy he got hard again quick and came again in 3 minutes Al laid next to Janet spent.
Janet picked up the phone and dialed tiffany as he did Al grabbed janets cock and started to suck it like a vaccuum uhm tiffany yes jason she said uhm i did what you asked as Al gobbled his cock and drank every bit of seed from janets cock. Uhm i cant be your boyfriend anymore why is that jason, jason stammered and in a femme voice im dating mr briant and my name is now Janet Al grabbed the phone threw it as he was ready for another session with his new girlfriend janet.
Tiffany smiled and laid in bed it worked Dexter just like you said it would i knew it would after all i am jasons best friend and your new boyfriend they both smiled as they cuddled.
5年前
