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May She Will Play While I am Away

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Mathew Jenkins

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#1
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Please let me introduce myself, Mathew Jenkins, I am 21 and a student working on my Masters degree. My girl friend Sheri is also 21 and an elementary school teacher, Kindergarten. She loves working with little kids. We have been dating for 2 years and were planning on marriage after I finish my Masters in International Business. I had given her a ring and I was planning on going to a program her in our area. Three weeks ago I got a letter saying I was accepted to this program in Germany. I had put my application in a while ago and forgot about it. I told her that I would be doing my Masters work in Heidelberg Germany, at an American school and naturally we had some long talks. She wants me to be happy and successful, but she said that it would be better if I take the ring back until I get back and then we can see where things are. Last night while we were messing around in her parents den, (She lives at home) and I currently live at home but will be moving to Germany next week, I told her that I want her to date while she is back here if she likes. She asked me if I would be jealous, and I said sure I would, but this way, we can be sure about our relationship when I get back. She then turned into a tease, by telling me that she will make sure I know all about her dates in great detail, especially if she dates a guy more than once. I told her that I would be waiting for her emails or letters. She said that just to make me suffer a little, since I am abandoning her, if she finds a guy she really likes, she will stop emailing me and send me letters that will take a while to get to me and all her date news would be old news. She told me that all it would take would be for me to call her and she would stop dating and put the ring back on her finger. But she also said, don�t wait too long, you never know what can happen.

The other day, I was visiting Sheri�s married sisters (Diane and Sally), both live in the area with their husbands and small kids. They asked me if I was going to stay faithful to Sheri while I was gone and I told them yes, I would be too busy studying. But then I told them I would hope that Sheri would date while I am gone. Diane�s hubby Lou said that he knows a couple of nice guys at his office who are single. He then chuckled a little and said there is this one guy �Steve� he is new to the office, up and coming executive, 26 or 27 years old, never been married and he has been getting into the dating scene. Lou know this because Steve had asked him if he new any nice girls. He said Steve would give you a run for Sheri. I told him �do it and see what happens�. He said are you sure, because Steve seems to be in that I want to meet Miss Right mode and then live happily ever after. I said that would really make my 18 months in Germany interesting. So after I leave he is going to get them together. Diane and Sally are slightly older than Sheri, the baby in the family. Just to let everyone know we use condoms as birth control and I would assume that if Sheri starts dating she would demand them also.

Would like to hear from other guys or gals who have been in a similar situation and how Sheri and I can really enjoy this experience. My email is and will be while I am in Europe: [email protected].
alex_th

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Posts: 102
#2
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encourage her to fuck other guys
Mathew Jenkins

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Posts: 12
#3
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Alex_th

I definitely will. She knows that I want her to go way beyond dating. During our loving, I have told her that I would love to eventually emails or letters from her telling me that she is fucking her dates. What would really be wild would be her to write me that the condom broke and we will all have to wait and see.
Mathew Jenkins

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Posts: 12
#4
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Sheri told me that late yesterday, a fellow teacher called her to ask if she would be interested in going out. He said he wanted to ask during the school year, but things were too busy. She told me that she accepted and that instead of going out with me tonight, she will be on a date with Karl. Iwill let you know what happens.

like2wacher66

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#5
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This is a great teasing story. Please tell what happened.
Mathew Jenkins

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Posts: 12
#6
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I tried calling Sheri last night about 10 PM but her Mom said she was not in her room, so she is probably out on her date with the guy from her school. She told me that Karl seems to be a nice guy. He brought her some flowers and then they went out to dinner and they were going to check out a couple of lounges that had DJ' s or live bands.

It is entirely possible that while I am in Europe, Sheri could be dating two guys and both could have some long term ideas. I know this not exactly cuckolding, since we are not married, but it is a "turn on" knowing that I might have gotten more than I bargained on originally. Anyone have ideas on whether I should take a "hands off" attitude when I am in Europe and just let her enjoy being courted by two different guys, other than me. Or should I write her regularly and not pay attention (at least in the emails) about her other dates. I have thought this out long and hard (no pun). I know there is a very real chance I can lose her, but that is what makes this exciting beyond words. Any ideas and advice would be appreciated.
alex_th

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Posts: 102
#7
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tell us more
Mathew Jenkins

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Posts: 12
#8
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I spoke to Sheri this morning, I took her out for breakfast, something we usually do on Saturday's. This will be the last one of them for a while. She told me that she went out with a fellow teacher at her elementary school and he was really nice. I asked her if she plans to see him again and she asked me if "I want her to date him". I told her that I really meant it that she should date while I am gone, so I want her to see him again. Sheri then smiled and said good, because she has a date tonight with him. One of her teacher friends is having a cocktail party and Karl and her are going together. She said it should be fun to be with some of the other people at work and not be in a formal setting.

