In 1664 got into some trouble with the law when after speaking out frequently and publically against the colonial government (sasing it would be better to live in Turkey than there). Other residents felt these "seditious and mutinous carriages" went a bit too far. The court placed him under 200 pounds bond and that he be jailed until such a sum was paid. Simon Tuttle submitted the following apollogy: "The humble petition of Symon Tuttle: To the Honered court now sitting at Ipswich Humbly sheweth ht wheras your worships have received a complaint against me, I acknowledge the same to be just and that what I spake was peverse and sinfull, and of a very haynous nature, and therefore I cast my selfe at he feete of your justice and mercy, and if you should censure me acording to the de merritt of my great offence I have noe reason to complaine, what I have spoken I confesse is much of the nature of that which sometimes Shimen spake against david, & I may truly take up his words, yet your servants doth know that he hath sinned, and I am hartilye sorry for my soe great Folly and with him I humbly request that your worships would not impute iniquitye to me, neither remember what your servant didperversly speake, against the laws & authority of this country & tha tI (though unworthy of it) may have the benifitt of your Clemency, and I trust by the helpe of God I shall not alow my selfe heerafter, forever speake well as of your selves psonally, soe of the laws & government heere established, but stir up others to doe the like, and if I shall ever speake soe vildly againe, I shall never open my mouth to request the like favour, as desireing the very strictnes of justice against me; be pleased therfore but this once to pitty me, and pass by this offence and you shall for ever ingage your poore peticioner to honer you & speake highly of your clemency. -SymonTuttle"
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The General Court meeting at Boston 18 May 1664 replied to this as follows: "In the case of Symon Tutle, the Court, having heard & considered the case, doe finde his offence of a very heynous nature, as returned from Ipswich court, yet considering his ingenous acknowledgment in word & writing, & considering that his sentence to be corporally punished by whipping at Ipswich on a lecture day, not exceeding twenty stripes, orotherwise pay as a fine to the country the some of tenn pounds, and also to fine suretjes for his good behaviour in the some of one hundred pounds, untill Ipswich Court next in March, & then, if there appeare nothing agt him, to be dischardged". A year later, in 1665, "Symon Tuttle, being referred back by the Genrll. Court to this court,to determine about his great misdemeanor, was fined and was to be aprisoner until it be paid. His bond for good behavior was taken off."
-Deposed 4/4/1674 that he was the only surviving child of his parents on that date.

Sources:
-Birth Source: Extracted Record from Church Registers.
-Marriage Source: "Tuttle-Tuthill lines in America "
-Death Source: Tuttle Gravestone in Ipswich "Simon, Jan. —, 1691.", Listed with wife Sarah at Old North Churchyard, Ipswich, Massachusetts. Ipswich death record: "Mr. Simon Tuttle died January [1691]
E-mail Joe C. for any additions/questions!