September 11, 1941

Doreen Dear

I received your very nice letter at noon today and since I’m on duty watch I have lots of time to write you. They transferred me from the hospital today. I am working in the offices of the Administration officer now. They figured that I was learning too much at the hospital and thought it best to move me somewhere else. But I think I will learn more in y present capacity which will be useful to me in my future business dealings.
Well I had a very uneventful trip up here on Sunday and got in about 2:15. I went down to Trenton station on Sunday and saw Jack Dowds. He looks pretty good. He is having quite a time with a divorcee that he is going around with now and he is having her up to Trenton for the weekend also. SO draw your own conclusions.
Last night I finished my duty watch early and went to Belleville as they were having their annual fair. And it wasn’t too bad. The mid-way was the same one that is at the C.N.E in Toronto and has the Artist and Models show and the Oriental Follies show.
A fellow was telling me that Rex can be a pilot now because of his eyes. I don’t know if this is true or not because I saw Rex after and he did not say anything about it to me. So I wouldn’t say anything about it to Hazel.
I got a letter from Alex yesterday but as usual he didn’t have much to say. He met a girl when he was in Toronto and she sent him some pictures of herself in a bathing suit. He said is he had known that she looked like that he would have looked into the matter a little further.
I forgot to tell you that I went to the show in Trenton Monday and there were 2 horror pictures showing. As you can guess by the names “Horror Island” and “The Black Cat” they were both pretty good.
We are getting better meals lately but there are 40 of us in the one room. However we have been able to get a locker for each one of us.
They are having the first dance here tonight but all those in Headquarters cant go. It is being held in the Auditorium which is right across the halls from the offices so I will be able to at least hear the music.
By the way when you say you are ahead of me, dnt be so sure. Because don’t forget it is always you who are telling me it is time for me to go home.
By the way I forgot to tell you that I had a very nice when I was working in the hospital. That is Jack Dowds might have thought it was nice. I was keeping a record of all the fellows who were expecting to catch something from the girls that they met in Trenton. But like you said I am so far ahead of you that I will have to tell you what they would be catching when you get older.
Well I guess I have said enough now and by the way don’t forget to tell me one of those jokes or yours in your next letter. Excuse me for one minute as a telegram just came in for the G.O. and I will be back in half a second…..I’m back.
I don’t think it was important. Well I guess that I has better close this off now but don’t forget to write before the end of the week.
Lots of Love
Bill
XXXXXXXXXXXXXX – these are even better than yours – and they will be better when you tell me one of your jokes!

August 11, 1941

Dear Bill

Well here I am again your Ol’ Toronto gossip columnist digging up more dirt to tell you, if you can take it. How was the car ride home? Were they right on time? I phoned your Mother tonight and she was sort of worried about you in case you run out of gas but I guess you all could have used your thumbs if you got stuck.
Did your chums have a nice weekend (you know what I mean) or did they obey the rules and beave like nice boys like you HA HA.
Boy oh boy what a beating I took when I went into the office this morning. Lord knows what you did to my lip but is it ever blue! My boss came up to me and said Doreen was your boy friend in for the weekend and I said yes why? He said I thought so but he must have been very rough because your lip is all blue, boy did I ever blush. I felt like saying to him you don’t know the half of it.
Have you any exams to take this week. If so here is wishing you lots of luck. Tell Leon I was asking for him. Oh and did he have a nice weekend? I was talking to Hazel today and Rex came in on Sunday at 11PM and had to leave the same night. She phoned me yesterday to tell me he was home but I was out driving with you.
I showed Anna your picture but she said she didn’t like it very much but she thought you looked very smart in your uniform on Saturday. Boy should your chest be sticking out now (Watch those buttons don’t start popping off)
I saw Ted last night before he left and believe it or not he was in good humour. He got a drive back with the same fellow who took him back the last time.
Everybody thought my pin was lovely so I am going around sticking my chest out also. Friday was Pop’s birthday and I got him a strap for his watch. I was going to write Gord tonight also but I came away and forgot the pictures again so I guess I’ll go around to your place tomorrow night and write him tomorrow.
Did you find out what happened to that fellow who yawned while in the line up? Those fellows you met at the corner of our street were they the ones you wanted to have up for dinner? They were swell. Oh boy why didn’t you invite them (I am on kidding) but that one who came from Vancouver seemed very nice but of course I don’t know they say you never know a person till you sleep with them. How well do you know me Bill? Oh boy, oh boy, I am getting terrible. You better rip up these letter Bill or some people might take them seriously!
Well I guess that’s all the new Ic an give you for now Bill but the sooner you write me the sooner I’ll answer your letters. Don’t forget to write your Mother also.
Lots of love and kisses till I hear from you