Sheri also told me that her Sister Diane is having a 4th of July party and she is going to that. I asked if Karl was coming also and she said no that her sister said that they want her to meet this guy and it would be awkward to say the least if she brought a date.

Sheri did tell me that last night, Karl was a perfect gentleman and they both had a very nice time. Not much info but it was only their first date.

Matt
charge

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Posts: 143
#9
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This is great stuff. Keep us up to date.
Mathew Jenkins

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Posts: 12
#10
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I have not heard from Sheri this morning, but I got a call from Diane. She told me that her sis called last night about midnite. Sheri and Diane always talk about dates when they were teens, so they still talk about that. Sheri told her that after dinner and they went to a movie and during the movie Karl put his arm around her shoulders and his hand rested right above her cleavage. I guess she wore a top that showed a little but not alot. Sheri said that he just kept it there a while and that she moved in her seat and got closer to him and his fingers slid just under the top of her blouse. I guess he thought he might have gone too far and he started to move his hand. Sheri said that she stop his hand and instead moved it further under her blouse. She said that they then kissed. After the movie they walked out holding hands and then drove to a secluded lovers lane that most teens know. They necked for nearly an hour and she let him feel her breasts but she didn't take her bra off yet. She did massage his bulge through his pants and poor Karl said, when I get home I will have to take care of what you started. When he said that Sheri said, "When you are getting rid of that hard on, just think of this kiss" and she gave him a deep wet kiss. He took her home after that, her parents place. He asked her if they can go out tonight, Sunday, but she said that she has a "date" with Mathew before he leaves for Europe, but lets go out Monday.

Diane told me that she asked Sheri if she likes Karl and I guess she blushed and said "does it show?" Diane then told me that Monday, they were going to go on a picnic and spend the day just enjoying nature and the warm weather.

I know what Karl is going through, after Sheri let me touch her breasts for the first time, I came home and jacked off thinking about her sweet kissess and wishing that my sperm was going deep into her instead of down the toilet.

Matt
catpuffs

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Posts: 24
#11
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... Mathew, your relationship with Sheri is erotically familiar. I went through this exact same expereince each summer during college. My GF and I would go differnt places to work for the summer; I'd go to Disneyland, she'd go to Bar Harbor. The next sumer I went to Lake Tahoe, She went to New York.

We both agreed that we shouild have fun and date during the summer, but then get back together in the Fall at school. I found the idea of her having sex with some stranger very exciting; she was a very juicy, sexed up petit redhead that loved to fuck. But she was a virgin when we met as freshmen.

Long story short, she had a hot affair with a guy in New York and called me one night in California to tell me that she was pregnant and that she wanted to go back home immediately and get married, and if I didn't agree to marry her now, she would marry the guy she was fucking.

And she did.

But I still find the entire episode very erotic, and have repeated the scenario with several other women in the years since.
Mathew Jenkins

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Posts: 12
#12
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Catputts

I really would like to correspond with you. My email is [email protected]. I want her or her sister to let me know all during her dating. I know Sheri and she would give me some chances to call this all off and she would put the ring back on her finger. I would wait to respond and gamble on her getting very seriously involved with her new guy. I know that she would be devilish enough to let me know in some sexy way that I waited too long. How did your first girlfriend let you know that it was too late and she belonged to her other guy. Please write me. Thanks

Matt
Mathew Jenkins

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Posts: 12
#13
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Catputts

I really would like to correspond with you. My email is [email protected]. I want her or her sister to let me know all during her dating. I know Sheri and she would give me some chances to call this all off and she would put the ring back on her finger. I would wait to respond and gamble on her getting very seriously involved with her new guy. I know that she would be devilish enough to let me know in some sexy way that I waited too long. How did your first girlfriend let you know that it was too late and she belonged to her other guy. Please write me. Thanks