Doreen XXXXXXXXXXXXXXXXXXXXX

P.S. DO you notice I am increasing my kisses with every letter
P.P.S don’t go around making all the Trenton girls lips blue or I will have something to say about it

July 22, 1941

Dear Willie

I won’t start by asking how you are because you seem to be doing fine by your previous letters, or should I say one note.
I am so glad that you like Trenton but I’ve heard from several people that it is not a very lively place. You never said what time you get off at or if you get off every evening and if you know me I am a very curious person.
I was going to take you Mother to the Withrow Park Picnic on Wednesday but I have been working every night so I don’t know if I will be able to take her or not. I came home on the street car with your Dad tonight and I was telling him you might be coming home this weekend and he was very pleased to hear that.
Bill, you never said if you got the strap of you watch fixed? I was talking to the man I know at Eatons that I bought it from and he was asking if it was OK but I said I hadn’t heard and I told him about the strap and he said if you couldn’t get it fixed or if anything went wrong with it at any time just to bring it back to him and he would fix it for me. So if you haven’t got it fixed yet I will get it off you on Saturday or when we come up on Sunday.
Well Bill I have not been doing anything exciting yet. Jim, you know, the fellow from Montreal phoned me Saturday and wanted me to go out with him but I went to a mixed shower for Bert Cambell and it turned into a party and I have a very nice time. Jim then suggested to me that we go horseback riding on Sunday but I had promised Mom to go to Lake Wilcox with her and the McKenzie’s and I had a swell time. Billie has bought me on of those radios that you can carry around with you. It cost him $60.00 and another good thing was he didn’t Herb with him. So I was saying about Jim I thought I wouldn’t hear from him again but he phoned Tuesday night but I was working so I don’t know what he wanted.
I was talking to your mother the other night and she has been talking to Jack Dowes and he still doesn’t like his station very much. I think he must be nuts though because why the dickens did he join the army if he thought he would like it?
Hazel told me to tell you she was asking for you again. Rex has got his uniform now and Hazel says he looks grand in it, but I just told her she should have seen you in your uniform boy, I going on about you and how you looked in your uniform. I expect a quarter from you for that statement when you come home.
You were saying that when you din Trenton you all had to have a medical examination. What have you boys been doing anyhow, don’t the Air Force trust you boys to be alright? If you only knew what I know Bill. I will let you know in a few years by that time you should know all about life. HA HA
I will let you know I am much more advanced than you think. I will let you practice on the Trenton gals and then you will right in the grove when you meet me. But all fooling aside I hope you get down this weekend but I wont count on it I’ll just keep my fingers crossed
Have you seen anyone you know up there yet? What time do you have to go to bed? Oh about this fellow you are bringing home with you how old is he? IS he tall or short? See I told you I was very curious fellow – pardon me – person.
Marg had a letter from Ted yesterday but he never said if he liked where he was stationed or not. Mother, Dad, Marg are all asking for you.
Bill is there anything you would like me to send up to you (besides myself) but I guess you can get whatever you need up there except me. (boy I am getting conceited) but of course you know I am on fooling. Well Bill I guess that’s all the news I can give you for now or if you call what I am I writing the news as I think I will write Gord while I am in the mood. Please excuse my terrible writing but I’ll blame it on the pen and also there is a plane overhead and I just cant hear myself think.
Hoping to hear from you again this week get that? Remember you promised 2 a week or else I ganging up on you.
Lots of love

Doreen XXXXXXXXXXXXXX
Hoping these kisses will do you until you get home

P.S I will still keep my fingers crossed for you coming home on Saturday
P.P.S Don’t do much practicing on those Trenton girls!