Matt
Mathew Jenkins

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Posts: 12
#14
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Catpuffs

I really would like to correspond with you. My email is [email protected]. I want her or her sister to let me know all during her dating. I know Sheri and she would give me some chances to call this all off and she would put the ring back on her finger. I would wait to respond and gamble on her getting very seriously involved with her new guy. I know that she would be devilish enough to let me know in some sexy way that I waited too long. How did your first girlfriend let you know that it was too late and she belonged to her other guy. Please write me. Thanks

Matt
catpuffs

Member

Posts: 24
#15
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Matthew,

I went with my GF Ann (real name) for three years in college, and we had very passionate sex, messy, wet, out of control, shake all over orgasms, both of us. Ann was 5', very shapely, great legs, black-eyed redhead -- a true redhead -- with a huge happy smile. She was also a Phi Beta Kappa, very studious, and a virgin when we met.

For reamisters I can't explain, despite the great sex, I found myself masturbating while fantasizing about her having sex with other guys, although we never talked about it.

The focal point of this obsessive fantasy was the buildup to the point of no return, the growing anticipation, the tipping point, the moment when I lost control and she began giving herself to another, the moment of penetration.

Why we decided to go separate places for the summers, I'm not sure, but I recall it was her idea. Maybe she was still shopping around. In any case, being separated by 3000 miles gave me plenty of time to fantasize about who she was meeting and what she was doing.

I didn't hear from Ann during the first summer, and in any case I was having the time of my life living at Newport Beach and working at Disneyland, so I was distracted. When we returned to school in the Fall she was aglow and somehow much more sexy in a nasty sort of way, her dress and manners. I asked her about her summer in Bar Harbor, but she just said she had fun with her GFs (sorority sisters), no details. I asked her a few other times for details, she just smiled and said there isn't much to tell, so I let it go.

The second summer was a completely different matter. She called me and told me, no threatended me, that if I didn't agree to marry her -- right then -- then she was going to "find somebody else". She began to describe the 'somebody else'. He was the manager of an exhibit at the World's Fair, his man was a senator, wealthy family, ivy league fraternity president (so was I), and she was going to ask him out, and she was going to give herself to him, to do whatever it took to get him to ask her to marry him.

I said just wait until the Fall, when we get back to school we can talk this all over. Let's just enjoy the summer now. I knew she wasn't bluffing, but I wasn't sure she could convince him to marry her in only a few weeks. I called her bluff.

She called one more time -- from his apartment. She asked me if I could guess where she was. Of course I had no clue. "I'm in [his] bedroom, I'm in his bed. Long silence.

"You know what I'm about to do, don't you?" I indicated that I could guess. "This is your last chance to change your mind". I said nothing.

I then heard some muffled sounds, voices, then a loud 'clunk' like she laid the phone receiver down on something hard, or maybe hung up, but there was only silence.

I waited, then called her name. Silence.

After a moment, I heard whispers and I heard her moan, a slight gasp, and then I heard her voice, "yes, oh oh, yes.

I listened for a moment more and began to masterbate.

The rest is history. She married him a few months later.

She had a younger sister who flirted with me behind her sister's back and surreptitiously fed me tantalizing snippets about her sis after she was married, but that is another story.

Do you have pics of Sheri? They don't have to be nudes, I just want to make your connection. I don't have any pictures of Ann, its been a few years, and I've even googled her name and married name, no luck.

[email protected]
Mathew Jenkins

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Posts: 12
#16 
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I arrived early on 5 July, in Frankfurt Germany and then took the train to Heidelberg. I am still feeling the Jet Lag, but hopefully my system will become normal shortly. I sent my love a email saying I arrived safely. Sheri wrote back that was going to go to her sister's 4th of July party, but at the last minute she told them that she was going to a party at Karl's family's home. Her brother in law was apparently disappointed because this guy from his work wanted to meet her but she seems to be getting involved very quickly with Karl. Her sister also wrote that she talked to her this morning and that she had a lot of fun with Karl and his family are really sweet people and they all got along very well. Just to put things in perspective, I didn't meet Sheri's folks till a month into our dating. Karl must have something....

More later when I am more awake.

Matt
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May She Will Play While I am Away
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